Buyhiltonheadrealestate.com Search Results

$5,900,000

Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

7 Beds ⋅ 8 Baths ⋅ 5,203 SqFt. ⋅ HILTONHEAD-511606 MLS

Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,370,000

Turn-key, fully renovated beach home in the highly sought-after Forest Beach area of Hilton Head Island, just a short walk to the beach, Coligny Plaza, restaurants, shopping, and grocery stores. Whether you're looking for a primary residence, second home, or vacation rental investment, this property checks every box. Pride of ownership is evident throughout. The updated kitchen features stainless steel appliances, a center island, and opens seamlessly to the spacious living room with a cozy fireplace, creating the perfect gathering space. The generous primary suite offers a private ensuite bath, while two additional bedrooms comfortably accommodate family and guests. Step outside to your own private backyard retreat featuring a fenced yard, oversized swimming pool, spa, putting green, cornhole area, hammock, grilling space, and outdoor shower, perfect for relaxing after a day at the beach or entertaining year-round. With no POA or HOA fees and an unbeatable North Forest Beach location, this move-in ready Hilton Head home offers exceptional flexibility as a personal getaway or income-producing investment.

3 Beds ⋅ 2 Baths ⋅ 1,528 SqFt. ⋅ HILTONHEAD-511499 MLS

Turn-key, fully renovated beach home in the highly sought-after Forest Beach area of Hilton Head Island, just a short walk to the beach, Coligny Plaza, restaurants, shopping, and grocery stores. Whether you're looking for a primary residence, second home, or vacation rental investment, this property checks every box. Pride of ownership is evident throughout. The updated kitchen features stainless steel appliances, a center island, and opens seamlessly to the spacious living room with a cozy fireplace, creating the perfect gathering space. The generous primary suite offers a private ensuite bath, while two additional bedrooms comfortably accommodate family and guests. Step outside to your own private backyard retreat featuring a fenced yard, oversized swimming pool, spa, putting green, cornhole area, hammock, grilling space, and outdoor shower, perfect for relaxing after a day at the beach or entertaining year-round. With no POA or HOA fees and an unbeatable North Forest Beach location, this move-in ready Hilton Head home offers exceptional flexibility as a personal getaway or income-producing investment.

8 Flamingo Street, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$3,499,995

Welcome to 164 Mooring Buoy-where timeless coastal elegance meets one of Palmetto Dunes' most coveted beachside locations. Perfectly positioned on the second row with direct access to the beach walkway, this exceptional five-bedroom, five-and-a-half-bath residence offers an effortless connection to more than three miles of Hilton Head Island's pristine Atlantic shoreline. Thoughtfully designed for sophisticated coastal living, this remarkable home blends timeless architecture, generous living spaces, and exceptional indoor-outdoor entertaining. A majestic canopy of centuries-old live oaks and a gracious circular drive create a memorable arrival, while the two-car garage and abundant parking provide convenience for family and guests alike. Impeccably maintained and thoughtfully updated, every detail reflects the pride of ownership and quality craftsmanship that define this extraordinary property. At the heart of the home, the beautifully appointed kitchen flows seamlessly into the expansive great room, where walls of glass invite natural light and open to an impressive outdoor living space. Step onto the spacious rear deck overlooking a sparkling heated pool and spa-your own private sanctuary for afternoon relaxation, evening gatherings, or peaceful mornings surrounded by the beauty of the Lowcountry. The luxurious main-level primary suite offers comfort and privacy, while four additional ensuite guest bedrooms provide elegant accommodations for family and friends. Multiple living and gathering spaces ensure everyone has room to relax, entertain, or create lasting memories after a day on the beach, golf course, or tennis courts. Whether hosting unforgettable celebrations, enjoying quiet moments beneath the oaks, or embracing the endless recreational opportunities of Palmetto Dunes, this home embodies the very essence of refined island living. Equally suited as a distinguished primary residence, an exceptional coastal retreat, or a premier investment with outstanding rental potential, 164 Mooring Buoy presents a rare opportunity to own an extraordinary beachside home within one of Hilton Head Island's most prestigious resort communities.

5 Beds ⋅ 6 Baths ⋅ 3,680 SqFt. ⋅ HILTONHEAD-511517 MLS

Welcome to 164 Mooring Buoy-where timeless coastal elegance meets one of Palmetto Dunes' most coveted beachside locations. Perfectly positioned on the second row with direct access to the beach walkway, this exceptional five-bedroom, five-and-a-half-bath residence offers an effortless connection to more than three miles of Hilton Head Island's pristine Atlantic shoreline. Thoughtfully designed for sophisticated coastal living, this remarkable home blends timeless architecture, generous living spaces, and exceptional indoor-outdoor entertaining. A majestic canopy of centuries-old live oaks and a gracious circular drive create a memorable arrival, while the two-car garage and abundant parking provide convenience for family and guests alike. Impeccably maintained and thoughtfully updated, every detail reflects the pride of ownership and quality craftsmanship that define this extraordinary property. At the heart of the home, the beautifully appointed kitchen flows seamlessly into the expansive great room, where walls of glass invite natural light and open to an impressive outdoor living space. Step onto the spacious rear deck overlooking a sparkling heated pool and spa-your own private sanctuary for afternoon relaxation, evening gatherings, or peaceful mornings surrounded by the beauty of the Lowcountry. The luxurious main-level primary suite offers comfort and privacy, while four additional ensuite guest bedrooms provide elegant accommodations for family and friends. Multiple living and gathering spaces ensure everyone has room to relax, entertain, or create lasting memories after a day on the beach, golf course, or tennis courts. Whether hosting unforgettable celebrations, enjoying quiet moments beneath the oaks, or embracing the endless recreational opportunities of Palmetto Dunes, this home embodies the very essence of refined island living. Equally suited as a distinguished primary residence, an exceptional coastal retreat, or a premier investment with outstanding rental potential, 164 Mooring Buoy presents a rare opportunity to own an extraordinary beachside home within one of Hilton Head Island's most prestigious resort communities.

164 Mooring Buoy, Hilton Head Island

Listing courtesy of Charter One Realty.

$35,000

Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 2nd floor Sanibel floor plan has 1350 htd sq ft, screened porch & balcony, and overlooks the front pool area. Onsite open house/model villa open most days.

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511529 MLS

Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 2nd floor Sanibel floor plan has 1350 htd sq ft, screened porch & balcony, and overlooks the front pool area. Onsite open house/model villa open most days.

14 Wimbledon Court Unit 204-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,395,000

With so few new homes available island-wide, 68 Wedgefield presents a rare opportunity--especially with two of any home's most significant improvements already complete. This spring, the owners completely rebuilt the backyard pool structure and replaced nearly every window with new hurricane-impact glass, with the exception of the two areas in the vaulted ceiling. Designed for the way people live today, this spacious home offers four bedrooms (or three bedrooms plus a bonus room), three and a half baths, a private office, and a dramatic great room with soaring ceilings that flows seamlessly into the kitchen and family room. Extensively updated throughout, the home also features spray foam insulation in the attic, luxury vinyl plank flooring, a beautifully renovated primary bathroom, and numerous additional improvements that add both comfort and value. Positioned on the outside of a dogleg, the property enjoys an exceptional sense of privacy, enhanced by a natural buffer and sweeping panoramic views of the 13th and 14th holes of the Golden Bear Course in Indigo Run. Just seven minutes from shopping and ten minutes from the beach, 68 Wedgefield offers an ideal combination of thoughtful updates, a highly desirable floor plan, exceptional privacy, and a premier location within one of the Island's most sought-after communities. Grass has been enhanced in photos.

4 Beds ⋅ 4 Baths ⋅ 3,023 SqFt. ⋅ HILTONHEAD-511399 MLS

With so few new homes available island-wide, 68 Wedgefield presents a rare opportunity--especially with two of any home's most significant improvements already complete. This spring, the owners completely rebuilt the backyard pool structure and replaced nearly every window with new hurricane-impact glass, with the exception of the two areas in the vaulted ceiling. Designed for the way people live today, this spacious home offers four bedrooms (or three bedrooms plus a bonus room), three and a half baths, a private office, and a dramatic great room with soaring ceilings that flows seamlessly into the kitchen and family room. Extensively updated throughout, the home also features spray foam insulation in the attic, luxury vinyl plank flooring, a beautifully renovated primary bathroom, and numerous additional improvements that add both comfort and value. Positioned on the outside of a dogleg, the property enjoys an exceptional sense of privacy, enhanced by a natural buffer and sweeping panoramic views of the 13th and 14th holes of the Golden Bear Course in Indigo Run. Just seven minutes from shopping and ten minutes from the beach, 68 Wedgefield offers an ideal combination of thoughtful updates, a highly desirable floor plan, exceptional privacy, and a premier location within one of the Island's most sought-after communities. Grass has been enhanced in photos.

68 Wedgefield Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,400,000

AN ABSOLUTE WINNER! This beautifully furnished oceanfront villa in Palmetto Dunes offers an exceptional combination of location, comfort, and rental performance, grossing over $80,000 last year. Enjoy gorgeous ocean views across the pool area to the beach from the private balcony, complete with new sliding glass doors and windows. The spacious open-concept living, dining, and kitchen areas feature relaxing coastal colors, designer fixtures, stainless steel appliances, and stylish updates throughout. The kitchen and both bathrooms have been beautifully updated, and the villa is fully equipped for effortless enjoyment. Recent improvements include windows, painting, and a new roof in 2018, with no current or upcoming special assessments! Elevator access, covered parking, beautiful grounds, direct beach access, and outstanding resort amenities complete the package. The Vacation Company website is filled exclusively with 5-star reviews-a proven vacation rental and an inviting coastal retreat!

2 Beds ⋅ 2 Baths ⋅ 1,442 SqFt. ⋅ HILTONHEAD-511444 MLS

AN ABSOLUTE WINNER! This beautifully furnished oceanfront villa in Palmetto Dunes offers an exceptional combination of location, comfort, and rental performance, grossing over $80,000 last year. Enjoy gorgeous ocean views across the pool area to the beach from the private balcony, complete with new sliding glass doors and windows. The spacious open-concept living, dining, and kitchen areas feature relaxing coastal colors, designer fixtures, stainless steel appliances, and stylish updates throughout. The kitchen and both bathrooms have been beautifully updated, and the villa is fully equipped for effortless enjoyment. Recent improvements include windows, painting, and a new roof in 2018, with no current or upcoming special assessments! Elevator access, covered parking, beautiful grounds, direct beach access, and outstanding resort amenities complete the package. The Vacation Company website is filled exclusively with 5-star reviews-a proven vacation rental and an inviting coastal retreat!

57 Ocean Lane Unit 3305, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,499,000

Experience the best of Palmetto Dunes living at 44 Off Shore, where modern coastal elegance meets the relaxed charm of Hilton Head Island. Overlooking the Robert Trent Jones Golf Course and just a short bike ride to the beach, this beautifully renovated single level home blends timeless island charm with thoughtful updates and outstanding investment potential. Designed for effortless coastal living, the open floor plan is filled with natural light and showcases soaring vaulted ceilings, a dramatic floor to ceiling stone fireplace, and expansive windows that frame picturesque golf course views. The renovated kitchen features quartz countertops, stainless steel appliances, a tile backsplash, and an open design that flows seamlessly into the living and dining areas, creating the perfect space for entertaining. Offering four spacious bedrooms and three beautifully updated bathrooms, including a newly added third bath, the home comfortably accommodates family and guests. The private primary suite is a peaceful retreat with dual vanities, a soaking tub, and a spacious walk-in shower. Outside, your private backyard oasis awaits with a new pool, expansive deck, mature landscaping, and tranquil golf course views, creating the perfect setting for relaxing or entertaining year round. With a strong rental history and access to Palmetto Dunes' three championship golf courses, world class tennis and pickleball, restaurants, and miles of scenic bike and leisure trails, 44 Off Shore is an exceptional opportunity as a primary residence, second home, or income producing investment.

4 Beds ⋅ 3 Baths ⋅ 1,932 SqFt. ⋅ HILTONHEAD-511178 MLS

Experience the best of Palmetto Dunes living at 44 Off Shore, where modern coastal elegance meets the relaxed charm of Hilton Head Island. Overlooking the Robert Trent Jones Golf Course and just a short bike ride to the beach, this beautifully renovated single level home blends timeless island charm with thoughtful updates and outstanding investment potential. Designed for effortless coastal living, the open floor plan is filled with natural light and showcases soaring vaulted ceilings, a dramatic floor to ceiling stone fireplace, and expansive windows that frame picturesque golf course views. The renovated kitchen features quartz countertops, stainless steel appliances, a tile backsplash, and an open design that flows seamlessly into the living and dining areas, creating the perfect space for entertaining. Offering four spacious bedrooms and three beautifully updated bathrooms, including a newly added third bath, the home comfortably accommodates family and guests. The private primary suite is a peaceful retreat with dual vanities, a soaking tub, and a spacious walk-in shower. Outside, your private backyard oasis awaits with a new pool, expansive deck, mature landscaping, and tranquil golf course views, creating the perfect setting for relaxing or entertaining year round. With a strong rental history and access to Palmetto Dunes' three championship golf courses, world class tennis and pickleball, restaurants, and miles of scenic bike and leisure trails, 44 Off Shore is an exceptional opportunity as a primary residence, second home, or income producing investment.

44 Off Shore, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$35,000

Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 2nd floor Sanibel floor plan has 1350 htd sq ft, a screened porch & balcony, and overlooks the front pool area. Onsite open house/model villa open daily.

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511423 MLS

Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 2nd floor Sanibel floor plan has 1350 htd sq ft, a screened porch & balcony, and overlooks the front pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 202-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$359,900

Enjoy Island Living at 48 Forest Gardens Villas! Nestled beneath a stunning canopy of majestic oaks in Hilton Head's popular South Forest Beach area, this 2 bedroom 1 bath villa offers a serene Lowcountry setting paired with an active island lifestyle. Enjoy peaceful poolside views right from your private balcony. The Forest Gardens community features excellent amenities, including a large outdoor swimming pool and beautifully landscaped grounds, just steps from your door. The location is unbeatable. Leave your car behind-you are within an easy walking or biking distance to pristine Atlantic beaches, the new Lowcountry Celebration Park, and the vibrant dining, shopping, and entertainment at Coligny Plaza. Whether you're looking for a savvy investment property, a turnkey vacation escape, or a permanent beachside residence, this villa delivers the best of Hilton Head. Schedule your private showing today!

2 Beds ⋅ 1 Baths ⋅ 885 SqFt. ⋅ HILTONHEAD-511334 MLS

Enjoy Island Living at 48 Forest Gardens Villas! Nestled beneath a stunning canopy of majestic oaks in Hilton Head's popular South Forest Beach area, this 2 bedroom 1 bath villa offers a serene Lowcountry setting paired with an active island lifestyle. Enjoy peaceful poolside views right from your private balcony. The Forest Gardens community features excellent amenities, including a large outdoor swimming pool and beautifully landscaped grounds, just steps from your door. The location is unbeatable. Leave your car behind-you are within an easy walking or biking distance to pristine Atlantic beaches, the new Lowcountry Celebration Park, and the vibrant dining, shopping, and entertainment at Coligny Plaza. Whether you're looking for a savvy investment property, a turnkey vacation escape, or a permanent beachside residence, this villa delivers the best of Hilton Head. Schedule your private showing today!

125 Cordillo Parkway Unit 48, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,100,000

Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS

Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$25,000

Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, a spacious back deck, and overlooks the back pool area. Onsite open house/model villa open daily.

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511398 MLS

Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, a spacious back deck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 135-5, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$509,500

Escape to this beautifully appointed, fully furnished, spacious 1-bedroom, 1.5-bath villa located in the prestigious Shipyard Community. Offering comfort, convenience, and easy access to Hilton Head's best attractions, this two-story townhome is an ideal getaway for couples, small families, or a relaxing solo retreat. Villa Highlights: Primary Suite is a spacious upstairs bedroom with a king-sized bed, ample storage, and a private ensuite bath. Additional Sleeping Space: Queen sleeper sofa in the living area. Open Living Area: Bright and inviting main level with comfortable seating, cable TV, books, and board games for unwinding after a day of adventure. Chef's Kitchen: Fully equipped with ample pantry space, cookware, and everything you need for meal preparation and entertaining - SS appliances & granite countertops accent the space. New water heater in 2026. Private Outdoor Deck: Cozy seating for morning coffee or evening cocktails. Laundry Convenience: Full-sized washer and dryer tucked into the upstairs hallway closet. Community Features: Beach Access: A scenic 10-15 minute walk along shaded paths to Shipyard's Beach Access Boardwalk. Pool & Sundeck: The community pool is conveniently located just outside your front door and open daily from sunrise to sunset (April 1-October 31).Tennis & Golf: Access Van Der Meer Tennis Club, Shipyard Racquet Club, and a 27-hole championship golf course. Biking Trails: Miles of picturesque paths wind through Shipyard and connect to the island's scenic routes.

1 Beds ⋅ 2 Baths ⋅ 1,215 SqFt. ⋅ HILTONHEAD-511373 MLS

Escape to this beautifully appointed, fully furnished, spacious 1-bedroom, 1.5-bath villa located in the prestigious Shipyard Community. Offering comfort, convenience, and easy access to Hilton Head's best attractions, this two-story townhome is an ideal getaway for couples, small families, or a relaxing solo retreat. Villa Highlights: Primary Suite is a spacious upstairs bedroom with a king-sized bed, ample storage, and a private ensuite bath. Additional Sleeping Space: Queen sleeper sofa in the living area. Open Living Area: Bright and inviting main level with comfortable seating, cable TV, books, and board games for unwinding after a day of adventure. Chef's Kitchen: Fully equipped with ample pantry space, cookware, and everything you need for meal preparation and entertaining - SS appliances & granite countertops accent the space. New water heater in 2026. Private Outdoor Deck: Cozy seating for morning coffee or evening cocktails. Laundry Convenience: Full-sized washer and dryer tucked into the upstairs hallway closet. Community Features: Beach Access: A scenic 10-15 minute walk along shaded paths to Shipyard's Beach Access Boardwalk. Pool & Sundeck: The community pool is conveniently located just outside your front door and open daily from sunrise to sunset (April 1-October 31).Tennis & Golf: Access Van Der Meer Tennis Club, Shipyard Racquet Club, and a 27-hole championship golf course. Biking Trails: Miles of picturesque paths wind through Shipyard and connect to the island's scenic routes.

113 Shipyard Drive Unit 162, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$3,450,000

Built in 2018 by May River Custom Homes, 24 Rum Row delivers luxury coastal living in a coveted Palmetto Dunes location, where high-end construction is notably enhanced with wide (11-mile) lagoon views, a private dock, and convenient beach access! Impressively designed and professionally decorated, this FIVE-bedroom retreat features wide-plank wood floors, 8' solid-core doors, coffered ceilings, upgraded lighting, a gas fireplace, multiple laundry rooms, and impressive open living spaces on both levels. The chef-style kitchen shines with quartz countertops, a large island, a professional gas range, a pot filler, a pantry, and current features/finishes. Seamless indoor/outdoor living includes a large (screened) porch, private swimming pool, a covered poolside kitchen with a Napoleon grill, outdoor lounging/dining areas, and tranquil pool-to-lagoon views. High Quality throughout, numerous coastal-inspired finishes, a double garage, strong rental appeal, and offered fully furnished.

5 Beds ⋅ 5 Baths ⋅ 4,240 SqFt. ⋅ HILTONHEAD-511130 MLS

Built in 2018 by May River Custom Homes, 24 Rum Row delivers luxury coastal living in a coveted Palmetto Dunes location, where high-end construction is notably enhanced with wide (11-mile) lagoon views, a private dock, and convenient beach access! Impressively designed and professionally decorated, this FIVE-bedroom retreat features wide-plank wood floors, 8' solid-core doors, coffered ceilings, upgraded lighting, a gas fireplace, multiple laundry rooms, and impressive open living spaces on both levels. The chef-style kitchen shines with quartz countertops, a large island, a professional gas range, a pot filler, a pantry, and current features/finishes. Seamless indoor/outdoor living includes a large (screened) porch, private swimming pool, a covered poolside kitchen with a Napoleon grill, outdoor lounging/dining areas, and tranquil pool-to-lagoon views. High Quality throughout, numerous coastal-inspired finishes, a double garage, strong rental appeal, and offered fully furnished.

24 Rum Row, Hilton Head Island

Listing courtesy of Collins Group Realty.

$584,500

Beautifully Updated Townhome Just Steps from the Beach! Welcome to Surf Court 66, a remodeled two-story townhome ideally located just 1.5 blocks from the beach in the heart of Hilton Head Island. This inviting getaway features a stunning kitchen remodeled in 2018 with gorgeous cabinetry, modern finishes, and plenty of space for preparing meals. Recent updates include new furniture, new windows, a new sliding glass door, and a brand-new roof installed in 2025, offering peace of mind and long-term value.The spacious floor plan offers a king-sized primary bedroom, a guest bedroom with two double beds, and a sleeper sofa in the living room, comfortably accommodating family and friends. Three flat-screen TVs-one in each bedroom and one in the living room-along with wireless internet provide all the conveniences of home.Enjoy your morning coffee or evening cocktail on the private balcony, where a spiral staircase leads directly to the beautifully landscaped courtyard and large community swimming pool. Guests appreciate the convenience of parking right outside the front door and the easy walk to Hilton Head's gorgeous beaches.Located just minutes from Van der Meer Tennis Center and within near distance of Coligny Plaza, Coligny Beach Park, and the area's premier restaurants, shops, and entertainment, Surf Court 66 offers the perfect blend of comfort, convenience, and island lifestyle. Whether you're looking for a primary residence, vacation home, or investment property, this turnkey villa is an exceptional opportunity in one of Hilton Head Island's most desirable beachside communities.

2 Beds ⋅ 3 Baths ⋅ 1,189 SqFt. ⋅ HILTONHEAD-511312 MLS

Beautifully Updated Townhome Just Steps from the Beach! Welcome to Surf Court 66, a remodeled two-story townhome ideally located just 1.5 blocks from the beach in the heart of Hilton Head Island. This inviting getaway features a stunning kitchen remodeled in 2018 with gorgeous cabinetry, modern finishes, and plenty of space for preparing meals. Recent updates include new furniture, new windows, a new sliding glass door, and a brand-new roof installed in 2025, offering peace of mind and long-term value.The spacious floor plan offers a king-sized primary bedroom, a guest bedroom with two double beds, and a sleeper sofa in the living room, comfortably accommodating family and friends. Three flat-screen TVs-one in each bedroom and one in the living room-along with wireless internet provide all the conveniences of home.Enjoy your morning coffee or evening cocktail on the private balcony, where a spiral staircase leads directly to the beautifully landscaped courtyard and large community swimming pool. Guests appreciate the convenience of parking right outside the front door and the easy walk to Hilton Head's gorgeous beaches.Located just minutes from Van der Meer Tennis Center and within near distance of Coligny Plaza, Coligny Beach Park, and the area's premier restaurants, shops, and entertainment, Surf Court 66 offers the perfect blend of comfort, convenience, and island lifestyle. Whether you're looking for a primary residence, vacation home, or investment property, this turnkey villa is an exceptional opportunity in one of Hilton Head Island's most desirable beachside communities.

26 S Forest Beach Drive Unit 66, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$284,000

Great Value You Don't Want to Miss! Finding a 3-bedroom, 3-bath home on Hilton Head Island at this price is becoming increasingly rare. Offering approximately 1,250 square feet, this free-standing condo in The Gatherings presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. Well-maintained and move-in-ready, featuring a bright, inviting living room and a cheerful eat-in kitchen that serves as the heart of the home. The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous walk-in closet-perfect as a primary retreat or private guest suite. Step outside to enjoy the private deck or take advantage of the community pool located directly across the street. The Gatherings is an established neighborhood with a welcoming atmosphere, longtime residents, and an exceptionally convenient location offering easy access to both Hilton Head Island and Bluffton. Select restaurants and shopping are within near distance, adding to the convenience of everyday island living.If you've been searching for an affordable Hilton Head address without sacrificing space, comfort, or convenience, this home deserves a place at the top of your list.

3 Beds ⋅ 3 Baths ⋅ 1,254 SqFt. ⋅ HILTONHEAD-511188 MLS

Great Value You Don't Want to Miss! Finding a 3-bedroom, 3-bath home on Hilton Head Island at this price is becoming increasingly rare. Offering approximately 1,250 square feet, this free-standing condo in The Gatherings presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. Well-maintained and move-in-ready, featuring a bright, inviting living room and a cheerful eat-in kitchen that serves as the heart of the home. The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous walk-in closet-perfect as a primary retreat or private guest suite. Step outside to enjoy the private deck or take advantage of the community pool located directly across the street. The Gatherings is an established neighborhood with a welcoming atmosphere, longtime residents, and an exceptionally convenient location offering easy access to both Hilton Head Island and Bluffton. Select restaurants and shopping are within near distance, adding to the convenience of everyday island living.If you've been searching for an affordable Hilton Head address without sacrificing space, comfort, or convenience, this home deserves a place at the top of your list.

36 Wee Road Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

$329,900

Beautiful and completely renovated, this stylish 1-bedroom villa in Brighton Bay offers comfort and convenience in Hilton Head Island's desirable South End. Overlooking the community pool, the spacious balcony has a built in under-counter refrigerator and is perfect for relaxing mornings or evenings.Inside, the villa features high-end finishes and an open, thoughtfully designed layout. The highly renovated kitchen features cabinets with pull out shelves, and double' sided access and extra wide counter top. The living area flows seamlessly, creating a bright and inviting gathering space. The renovated bedroom and redesigned bath provide a perfect sanctuary for the owner. This villa is ideal for a primary residence, second home, or vacation getaway. Additional highlights include two assigned covered parking spaces, elevator access, and excellent community amenities. Residents enjoy a resort-style pool, fitness center, car wash area, manicured grounds, and a scenic marsh-view deck with grilling and seating areas.Located next to Palmetto Bay Marina, you'll have easy access to dining, shopping, boating, and entertainment, with beaches, golf, and island attractions just minutes away. Move-in ready and well maintained, this villa offers easy, low-maintenance coastal living... newer HVAC and Hot Water Tank

1 Beds ⋅ 1 Baths ⋅ 645 SqFt. ⋅ HILTONHEAD-511227 MLS

Beautiful and completely renovated, this stylish 1-bedroom villa in Brighton Bay offers comfort and convenience in Hilton Head Island's desirable South End. Overlooking the community pool, the spacious balcony has a built in under-counter refrigerator and is perfect for relaxing mornings or evenings.Inside, the villa features high-end finishes and an open, thoughtfully designed layout. The highly renovated kitchen features cabinets with pull out shelves, and double' sided access and extra wide counter top. The living area flows seamlessly, creating a bright and inviting gathering space. The renovated bedroom and redesigned bath provide a perfect sanctuary for the owner. This villa is ideal for a primary residence, second home, or vacation getaway. Additional highlights include two assigned covered parking spaces, elevator access, and excellent community amenities. Residents enjoy a resort-style pool, fitness center, car wash area, manicured grounds, and a scenic marsh-view deck with grilling and seating areas.Located next to Palmetto Bay Marina, you'll have easy access to dining, shopping, boating, and entertainment, with beaches, golf, and island attractions just minutes away. Move-in ready and well maintained, this villa offers easy, low-maintenance coastal living... newer HVAC and Hot Water Tank

80 Paddle Boat Lane Unit 809, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

$389,900

This one won't last! Dreamy 1st floor 2 bed/2bath, fully furnished, completed stocked, and ready to move in. The only unit offering both a garage and not 1, but 2 storage rooms right next to the front door. A professional decorator's home and beautifully renovated. Enjoy the easy luxury of a short bike ride or golf cart to nearby beaches. Already fully stocked, so all you need to do is park in your personal garage and start enjoying your new island lifestyle. Whether you're looking for a vacation home, a full-time residence, or a long-term rental, this property is a true turn-key opportunity with everything you need for every room, ready for your first night on timeless Hilton Head Island. Take full advantage of community amenities featuring 2 sparkling pools and 2 workout rooms, perfect for relaxing and staying fit. Plus, you'll find yourself just a short golf cart, or bike ride away from great restaurants, grocery, pickleball, and beautiful beaches. Grab this rare opportunity now as is. Properties like this don't last long! Schedule your showing today and make this stunning unit your own. Port Royal golf and tennis nearby, plus a new HHI park is planned right next door and ready for future fun and memories.

2 Beds ⋅ 2 Baths ⋅ 951 SqFt. ⋅ HILTONHEAD-511217 MLS

This one won't last! Dreamy 1st floor 2 bed/2bath, fully furnished, completed stocked, and ready to move in. The only unit offering both a garage and not 1, but 2 storage rooms right next to the front door. A professional decorator's home and beautifully renovated. Enjoy the easy luxury of a short bike ride or golf cart to nearby beaches. Already fully stocked, so all you need to do is park in your personal garage and start enjoying your new island lifestyle. Whether you're looking for a vacation home, a full-time residence, or a long-term rental, this property is a true turn-key opportunity with everything you need for every room, ready for your first night on timeless Hilton Head Island. Take full advantage of community amenities featuring 2 sparkling pools and 2 workout rooms, perfect for relaxing and staying fit. Plus, you'll find yourself just a short golf cart, or bike ride away from great restaurants, grocery, pickleball, and beautiful beaches. Grab this rare opportunity now as is. Properties like this don't last long! Schedule your showing today and make this stunning unit your own. Port Royal golf and tennis nearby, plus a new HHI park is planned right next door and ready for future fun and memories.

112 Union Cemetery Road Unit APT 113, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$2,250,000

Residence #104 at The Charles - Property Highlights At a Glance: 4 Bedrooms | 4 Full & 1 Half Baths | 2,665 sq ft of single-level living. Built 2021 | Direct pool & water views | Assigned covered parking. Waterfront & Views. Unobstructed pool and water views from nearly every principal room, framed by impact-glass, insulated windows for year-round comfort, storm protection, and quiet interiors - a rare specification even among new-construction luxury condos.Signature Interior Details. A residence designed for both everyday ease and elevated entertaining:Tray ceilings and smooth ceiling finishes throughout. A dedicated wine cellar for the serious collector. Elegant fireplace as the centerpiece of the main living area. Entrance foyer with genuine sense of arrival. Eat-in kitchen with pantry, ideal for casual and formal living alike. Multiple closets and abundant storage in every bedroom. Fresh, move-in-ready new paint throughout. Luxury vinyl plank, and tile flooring - durable, elegant, low-maintenance. Move-In Ready. Technology: Fully wired for modern living - data and sound wiring throughout, cable-ready, and outfitted with custom window treatments in every room for immediate, effortless comfort. Chef's Kitchen & Appliances. A complete high-end appliance package included: Gas range, dishwasher, disposal, microwave, refrigerator, freezer, wine cooler, washer, and dryer - everything needed to move in and start living immediately, with no appliance upgrades required. Comfort SystemsCentral, electric heat-pump heating and cooling - efficient, modern climate control suited to coastal living. Outdoor Living: Two enclosed and screened balcony spaces plus an outdoor grill area extend living space beyond the walls of the residence - ideal for enjoying Lowcountry sunsets and waterfront breezes in comfort. Security & Peace of Mind: A rare level of protection for a residential address: 24-hour security guard, fire alarm, fire sprinkler system, and smoke detectors throughout - the kind of layered security typically found only in top-tier luxury buildings. Boutique Building Amenities: As part of The Charles, owners enjoy: Community pool with waterfront setting. Fire pit and barbecue/grilling area. Business center. Guard-gated security. Private storage in addition to assigned parking

4 Beds ⋅ 5 Baths ⋅ 2,665 SqFt. ⋅ HILTONHEAD-511192 MLS

Residence #104 at The Charles - Property Highlights At a Glance: 4 Bedrooms | 4 Full & 1 Half Baths | 2,665 sq ft of single-level living. Built 2021 | Direct pool & water views | Assigned covered parking. Waterfront & Views. Unobstructed pool and water views from nearly every principal room, framed by impact-glass, insulated windows for year-round comfort, storm protection, and quiet interiors - a rare specification even among new-construction luxury condos.Signature Interior Details. A residence designed for both everyday ease and elevated entertaining:Tray ceilings and smooth ceiling finishes throughout. A dedicated wine cellar for the serious collector. Elegant fireplace as the centerpiece of the main living area. Entrance foyer with genuine sense of arrival. Eat-in kitchen with pantry, ideal for casual and formal living alike. Multiple closets and abundant storage in every bedroom. Fresh, move-in-ready new paint throughout. Luxury vinyl plank, and tile flooring - durable, elegant, low-maintenance. Move-In Ready. Technology: Fully wired for modern living - data and sound wiring throughout, cable-ready, and outfitted with custom window treatments in every room for immediate, effortless comfort. Chef's Kitchen & Appliances. A complete high-end appliance package included: Gas range, dishwasher, disposal, microwave, refrigerator, freezer, wine cooler, washer, and dryer - everything needed to move in and start living immediately, with no appliance upgrades required. Comfort SystemsCentral, electric heat-pump heating and cooling - efficient, modern climate control suited to coastal living. Outdoor Living: Two enclosed and screened balcony spaces plus an outdoor grill area extend living space beyond the walls of the residence - ideal for enjoying Lowcountry sunsets and waterfront breezes in comfort. Security & Peace of Mind: A rare level of protection for a residential address: 24-hour security guard, fire alarm, fire sprinkler system, and smoke detectors throughout - the kind of layered security typically found only in top-tier luxury buildings. Boutique Building Amenities: As part of The Charles, owners enjoy: Community pool with waterfront setting. Fire pit and barbecue/grilling area. Business center. Guard-gated security. Private storage in addition to assigned parking

63 Skull Creek Drive Unit 104, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$549,000

Total Charmer! This Courtside Villa has been completely renovated with exceptional attention to detail! Located in the heart of Forest Beach, this stunning coastal retreat offers a fresh, sophisticated feel throughout. The thoughtfully redesigned floor plan features an open kitchen and an opened stairwell, creating a bright, inviting living space. Nearly every inch of this beautiful villa has been transformed with new flooring, cabinetry, appliances, lighting, doors, hardware, and beautifully renovated bathrooms. Major improvements include a 2021 HVAC and 2023 water heater, providing added peace of mind. The elevated second-floor location offers additional privacy while filling the villa with natural light. Just a short stroll to the beach and the shops, restaurants, and entertainment of Coligny Plaza, this exceptional property is equally suited as a vacation getaway, investment property, or full-time residence. Move in, unpack, and start enjoying the Hilton Head Island lifestyle!

2 Beds ⋅ 3 Baths ⋅ 1,346 SqFt. ⋅ HILTONHEAD-511021 MLS

Total Charmer! This Courtside Villa has been completely renovated with exceptional attention to detail! Located in the heart of Forest Beach, this stunning coastal retreat offers a fresh, sophisticated feel throughout. The thoughtfully redesigned floor plan features an open kitchen and an opened stairwell, creating a bright, inviting living space. Nearly every inch of this beautiful villa has been transformed with new flooring, cabinetry, appliances, lighting, doors, hardware, and beautifully renovated bathrooms. Major improvements include a 2021 HVAC and 2023 water heater, providing added peace of mind. The elevated second-floor location offers additional privacy while filling the villa with natural light. Just a short stroll to the beach and the shops, restaurants, and entertainment of Coligny Plaza, this exceptional property is equally suited as a vacation getaway, investment property, or full-time residence. Move in, unpack, and start enjoying the Hilton Head Island lifestyle!

15 Deallyon Avenue Unit 18, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$299,000

Beautifully Renovated 2-Bedroom Villa with Direct Pool Views - Closest Building to the Beach! This is the beach getaway you've been waiting for! This stunning, fully renovated 2-bedroom villa at Hilton Head Resort offers a beautiful direct view of the heated outdoor pool from your front porch. No detail has been overlooked in this top-to-bottom renovation. Upgrades include shiplap accent walls, stylish barn doors, smooth ceilings, new ductwork, luxury vinyl plank flooring with a coastal feel, recessed lighting, closet lighting, all-new ceiling fans and light fixtures, a completely remodeled kitchen with new cabinetry, countertops, and appliances, plus beautifully updated bathrooms. The primary bath even features a lighted makeup magnifying mirror for added convenience. Sold fully furnished, this villa is truly turnkey - start enjoying it immediately after closing, whether as your personal beach retreat or a vacation rental investment. Hilton Head Resort offers an outstanding lineup of resort-style amenities, including: 7-minute walk to the beach or seasonal golf cart shuttle service. Poolside restaurant just downstairs. Oceanfront bar and grill. Indoor heated pool. Two outdoor pools, including another heated pool just outside your kitchen window! Indoor 1/10th mile jogging track, Hot tub, sauna, and steam room. Tennis and pickleball courts, Beach volleyball, Fitness center, Kiddie pool and Picnic area with BBQ grills. Whether you're looking for a second home, investment property, or both, this beautifully updated villa combines an unbeatable location, exceptional amenities, and true move-in-ready convenience. Come experience everything this incredible property and The Hilton Head Resort have to offer!

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-511168 MLS

Beautifully Renovated 2-Bedroom Villa with Direct Pool Views - Closest Building to the Beach! This is the beach getaway you've been waiting for! This stunning, fully renovated 2-bedroom villa at Hilton Head Resort offers a beautiful direct view of the heated outdoor pool from your front porch. No detail has been overlooked in this top-to-bottom renovation. Upgrades include shiplap accent walls, stylish barn doors, smooth ceilings, new ductwork, luxury vinyl plank flooring with a coastal feel, recessed lighting, closet lighting, all-new ceiling fans and light fixtures, a completely remodeled kitchen with new cabinetry, countertops, and appliances, plus beautifully updated bathrooms. The primary bath even features a lighted makeup magnifying mirror for added convenience. Sold fully furnished, this villa is truly turnkey - start enjoying it immediately after closing, whether as your personal beach retreat or a vacation rental investment. Hilton Head Resort offers an outstanding lineup of resort-style amenities, including: 7-minute walk to the beach or seasonal golf cart shuttle service. Poolside restaurant just downstairs. Oceanfront bar and grill. Indoor heated pool. Two outdoor pools, including another heated pool just outside your kitchen window! Indoor 1/10th mile jogging track, Hot tub, sauna, and steam room. Tennis and pickleball courts, Beach volleyball, Fitness center, Kiddie pool and Picnic area with BBQ grills. Whether you're looking for a second home, investment property, or both, this beautifully updated villa combines an unbeatable location, exceptional amenities, and true move-in-ready convenience. Come experience everything this incredible property and The Hilton Head Resort have to offer!

663 William Hilton Parkway Unit 1223, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

$3,299,000

Experience luxury oceanfront living in this stunning 3 BR | 3 BA oceanfront Hampton Place point unit in Leamington, offering breathtaking panoramic views from every room. Beautifully designer-inspired furnishings in sophisticated coastal tones, this exceptional residence features a spacious open floor plan, premium finishes, and an expansive wraparound balcony designed to capture spectacular sunrises and endless ocean vistas! Floor-to-ceiling windows fill the home with natural light, while the gourmet kitchen showcases quartz countertops, granite accents, and bar seating. The luxurious primary suite offers a private oceanfront balcony and a spa-inspired bath. New HVAC: 2022 & Water Heater: 2023. Fabulous amenities include an on-site fitness center, children and adult pools, spa & grill area, and direct beach access. Just a short walk or bike ride to all the amenities in Palmetto Dunes and on to the Shelter Cove area. With very few oceanfront condominiums currently available, this is a rare find. The ultimate in luxury oceanfront condo living!

3 Beds ⋅ 3 Baths ⋅ 2,130 SqFt. ⋅ HILTONHEAD-511162 MLS

Experience luxury oceanfront living in this stunning 3 BR | 3 BA oceanfront Hampton Place point unit in Leamington, offering breathtaking panoramic views from every room. Beautifully designer-inspired furnishings in sophisticated coastal tones, this exceptional residence features a spacious open floor plan, premium finishes, and an expansive wraparound balcony designed to capture spectacular sunrises and endless ocean vistas! Floor-to-ceiling windows fill the home with natural light, while the gourmet kitchen showcases quartz countertops, granite accents, and bar seating. The luxurious primary suite offers a private oceanfront balcony and a spa-inspired bath. New HVAC: 2022 & Water Heater: 2023. Fabulous amenities include an on-site fitness center, children and adult pools, spa & grill area, and direct beach access. Just a short walk or bike ride to all the amenities in Palmetto Dunes and on to the Shelter Cove area. With very few oceanfront condominiums currently available, this is a rare find. The ultimate in luxury oceanfront condo living!

41 Ocean Lane Unit 6309, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$4,500,000

Welcome to 14 Castlebridge Court, a spectacular waterfront residence transformed into a modern masterpiece. Recently remodeled with exceptional craftsmanship and designer finishes throughout, this stunning 5-bedroom, 4 full and 1 half bath home offers sophisticated Lowcountry living with breathtaking harbour views. A dramatic contemporary entry opens to an expansive great room featuring soaring ceilings, designer lighting, a stunning statement electric fireplace, walls of glass, and oversized sliding doors that seamlessly blend indoor and outdoor living. The open-concept design flows effortlessly into the gourmet kitchen, formal dining room, and casual dining area, all perfectly positioned to capture the picturesque waterfront setting. The luxurious first-floor primary suite is a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized shower, dual walk-in closets, and a private laundry room. A spacious home office and powder room complete the main level. Upstairs, four generously sized guest suites provide exceptional accommodations. Two bedrooms share a beautifully appointed bath, while the remaining two enjoy private ensuite baths. All feature generous closets and designer finishes, with two guest suites opening onto private decks overlooking the harbour. An open loft overlooks the great room below while showcasing stunning waterfront views. The lower level offers incredible flexibility, with space for three cars and a golf cart, and currently serves as an impressive home gym and bonus recreation room. A convenient three-stop elevator provides effortless access to every level. Designed for both entertaining and relaxation, the outdoor living spaces are equally impressive with private waterfront decks, a private pool, private dock, and spectacular harbour views. Wexford is one of Hilton Head Island's premier private club communities, offering a world-class lock-controlled harbour, an Arnold Palmer Signature golf course, tennis, pickleball, croquet, fine dining, and exceptional new amenities, including the recently opened Harbour Center and the beautifully expanded clubhouse, reopening this summer.

5 Beds ⋅ 5 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-511088 MLS

Welcome to 14 Castlebridge Court, a spectacular waterfront residence transformed into a modern masterpiece. Recently remodeled with exceptional craftsmanship and designer finishes throughout, this stunning 5-bedroom, 4 full and 1 half bath home offers sophisticated Lowcountry living with breathtaking harbour views. A dramatic contemporary entry opens to an expansive great room featuring soaring ceilings, designer lighting, a stunning statement electric fireplace, walls of glass, and oversized sliding doors that seamlessly blend indoor and outdoor living. The open-concept design flows effortlessly into the gourmet kitchen, formal dining room, and casual dining area, all perfectly positioned to capture the picturesque waterfront setting. The luxurious first-floor primary suite is a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized shower, dual walk-in closets, and a private laundry room. A spacious home office and powder room complete the main level. Upstairs, four generously sized guest suites provide exceptional accommodations. Two bedrooms share a beautifully appointed bath, while the remaining two enjoy private ensuite baths. All feature generous closets and designer finishes, with two guest suites opening onto private decks overlooking the harbour. An open loft overlooks the great room below while showcasing stunning waterfront views. The lower level offers incredible flexibility, with space for three cars and a golf cart, and currently serves as an impressive home gym and bonus recreation room. A convenient three-stop elevator provides effortless access to every level. Designed for both entertaining and relaxation, the outdoor living spaces are equally impressive with private waterfront decks, a private pool, private dock, and spectacular harbour views. Wexford is one of Hilton Head Island's premier private club communities, offering a world-class lock-controlled harbour, an Arnold Palmer Signature golf course, tennis, pickleball, croquet, fine dining, and exceptional new amenities, including the recently opened Harbour Center and the beautifully expanded clubhouse, reopening this summer.

14 Castlebridge Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,950,000

One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS

One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$1,699,000

Walkable to the beaches of Palmetto Dunes, this Hilton Head Island retreat features 4 spacious bedrooms, 4.5-baths w/sleeping loft and is designed for gathering, entertaining, and unforgettable beach vacations. Sold fully furnished and ready to enjoy, this large, beach-oriented home comfortably sleeps 14+ and offers multiple living spaces where family and guests can spread out, watch a movie, play cards, enjoy video games, or unwind after a day at the beach. A dramatic entry welcomes you with soaring ceilings, walls of windows, abundant natural light, and warm wood-planked ceiling details that add coastal character throughout the main living areas. The open floor plan creates an easy flow between the living room, dining area, and kitchen, making the home ideal for hosting large groups. The kitchen is a standout with a giant island, sleek black countertops, plentiful cabinets, stainless steel appliances, an island cooktop, excellent prep space, and beautiful natural light. The first-floor owner's suite offers privacy and convenience with generous space, vaulted ceilings, and an extra-large ensuite bath with soaking tub. Additional bedrooms are oversized and thoughtfully arranged for guests, family, or rental flexibility, including bunk room setups, multiple sleeping areas, and private bath access that makes hosting easy. With 4 full bathrooms, everyone has the comfort and space they need. Outdoor living is just as inviting, featuring a heated swimming pool, pool deck, rear deck, and lush tropical surroundings. Enjoy multiple golf fairway and hole views of the Fazio Course, creating a beautiful backdrop for relaxing by the pool or entertaining outdoors. The property also offers a large driveway, attached garage, mature Lowcountry landscaping, and a private island setting surrounded by oaks and palms. Additional highlights include 4 energy-efficient geothermal heating and cooling systems and a new roof in 2021. With rental history exceeding $129K in 2025, this exceptional Palmetto Dunes property offers an incredible turnkey opportunity as a primary residence, second home, or investment property in one of Hilton Head Island's most desirable beach communities. Offered AS IS.

4 Beds ⋅ 5 Baths ⋅ 4,149 SqFt. ⋅ HILTONHEAD-511034 MLS

Walkable to the beaches of Palmetto Dunes, this Hilton Head Island retreat features 4 spacious bedrooms, 4.5-baths w/sleeping loft and is designed for gathering, entertaining, and unforgettable beach vacations. Sold fully furnished and ready to enjoy, this large, beach-oriented home comfortably sleeps 14+ and offers multiple living spaces where family and guests can spread out, watch a movie, play cards, enjoy video games, or unwind after a day at the beach. A dramatic entry welcomes you with soaring ceilings, walls of windows, abundant natural light, and warm wood-planked ceiling details that add coastal character throughout the main living areas. The open floor plan creates an easy flow between the living room, dining area, and kitchen, making the home ideal for hosting large groups. The kitchen is a standout with a giant island, sleek black countertops, plentiful cabinets, stainless steel appliances, an island cooktop, excellent prep space, and beautiful natural light. The first-floor owner's suite offers privacy and convenience with generous space, vaulted ceilings, and an extra-large ensuite bath with soaking tub. Additional bedrooms are oversized and thoughtfully arranged for guests, family, or rental flexibility, including bunk room setups, multiple sleeping areas, and private bath access that makes hosting easy. With 4 full bathrooms, everyone has the comfort and space they need. Outdoor living is just as inviting, featuring a heated swimming pool, pool deck, rear deck, and lush tropical surroundings. Enjoy multiple golf fairway and hole views of the Fazio Course, creating a beautiful backdrop for relaxing by the pool or entertaining outdoors. The property also offers a large driveway, attached garage, mature Lowcountry landscaping, and a private island setting surrounded by oaks and palms. Additional highlights include 4 energy-efficient geothermal heating and cooling systems and a new roof in 2021. With rental history exceeding $129K in 2025, this exceptional Palmetto Dunes property offers an incredible turnkey opportunity as a primary residence, second home, or investment property in one of Hilton Head Island's most desirable beach communities. Offered AS IS.

20 Heath Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,229,000

JUST A SHORT BIKE RIDE TO THE BEACH! Drive down your long private drive to this spacious home all on one level offering an open floor plan featuring 4 BR/ 4 1/2 BA with a private courtyard pool. This home is located on over a half an acre lot in the coveted Sea Pines Resort - one of Hilton Head Island's most desirable neighborhoods. Fabulous views looking out over a lush lawn, tranquil lagoon and Egret Island. Whether you're seeking a private family retreat, a savvy investment or an idyllic island getaway, this home delivers. Indulge in Sea Pines' world class amenities... from the Beach Club and golf to tennis, pickleball and miles of pristine beaches ... plus the charm of the iconic Harbour Town, deepwater views, shops and restaurants. Opportunity to join the Baynard Park Club for access to the sound-front pavilion & dock.

4 Beds ⋅ 5 Baths ⋅ 3,184 SqFt. ⋅ HILTONHEAD-510880 MLS

JUST A SHORT BIKE RIDE TO THE BEACH! Drive down your long private drive to this spacious home all on one level offering an open floor plan featuring 4 BR/ 4 1/2 BA with a private courtyard pool. This home is located on over a half an acre lot in the coveted Sea Pines Resort - one of Hilton Head Island's most desirable neighborhoods. Fabulous views looking out over a lush lawn, tranquil lagoon and Egret Island. Whether you're seeking a private family retreat, a savvy investment or an idyllic island getaway, this home delivers. Indulge in Sea Pines' world class amenities... from the Beach Club and golf to tennis, pickleball and miles of pristine beaches ... plus the charm of the iconic Harbour Town, deepwater views, shops and restaurants. Opportunity to join the Baynard Park Club for access to the sound-front pavilion & dock.

11 Baynard Park Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$659,000

One of the finest 3 BR, 2 BA villas in Seascape, featuring an additional bonus room and offered completely furnished and turnkey. Ideally located just steps from the pool and beach access, this beautifully updated villa combines comfort, style, and convenience. Tastefully decorated throughout, the open-concept floor plan is perfect as a second home, primary residence, or income-producing vacation rental. The property has a proven history of strong rental performance. Extensively remodeled in 2017, with additional bathroom renovations completed in 2021. The deck was also rebuilt in 2021, creating an exceptional outdoor living and entertaining space. This is a rare opportunity to own a move-in-ready beach retreat in one of Seascape's most desirable locations.

3 Beds ⋅ 2 Baths ⋅ 1,427 SqFt. ⋅ HILTONHEAD-510516 MLS

One of the finest 3 BR, 2 BA villas in Seascape, featuring an additional bonus room and offered completely furnished and turnkey. Ideally located just steps from the pool and beach access, this beautifully updated villa combines comfort, style, and convenience. Tastefully decorated throughout, the open-concept floor plan is perfect as a second home, primary residence, or income-producing vacation rental. The property has a proven history of strong rental performance. Extensively remodeled in 2017, with additional bathroom renovations completed in 2021. The deck was also rebuilt in 2021, creating an exceptional outdoor living and entertaining space. This is a rare opportunity to own a move-in-ready beach retreat in one of Seascape's most desirable locations.

42 S Forest Beach Drive Unit 3076, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$4,995,000

LOVE AT FIRST SIGHT! Welcome to 5 Junket, a stunning coastal estate nestled on a premier second-row homesite in one of the most coveted locations within Palmetto Dunes, where timeless coastal elegance, modern luxury, and extraordinary beach access come together to create a home families treasure for generations. Rarely does a property capture everything buyers envision when they dream of owning on Hilton Head Island. Just steps from the beach and beautifully reimagined from top to bottom, this is a home where mornings begin with a walk on the sand, afternoons unfold around the pool, and family and friends gather year after year to create memories that last a lifetime. Offering six bedrooms, six-and-a-half baths, expansive indoor and outdoor living spaces, and extensive recent renovations, the home lives as comfortably as it entertains. Whether enjoyed as a full-time residence, a cherished second home shared with family and friends, or a luxury beach retreat with an exceptional rental history, 5 Junket delivers a lifestyle that has become increasingly difficult to find and nearly impossible to recreate.

6 Beds ⋅ 7 Baths ⋅ 3,702 SqFt. ⋅ HILTONHEAD-510711 MLS

LOVE AT FIRST SIGHT! Welcome to 5 Junket, a stunning coastal estate nestled on a premier second-row homesite in one of the most coveted locations within Palmetto Dunes, where timeless coastal elegance, modern luxury, and extraordinary beach access come together to create a home families treasure for generations. Rarely does a property capture everything buyers envision when they dream of owning on Hilton Head Island. Just steps from the beach and beautifully reimagined from top to bottom, this is a home where mornings begin with a walk on the sand, afternoons unfold around the pool, and family and friends gather year after year to create memories that last a lifetime. Offering six bedrooms, six-and-a-half baths, expansive indoor and outdoor living spaces, and extensive recent renovations, the home lives as comfortably as it entertains. Whether enjoyed as a full-time residence, a cherished second home shared with family and friends, or a luxury beach retreat with an exceptional rental history, 5 Junket delivers a lifestyle that has become increasingly difficult to find and nearly impossible to recreate.

5 Junket, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$1,290,000

RARELY ON THE MARKET SO THEY SELL QUICKLY. THIS FIRST FLOOR 2BEDROOM 2BATH FULLY FURNISHED SECOND HOME/RENTAL VILLA IS READY FOR MAKING NEW FAMILLY MEMORIES. THIS EXTREAMLY DESIRABLE OCEAN FRONT, GATED SEA CLOISTER VILLAS HAS ONLY 64 UNITS. ENJOY EASY ACCESS TO THE BEACH, POOL, BARBEQUE GRILLS AND PICNIC TABLES VIA PRIVATE STEPS FROM YOUR PRIVATE COVERED BALCONY WITH LUXURY SEATING. SMOOTH CEILIINGS, STAINLESS STEEL APPLIANCES, NEW HVAC 2026, FRONT LOAD FULL SIZE WASHER AND DRYER. OVERSIZED GRANITE COUNTER TOPS FOR BAR STOOL SEATING. QUIET MID ISLAND LOCATION. COMPLEX IS 1/2 WAY THRU A MULTI-MILLION DOLLAR RENOVATION. THE FIRST HALF RENOVATION OCEAN SIDE HAD BEEN PAID. THE NEXT HALF WILL TAKE PLACE IN 2027 AND INCLUDES THE PARKING LOT SIDE, NEW RAILINGS,WALKWAYS, PARKING LOT. PROPERTY VALUES UP AND INSURANCE COSTS DOWN BECAUSE OF THE STRUCTURAL RENOVATIONS EXCELLENT RENTAL HISTORY

2 Beds ⋅ 2 Baths ⋅ 1,105 SqFt. ⋅ HILTONHEAD-510664 MLS

RARELY ON THE MARKET SO THEY SELL QUICKLY. THIS FIRST FLOOR 2BEDROOM 2BATH FULLY FURNISHED SECOND HOME/RENTAL VILLA IS READY FOR MAKING NEW FAMILLY MEMORIES. THIS EXTREAMLY DESIRABLE OCEAN FRONT, GATED SEA CLOISTER VILLAS HAS ONLY 64 UNITS. ENJOY EASY ACCESS TO THE BEACH, POOL, BARBEQUE GRILLS AND PICNIC TABLES VIA PRIVATE STEPS FROM YOUR PRIVATE COVERED BALCONY WITH LUXURY SEATING. SMOOTH CEILIINGS, STAINLESS STEEL APPLIANCES, NEW HVAC 2026, FRONT LOAD FULL SIZE WASHER AND DRYER. OVERSIZED GRANITE COUNTER TOPS FOR BAR STOOL SEATING. QUIET MID ISLAND LOCATION. COMPLEX IS 1/2 WAY THRU A MULTI-MILLION DOLLAR RENOVATION. THE FIRST HALF RENOVATION OCEAN SIDE HAD BEEN PAID. THE NEXT HALF WILL TAKE PLACE IN 2027 AND INCLUDES THE PARKING LOT SIDE, NEW RAILINGS,WALKWAYS, PARKING LOT. PROPERTY VALUES UP AND INSURANCE COSTS DOWN BECAUSE OF THE STRUCTURAL RENOVATIONS EXCELLENT RENTAL HISTORY

50 Starfish Drive Unit 111, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

$1,050,000

Exceptional value on superbly maintained residence with spacious floor plan and expansive private pool in amenity rich Moss Creek. Features include natural stone flooring, granite counters, custom built-ins, vaulted ceilings, walls of windows to pool & grounds, stone surround gas fireplace, stainless steel appliances, max cabinet/counter space, recessed lighting, skylights, impressive storage space including walk-in attic, oversize 2 car garage + newer roof & energy efficient HVAC systems. Very livable/flexible floor plan boasts kitchen with breakfast bar, open to formal/casual dining, den/study, great room, 2 large 4 season Carolina rooms (screened + plexi-glass windows), well-appointed & private primary suite, 2 ample guest BR's & bath, powder room, large laundry room + huge bonus suite with kitchenette/BR/Living Area/Bath and pool view terrace! Owner groomed landscape/hardscape offers mature plantings, specimen trees, stay cool pool deck, secret garden, carriage lighting, and maximum privacy. All on quiet cul-de-sac street with primo central locale close to all this private club community has to offer!

4 Beds ⋅ 4 Baths ⋅ 3,428 SqFt. ⋅ HILTONHEAD-510654 MLS

Exceptional value on superbly maintained residence with spacious floor plan and expansive private pool in amenity rich Moss Creek. Features include natural stone flooring, granite counters, custom built-ins, vaulted ceilings, walls of windows to pool & grounds, stone surround gas fireplace, stainless steel appliances, max cabinet/counter space, recessed lighting, skylights, impressive storage space including walk-in attic, oversize 2 car garage + newer roof & energy efficient HVAC systems. Very livable/flexible floor plan boasts kitchen with breakfast bar, open to formal/casual dining, den/study, great room, 2 large 4 season Carolina rooms (screened + plexi-glass windows), well-appointed & private primary suite, 2 ample guest BR's & bath, powder room, large laundry room + huge bonus suite with kitchenette/BR/Living Area/Bath and pool view terrace! Owner groomed landscape/hardscape offers mature plantings, specimen trees, stay cool pool deck, secret garden, carriage lighting, and maximum privacy. All on quiet cul-de-sac street with primo central locale close to all this private club community has to offer!

18 Saw Timber Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$459,000

Just in time for the summer season, this 2-bedroom, 2.5-bathroom villa offers the Hilton Head Island lifestyle you've been searching for. Located in a highly desirable, walkable community in the South Forest Beach area, this coastal retreat has been thoughtfully upgraded with modern finishes, gorgeous wood-look floors, and a fully renovated kitchen. Set in a prime location, this villa backs directly up to the community pool. This villa comes fully furnished, is already on a short-term rental program and one of the few complexes where owners and guests can bring pets. Ocean Breeze is just a short walk to the wide beaches of Hilton Head Island. Close to local shops, entertainment, and dining.

2 Beds ⋅ 3 Baths ⋅ 1,051 SqFt. ⋅ HILTONHEAD-509996 MLS

Just in time for the summer season, this 2-bedroom, 2.5-bathroom villa offers the Hilton Head Island lifestyle you've been searching for. Located in a highly desirable, walkable community in the South Forest Beach area, this coastal retreat has been thoughtfully upgraded with modern finishes, gorgeous wood-look floors, and a fully renovated kitchen. Set in a prime location, this villa backs directly up to the community pool. This villa comes fully furnished, is already on a short-term rental program and one of the few complexes where owners and guests can bring pets. Ocean Breeze is just a short walk to the wide beaches of Hilton Head Island. Close to local shops, entertainment, and dining.

19 Lemoyne Avenue Unit 57, Hilton Head Island

Listing courtesy of Keller Williams Realty.