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$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.

$999,000

Beautifully updated and thoughtfully designed, this 3BR/2.5BA home in Hilton Head Plantation offers the kind of light-filled living that never goes out of style. Soaring ceilings, skylights, and expansive windows create an open, airy feel, while mature landscaping and golf course views provide a peaceful backdrop from nearly every room. The updated eat-in kitchen is the heart of the home, featuring plenty of storage, a large island, and an easy flow into the family room, living room, and Carolina Room. The spacious primary suite offers a private retreat with generous closet space and an updated bath complete with dual vanities, a soaking tub, and a large walk-in shower. Two additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to enjoy the expansive patio and beautifully landscaped yard overlooking the golf course, where privacy, nature, and outdoor living come together effortlessly. Complete with a two-car garage and located in amenity-rich Hilton Head Plantation, this is a home that feels as good as it looks.

3 Beds ⋅ 3 Baths ⋅ 2,410 SqFt. ⋅ HILTONHEAD-510685 MLS

Beautifully updated and thoughtfully designed, this 3BR/2.5BA home in Hilton Head Plantation offers the kind of light-filled living that never goes out of style. Soaring ceilings, skylights, and expansive windows create an open, airy feel, while mature landscaping and golf course views provide a peaceful backdrop from nearly every room. The updated eat-in kitchen is the heart of the home, featuring plenty of storage, a large island, and an easy flow into the family room, living room, and Carolina Room. The spacious primary suite offers a private retreat with generous closet space and an updated bath complete with dual vanities, a soaking tub, and a large walk-in shower. Two additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to enjoy the expansive patio and beautifully landscaped yard overlooking the golf course, where privacy, nature, and outdoor living come together effortlessly. Complete with a two-car garage and located in amenity-rich Hilton Head Plantation, this is a home that feels as good as it looks.

11 Annabella Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,850

Enjoy the peaceful elegance of Hilton Head Island during deeded Week 45, perfectly timed for the crisp beauty of late autumn and, in many years, the Thanksgiving holiday. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most coveted settings. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and the island's rich coastal arts and culture scene.Imagine beginning your mornings with cool ocean breezes and uncrowded beaches, biking beneath majestic live oaks draped in Spanish moss, or spending leisurely afternoons on award-winning fairways before gathering with family and friends for memorable holiday meals or spectacular waterfront sunsets. Whether you're seeking a relaxing seasonal escape, an active golf retreat, or a warm-weather destination for Thanksgiving celebrations, Week 45 offers the perfect blend of tranquility, natural beauty, and island charm; all with the flexibility and convenience of deeded ownership.

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511051 MLS

Enjoy the peaceful elegance of Hilton Head Island during deeded Week 45, perfectly timed for the crisp beauty of late autumn and, in many years, the Thanksgiving holiday. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most coveted settings. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and the island's rich coastal arts and culture scene.Imagine beginning your mornings with cool ocean breezes and uncrowded beaches, biking beneath majestic live oaks draped in Spanish moss, or spending leisurely afternoons on award-winning fairways before gathering with family and friends for memorable holiday meals or spectacular waterfront sunsets. Whether you're seeking a relaxing seasonal escape, an active golf retreat, or a warm-weather destination for Thanksgiving celebrations, Week 45 offers the perfect blend of tranquility, natural beauty, and island charm; all with the flexibility and convenience of deeded ownership.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$699,999

Experience ultimate Lowcountry luxury in this fully renovated single-story home inside the private club community of Moss Creek. Completely updated inside and out in 2026, this no steps layout is designed for seamless accessibility and modern living. The open floor plan features two primary suites, a versatile flex room, an expanded laundry room, and an elegant powder bath. Every detail reflects high-end craftsmanship and pristine finishes. Located just minutes from Hilton Head Island, this gated community offers premier resort-style amenities. Enjoy exclusive access to two -18 hole championship Fazio courses, a vibrant tennis and pickleball center, a private deep-water marina, and miles of scenic walking trails. The waterfront clubhouse features recently refreshed dining and social spaces. Whether you're searching for a turn-key golf property, single-level living, or a coastal retreat. This renovated move-in-ready home offers the perfect opportunity.

2 Beds ⋅ 3 Baths ⋅ 1,575 SqFt. ⋅ HILTONHEAD-510759 MLS

Experience ultimate Lowcountry luxury in this fully renovated single-story home inside the private club community of Moss Creek. Completely updated inside and out in 2026, this no steps layout is designed for seamless accessibility and modern living. The open floor plan features two primary suites, a versatile flex room, an expanded laundry room, and an elegant powder bath. Every detail reflects high-end craftsmanship and pristine finishes. Located just minutes from Hilton Head Island, this gated community offers premier resort-style amenities. Enjoy exclusive access to two -18 hole championship Fazio courses, a vibrant tennis and pickleball center, a private deep-water marina, and miles of scenic walking trails. The waterfront clubhouse features recently refreshed dining and social spaces. Whether you're searching for a turn-key golf property, single-level living, or a coastal retreat. This renovated move-in-ready home offers the perfect opportunity.

5 Stable Gate Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$825,000

Turnkey Sea Pines Retreat with Proven Rental Income. Welcome to this beautifully updated single-level 3-bedroom, 2-bath townhouse nestled in one of Sea Pines' most peaceful and desirable communities. Offering the ease of one-level living, this furnished, move-in-ready home is the perfect primary residence, vacation retreat, or investment property, combining comfort, convenience, and outstanding income potential. The thoughtfully updated interior features luxury vinyl plank flooring, fully renovated bathrooms, vaulted ceilings in both the living room and primary bedroom, and an open, light-filled layout designed for relaxed coastal living. Recent improvements include a new water heater (2023), new HVAC system (2024), and freshly repainted exterior (2024), providing peace of mind for years to come. Enjoy your morning coffee on the private east-facing deck overlooking a tranquil lagoon, where herons, turtles, and other lowcountry wildlife create a peaceful natural setting. Multiple parking spaces are conveniently located directly outside the front door. Outdoor enthusiasts will appreciate being just a short walk from the Sea Pines Forest Preserve, offering miles of scenic walking trails and fishing lakes, as well as nearby Lawton Stables with horseback riding and a popular petting zoo. The Beach Club is just a 15-20 minute bike ride away, while the nearby Greenwood Gate provides quick and convenient access in and out of Sea Pines. The community features a large swimming pool with gazebo and grills, tennis courts, pickleball courts, well-maintained landscaping, and a low HOA. As a Sea Pines property owner, you'll enjoy access to world-class amenities including championship golf, tennis, the Sea Pines Beach Club, the private owner-only Tower Beach, Harbour Town, South Beach Marina, miles of leisure trails, dining, shopping, and everything that makes Sea Pines one of Hilton Head Island's premier resort communities. Being sold fully furnished, this turnkey property has generated $57,000 annually in documented annual short-term rental income while still allowing 15 weeks of owner use, a rare combination of strong investment performance and generous personal enjoyment. An elevation certificate is available, with the finished floor elevation measured at 7.3 feet, providing valuable information for insurance planning.

3 Beds ⋅ 2 Baths ⋅ 1,279 SqFt. ⋅ HILTONHEAD-510993 MLS

Turnkey Sea Pines Retreat with Proven Rental Income. Welcome to this beautifully updated single-level 3-bedroom, 2-bath townhouse nestled in one of Sea Pines' most peaceful and desirable communities. Offering the ease of one-level living, this furnished, move-in-ready home is the perfect primary residence, vacation retreat, or investment property, combining comfort, convenience, and outstanding income potential. The thoughtfully updated interior features luxury vinyl plank flooring, fully renovated bathrooms, vaulted ceilings in both the living room and primary bedroom, and an open, light-filled layout designed for relaxed coastal living. Recent improvements include a new water heater (2023), new HVAC system (2024), and freshly repainted exterior (2024), providing peace of mind for years to come. Enjoy your morning coffee on the private east-facing deck overlooking a tranquil lagoon, where herons, turtles, and other lowcountry wildlife create a peaceful natural setting. Multiple parking spaces are conveniently located directly outside the front door. Outdoor enthusiasts will appreciate being just a short walk from the Sea Pines Forest Preserve, offering miles of scenic walking trails and fishing lakes, as well as nearby Lawton Stables with horseback riding and a popular petting zoo. The Beach Club is just a 15-20 minute bike ride away, while the nearby Greenwood Gate provides quick and convenient access in and out of Sea Pines. The community features a large swimming pool with gazebo and grills, tennis courts, pickleball courts, well-maintained landscaping, and a low HOA. As a Sea Pines property owner, you'll enjoy access to world-class amenities including championship golf, tennis, the Sea Pines Beach Club, the private owner-only Tower Beach, Harbour Town, South Beach Marina, miles of leisure trails, dining, shopping, and everything that makes Sea Pines one of Hilton Head Island's premier resort communities. Being sold fully furnished, this turnkey property has generated $57,000 annually in documented annual short-term rental income while still allowing 15 weeks of owner use, a rare combination of strong investment performance and generous personal enjoyment. An elevation certificate is available, with the finished floor elevation measured at 7.3 feet, providing valuable information for insurance planning.

125 Greenwood Drive Unit 3423, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$850,000

Lightly lived in 3 bedroom, 2 full bath home on a Club Course cul-de-sac backing up to Newhall Nature Preserve.

3 Beds ⋅ 3 Baths ⋅ 1,970 SqFt. ⋅ HILTONHEAD-510798 MLS

Lightly lived in 3 bedroom, 2 full bath home on a Club Course cul-de-sac backing up to Newhall Nature Preserve.

12 Club Course Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$749,000

Here is the "DOLLHOUSE" you've always dreamed about! Located in the exquisite Carolina Place community in the heart of the Low Country you can live out your dream! This FEE SIMPLE 2 bedroom 2 and 1/2 bath townhome has the ideal layout, location and VIEW! Having been recently updated it is a turn-key opportunity to have a permanent primary, secondary or investment home in Sea Pines Plantation. The first floor is spacious and open with a HUGE screened-in back porch that runs the entire width of the townhome and is fully enclosed. It adds a welcome dimension to the living space and adds a variety of space for hosting friends and family. The view is peaceful and tranquil with the lagoon and the protected forest preserve backdrop behind it with only the natural wildlife as your neighbors. You can sit on your covered fully enclosed back porch and enjoy all the beauty that the Low Country has to offer! Both bedrooms are located upstairs and each have their own private updated bathroom. This home is easy in and located in close proximity to the ample amenities that Carolina Place has to offer! It has a large swimming pool with on sight spa with tennis and pickle ball courts too! Sea Pines Plantation has so much to offer with biking trails that run throughout the area taking you throughout Sea Pines including Harbour Town, South Beach Marina or the Beach Club....there's also a private access beach for owners of Sea Pines Properties.....not to mention the 4 different golf courses, tennis, pickle ball, boating, shopping and all the water sports imaginable!! There's a reason this particular area has so many happy owners.....come see for yourself and become a Sea Pines Residential owner TODAY!!

2 Beds ⋅ 3 Baths ⋅ 1,238 SqFt. ⋅ HILTONHEAD-510644 MLS

Here is the "DOLLHOUSE" you've always dreamed about! Located in the exquisite Carolina Place community in the heart of the Low Country you can live out your dream! This FEE SIMPLE 2 bedroom 2 and 1/2 bath townhome has the ideal layout, location and VIEW! Having been recently updated it is a turn-key opportunity to have a permanent primary, secondary or investment home in Sea Pines Plantation. The first floor is spacious and open with a HUGE screened-in back porch that runs the entire width of the townhome and is fully enclosed. It adds a welcome dimension to the living space and adds a variety of space for hosting friends and family. The view is peaceful and tranquil with the lagoon and the protected forest preserve backdrop behind it with only the natural wildlife as your neighbors. You can sit on your covered fully enclosed back porch and enjoy all the beauty that the Low Country has to offer! Both bedrooms are located upstairs and each have their own private updated bathroom. This home is easy in and located in close proximity to the ample amenities that Carolina Place has to offer! It has a large swimming pool with on sight spa with tennis and pickle ball courts too! Sea Pines Plantation has so much to offer with biking trails that run throughout the area taking you throughout Sea Pines including Harbour Town, South Beach Marina or the Beach Club....there's also a private access beach for owners of Sea Pines Properties.....not to mention the 4 different golf courses, tennis, pickle ball, boating, shopping and all the water sports imaginable!! There's a reason this particular area has so many happy owners.....come see for yourself and become a Sea Pines Residential owner TODAY!!

125 Greenwood Drive Unit APT 3407, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$699,000

Luxury waterfront villa offering one of the largest 3-bedroom, 2-bath floor plan in Village at Skull Creek. Perfectly positioned as a desirable end unit, this exceptional residence captures breathtaking views of Skull Creek Marina and spectacular sunset vistas. The spacious enclosed Carolina Room provides an ideal setting to relax and enjoy the waterfront scenery year-round. Designed for comfort and entertaining, the expansive living room features a cozy fireplace and abundant natural light. With significantly more living space than most comparable units in the community, this villa combines elegance, privacy, and value. This community has a deep-water dock, swimming pool, and the renowned Country Club of Hilton Head. This residence offers the perfect balance of convenience and tranquility. Nestled within one of the area's most sought-after private communities, it provides a peaceful retreat while remaining close to premier amenities. For those seeking panoramic water views, exceptional privacy, and an unparalleled coastal lifestyle, this is a rare opportunity not to be missed. Just outside of the community's gates are some of Hilton Head Island's finest waterfront dining options. Make Hilton Head Island home today!

3 Beds ⋅ 2 Baths ⋅ 1,423 SqFt. ⋅ HILTONHEAD-510563 MLS

Luxury waterfront villa offering one of the largest 3-bedroom, 2-bath floor plan in Village at Skull Creek. Perfectly positioned as a desirable end unit, this exceptional residence captures breathtaking views of Skull Creek Marina and spectacular sunset vistas. The spacious enclosed Carolina Room provides an ideal setting to relax and enjoy the waterfront scenery year-round. Designed for comfort and entertaining, the expansive living room features a cozy fireplace and abundant natural light. With significantly more living space than most comparable units in the community, this villa combines elegance, privacy, and value. This community has a deep-water dock, swimming pool, and the renowned Country Club of Hilton Head. This residence offers the perfect balance of convenience and tranquility. Nestled within one of the area's most sought-after private communities, it provides a peaceful retreat while remaining close to premier amenities. For those seeking panoramic water views, exceptional privacy, and an unparalleled coastal lifestyle, this is a rare opportunity not to be missed. Just outside of the community's gates are some of Hilton Head Island's finest waterfront dining options. Make Hilton Head Island home today!

6 Village North Drive Unit 12, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$699,000

High-performing rental opportunity in the heart of Sea Pines Resort with strong demand. This fully furnished 2BR/2BA villa is turnkey and rental-ready, featuring an open layout, vaulted ceilings, updated flooring, and a private balcony. Ideally located near the Shops at Sea Pines Center, with a short bike ride to Harbour Town and the Sea Pines Beach Club. The property offers excellent income potential while maintaining flexibility for personal use. A low-maintenance investment positioned in one of Hilton Head Island's most established and consistently rented resort communities.

2 Beds ⋅ 2 Baths ⋅ 1,051 SqFt. ⋅ HILTONHEAD-510737 MLS

High-performing rental opportunity in the heart of Sea Pines Resort with strong demand. This fully furnished 2BR/2BA villa is turnkey and rental-ready, featuring an open layout, vaulted ceilings, updated flooring, and a private balcony. Ideally located near the Shops at Sea Pines Center, with a short bike ride to Harbour Town and the Sea Pines Beach Club. The property offers excellent income potential while maintaining flexibility for personal use. A low-maintenance investment positioned in one of Hilton Head Island's most established and consistently rented resort communities.

85 Lighthouse Road Unit 2389, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$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.

$1,199,500

Nestled on a quiet cul-de-sac just steps from Port Royal Sound, this 4-bedroom, 3.5-bath home for sale on Hilton Head Island sits within the desirable Hickory Forest community inside the gates of Hilton Head Plantation. And the big-ticket items? Already handled with a 2025 roof and two new 2026's HVACs. Enter the large great room anchored by a gas fireplace and tall ceilings. Beautiful flooring flows throughout the living areas. The spacious kitchen features granite countertops and custom cherry cabinetry. Formal dining room and eat-in kitchen provides options for dining. The first-floor primary suite offers a luxurious renovated bath with a large walk-in shower and custom closet. A Carolina room, and a fabulous screened porch with a new hot tub provide plenty of options for outdoor living. Above the oversized two-car garage, a private guest suite with living area, bedroom, full bath, and private balcony is perfect for multigenerational living. Enjoy all that Hilton Head Plantation has to offer - golf, tennis, pickleball, pools, a private beach on Port Royal Sound, and miles of walking and biking trails - all within a gated community on Hilton Head Island, South Carolina.

4 Beds ⋅ 4 Baths ⋅ 3,228 SqFt. ⋅ HILTONHEAD-509532 MLS

Nestled on a quiet cul-de-sac just steps from Port Royal Sound, this 4-bedroom, 3.5-bath home for sale on Hilton Head Island sits within the desirable Hickory Forest community inside the gates of Hilton Head Plantation. And the big-ticket items? Already handled with a 2025 roof and two new 2026's HVACs. Enter the large great room anchored by a gas fireplace and tall ceilings. Beautiful flooring flows throughout the living areas. The spacious kitchen features granite countertops and custom cherry cabinetry. Formal dining room and eat-in kitchen provides options for dining. The first-floor primary suite offers a luxurious renovated bath with a large walk-in shower and custom closet. A Carolina room, and a fabulous screened porch with a new hot tub provide plenty of options for outdoor living. Above the oversized two-car garage, a private guest suite with living area, bedroom, full bath, and private balcony is perfect for multigenerational living. Enjoy all that Hilton Head Plantation has to offer - golf, tennis, pickleball, pools, a private beach on Port Royal Sound, and miles of walking and biking trails - all within a gated community on Hilton Head Island, South Carolina.

2 Hermit Crab Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$925,000

Nestled on a quiet cul-de-sac in Hilton Head Plantation, this beautifully updated three bedroom, two and a half bath home offers private wooded and golf course views. Reimagined in 2022, the home features an open floor plan filled with abundant natural light, new flooring, fresh interior paint, and a new HVAC system. The spa-inspired bathrooms create a luxurious retreat, while the seamless living spaces are ideal for everyday living and entertaining. Conveniently located near shopping, dining, and healthcare, residents enjoy access to championship golf, tennis, pickleball, a marina, Dolphin Head Beach, leisure trails, and the exceptional amenities that make Hilton Head Plantation one of the island's most desirable communities.

3 Beds ⋅ 3 Baths ⋅ 1,965 SqFt. ⋅ HILTONHEAD-510477 MLS

Nestled on a quiet cul-de-sac in Hilton Head Plantation, this beautifully updated three bedroom, two and a half bath home offers private wooded and golf course views. Reimagined in 2022, the home features an open floor plan filled with abundant natural light, new flooring, fresh interior paint, and a new HVAC system. The spa-inspired bathrooms create a luxurious retreat, while the seamless living spaces are ideal for everyday living and entertaining. Conveniently located near shopping, dining, and healthcare, residents enjoy access to championship golf, tennis, pickleball, a marina, Dolphin Head Beach, leisure trails, and the exceptional amenities that make Hilton Head Plantation one of the island's most desirable communities.

22 King Rail Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$499,000

Spectacular waterfront location & view! 202 Captains Quarters is a totally updated & furnished 1st floor villa offers turnkey. Currently a vacation rental but would also make a great primary or second home. Short distance to world class restaurants, shopping, boating activities and more. Shelter Cove owners enjoy all Palmetto Dunes amenities & the beach is a single Dune Buggy ride away. Captains Quarters offers a waterfront pool complex as well as storage for bikes & kayaks. Pet friendly for owners as well.

1 Beds ⋅ 1 Baths ⋅ 885 SqFt. ⋅ HILTONHEAD-510347 MLS

Spectacular waterfront location & view! 202 Captains Quarters is a totally updated & furnished 1st floor villa offers turnkey. Currently a vacation rental but would also make a great primary or second home. Short distance to world class restaurants, shopping, boating activities and more. Shelter Cove owners enjoy all Palmetto Dunes amenities & the beach is a single Dune Buggy ride away. Captains Quarters offers a waterfront pool complex as well as storage for bikes & kayaks. Pet friendly for owners as well.

2 Shelter Cove Lane Unit 202, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,625,000

Welcome to 5 Heritage Court! This beautifully designed newer-style home offers an exceptional blend of space, comfort, and privacy in the highly sought-after Heritage Woods community within Sea Pines.Featuring 5 spacious bedrooms and 5 full bathrooms, the home is thoughtfully designed with multiple gathering areas, making it ideal for hosting family and friends. Nestled on a quiet cul-de-sac, the property enjoys a private setting backing to Sea Pines open space, providing a peaceful natural backdrop.Just two doors from the leisure trail, you'll enjoy a convenient bike ride or stroll directly to the beach. Whether you're looking for a primary residence, second home, or investment property, this home checks every box.Outdoor living is enhanced by a recently resurfaced pool and the addition of a relaxing spa, creating the perfect setting for entertaining or unwinding after a day on the island. With its desirable location, spacious floor plan, and excellent rental potential, 5 Heritage Court offers a rare opportunity to enjoy the best of Hilton Head Island living.

5 Beds ⋅ 5 Baths ⋅ 3,872 SqFt. ⋅ HILTONHEAD-510379 MLS

Welcome to 5 Heritage Court! This beautifully designed newer-style home offers an exceptional blend of space, comfort, and privacy in the highly sought-after Heritage Woods community within Sea Pines.Featuring 5 spacious bedrooms and 5 full bathrooms, the home is thoughtfully designed with multiple gathering areas, making it ideal for hosting family and friends. Nestled on a quiet cul-de-sac, the property enjoys a private setting backing to Sea Pines open space, providing a peaceful natural backdrop.Just two doors from the leisure trail, you'll enjoy a convenient bike ride or stroll directly to the beach. Whether you're looking for a primary residence, second home, or investment property, this home checks every box.Outdoor living is enhanced by a recently resurfaced pool and the addition of a relaxing spa, creating the perfect setting for entertaining or unwinding after a day on the island. With its desirable location, spacious floor plan, and excellent rental potential, 5 Heritage Court offers a rare opportunity to enjoy the best of Hilton Head Island living.

5 Heritage Court, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$795,000

Peaceful Sea Pines retreat with proven rental performance and a prime front-gate location! Projected to gross over $70K annually in gross rental revenue, 3416 Carolina Place is a 3-bedroom / 3-bathroom end-unit townhome in a tranquil, highly rated community just beyond the front gate of Sea Pines Resort-ideal for quick in-and-out access while remaining bikeable to Harbour Town, the beach, and the Sea Pines Forest Preserve. Tucked toward the back of the complex, the setting is serene with lagoon frontage and Forest Preserve views beyond, enjoyed from both the private back deck and a screened-in porch. Bright and open with high vaulted ceilings, this Lowcountry cottage is turn-key and offers a functional layout suited for personal use and guest stays. Major updates provide real buyer confidence, including a new roof, skylight, dishwasher, and HVAC system (2022), plus new memory-foam mattresses, updated light fixtures/ceiling fans, and a newly rescreened porch (2024). Carolina Place offers a large private community pool with a spacious deck and sauna area, along with well-maintained tennis and pickleball courts-then step out and live the Sea Pines lifestyle: afternoons at the Sea Pines Beach Club with oceanfront dining and amenities, sunset walks through Harbour Town Marina by the iconic lighthouse, world-class golf and tennis, and easy access to shopping and dining at The Shops at Sea Pines Center, plus South Beach Marina Village, Lawton Stables, miles of leisure trails, and the Forest Preserve-all just minutes away. This is the kind of Sea Pines retreat that makes you want to stay longer-and keeps guests coming back.

3 Beds ⋅ 3 Baths ⋅ 1,405 SqFt. ⋅ HILTONHEAD-510370 MLS

Peaceful Sea Pines retreat with proven rental performance and a prime front-gate location! Projected to gross over $70K annually in gross rental revenue, 3416 Carolina Place is a 3-bedroom / 3-bathroom end-unit townhome in a tranquil, highly rated community just beyond the front gate of Sea Pines Resort-ideal for quick in-and-out access while remaining bikeable to Harbour Town, the beach, and the Sea Pines Forest Preserve. Tucked toward the back of the complex, the setting is serene with lagoon frontage and Forest Preserve views beyond, enjoyed from both the private back deck and a screened-in porch. Bright and open with high vaulted ceilings, this Lowcountry cottage is turn-key and offers a functional layout suited for personal use and guest stays. Major updates provide real buyer confidence, including a new roof, skylight, dishwasher, and HVAC system (2022), plus new memory-foam mattresses, updated light fixtures/ceiling fans, and a newly rescreened porch (2024). Carolina Place offers a large private community pool with a spacious deck and sauna area, along with well-maintained tennis and pickleball courts-then step out and live the Sea Pines lifestyle: afternoons at the Sea Pines Beach Club with oceanfront dining and amenities, sunset walks through Harbour Town Marina by the iconic lighthouse, world-class golf and tennis, and easy access to shopping and dining at The Shops at Sea Pines Center, plus South Beach Marina Village, Lawton Stables, miles of leisure trails, and the Forest Preserve-all just minutes away. This is the kind of Sea Pines retreat that makes you want to stay longer-and keeps guests coming back.

125 Greenwood Drive Unit APT 3416, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

$675,000

Experience waterfront living on Hilton Head Island at its finest in this beautifully updated 2-bedroom, 2-bath villa overlooking the heart of Shelter Cove Harbour. Offering some of the most spectacular panoramic marina views of Shelter Cove Harbour, this Harbourside residence provides a front-row seat to stunning sunsets, seasonal fireworks, waterfront festivals, and the ever-changing parade of boats along the harbor. Designed for effortless coastal living, the open-concept floor plan is filled with natural light and features a spacious living area that flows seamlessly to a private covered balcony, creating the perfect setting for morning coffee, evening cocktails, or simply taking in the breathtaking harbor views. The updated kitchen offers granite countertops, ss appliances, a breakfast bar, and plenty of workspace for entertaining. The primary suite serves as a peaceful retreat, offering beautiful water views and a recently updated walk-in shower. A generously sized guest bedroom and second full bath provide comfortable accommodations for family and visitors. Newer luxury vinyl plank flooring runs throughout the villa, and the property is being offered tastefully furnished, creating a true move-in-ready opportunity as a primary residence, vacation home, or investment property. Ideally located within near distance of Shelter Cove's waterfront restaurants, boutiques, entertainment venues, and the Harbormaster Building, Harbourside Villas also offers a private community pool, private parking, and access to the renowned Palmetto Dunes amenities, including beach access via the Dunes Buggy shuttle, championship golf, tennis, pickleball, miles of leisure trails, and one of Hilton Head Island's most desirable resort lifestyles. Whether you're seeking a private coastal retreat or an income-producing getaway, this exceptional harborfront villa delivers the views, location, and lifestyle that make Shelter Cove one of Hilton Head's most sought-after destinations.

2 Beds ⋅ 2 Baths ⋅ 1,259 SqFt. ⋅ HILTONHEAD-509991 MLS

Experience waterfront living on Hilton Head Island at its finest in this beautifully updated 2-bedroom, 2-bath villa overlooking the heart of Shelter Cove Harbour. Offering some of the most spectacular panoramic marina views of Shelter Cove Harbour, this Harbourside residence provides a front-row seat to stunning sunsets, seasonal fireworks, waterfront festivals, and the ever-changing parade of boats along the harbor. Designed for effortless coastal living, the open-concept floor plan is filled with natural light and features a spacious living area that flows seamlessly to a private covered balcony, creating the perfect setting for morning coffee, evening cocktails, or simply taking in the breathtaking harbor views. The updated kitchen offers granite countertops, ss appliances, a breakfast bar, and plenty of workspace for entertaining. The primary suite serves as a peaceful retreat, offering beautiful water views and a recently updated walk-in shower. A generously sized guest bedroom and second full bath provide comfortable accommodations for family and visitors. Newer luxury vinyl plank flooring runs throughout the villa, and the property is being offered tastefully furnished, creating a true move-in-ready opportunity as a primary residence, vacation home, or investment property. Ideally located within near distance of Shelter Cove's waterfront restaurants, boutiques, entertainment venues, and the Harbormaster Building, Harbourside Villas also offers a private community pool, private parking, and access to the renowned Palmetto Dunes amenities, including beach access via the Dunes Buggy shuttle, championship golf, tennis, pickleball, miles of leisure trails, and one of Hilton Head Island's most desirable resort lifestyles. Whether you're seeking a private coastal retreat or an income-producing getaway, this exceptional harborfront villa delivers the views, location, and lifestyle that make Shelter Cove one of Hilton Head's most sought-after destinations.

17 Harbourside Lane Unit 7106, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$4,300,000

Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifestyle. Situated on 2 harbor-front lots with 2 private 70' boat slips, this custom residence was designed for luxury living and entertaining. Expansive open spaces, soaring ceilings, fireplaces, and multiple balconies capture stunning water views throughout. The main level features the primary suite, private office, formal dining room, spacious living areas, and a chef's kitchen with premium appliances. The 4th bedroom above the 3-car garage offers flexible use as a guest suite, media room, exercise space, or mother-in-law suite. Room for a custom pool and outdoor kitchen. Convenient to Bluffton, Savannah, golf, dining, and beaches.

4 Beds ⋅ 5 Baths ⋅ 7,324 SqFt. ⋅ HILTONHEAD-509253 MLS

Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifestyle. Situated on 2 harbor-front lots with 2 private 70' boat slips, this custom residence was designed for luxury living and entertaining. Expansive open spaces, soaring ceilings, fireplaces, and multiple balconies capture stunning water views throughout. The main level features the primary suite, private office, formal dining room, spacious living areas, and a chef's kitchen with premium appliances. The 4th bedroom above the 3-car garage offers flexible use as a guest suite, media room, exercise space, or mother-in-law suite. Room for a custom pool and outdoor kitchen. Convenient to Bluffton, Savannah, golf, dining, and beaches.

34 Sparwheel Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$107,000

Claim your piece of island paradise without all of the cost & upkeep. Enjoy 13-weeks per year on a rotating basis. Experience all four seasons and everything Shelter Cove & Palmetto Dunes has to offer. Fabulous marina views & the LARGEST outdoor space/porch in the building. Updated and wonderfully appointed, fully equipped, master bath with walk-in shower. Just bring your suitcase. Bike to the beach or walk out your door to shops, restaurants, excursions and live entertainment. Palmetto Dunes offers 3-miles of sandy beach, 3 world class golf courses, tennis & pickleball, leisure trails & an 11-mile navigable lagoon system for kayaking & fishing. Hurry so you can start enjoying!

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510139 MLS

Claim your piece of island paradise without all of the cost & upkeep. Enjoy 13-weeks per year on a rotating basis. Experience all four seasons and everything Shelter Cove & Palmetto Dunes has to offer. Fabulous marina views & the LARGEST outdoor space/porch in the building. Updated and wonderfully appointed, fully equipped, master bath with walk-in shower. Just bring your suitcase. Bike to the beach or walk out your door to shops, restaurants, excursions and live entertainment. Palmetto Dunes offers 3-miles of sandy beach, 3 world class golf courses, tennis & pickleball, leisure trails & an 11-mile navigable lagoon system for kayaking & fishing. Hurry so you can start enjoying!

9 Harbourside Lane Unit 7306C, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$9,375,000

Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS

Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,825,000

Step into exceptional Lowcountry living at this timeless 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

4 Beds ⋅ 5 Baths ⋅ 3,622 SqFt. ⋅ HILTONHEAD-508280 MLS

Step into exceptional Lowcountry living at this timeless 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

34 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$775,000

Tucked within the world-renowned community of Sea Pines, this beautifully updated 2-bedroom, 2.5-bath villa offers the perfect blend of Lowcountry charm, investment opportunity, and resort lifestyle. Enjoy tranquil lagoon views from a spacious floor plan featuring a fully renovated lower level designed with today's coastal buyer in mind. Partially furnished with bedroom furnishings included, this turnkey retreat is ideal as a second home, vacation getaway, or income-producing short-term rental. Owners and guests enjoy access to pristine beaches, miles of leisure trails, and three championship golf courses including legendary Harbour Town Golf Links, home of the annual RBC Heritage. Just moments from Harbour Town's iconic marina, dining, shopping, and entertainment, this is an exceptional opportunity to own in one of Hilton Head's most sought-after destinations.

2 Beds ⋅ 3 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-509566 MLS

Tucked within the world-renowned community of Sea Pines, this beautifully updated 2-bedroom, 2.5-bath villa offers the perfect blend of Lowcountry charm, investment opportunity, and resort lifestyle. Enjoy tranquil lagoon views from a spacious floor plan featuring a fully renovated lower level designed with today's coastal buyer in mind. Partially furnished with bedroom furnishings included, this turnkey retreat is ideal as a second home, vacation getaway, or income-producing short-term rental. Owners and guests enjoy access to pristine beaches, miles of leisure trails, and three championship golf courses including legendary Harbour Town Golf Links, home of the annual RBC Heritage. Just moments from Harbour Town's iconic marina, dining, shopping, and entertainment, this is an exceptional opportunity to own in one of Hilton Head's most sought-after destinations.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,750,000

Enjoy the best of Sea Pines living from this beautifully designed water view furnished 4 Bedroom home. Nestled along a tranquil lake, the residence offers a bright, open floor plan with soaring ceilings, expansive living spaces, and an abundance of natural light throughout. The spacious great room flows seamlessly to a screened porch overlooking the water, creating the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry scenery. The well-appointed kitchen boasts stainless steel appliances, granite countertops, and a generous bar area that naturally becomes the gathering place for family and friends. An oversized three-car garage provides exceptional storage for vehicles, bikes, beach gear and large owner's closet. Offering a desirable combination of newly added Pool, fully furnished, and less than a mile to the beach, this exceptional Sea Pines home is ideal as a primary residence, vacation getaway, or investment rental property.

4 Beds ⋅ 3 Baths ⋅ 2,806 SqFt. ⋅ HILTONHEAD-509938 MLS

Enjoy the best of Sea Pines living from this beautifully designed water view furnished 4 Bedroom home. Nestled along a tranquil lake, the residence offers a bright, open floor plan with soaring ceilings, expansive living spaces, and an abundance of natural light throughout. The spacious great room flows seamlessly to a screened porch overlooking the water, creating the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry scenery. The well-appointed kitchen boasts stainless steel appliances, granite countertops, and a generous bar area that naturally becomes the gathering place for family and friends. An oversized three-car garage provides exceptional storage for vehicles, bikes, beach gear and large owner's closet. Offering a desirable combination of newly added Pool, fully furnished, and less than a mile to the beach, this exceptional Sea Pines home is ideal as a primary residence, vacation getaway, or investment rental property.

64 Lawton Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$137,499

One of the more desired RV lots! Enjoy resort-style amenities including pools, hot tub, tennis courts, picnic and playground areas, clubhouse, and an on-site marina with water access for kayaking, fishing, or simply taking in the coastal scenery, a playground for family fun, and the popular Sunset Grille conveniently located on site for waterfront dining, cocktails, and unforgettable sunsets. Whether you are looking for a vacation retreat or your own slice of paradise on Hilton Head Island, this RV lot delivers the perfect blend of relaxation, recreation, and coastal lifestyle living. The Coachmen Encore RV is also available for purchase separately. Inquire for additional details and pricing! This is truly a stand-out property! City Water hookup, electric

HILTONHEAD-509932 MLS

One of the more desired RV lots! Enjoy resort-style amenities including pools, hot tub, tennis courts, picnic and playground areas, clubhouse, and an on-site marina with water access for kayaking, fishing, or simply taking in the coastal scenery, a playground for family fun, and the popular Sunset Grille conveniently located on site for waterfront dining, cocktails, and unforgettable sunsets. Whether you are looking for a vacation retreat or your own slice of paradise on Hilton Head Island, this RV lot delivers the perfect blend of relaxation, recreation, and coastal lifestyle living. The Coachmen Encore RV is also available for purchase separately. Inquire for additional details and pricing! This is truly a stand-out property! City Water hookup, electric

43 Jenkins Island Road Unit 24, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$99,750

This excellent 40' boatslip on the B-dock of the beautiful, locked Windmill Harbour Marina has direct and convenient access to the deep water of the Calibogue Sound (ICW - Intra-Coastal Waterway). The only available 40' boatslip in Windmill Harbour. Skilled management of the asset by the Windmill HarbourMaster with access to the Marina Store, Laundry Facility, Water, Electricity and Optional Membership to the South Carolina Yacht Club (SCYC). For your personal vessel or for use as a rental property, this value will not be available long! Go and Show!

HILTONHEAD-509915 MLS

This excellent 40' boatslip on the B-dock of the beautiful, locked Windmill Harbour Marina has direct and convenient access to the deep water of the Calibogue Sound (ICW - Intra-Coastal Waterway). The only available 40' boatslip in Windmill Harbour. Skilled management of the asset by the Windmill HarbourMaster with access to the Marina Store, Laundry Facility, Water, Electricity and Optional Membership to the South Carolina Yacht Club (SCYC). For your personal vessel or for use as a rental property, this value will not be available long! Go and Show!

B-29 B-29 Wh Marina Unit B-29, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$2,250,000

GREAT NEW PRICE $2,225,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS

GREAT NEW PRICE $2,225,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$450,000

Nestled within the prestigious community of Long Cove Club, this exceptional .48-acre corner homesite offers the perfect opportunity to build your dream home in a serene and private setting. Surrounded by beautiful lagoon and landscape views, this peaceful property provides a tranquil backdrop with plenty of space to create your ideal coastal retreat. Residents of this gated community enjoy world-class amenities including a Pete Dye Designed 18 hole golf course, Deep Water Marina, Clubhouse with Restaurants, Tennis courts, Pickleball courts, Firepit, Jr. Olympic Size Pool , Community Gardens, Playground, Basketball Court, and 24-hour security guard gated access. Experience the unmatched lifestyle and natural beauty that make Hilton Head Island one of the most sought-after destinations for luxury living.

HILTONHEAD-509824 MLS

Nestled within the prestigious community of Long Cove Club, this exceptional .48-acre corner homesite offers the perfect opportunity to build your dream home in a serene and private setting. Surrounded by beautiful lagoon and landscape views, this peaceful property provides a tranquil backdrop with plenty of space to create your ideal coastal retreat. Residents of this gated community enjoy world-class amenities including a Pete Dye Designed 18 hole golf course, Deep Water Marina, Clubhouse with Restaurants, Tennis courts, Pickleball courts, Firepit, Jr. Olympic Size Pool , Community Gardens, Playground, Basketball Court, and 24-hour security guard gated access. Experience the unmatched lifestyle and natural beauty that make Hilton Head Island one of the most sought-after destinations for luxury living.

2 Fife Lane, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$845,000

Welcome to classic Lowcountry living in Hilton Head Plantation, one of the Island's most sought-after gated communities. Tucked away on a quiet cul-de-sac and backing to tranquil woods, this beautifully and impeccably maintained 3-bedroom, 2.5-bath home offers 2,454 square feet of charm, privacy, and inviting living space. The recently renovated showstopper kitchen is truly the heart of the home and an unforgettable showpiece. Anchored by an enormous picture window overlooking the lush landscaped yard and protected wooded backdrop, the space is immersed in nature. The view is so expansive and serene that it creates the illusion the property extends endlessly into the protected woods beyond. Framed by towering greenery and filled with natural light throughout the day, this incredible window transforms the kitchen into a warm, calming gathering space unlike anything you typically find on Hilton Head Island. Spectacular!!! All bedrooms are conveniently located upstairs, while the main level offers an ideal flow for entertaining and everyday living. Downstairs you'll find a spacious living room, sunroom, formal dining room, and a versatile den - a truly coveted flex space perfect for a home office, media room, fitness, or even guest overflow. The home's exterior captures timeless Southern charm with a welcoming front porch, attached one-car garage (with additional storage space as it's extended in length). Mature landscaping surrounds the property with towering specimen trees, native azaleas, and even a blooming pomegranate tree, creating a lush and unforgettable setting. This is the {famous} good juju house! Residents of Hilton Head Plantation enjoy an unmatched lifestyle with two guarded entrances, private beach access (Dolphin Head), miles of leisure trails (including my favorite - The Bluff Walk), and some of the island's most desirable amenities - including an incredible community pool complex complete with a lazy river, area for lap swimming, and kiddo splash pad, too. This is a rare and special opportunity to enjoy privacy, nature, and resort-style living in one of Hilton Head's premier communities.

3 Beds ⋅ 3 Baths ⋅ 2,454 SqFt. ⋅ HILTONHEAD-509823 MLS

Welcome to classic Lowcountry living in Hilton Head Plantation, one of the Island's most sought-after gated communities. Tucked away on a quiet cul-de-sac and backing to tranquil woods, this beautifully and impeccably maintained 3-bedroom, 2.5-bath home offers 2,454 square feet of charm, privacy, and inviting living space. The recently renovated showstopper kitchen is truly the heart of the home and an unforgettable showpiece. Anchored by an enormous picture window overlooking the lush landscaped yard and protected wooded backdrop, the space is immersed in nature. The view is so expansive and serene that it creates the illusion the property extends endlessly into the protected woods beyond. Framed by towering greenery and filled with natural light throughout the day, this incredible window transforms the kitchen into a warm, calming gathering space unlike anything you typically find on Hilton Head Island. Spectacular!!! All bedrooms are conveniently located upstairs, while the main level offers an ideal flow for entertaining and everyday living. Downstairs you'll find a spacious living room, sunroom, formal dining room, and a versatile den - a truly coveted flex space perfect for a home office, media room, fitness, or even guest overflow. The home's exterior captures timeless Southern charm with a welcoming front porch, attached one-car garage (with additional storage space as it's extended in length). Mature landscaping surrounds the property with towering specimen trees, native azaleas, and even a blooming pomegranate tree, creating a lush and unforgettable setting. This is the {famous} good juju house! Residents of Hilton Head Plantation enjoy an unmatched lifestyle with two guarded entrances, private beach access (Dolphin Head), miles of leisure trails (including my favorite - The Bluff Walk), and some of the island's most desirable amenities - including an incredible community pool complex complete with a lazy river, area for lap swimming, and kiddo splash pad, too. This is a rare and special opportunity to enjoy privacy, nature, and resort-style living in one of Hilton Head's premier communities.

54 Edgewood Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,500

Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 28, ideally positioned in mid-to-late July when summer on the island is in full swing. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with warm ocean breezes and long summer days, biking beneath towering live oaks along miles of shaded pathways, or spending afternoons on award-winning fairways before unwinding with waterfront sunsets and lively seasonal events across the island. Whether you prefer relaxing by the beach, exploring the island's natural beauty, or soaking in the easygoing energy of peak summer season, everything you need is right at your doorstep - your perfect midsummer getaway with flexibility built in.

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509812 MLS

Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 28, ideally positioned in mid-to-late July when summer on the island is in full swing. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with warm ocean breezes and long summer days, biking beneath towering live oaks along miles of shaded pathways, or spending afternoons on award-winning fairways before unwinding with waterfront sunsets and lively seasonal events across the island. Whether you prefer relaxing by the beach, exploring the island's natural beauty, or soaking in the easygoing energy of peak summer season, everything you need is right at your doorstep - your perfect midsummer getaway with flexibility built in.

70 Lighthouse Road Unit 2905, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$734,000

Unique 3BR 2.5 BA Spindle Lane Villa in Windmill Harbour. Numerous Custom Features and Closets/Built-ins. End Unit with East/West Orientation for excellent light! Cathedral Ceiling in Living Room with Oversized Loft w/Custom Bookcases and Desk Area. Spray Foamed attic area with additional storage. Short walk to the South Carolina Yacht Club (separate membership required) and Community Dock for Sunsets! Community Pool, Walking Paths, Marina and Locked Harbour.

3 Beds ⋅ 4 Baths ⋅ 1,914 SqFt. ⋅ HILTONHEAD-509592 MLS

Unique 3BR 2.5 BA Spindle Lane Villa in Windmill Harbour. Numerous Custom Features and Closets/Built-ins. End Unit with East/West Orientation for excellent light! Cathedral Ceiling in Living Room with Oversized Loft w/Custom Bookcases and Desk Area. Spray Foamed attic area with additional storage. Short walk to the South Carolina Yacht Club (separate membership required) and Community Dock for Sunsets! Community Pool, Walking Paths, Marina and Locked Harbour.

56 Spindle Lane Unit 56, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$105,000

Looking for a piece of island paradise without all of the upkeep & expense? This is the one for you. Enjoy 13-weeks a year on a rotating basis in Shelter Cove. Nicely updated & well-appointed, bring nothing but your suitcase. Enjoy both marina & deep-water views from this 5th floor, penthouse unit. Fireplaced living, walk-in shower and covered porch are just a few highlights. Walk out your door to restaurants, shops, boating & entertainment. As part of Palmetto Dunes, you get to enjoy 3-miles of sandy beach, miles of leisure trails, 3 golf courses, tennis & pickleball, a navigable lagoon system & so much more. What are you waiting for?

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509533 MLS

Looking for a piece of island paradise without all of the upkeep & expense? This is the one for you. Enjoy 13-weeks a year on a rotating basis in Shelter Cove. Nicely updated & well-appointed, bring nothing but your suitcase. Enjoy both marina & deep-water views from this 5th floor, penthouse unit. Fireplaced living, walk-in shower and covered porch are just a few highlights. Walk out your door to restaurants, shops, boating & entertainment. As part of Palmetto Dunes, you get to enjoy 3-miles of sandy beach, miles of leisure trails, 3 golf courses, tennis & pickleball, a navigable lagoon system & so much more. What are you waiting for?

9 Harbourside Lane Unit 7338D, Hilton Head Island

Listing courtesy of Dunes Real Estate.