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$6,500,000
5 Beds 5 Baths 4,000 SqFt. HILTONHEAD-505596 MLS
Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

9 Bayberry Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$325,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-505811 MLS
Wake up to beautiful ocean views and coastal breezes in this fully remodeled Hilton Head Island villa. Light, bright, and completely updated, this turnkey retreat offers an open floor plan with upscale coastal décor, smooth ceilings, and luxury vinyl plank flooring throughout. The stunning kitchen features quartz countertops, a custom backsplash, custom cabinetry, and additional storage. It flows seamlessly into the comfortable living area with a double recliner sofa perfect for relaxing after a day at the beach. The spa inspired bathroom showcases a custom walk in shower with river stone flooring, a modern vanity, and updated lighting. The spacious bedroom offers excellent storage, including convenient under bed storage, while the private balcony provides the perfect place to enjoy ocean views and refreshing sea breezes. Located in the popular oceanfront Hilton Head Beach and Tennis Resort, owners and guests enjoy a large oceanfront pool, Jamaica Joe's beachside bar/eats, onsite bike rentals, fitness center and tennis just steps from the sand. Whether you are looking for a vacation getaway, a rental investment, or your own piece of island living, this villa is turnkey and ready to enjoy.

40 Folly Field Road Unit A218, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,345,000
3 Beds 3 Baths 1,816 SqFt. HILTONHEAD-504798 MLS
Beachfront townhome in Shorewood Villas offering 3 bedrooms and 3 full baths with sweeping views of Hilton Head's iconic sandy shoreline. Ideally located just a short stroll to Coligny Plaza, where you'll enjoy shopping, dining, coffee shops, entertainment, and beachside activities. The floor plan features a first-floor primary suite with two additional bedrooms upstairs. Interior updates include LVP flooring, a remodeled kitchen with quartz countertops, tile backsplash, and stainless steel appliances, along with beautifully updated bathrooms. Shorewood amenities include direct beach access, saltwater oceanfront pool, kiddie pool, hot tub, expansive sun deck plus upper deck, and gated security. Currently a strong short-term rental performer, this turnkey property is rental or move-in ready or would make an exceptional beachfront primary or second home.

21 S Forest Beach Drive Unit 223, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,995,000
7 Beds 7 Baths 5,462 SqFt. HILTONHEAD-505616 MLS
Turnkey short- term rental with proven income history in top tier coastal market! Secure a vacation home that offsets its costs. Professional property management used for rentals. LARGEST 2ND ROW HOME ON THE MARKET! Extensively renovated in 2024! Grossed $246K in rentals for 2025. Stunning home features 7 BR, 61/2 BA & offers a perfect blend of luxury, comfort, & breathtaking ocean views. Located in the coveted North Forest Beach, near Coligny Plaza, this home provides a balance of privacy & proximity to the beach. The open living & dining areas feature stunning direct ocean views, natural light creating a warm & inviting beach atmosphere. New roof, paint, pool deck, game area, outdoor spa, landscaping & many more improvements. Enjoy relaxing by the elevated pool, soak in the hot tub or grill in the private outdoor area! Directly across street to beach access!

8 Curlew Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$859,900
2 Beds 2 Baths 1,327 SqFt. HILTONHEAD-505470 MLS
There is still time for your buyer to take advantage of the summer season. With over $55,000 in bookings to date as of 5/14/26, this is a great investment opportunity. Enjoy ocean views from your private balconies overlooking the N Forest Beach area in this coastal retreat at Sea Crest Resort. This large 2 bedroom, 2 bath villa is completed furnished and has been a short-term rental and vacation home for several years. Boasting over 1300 square feet of living area, the main bedroom features a king-sized bed, attached ensuite with separate soaking tub and shower and private ocean view balcony. The guest suite offers two queen beds and an attached ensuite with separate soaking tub and shower. A full-size washer and dryer are included along with a full kitchen with upgraded countertops. There have been lots of renovations throughout the complex over the past three years including exterior painting, new roofing, waterscape improvements and beach renourishment projects, all impacting off-season rentals during the past three years. With those projects completed, the future looks bright for increased rental income.

10 N Forest Beach Drive Unit 2213, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$267,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-505229 MLS
Step into this beautifully updated, fully furnished villa in Hilton Head Beach & Tennis and embrace effortless coastal living. Featuring sleek marble countertops, modern appliances, keyless entry, smart TVs, and thoughtfully curated décor, this turnkey retreat offers both style and comfort. Just a short stroll to the sandy shoreline, it comfortably sleeps 6 - ideal for unforgettable family getaways or a high-performing rental investment. Owners and guests enjoy resort-style amenities including two sparkling pools, on-site restaurants and beach bar, tennis and pickleball courts, fitness center, playground, bike paths, and convenient direct beach access - all in one of the island's most popular oceanfront communities.

40 Folly Field Road Unit A113, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$4,190,000
5 Beds 6 Baths 3,880 SqFt. HILTONHEAD-504388 MLS
Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

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

$262,000
2 Beds 2 Baths 843 SqFt. HILTONHEAD-505142 MLS
Exceptional investment opportunity in the heart of Hilton Head. This beautifully maintained villa offers everything today's vacation renters are searching for. Perfectly positioned mere steps away from all the resorts considerable amenities. Whether visitors come for championship golf, world-class tennis, water sports, or simply to relax by the ocean, they'll appreciate the convenience of being close to it all. Walkability and easy beach access are top priorities for vacation renters-and this villa delivers. Modern finishes and coastal-inspired decor create an inviting retreat that guests are eager to return to year after year. The kitchen features updated appliances and ample prep space. Spacious bedrooms and well-appointed baths provide comfort for families and groups, increasing rental appeal and revenue potential. With Hilton Head Island's established reputation as a premier vacation destination and a history of steady visitor demand, this villa represents a compelling opportunity for investors seeking both lifestyle enjoyment and income potential. Whether you self-manage or use a rental program, this is the type of property that stands out on line, books consistently, and keeps guests coming back. Capitalize on location, condition, and amenities (the three pillars of successful vacation rental investing) all in one exceptional Hilton Head Island condo.

663 William Hilton Parkway Unit 2101, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$967,400
2 Beds 2 Baths 1,109 SqFt. HILTONHEAD-505137 MLS
Awaken to nearly unobstructed ocean views and coastal breezes from the primary bedroom, living room, kitchen, dining room, and private balcony of this immaculately renovated, turnkey 2/2 Shorewood. This villa has undergone extensive renovations and upgrades over the past six months, including 8-inch wide CoreTec luxury LVP with micro beveled edges, elegant Craftsman-style trim and wainscoting, newer coastal-inspired furnishings, smooth ceilings, shiplap accent walls, and a fresh coat of Sherwin Williams's finest paint. Additionally, the regime recently completed an extensive update to code-compliant Andersen StormWatch impact-rated windows and sliders via a special assessment that the seller has already paid in full. Featuring a renovated oceanfront zero-entry *heated* pool and jacuzzi, the Shorewood complex is uniquely positioned for nearly year-round rental potential. Gated front entry, ample covered parking, new elevators, and close proximity to Coligny Plaza and Celebration Park ensure that both you and your guests enjoy convenient access to Hilton Head Island's finest boutique shopping and vacation experiences. Considering the quality of the renovation and nearly panoramic ocean views, this villa is compellingly priced and uniquely positioned to dominate the upcoming rental season on closing day and beyond.

21 S Forest Beach Drive Unit 136, Hilton Head Island

Listing courtesy of FATHOM REALTY.

$650,000
2 Beds 2 Baths 996 SqFt. HILTONHEAD-505096 MLS
When only the best will do! Completely renovated in 2025, this ocean-view villa offers a turnkey opportunity just steps from the beach in FollyField. The professionally redesigned interior features a coastal-inspired kitchen with quartz countertops, Carrara marble backsplash, newcabinetry, and stainless appliances. Paneled accent walls, updated flooring, and a bright, open living and dining area create a fresh, modernbeach aesthetic throughout. Enjoy ocean breezes and views from the third-floor balcony, now finished with herringbone tile for a polishedoutdoor living space. The villa is offered furnished with 2 bedrooms and 2 full baths, making it ideal as a rental/investment property, primaryresidence or second home. This oceanfront community offers exceptional amenities including a large beachfront pool with food service, tennisand pickleball courts, fitness center, playground, bike rentals, on-site restaurants, leisure trails, and 24-hour security. New HVAC installed in 2023.An outstanding opportunity to enjoy updated ocean-oriented living at an exceptional value.

40 Folly Field Road Unit 326, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$850,000
1 Beds 2 Baths 1,019 SqFt. HILTONHEAD-504828 MLS
Rare 4th-floor oceanfront villa in Windsor Place I. Located within the private gates of Leamington in Palmetto Dunes, this 1 bedroom, 2 bath (1,019 sq.ft.) residence offers sweeping Atlantic views and direct beach access. Features include an open floor plan, hardwood floors, shiplap accents, crown molding with cove lighting, updated kitchen with granite counters and stainless appliances, and a private oceanfront balcony. Primary suite with renovated bath and walk-in tiled shower; second full bath for guests. Windsor Place I amenities include oceanfront pool & spa, sun deck, playground, covered gazebo with grill, and private boardwalk to the beach. Palmetto Dunes offers golf, tennis, pickleball,marina, biking, kayaking, dining, and 3 miles of beach.

65 Ocean Lane Unit 405, Hilton Head Island

Listing courtesy of Engel & Volkers.

$4,200,000
4 Beds 4 Baths 2,918 SqFt. HILTONHEAD-504969 MLS
This exceptional second-row ocean home in Sea Pines offers a compelling blend of location, scale, and long-term flexibility. Just steps to the beach, expansive first- and second-level balconies capture ocean views and coastal breezes, while a private pool creates an ideal setting for outdoor living and entertaining. Inside, nearly 3,000 square feet of light-filled living space showcases an open-concept design with oversized windows and skylights. The thoughtfully designed floor plan includes 4 bedrooms plus a bunk room and 3.5 baths, providing flexible accommodations for family, guests, or rental demand. The first level features a secondary primary suite, while additional bedrooms are connected by a Jack and Jill bath, creating functional and private guest spaces. Upstairs, the primary suite serves as a quiet retreat. A fully equipped kitchen, garage parking, washer and dryer, gas grill, and electric vehicle charger enhance everyday functionality. Enjoy easy access to the beach and a short walk to South Beach Marina, offering premier tennis and pickleball facilities, or relax and dine at the iconic The Salty Dog Cafe. Whether positioned as a legacy coastal retreat or a high-performing investment property, this home represents a rare opportunity in one of Hilton Head Island's most desirable ocean-oriented communities.

1 Brown Pelican Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$279,900
1 Beds 1 Baths 540 SqFt. HILTONHEAD-504633 MLS
Unit A212 at Hilton Head Beach & Tennis is a charming, turnkey villa perfectly positioned for easy beach living and strong rental appeal. This well-maintained condo offers a bright, open living space with a comfortable flow, a functional kitchen, and a relaxing balcony where guests can enjoy the gentle ocean breezes and classic island ambiance. Located within a beloved oceanfront gated community, owners and renters have access to exceptional amenities including direct beach access, community pool, tennis and pickleball courts, on-site dining, and beautifully landscaped grounds. Ideally situated on the north end of the island near shopping, dining, golf, and miles of bike paths, A212 is an excellent opportunity for a vacation getaway, second home, or income-producing short-term rental with enduring Hilton Head charm.

40 Folly Field Road Unit A212, Hilton Head Island

Listing courtesy of Charter One Realty.

$267,900
1 Beds 1 Baths 540 SqFt. HILTONHEAD-504679 MLS
Coastal design and nicely updated this 2nd floor villa has some beautiful upgrades and pretty ocean views. Floors throughout are tile that look like wood. Kitchen is fully equipped & has updated cabinetry, nice appliances, quartz counters, cute tile backsplash and a butcher block island for added storage. Bathroom is completely redone with newer vanity, lighting and tiled walk in shower. Bedroom has private entry into bath and has it's own TV. Bunks in the hall for the younger guests and a sleeper sofa for extra adults. You can't beat the location too as your are steps from the beach and all of the amenities this resort has to offer. Restaurants, seasonal beach bar, 24/7 security, on site bike rentals, fitness, laundry, and so much more. This is TURN KEY so nothing to do but relax and enjoy just in time for Spring!

40 Folly Field Road Unit B215, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$886,500
2 Beds 2 Baths 1,327 SqFt. HILTONHEAD-504476 MLS
Direct Atlantic Ocean views from two private balconies in the heart of Hilton Head Island's most popular oceanfront destination! This third-floor, 2-bedroom, 2-bath Sea Crest villa showcases stunning beach scenery from multiple rooms. Sun-filled interiors feature new LVP flooring (2026), a bright coastal kitchen, and a popular split-bedroom design that offers ideal privacy for owners and guests alike. Each bathroom includes a garden tub and separate shower. Sea Crest offers unmatched walkability to Coligny Plaza, putting dozens of restaurants, shops, entertainment, parks, and even a grocery store just steps from your door. Owners and guests enjoy true resort-style amenities, including direct beach access, two oceanfront pools, a fitness center, poolside bar, covered parking garage, and beautifully landscaped water gardens. Whether you're searching for a turnkey vacation rental, a second-home retreat, or a full-time coastal residence, this villa delivers the perfect combination of breathtaking ocean views, exceptional amenities, and one of the most convenient and sought-after locations on Hilton Head Island.

10 N Forest Beach Drive Unit 2310, Hilton Head Island

Listing courtesy of Charter One Realty.

$519,000
1 Beds 1 Baths 525 SqFt. HILTONHEAD-504038 MLS
Rarely available and highly sought-after, 427 Carolina Beach Club on South Forest Beach is ready to welcome you. This beautifully updated 1-bedroom, 1-bath ocean-view condo offers an exceptional opportunity to own a piece of paradise on Hilton Head Island. Just steps from the white sandy beach and the Atlantic shoreline, this coastal retreat delivers the lifestyle buyers dream of. Wake up to ocean breezes and spend your days enjoying an impressive suite of resort-style amenities, including two pools-one a stunning zero-entry oceanfront pool, both heated and chilled-a hot tub, outdoor bar and restaurant areas, fire pit, lounge spaces, gaming tables, and picnic areas with charcoal grills, all surrounded by lush tropical landscaping that leads directly to the beach. Owners and guests also enjoy a state-of-the-art fitness center, media and business center, plus the convenience of elevators, under-building covered parking, and a secure ocean gate. The condo is nicely decorated, move-in ready, and ideal as a vacation getaway, second home, or investment property. A short stroll along the beach or nearby walking paths takes you to Coligny Plaza, featuring boutique shopping, popular restaurants, Lowcountry Celebration Park, and the Adventure Playground-making this one of the most walkable and desirable locations on the island. The iconic Harbour Town Lighthouse and Marina are just a short drive away. If you've been searching for an award-winning Hilton Head Island condo that blends ocean views, walkability, and resort-style living, 427 Carolina Beach Club is the one you've been waiting for. Come experience the waves, the convenience, and the coastal lifestyle that only gets better year after year.

39 S Forest Beach Drive Unit 427, Hilton Head Island

Listing courtesy of Charter One Realty.

$5,000,000
8 Beds 8 Baths 4,510 SqFt. HILTONHEAD-504438 MLS
Wake up to the sound of waves at this exceptional oceanfront estate in coveted Forest Beach. This 8-bedroom, 7.5-bathroom retreat isn't just a home-it's a gateway to the Hilton Head lifestyle you've been dreaming of. Step inside to sun-drenched living spaces where floor-to-ceiling windows frame unobstructed ocean views like living artwork. The open-concept design flows effortlessly from room to room, perfect for gatherings large and intimate. Contemporary finishes meet coastal charm throughout, creating spaces that feel both sophisticated and refreshingly relaxed. Outside, your private dune landscape provides direct beach access-no streets to cross, no long walks. Just steps from your door to your toes in the sand. Whether you're hosting extended family, running a successful vacation rental, or simply claiming your piece of paradise, this property delivers the rare combination of luxury, location, and lifestyle. With 8 generously sized bedrooms, there's room for everyone to spread out and create their own coastal memories. The 7.5 bathrooms ensure comfort and convenience, while the distinctive architectural style sets this property apart from typical beach homes.Forest Beach location. Oceanfront position. Unmatched potential. Your next chapter starts here.

7 Guscio Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$9,495,000
4 Beds 5 Baths 4,025 SqFt. HILTONHEAD-504472 MLS
A custom-built oceanfront home that is defined by exceptional craftsmanship and an enduring coastal presence located in the world-class Sea Pines community. Designed by architect Neil Gordon and built by Cambridge Builders, 52 Canvasback offers the best in oceanfront living. A welcoming entrance foyer with double height ceilings invites you to appreciate the coastal views and the beautifully-executed architectural details. The rich wood detailing, hardwood floors, extensive custom millwork, and two fireplaces complement the finely-crafted spaces. The open living, dining, and kitchen areas flow naturally for everyday living and entertaining, supported by a butler's pantry and separate laundry room. A first-floor primary suite and wood-paneled office offer privacy and convenience, while 3 oversized, en-suite bedrooms upstairs and an oceanfront balcony provide plenty of room for friends and family. An expansive oceanfront pool deck extends the living space outdoors, creating a natural backdrop for lasting memories in an idyllic setting. Beach access via a private beach walkway. Timeless design, thoughtful details, craftsmanship and a stunning oceanfront location make this home an exceptional opportunity.

52 Canvasback Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$274,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-504293 MLS
This well-maintained one-bedroom oceanside villa is located within the gated, resort-style Hilton Head Beach and Tennis community and offers beautiful Atlantic Ocean views. Enjoy easy beach access and ocean breezes from the private balcony. Sold fully-furnished for a truly turnkey experience, A314 features thoughtful updates including all new stainless steel kitchen appliances, a fully renovated bathroom with a walk-in shower, and sand-friendly luxury vinyl plank flooring in the living areas, kitchen, and bathroom. Recent mechanical improvements include a new hot water heater (2021) and a full HVAC replacement (2024).Hilton Head Beach and Tennis offers an amenity-rich coastal lifestyle with direct beach access, a community pool, tennis and pickleball courts, a fitness center, on-site dining, bike rentals, and 24-hour security. Conveniently located near shopping and dining, this villa is well suited for personal enjoyment, rental income, or a combination of both.

40 Folly Field Road Unit A314, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$989,900
2 Beds 2 Baths 1,200 SqFt. HILTONHEAD-503765 MLS
Beautifully updated 2-bedroom, 2-bath condo located just steps to the beach and a short stroll to Coligny Plaza. Enjoy ocean breezes and views of the pool and ocean from the spacious private balcony, perfect for relaxing. The fully renovated kitchen features custom cabinetry and granite countertops, while both bathrooms have been tastefully updated with marble walk-in showers and new vanities. Additional upgrades include smooth ceilings and Andersen StormWatch impact-rated windows and sliders. Convenient parking available underneath the building. An exceptional opportunity for a beachside retreat, second home, or investment property in a prime island location.

21 S Forest Beach Drive Unit 236, Hilton Head Island

Listing courtesy of Charter One Realty.

$879,000
2 Beds 2 Baths 1,327 SqFt. HILTONHEAD-504150 MLS
Welcome to 2211 Sea Crest Villas, perfectly located in the heart of Coligny, one of Hilton Head Island's most desirable and walkable oceanfront destinations. This 2-bedroom, 2-bath villa offers beautiful ocean views from the living room and private balcony, making it an ideal beach retreat and a strong rental performer. The villa features LVP flooring, coastal-chic furnishings, stainless steel appliances, and spacious bedrooms, each with its own ensuite bath. Enjoy outdoor living with two private balconies, perfect for soaking in the coastal breeze and ocean views. Sea Crest Villas is a premier oceanfront community offering multiple swimming pools, a fitness center, covered parking, on-site security, and direct beach access. Just steps from Coligny Plaza, you'll enjoy easy access to restaurants, shopping, entertainment, and island activities. Whether you're looking for a high-performing rental investment, a second home, or your own slice of coastal living, this villa delivers location, views, and amenities that are hard to beat.

10 N Forest Beach Drive Unit 2211, Hilton Head Island

Listing courtesy of Charter One Realty.

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