871 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
$2,100,000
3 Beds ⋅ 4 Baths ⋅ 2,741 SqFt. ⋅ HILTONHEAD-504824 MLS
Welcome to 7 Rum Row in Palmetto Dunes - a beautifully maintained, single-level coastal retreat, turn-key ready, just a short walk to the beach. Located in one of Hilton Head Island's most desirable short-term rental communities, this 2,750 heated square foot home offers the perfect blend of lifestyle, investment potential, and golf course living. Situated on a meticulously manicured .46 acre lot overlooking the Robert Trent Jones Golf Course, the property showcases exceptional outdoor living designed for both entertaining and relaxation. Enjoy the expansive double-tier deck, a large, screened porch with serene golf views, and a 20' x 30' heated sports-style pool - ideal for year-round enjoyment. Inside, the thoughtfully designed floor plan features 3 spacious bedrooms and 3.5 baths, all on one level for effortless living. The home has been exceptionally well maintained and includes valuable upgrades such as new HVAC systems, spray foam insulation in both the crawl space and attic for enhanced energy efficiency, and epoxy coated floors in the oversized garage. The kitchen is well equipped with double ovens and a new gas cooktop, making it ideal for both everyday living and entertaining. Palmetto Dunes is a gated, resort-style community offering private beach access, three championship golf courses, world-class tennis and pickleball facilities, miles of scenic biking and walking trails, and an unbeatable Island lifestyle. Whether you're seeking a primary residence, second home, or exceptional short-term rental opportunity, 7 Rum Row delivers the very best of Hilton Head living. Owner is SCREA.

7 Rum Row, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,245,000
4 Beds ⋅ 5 Baths ⋅ 3,192 SqFt. ⋅ HILTONHEAD-504812 MLS
Imagine waking up to peaceful long-range marsh views, spending your days enjoying the best of Hilton Head Island, and retreating each evening to unforgettable year-round sunsets from your own private master deck. Located within Hilton Head Plantation, this luxury new-construction home captures the heart of Lowcountry living with expansive marsh vistas, direct western sunset views, and access to world-class resort-style amenities, including the newly replenished Dolphin Head Beach. From the moment you arrive, this coastal masterpiece invites you to experience a lifestyle defined by beauty, privacy, craftsmanship, and tranquility. Designed to impress inside and out, this 4-bedroom home, plus a private office, 4 full bathrooms, and 1 half bath, showcases exceptional attention to detail and high-end finishes throughout. Features include custom-built inset cabinetry, a gourmet kitchen with premium appliances, Level 5 quartzite countertops, impact-rated windows, extensive trim work, shiplap accents in every room, and a 3-stop elevator. Multiple decks and outdoor spaces-perfect for quiet mornings, evening sunsets, and moments that make island living feel extraordinary. Outside, enjoy a private pool with sun ledge and water feature, a paver pool deck, and a paver driveway, all thoughtfully designed for luxury coastal living. Perfectly positioned as a primary residence or second home on Hilton Head Island, this move-in-ready property is more than just a house-it is a statement. A rare opportunity to own a true coastal dream home with some of the island's most beautiful sunset and marsh views. Schedule your private showing or live video walkthrough today and experience one of the finest new construction homes for sale on Hilton Head Island.

12 Salt Wind Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$3,200,000
5 Beds ⋅ 6 Baths ⋅ 4,383 SqFt. ⋅ HILTONHEAD-504786 MLS
Completely renovated estate in the private gated enclave of Spanish Pointe. Set on an expansive homesite beneath majestic live oaks and flowing Spanish moss, this exceptional Hilton Head Island retreat offers sweeping marsh views, rare privacy, and timeless Lowcountry elegance. Reimagined from top to bottom, the home blends architectural presence with warm coastal sophistication. Soaring ceilings, refined finishes, and walls of windows create light-filled living spaces that feel both grand and inviting. The chef's kitchen flows seamlessly into generous gathering areas designed for effortless entertaining and relaxed everyday living.The 1st-floor primary suite is a peaceful sanctuary with a spa-inspired bath, while spacious guest suites and a dedicated 1st-floor office provide comfort and flexibility. Outside, a heated and chilled pool, expansive terraces, and mature landscaping create a private resort setting in one of Hilton Head Island's most coveted communities.

34 Spanish Pointe Drive, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty. Selling Office: Keller Williams Realty.

$540,000
2 Beds ⋅ 2 Baths ⋅ 1,330 SqFt. ⋅ HILTONHEAD-504673 MLS
Opportunity KNOCKS for a TURN KEY meticulously maintained Stable Gate home in exclusive MOSS CREEK ! This is IT-a classic coastal home that has all the special timeless touches that most people only dream about. This home has been completely renovated with stylish wide plank, white oak engineered wood flooring throughout the kitchen and living areas, a totally updated gas stacked stone fireplace, premium sliding doors, windows and much more. The light, bright kitchen looks brand new with high-end quartz counter tops opening to the living area with counter seating for two and white shaker cabinets exemplifying chic coastal style. Additional renovations include smooth ceilings with updated lighting, a renovated primary bathroom with quartz countertops and a solar tube for great extra brightness. The floor plan was changed to add a spacious pantry and an enlarged primary bedroom walk-in closet which is enhanced with a custom closet system. The Low Country ambiance is first and foremost in this happy warm home! But the real impact comes from the paver walkways and the adjacent recently added screened lanai. Enjoy your coffee or read a book in this relaxing bonus space. Then walk out back to watch the birds from a very large and private wraparound matching paver patio, backing up to a giant magnolia tree and the sixth fairway of the George Fazio South Golf Course. Moss Creek offers amenities galore: two private golf courses, tennis courts, heated beach entry swimming pool, lap pool, state-of-the-art fitness center, playground, dog park, marina, boat/kayak storage and a world class Clubhouse! Come see TODAY!

53 Stable Gate Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Dunes Real Estate.

$1,885,000
5 Beds ⋅ 5 Baths ⋅ 5,779 SqFt. ⋅ HILTONHEAD-504152 MLS
Welcome to 754 Colonial Drive in the prestigious Golf Club neighborhood of Indigo Run on Hilton Head Island. This stunning 5 bedroom, 5 bathroom residence offers elegant Lowcountry living in one of the island's most sought after private communities. Designed for both everyday comfort and entertaining, the home features spacious main living areas filled with natural light and sweeping golf views. An upstairs second living and entertaining space provides flexibility for gatherings, media, or guests. The private fifth bedroom over the garage offers its own living area and full bath, creating an ideal guest suite, in law retreat, or private office setup. Outdoor living is equally impressive with a beautiful pool and expansive patio overlooking the 16th green of The Golf Club at Indigo Run. A magnificent live oak anchors the front yard, delivering timeless Southern curb appeal and a true sense of arrival. Positioned on a premier golf course homesite within a secure gated community, this property combines privacy, scenery, and lifestyle just minutes from dining, shopping, and the beaches of Hilton Head. A rare opportunity to own on one of Indigo Run's most desirable streets.

754 Colonial Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: The Agency Hilton Head.

$1,750,000
3 Beds ⋅ 3 Baths ⋅ 3,511 SqFt. ⋅ HILTONHEAD-504729 MLS
Exquisitely renovated marsh-front residence showcasing sweeping tidal marsh views from most areas of the home and a comprehensive, high-end transformation throughout. Elegant European-style wide-plank hardwood flooring extends across the interior complemented by all new interior doors, extensive custom trim work and striking modern fixtures in sophisticated black and brushed gold finishes. The redesigned open kitchen features double cabinetry, stone countertops and stainless-steel appliances flowing seamlessly into the family and living rooms-each positioned to capture breathtaking marsh vistas. Newly remodeled bathrooms elevate the home's appeal highlighted by a stunning primary suite with a private sitting area and serene marsh views. Both guest bedrooms offer beautifully renovated en-suite baths while additional living spaces include a separate dining room and a spacious office/den or library. A convenient three-stop elevator provides effortless access from the garage level to the main living area and attic enhancing everyday comfort and long-term livability. Outdoor living is equally inviting featuring a replastered marsh-front pool, an expanded pool deck ideal for entertaining and generous shaded space beneath the home for relaxing during warm coastal summers. Abundant attic storage completes this exceptional offering combining timeless Lowcountry scenery with refined modern finishes and thoughtful design throughout.

6 Sams Point Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Charter One Realty.

$2,700,000
6 Beds ⋅ 5 Baths ⋅ 3,308 SqFt. ⋅ HILTONHEAD-504649 MLS
Hilton Head Island's ultimate second-row beach retreat-fully furnished and move-in ready! 7 Cassina Lane is a stunning 6BR/5BA coastal compound with a private pool, guest house, multiple balconies, ocean glimpses, and direct beach access just steps away. Thoughtfully renovated with coastal designer finishes, updated composite siding, roof, windows, new heated pool, doors, and lush landscaping. The main house and casita offer flexible living and rental potential. Proven rental machine with strong summer bookings-perfect for investors or buyers ready to live the beach life now. The perfect family retreat. Walk to Coligny Plaza, restaurants, and miles of shoreline. This is the Hilton Head home everyone's waiting for. Carpe Diem!

7 Cassina Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$300,000
2 Beds ⋅ 2 Baths ⋅ 1,160 SqFt. ⋅ HILTONHEAD-504344 MLS
Beautifully updated 2-bedroom, 1.5-bath villa offering 1,160 square feet of comfortable living on Hilton Head Island. This inviting home features a functional layout with spacious bedrooms, an open living and dining area, and a convenient half bath for guests. Enjoy low-maintenance coastal living with easy access to beaches, shopping, dining, and island amenities. Ideal as a primary residence, vacation getaway, or investment property in one of Hilton Head Island's most desirable locations.

11 Tanglewood Drive Unit 24, Hilton Head Island

Listing courtesy of Real Broker, LLC. Selling Office: Hilton Head Area Properties, LLC.

$2,375,000
4 Beds ⋅ 5 Baths ⋅ 3,106 SqFt. ⋅ HILTONHEAD-504638 MLS
Built in 2020 and maintained to the highest standard, this custom Port Royal residence offers exceptional quality, thoughtful design, & effortless livability. Situated on a rare .77-acre homesite overlooking the 11th fairway of the Barony Course, the setting is both private and picturesque.The main level is designed for comfortable everyday living, featuring a serene primary suite w a spa-inspired bath, 2 beautifully appointed guest suites, a private office, and a well-planned laundry room. Upstairs, a spacious bonus bedroom w full bath provides ideal separation for guests or extended family.At the heart of the home, a gourmet kitchen with an oversized island, generous dining area, and beverage coolers opens seamlessly to the outdoors through collapsing doors. A screened porch, grill porch with rocking chairs, and an extraordinary backyard create a true indoor-outdoor lifestyle.The heated and cooled private pool, fire pit, and bocce court transform the .77-acre property into a personal retreat - perfect for quiet evenings or gathering with friends. This is a compelling opportunity in Port Royal, where lot acquisition and new construction would exceed this investment today.

24 Scarborough Head Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$2,770,000
6 Beds ⋅ 6 Baths ⋅ 3,956 SqFt. ⋅ HILTONHEAD-504619 MLS
Welcome to your coastal retreat just steps from the Atlantic Ocean! Investors dream with over $115,000 in rentals for 2026 with a projection of $215,000! Nestled in the sought-after South Forest Beach area, this stunning 6BD, 5.5BA home offers nearly 4,000 square feet of beautifully appointed living space and just 4 rows from the beautiful sandy beaches of Hilton Head. With a Charleston-style front porch and a bright two-story foyer, the home exudes Southern charm and modern comfort. Prime location with easy access to the beach, Coligny Plaza, Celebration Park and a short bike ride to the Sea Pines Beach Club (via beach access). This updated home includes front and back porch space, a private pool and spa and plenty of extra room in the underground garage area equipped with a ping pong table and a tiki bar! Sleeps up to 16 guests comfortably which makes this a rental machine! Fully furnished and move-in or rental ready. Whether you're looking for a family getaway, a high-performing rental property, or a serene beachside haven, 3 Laurel Lane delivers the ultimate Hilton Head lifestyle!

3 Laurel Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$3,999,000
5 Beds ⋅ 6 Baths ⋅ 6,330 SqFt. ⋅ HILTONHEAD-504359 MLS
Claim The Water at 47 River Club Drive, a residence that does not merely sit on the water-it belongs to it. Located within the private, gated community of The River Club on Hilton Head Island, this exceptional deep-water estate represents a rare convergence of architecture, craftsmanship, and setting, where Broad Creek becomes both your view and your playground. Arrival is marked by quiet confidence: a stone-paver driveway and arched wood entry door with copper-foil glass, set the tone. Inside, soaring ceilings, six-panel solid wood doors, crown moldings, and inlaid Chocolate Saturnia limestone establish a sense of timeless elegance. The first-floor primary suite is a true retreat, positioned to capture breathtaking water views and finished with hardwood floors. The expansive ensuite features a soaking tub, separate glass-enclosed shower, and generous custom closets. The primary suite is so substantial, it can even accommodate an in-home gym. At the heart of the home, the gourmet kitchen is designed without compromise. Custom Cuisine Laurier cabinetry, Viking and Sub-Zero appliances, dual dishwashers, Insta-Hot water, prep sink, walk-in and butler's pantries, and a dedicated wine area with Marvel cooler and Scotsman icemaker make entertaining effortless. Living spaces unfold with purpose: a formal living room anchored by a gas fireplace with limestone surround and Enkeboll carvings, a theatre room, game room with wet bar, dedicated office, craft room, and upstairs bedroom suites with custom shelving and window seats. Then there is the waterfront-unmistakable and breathtaking. Majestic live oaks frame panoramic Broad Creek views, while a custom saltwater pool and spa appear to float at river level. A covered outdoor sanctuary with a Savannah brick gas fireplace invites year-round enjoyment. For boating enthusiasts, the property stands apart. A private deep-water dock and dock house-with electricity, water, fish-cleaning station, ceiling fans, and additional floating dock-offers immediate access to the creek and beyond. The perfect spot to watch the Summertime fireworks. A new 150-foot seawall secures the shoreline. Additional highlights include a three-car garage with epoxy floors, workshop and storage, central vacuum systems, reverse-osmosis water filtration, multiple HVAC systems, and museum-quality lighting. Optional membership to the Jack Nicklaus Signature Golf Club at Indigo Run completes the lifestyle.47 River Club Drive is a legacy property.

47 River Club Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,000,000
6 Beds ⋅ 6 Baths ⋅ 2,424 SqFt. ⋅ HILTONHEAD-504473 MLS
An exceptional opportunity to own an oceanside retreat just steps from one of the widest and most private beaches in Sea Pines. Ideally situated along a beach walkway, this spacious and private 6-bedroom, 6-bath residence is perfect as a family home or coastal getaway. The home features a heated pool, is offered fully furnished, and is truly move-in ready. Light, bright, and airy interiors are enhanced by tray ceilings and hardwood floors throughout. With outstanding rental potential, this property can also serve as an incredible income producer. Enjoy all that Sea Pines has to offer, including world-class golf, tennis, Harbour Town, dining, and premier resort amenities.

2 Canvasback Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Greenplate Group Brokered by eXp Realty.

$7,650,000
5 Beds ⋅ 7 Baths ⋅ 5,617 SqFt. ⋅ HILTONHEAD-504571 MLS
Classic oceanfront Sea Pines home at 35 Ruddy Turnstone, built by renowned Johnson Delaney Builders and thoughtfully designed by Peter Brower architect, this timeless home reflects the charm and craftsmanship of two Sea Pines legends. Note the high quality building features throughout this home such as wide stairways, high ceilings, pocket doors and all solid core doors. Full of the charm and character Sea Pines is known for, this home offers easy, comfortable coastal living with a screen porch, generous outdoor space with a pool, spa and large decking overlooking the ocean. Primary Suite with His and Her baths, Office, Eat-in-Kitchen, Living Room and Screen porch located on Second Floor allowing for awesome elevated views of pool, dunes and ocean. First floor with large welcoming foyer leading to family room with fireplace, built in book shelves, built in beverage cooler and bar sink. Three guest rooms are conveniently located on first floor, one of which opens out to the pool and ocean. You will find a fourth guest room, laundry room and an elevator stop on the mid level along with two large walk in storage closets. An elevator serves all three levels, making the home easy to enjoy for everyone. Lovingly designed and built as custom home for original owners and used only as a second home for the first 34 years. Introduced to rental market in 2025. As new oceanfront homes continue to sell in double digits, this property stands out as a chance to own and enjoy a classic Sea Pines ocean front home - full of character and ready for your vision over time.

35 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

$5,350,000
6 Beds ⋅ 7 Baths ⋅ 5,516 SqFt. ⋅ HILTONHEAD-504267 MLS
A 2020 custom-built luxury home just seven rows from the beach, offering exceptional privacy and golf views overlooking the 14th green of the Atlantic Dunes course in Sea Pines. Located on a quiet cul-de-sac street and centrally positioned near the Beach Club, South Beach, and Harbour Town, this home is thoughtfully designed with custom millwork, coffered ceilings, and impeccable attention to detail throughout. The residence welcomes you with a brick-arched foyer and refined main living spaces, including a living room with custom built-ins and a gas fireplace. The chef's kitchen features an oversized island ideal for entertaining, premium appliances, and a fully equipped scullery. The first-floor primary suite offers a spa-like bath with soaking tub, oversized walk-in shower, dual vanities, and a custom walk-in closet. A main-level office with a full bath and closet offers flexible use for guests or additional living space. Upstairs includes four en-suite bedrooms, one of which functions as a second primary suite, along with a spacious loft with wet-bar that doubles as a media room, and a flex space ideal for a gym or additional office. Outdoor living is a standout, with a covered porch featuring automatic screens, a gas fireplace, and a built-in grilling station. Expansive decks surround a heated and cooled saltwater infinity-edge pool with travertine decking, complemented by a fire pit and outdoor shower-all set against a private golf course backdrop. Enhanced by extensive smart-home technology, including whole-home audio, lighting and shade control, security, multi-zone HVAC, and automated pool systems. A three-car garage completes this private luxury offering, conveniently located near the beach, golf, and Sea Pines amenities.

12 Jessamine Place, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Howard Hanna Allen Tate Lowcountry.

$2,200,000
6 Beds ⋅ 6 Baths ⋅ 4,028 SqFt. ⋅ HILTONHEAD-503741 MLS
Just steps to the #1 beach in the U.S., this fully furnished, turn-key 6BD/5.5BA coastal home offers exceptional flexibility as a high-performing rental, second home, or primary residence. Offering over 4,000 sq ft of heated/cooled space plus 2,000+ sq ft of outdoor living, the home comfortably accommodates up to 16 guests. Features include two main-level bedroom suites, hardwood floors throughout, custom cabinetry, elevator to all floors, and a refinished kitchen. Recent updates include fresh interior and exterior paint, updated ductwork, and brand-new roof, decking, and elevator. Outdoor living is designed for entertaining with a private pool and spa, fenced turf yard, BBQ station, and covered gathering area. The oversized garage offers multiple storage closets, parking for multiple vehicles, and a game room with ping pong, foosball, and darts-ideal for rental appeal. Located next to Chaplin Park, Hilton Head Island's largest public park, with access to tennis courts, basketball, trails, dog park, and beach access. Walk to Marriott's Surf Watch and the Sea Salts poolside bar and grill. Built in 2007 and thoughtfully maintained, this property is positioned to compete at the top of Hilton Head's vacation rental market while offering an outstanding island lifestyle.

4 Surf Watch Way, Hilton Head Island

Listing courtesy of Coldwell Banker Access Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$3,700,000
4 Beds ⋅ 5 Baths ⋅ 4,321 SqFt. ⋅ HILTONHEAD-504502 MLS
Set on one of the most coveted waterfront streets in Sea Pines, 63 Baynard Park offers sweeping marsh and Calibogue Sound views on over half an acre. The four-bedroom, four-and-a-half-bath home features vaulted ceilings, multiple fireplaces, built-ins, a wet bar, and expansive living spaces designed for entertaining. Outdoor highlights include a private dock, pool, oversized screened porch, and lush landscaping. Ideally located near the golf, marina, dining, and shops of Harbour Town, this property presents a rare opportunity to personalize a premier Lowcountry retreat.

63 Baynard Park Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton 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.

$1,745,000
4 Beds ⋅ 4 Baths ⋅ 2,869 SqFt. ⋅ HILTONHEAD-504130 MLS
Set on a nearly 1/3-acre private lot, this updated 4BR/4BA Greenwood Forest home offers exceptional outdoor living in the heart of Sea Pines-just a short bike ride to the beach. Enjoy a fenced backyard with a heated and cooled swimming pool, plus a two-car garage and flexible bonus room addition. Inside, the open floor plan has been refreshed with major recent improvements, including a full gut kitchen renovation with all-new soft-close cabinetry and upgraded appliances, new family room doors, fresh interior paint, and upgrades to two bathrooms. Outdoor enhancements include a new slate patio in the backyard and just off the kitchen, perfect for entertaining. Currently a rental property with forward bookings, this turnkey property also lives beautifully as a full-time residence, second home, or investment opportunity in one of Sea Pines' most desirable locations. Sold furnished.

67 Forest Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: RE/MAX Island Realty.

$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.

$1,250,000
3 Beds ⋅ 3 Baths ⋅ 3,148 SqFt. ⋅ HILTONHEAD-504237 MLS
Wonderfully updated and set within the world-class community of Long Cove, 20 Strawberry Hill is thoughtfully designed for refined Lowcountry living. The open-concept layout, enhanced by today's most desirable upgrades, offers a seamless setting for both entertaining and everyday comfort. Abundant natural light fills the home, which features three bedrooms, two-and-a-half baths, and a versatile bonus room ideal for an additional living area, office, or bunk room. The spacious first-floor primary suite serves as a tranquil retreat, featuring dual walk-in closets and a spa-inspired ensuite designed for relaxation. Upstairs, two generously sized bedrooms-each featuring walk-in closets-share a well appointed Jack-and-Jill bath. Outdoor living is highlighted by a private courtyard pool with pool deck and patio, along with a newly constructed composite deck overlooking the lagoon and sunset views. 20 Strawberry Hill delivers a full suite of coveted amenities, and when combined with the prestigious offerings of Long Cove, this residence stands as a truly exceptional Lowcountry sanctuary.

20 Strawberry Hill Road, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Keller Williams Realty.

$500,000
2 Beds ⋅ 2 Baths ⋅ 1,183 SqFt. ⋅ HILTONHEAD-504246 MLS
Top-floor villa offering sweeping deep-water Intracoastal views, all on one level with 2 bedrooms and 2 baths. Ideally located within the gated community of Hilton Head Plantation, just minutes from the Country Club of Hilton Head and Skull Creek Marina. This quiet, non-rental area provides a peaceful setting and close proximity to excellent community amenities. Perfect as a low-maintenance retirement home or a second home escape on Hilton Head Island. The villa offers incredible views and a prime location, with the opportunity to remodel and customize to your taste-priced accordingly to reflect the updates needed.

6 Village North Drive Unit 83, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Realty One Group - Lowcountry.

$2,750,000
4 Beds ⋅ 5 Baths ⋅ 5,196 SqFt. ⋅ HILTONHEAD-504109 MLS
Beautifully light, bright, and open, this gorgeous home features designer touches throughout and is ideally situated along Wexford's 11th fairway, offering picturesque golf views. Designed for effortless entertaining, the main living spaces flow seamlessly from the open kitchen to a wet bar, cozy family area, and separate living and dining rooms. The stunning dining room features a built-in server and an adjacent butler's serving area, creating a perfect setting for hosting. The first-floor primary suite is a true retreat, featuring a private, tucked-away office - ideal for quiet work or study - custom built-ins flanking a gas fireplace, a spa-inspired bathroom with a standalone soaking tub, an oversized walk-in closet with a built-in dresser, and additional laundry hookups. Over the three-car garage, a private in-law suite offers a full kitchen, sitting area, and full bath - ideal for guests or extended family. Upstairs, two generously sized en-suite bedrooms are complemented by an additional family room or game room, providing flexible living space. Outdoors, enjoy a private pool added in 2022, surrounded by mature privacy hedges for a serene, resort-like setting, along with a cozy screened porch and an open back deck for expanded outdoor living. Additional features include a main-level laundry room, designer light fixtures throughout, beautiful oak floors, marble mosaic backsplashes, four fireplaces, and top-of-the-line Fulgor Milano appliances. Adding to the appeal, Wexford is undergoing exciting enhancements, including a new construction Harbour Center and an expanded clubhouse, both scheduled to open in spring 2026 - further elevating the community lifestyle. 2025 Primary Residence taxes = $10.881.07

34 Bridgetown Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$2,478,000
4 Beds ⋅ 5 Baths ⋅ 4,704 SqFt. ⋅ HILTONHEAD-503801 MLS
Dock Your Boat. Dive In. Live Wexford. Set along the harbour in the heart of Wexford, 40 Wexford Club Drive offers a rare opportunity to dock your boat in your own backyard while enjoying a private swimming pool and a fabulous, sensible, and on-trend main-level floor plan. Unlike many homes in the community, this residence is only a few easy steps up from grade, allowing for effortless entry into the main living spaces and an intuitive flow designed for today's lifestyle. Thoughtfully renovated and further enhanced by the current owners, the home features a newly installed kitchen and a custom-finished den that elevate both everyday living and entertaining. Updated flooring, windows, doors, lighting, hardware, and fresh paint throughout create a clean, modern aesthetic that feels current yet timeless. The main-level primary suite enjoys peaceful harbour views and is complemented by a spa-inspired bath with a freestanding soaking tub, expansive walk-in shower, and an adjoining sitting room or office. One additional bedroom on the main level provides flexibility for guests or family, while the upper level offers two more bedrooms and a spacious sitting area ideal for extended stays. Outdoor living is equally compelling. The private pool with attached spa creates a serene retreat, with calming views that extend from pool to harbour. A hidden bar area on the rear deck discreetly services the pool and outdoor entertaining spaces, while the private dock accommodates up to a 65-foot boat directly behind the home. Polished, well-executed, and exceptionally livable, this harbourfront residence represents one of Wexford's most compelling opportunities for those seeking comfort, access, and understated elegance.

40 Wexford Club Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$1,950,000
4 Beds ⋅ 4 Baths ⋅ 2,914 SqFt. ⋅ HILTONHEAD-504203 MLS
Welcome to 27 Pine Island Road! Nestled on a quiet street in the desirable Club course area of Sea Pines, this beautifully maintained home offers breath-taking expansive marsh views. An open, light filled floor plan greets you as the foyer opens to the living room with cathedral ceilings and the panoramic marsh views. The thoughtfully designed kitchen has a gas cook top, stainless-steel appliances, soft close custom cabinetry and granite countertops. The kitchen has an eat-in dining area and opens to the family room with access to the screened porch and multiple decks. Step down to the recently added outdoor kitchen and infinity edge pool. The perfect place for outdoor living and entertaining! The main level of the home has three ensuite bedrooms including the master suite with two walk-in closets. Wake up to the glorious marsh views or step outside for a dip in the pool. Two more ensuite bedrooms are available for your family or guests. Off the kitchen is a multi-use office and another full bath. Above the two-car garage is the fourth bedroom with murphy beds included. Mature landscaping and ample driveway enhance the curb appeal of this home.

27 Pine Island Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Charter One Realty.

$950,000
3 Beds ⋅ 3 Baths ⋅ 2,077 SqFt. ⋅ HILTONHEAD-504161 MLS
Tucked away on desirable Newhall Road in Sea Pines, this 3BR home offers a wonderful combination of privacy and opportunity. Backing directly to the Newhall Forest Preserve, the setting is quiet, peaceful, and free of through traffic. A large rear deck with an elevated pool overlooks the natural, wooded landscape, and a spacious Carolina Room (approx. 16' x 19', not included in stated square footage) provides excellent additional living space. Offering an eat-in kitchen, office, formal dining space, a recently painted exterior, and a detached two-car garage. The interior has not been renovated and will appeal to buyers looking to update and customize in one of Sea Pines' most sought-after streets in the Club Course area.

19 Newhall Road, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

$1,375,000
4 Beds ⋅ 3 Baths ⋅ 2,510 SqFt. ⋅ HILTONHEAD-503621 MLS
Welcome to your dream home, beautifully positioned on the 1st Tee of the prestigious Clipper Golf Course, just minutes from Hilton Head Island's renowned beaches and Coligny Plaza, the local hot spot for restaurants, night life and shops. This charming French Country-style residence offers the perfect blend of privacy, comfort, style, and island living. This spacious four-bedroom home features a well-designed first-floor primary suite, soaring ceilings, and an open floor plan that flows effortlessly between multiple seating areas-ideal for entertaining, card games, or quiet reading time. The kitchen is truly the heart of the home, thoughtfully updated with a new refrigerator, Samsung dishwasher, GE cooktop, wall oven, new sink and faucet, and refreshed finishes that make it both functional and inviting. The home has been freshly painted throughout with a new color palette and updated with luxury vinyl flooring on both levels, creating a cohesive and modern feel. Upgraded furnishings, updated lighting, switches, and controls, along with a WiFi-enabled Schlage front door lock, enhance both style and convenience. Enjoy cozy evenings by the double-sided, glass-screened fireplace, shared between the great room, dining area, and Carolina room-perfect for relaxed island nights. Step outside to the screened rear porch overlooking the private pool, now enhanced with a new propane heater, LED WiFi-enabled multicolor pool light, and a new pool pump. Your renters will be pleased to see that there are 3 beach cruisers included for their convenience. Whether cooling off on warm summer days or enjoying an evening swim, this space is designed for year-round enjoyment. After a day at the beach, fishing, or biking, unwind in the new Buenos/Wellis seven-person hot tub, completing your private outdoor retreat. Additional highlights include a main-floor AC/heat pump with WiFi thermostat, new leased propane tanks for the pool heater and fireplace, an extra refrigerator in the garage, ample storage for bikes and beach gear, newer main-floor windows, and a 2016 roof. At the time of listing, the front door, several windows, and the living room ceiling fan are being replaced, adding even more value and peace of mind. Perfect as a primary residence, vacation getaway, or investment property, this exceptional home offers the very best of the Hilton Head lifestyle.

2 Narragansett Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Keller Williams Realty.

$1,795,000
5 Beds ⋅ 6 Baths ⋅ 4,913 SqFt. ⋅ HILTONHEAD-504157 MLS
Tucked within the private oceanfront community of Port Royal, this architecturally striking home is a rare blend of drama, warmth, and effortless livability. From the moment you arrive, mahogany double front doors set the tone, opening to a light-filled interior anchored by a floating staircase, skylights, and a stunning two-way fireplace connecting the main living spaces. Rich cherry flooring, smooth ceilings, crown molding, and custom cabinetry create a refined yet welcoming backdrop throughout.Designed for both everyday comfort and memorable entertaining, the open kitchen features stainless appliances, generous prep space, and seamless flow to the living and dining areas, complemented by a wet bar for easy gatherings. The main level offers two private suites and a large office, while the primary suite upstairs is a true retreat-cathedral ceilings, a dressing room, spacious closets, and a private balcony with stairs leading directly to the pool below. An additional guest suite and loft complete the second floor.A separate private guest residence offers exceptional flexibility, featuring its own living space, game room, bedroom, and bath-ideal for extended stays, visiting family, or multi-generational living. The oversized three-car garage includes heated and cooled storage, adding another layer of thoughtful design. Outside, the setting is just as special: a screened porch, fire pit, and a heated 65-foot pool invite year-round enjoyment on a beautifully sized .7-acre lot. 5BR / 5.5BA | 4,905 sq ft. A truly distinctive Port Royal offering-designed to impress, built to be lived in, and set in one of Hilton Head Island's most coveted oceanfront communities.

30 Outpost Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,000,000
4 Beds ⋅ 5 Baths ⋅ 4,124 SqFt. ⋅ HILTONHEAD-503918 MLS
Situated on 2 lots overlooking the 14th fairway of Heron Pointe, with views of the 5th hole from the front of the home, this home was fully redesigned and renovated in April 2023 with exceptional craftsmanship and vision. The current owners undertook a near total interior transformation including all new crown molding, engineered hard wood flooring, hardware, designer lighting, plumbing, electrical, ceiling heights raised, and all new custom cabinetry throughout.The kitchen was expanded from its original footprint and now features Calcutta Gold marble countertops, 2 islands, walk in pantry, custom cabinetry throughout, and premium appliances. The kitchen opens seamlessly to the family room and dining area, all framed by stunning golf views and direct outdoor access. A separate den features a Calcutta Gold marble bar with custom cabinetry, sink, stainless icemaker, and an inviting dining area, all designed for effortless entertaining.The owner's suite is expansive and serene, offering golf views, crown molding, two walk in closets and a luxurious bath. Three spacious guest ensuites provide comfort and privacy.Outdoor living is equally impressive. The custom pool and spa were designed and built by A1 Pools and feature travertine decking, sun ledge, and a heated spa. Multiple outdoor spaces include a covered area overlooking the golf course and a custom poolside bar with umbrella, built in stainless Paradise grill, and stainless Paradise beverage refrigerator.Additional highlights include a 3 car garage, and multiple parking pads.This home, fondly called "Ridgewood Ritz" by the current owners is a rare opportunity to own a fully reimagined golf course home all on one level for easy living where every detail has been carefully curated and the perfect place to entertain friends and family for years to come.

14 Ridgewood Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

$1,600,000
2 Beds ⋅ 3 Baths ⋅ 1,326 SqFt. ⋅ HILTONHEAD-504111 MLS
Beautiful Sea Pines Home, completely remodeled in 2025. Brand new pool, 2 bedrooms, each with en-suites. Bright and light kitchen great for entertaining with stainless steel appliances, large center island where family can hang out and charming eat in kitchen. Spa like feeling with colors and bright light! Don't miss this Sea Pines Cottage where you can bike or walk to beach! Excellent location close to ocean gate. Enjoy numerous restaurants, 4 incredible and notable golf courses, shopping and of course spend time at the best rated beach in the country!!

11 Pender Lane, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: Harbour & Home Real Estate.

$32,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504077 MLS
Great price for 5 weeks per year in Paradise. This is a tenth equity share. Very low fees as all expenses divided 10 ways. Just a few minutes walk to the beach through the resort this unit has 2 bedrooms 2 bathrooms and is a first floor tennis unit with lagoon view. It has been totally renovated in 2025. Fabulous new kitchen with loads of storage, new appliances, new bathrooms, beautiful light LVP floors throughout. HVAC installed 10/30/23, water heater manufacturer's date 2025. This condo is in a private gated ocean front resort, which is located mid island close to restaurants, shopping, and bike trails. This resort has amenities for everyone including the largest ocean front pool on the island. Amenities include: Ocean front pool, children's pool, Beach side Tiki Bar, 8 tennis courts, 6 pickle ball courts, fitness center, catch and release lagoon, playground, sports bar and restaurant, seasonal pizza/ coffee shop, seasonal bike rentals and 24 hr manned security. Laundry on Site. Don't miss out on this great deal!

40 Folly Field Road Unit APT C4, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty. Selling Office: C 21 A Low Country Realty.

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.