722 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
$1,825,000
4 Beds ⋅ 6 Baths ⋅ 4,577 SqFt. ⋅ HILTONHEAD-504947 MLS
English-inspired elegance meets Lowcountry charm in this stunning 4-bedroom, 4.5-bath home plus Study located within the private Long Cove community. Thoughtfully designed with beautiful architectural details throughout, the home offers a warm, inviting atmosphere filled with character and style. Step outside to extraordinary outdoor living, featuring a breathtaking infinity-edge pool and spa overlooking sweeping 180-degree lagoon views. A spacious covered porch creates the perfect setting for entertaining, complete with a summer kitchen and cozy fireplace--ideal for enjoying Hilton Head Island's year-round coastal lifestyle. Owners use only as a second home and will consider selling completely furnished.

285 Long Cove Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Dunes Real Estate.

$2,995,000
6 Beds ⋅ 8 Baths ⋅ 4,685 SqFt. ⋅ HILTONHEAD-504849 MLS
Welcome to 13 Beach Lagoon, a classic 2nd-row home in the coveted "Gold Coast" area of Sea Pines offering an exceptional location just steps to the beach and outstanding investment potential. Situated on a large lot with generous backyard space, this property provides rare room to expand, redesign, or create your ideal outdoor oasis. The fenced yard and expansive outdoor areas add both privacy and versatility. The home features a spacious floor plan with vaulted ceilings, multiple living areas, and abundant natural light, along with wonderful architectural charm throughout. Generous bedrooms are thoughtfully separated for privacy, creating an ideal layout for family and guests. An elevator shaft is already in place, offering future convenience and accessibility. Expansive decking and porch areas overlook the sizable backyard, including one of the largest screened porches you'll find in Sea Pines - an incredible space for relaxing or entertaining. There is ample room to add enhancements such as a pool while still maintaining substantial outdoor living space. Additional highlights include a 2-car side-entry garage and a flexible layout ready for your updates and vision. This is a rare opportunity to renovate and truly make it your own. Whether you're looking to create a custom coastal retreat or invest in a high-demand rental location, the setting, lot size, and layout make this property especially appealing. Enjoy access to Sea Pines' beaches, bike trails, golf, marina, and dining - all from this prime 2nd-row location. 13 Beach Lagoon offers location, space, character, and unlimited potential.

13 Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,875,000
7 Beds ⋅ 7 Baths ⋅ 4,400 SqFt. ⋅ HILTONHEAD-504560 MLS
7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$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.

$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.

$3,299,999
5 Beds ⋅ 6 Baths ⋅ 6,340 SqFt. ⋅ HILTONHEAD-503924 MLS
39 Seabrook Landing is a slice of heaven on earth with stunningly, spectacular, views across the ICW and Port Royal Sound to the Broad River Bridge. Imagine daily living with the magic and inspiration of soaring eagles, playful dolphins, migratory birds, sailing vessels and breathtaking sunsets over Pinckney Island. 6300 SF of casual elegance exudes with classic, timeless upgrades in 2025. Featuring 5 bedrooms, 4 Full BA, 2 HB, large library, office, home theater w/sitting room, formal LR and DR with coffered ceilings featuring low country inspired wall mural. Gourmet kitchen with huge Italian marble island and countertops, gas cooktop, pot filler, wine cave, eat-in kitchen, walk in pantry and butler's pantry, impressive foyer entry with sweeping curved staircase, picture moldings, built-ins, designer light fixtures, 3 fireplaces, heart of pine floors, family room, 3 screen porches! Large 1st floor primary w/fireplace, sitting area, full & half bath, two walk in closets and private screen porch. This home oasis is situated on almost one acre which affords a great deal of privacy with salt water pool, spa, and covered gazebo. Bulkheaded on a tidal creek for fantastic fishing and kayak launching. Long tabby drive way and 3 car garage. Seabrook Landing has a private day dock for Seabrook residents.

39 Seabrook Landing Drive, 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.

$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.

$3,100,000
4 Beds ⋅ 6 Baths ⋅ 5,696 SqFt. ⋅ HILTONHEAD-504458 MLS
Rare peninsula waterfront estate on privately gated Ribaut Island. Experience unparalleled coastal living in one of the most unique waterfront settings on Hilton Head Island. Situated at the end of a quiet cul-de-sac, the home features 4 ensuite bedrooms and 2 half baths, breathtaking direct views of the Port Royal Sound, the Intracoastal Waterway, and Pine Island. Expansive glass sliders span the back of the home, flooding the interior with natural light and creating a seamless connection to the water beyond. The main level offers an open-concept kitchen and living area with soaring cathedral cantilevered ceiling, exposed beams, a gas fireplace, pass-through wet bar, and an open loft overlooking the space. A dedicated den/office with custom built-ins provides a serene workspace with stunning water views. The main-level primary suite offers a spacious bath, walk-in closet and views of the sound. The second level includes three additional bedrooms, each with its own ensuite bath, including a secondary primary suite with a cozy fireplace, heated bathroom floors and soaking tub. Additional highlights include a walk-in cedar closet, tankless "heat-on-demand" water heater, alarm system and 2-car garage with epoxy flooring. A true boater's paradise, this property is one of only 11 homes on the island with a private dock and dedicated boat-lift space with pilings and electrical outlets already installed. After a day on the water, unwind on the expansive back deck or enjoy the outdoor hot tub/spa while watching the tides change and local wildlife pass by. Located within the prestigious Hilton Head Plantation, Ribaut Island residents enjoy exclusive access to a community pool, tennis and pickleball courts, and additional dock facilities. Whether kayaking from your private dock to Pine Island or fishing in the sound, this exceptional home offers the ultimate Lowcountry waterfront lifestyle.

53 Ribaut Drive, Hilton Head Island

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

$1,139,000
4 Beds ⋅ 4 Baths ⋅ 4,035 SqFt. ⋅ HILTONHEAD-504132 MLS
Enjoy elegant Lowcountry living with beautiful fairway views of the 15th hole and extensive recent updates, just a few rows back from the deep waters of Broad Creek. This thoughtfully designed home features a dramatic two-story living room with cathedral ceilings and a fireplace, creating a light-filled and welcoming space. The pristine kitchen is a true centerpiece, offering a large island with gas range, double ovens, and seamless flow into the breakfast area-ideal for both everyday living and sophisticated entertaining. Additional highlights include a wet bar, first-floor office, and a luxurious primary suite complete with a standalone soaking tub, separate shower, and spacious walk-in closet. Upstairs, two generously sized bedrooms each feature their own full bath, providing comfort and privacy for guests. Outdoor living is exceptional, with a back deck and paver patio overlooking the fairway-perfect for relaxing or hosting gatherings. A two-car garage and excellent condition throughout complete this exceptional offering in the coveted Long Cove community, known for its world-class amenities.

12 Combahee Road, Hilton Head Island

Listing courtesy of Charter One 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.

$1,300,000
5 Beds ⋅ 5 Baths ⋅ 4,115 SqFt. ⋅ HILTONHEAD-504053 MLS
Hilton Head Island luxury home for sale in The Paddocks gated marshfront community on Jarvis Creek, this 5 bedroom, 4.5 bath residence offers one of the largest floor plans with superb privacy. Enjoy Lowcountry architecture with coffered ceilings, plantation shutters, crown molding, and custom trim. The open concept main level features a dining room, chef's kitchen with gas range, living room with gas fireplace, and a guest suite. Upstairs offers four spacious bedrooms plus a loft. The finished lower level space with a mini split serves as a gym or woodworking shop. Just 15 minutes from Hilton Head beaches and close to Bluffton shopping and dining. Metal roof, 3 car garage, multi level screened porches, and fenced yard ideal for dogs. Amenities include community pool, clubhouse, walking trails, private island access, and marsh views near Calibogue Sound.

15 Paddocks Boulevard, Hilton Head Island

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

$2,650,000
5 Beds ⋅ 6 Baths ⋅ 4,276 SqFt. ⋅ HILTONHEAD-504040 MLS
Better Than New - Built in 2023 and Sold Fully FurnishedThis stunning 2023 custom home offers five bedrooms and five-and-a-half baths, perfectly positioned on a spacious corner lot in Long Cove. Thoughtfully designed with a back-entry three-car garage, excellent bedroom separation, and a primary suite on the main level, the layout blends comfort with modern sophistication.The open kitchen anchors the home with BluStar appliances, a Miele built-in coffee maker, and Calacatta Miraggio quartz surfaces. Wide 8-inch oak floors, coffered ceilings, a striking copper ceiling detail, and a gas fireplace elevate the living spaces with timeless character.A bonus room over the garage with a full bath offers flexible use as a media room, fitness space, or additional bedroom. Designer touches include Serena & Lily silk wallpaper, Hunter Douglas blinds throughout, and advanced home technology at every turn.The spa-inspired bathrooms earned the 2023 Lighthouse Award for Best Bathroom on Hilton Head Island. A professionally installed audio-visual system features in-wall theater speakers with subwoofer, Sonos soundbar, whole-home sound, exterior hardwired cameras, and dual door chimes servicing both the living area and primary suite.Outdoor upgrades are equally impressive with extensive landscaping, expanded sod in the backyard, new palms, lemon and fig trees, hardscaping, crushed shell walkways, and path lighting throughout the front, side, and rear yard.A rare opportunity to own a fully furnished, award-winning home that truly lives like new-inside and out.

2 Foot Point Road, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: Charter One Realty.

$1,450,000
5 Beds ⋅ 5 Baths ⋅ 4,112 SqFt. ⋅ HILTONHEAD-504210 MLS
Welcome to 355 Fort Howell! Experience the pinnacle of Hilton Head Island living in this masterfully renovated Jacoby built home. Overlooking the signature #1 handicap (#3 on Robert Cupp Course) hole in prestigious Palmetto Hall, this 5BR (or 4BR + Bonus) residence has undergone $275,000 in recent high-end improvements (2024-2025), blending timeless architecture with cutting-edge smart home technology. Inside, a reimagined chef's kitchen serves as the heart of the home, featuring KraftMaid cabinetry, granite countertops, and premium stainless appliances. The open-concept Great Room impresses with vaulted ceilings, bespoke cabinetry, and a seamless flow over premium engineered hardwood floors. Natural light pours through skylights equipped with remote-controlled shades. The primary suite is a true sanctuary, boasting automated shades, modern lighting, and a spa-inspired bath with a Jacuzzi and walk-in shower. The home's mechanical integrity is unmatched, featuring a new roof, 5-ton HVAC, whole-house Ozone filtration, and Ecobee smart thermostats. The oversized double garage is prepared and ready to go with 220V EV charging. Outdoors, enjoy an ultra-private backyard with professional hardscaping, lush landscaping, and a SunSetter retractable awning. Located in an amenity-rich gated community with 24-hour security, two 18-hole championship courses, Junior Olympic-sized swimming pool, pickleball, and a 200-acre nature preserve. Enjoy very easy access to the Fish Haul beach on bike or golf cart. Palmetto Hall is a golf cart friendly community (rare for HHI) Minutes to beaches, shopping, and HHI Airport. Low POA dues and extraordinary quality.

355 Fort Howell Drive, Hilton Head Island

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

$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.

$1,795,000
5 Beds ⋅ 5 Baths ⋅ 5,511 SqFt. ⋅ HILTONHEAD-504017 MLS
Designed for flexible lifestyles, 14 Bayley Point offers a rare waterfront setting in one of Hilton Head Plantation's most sought-after locations with sweeping marsh to Port Royal Sound views and unforgettable Lowcountry sunsets. Filled with natural light and designed to feel peaceful, the home offers a thoughtful layout with inviting gathering spaces, comfortable privacy, and seamless indoor-outdoor living. Walls of windows capture stunning water views from nearly every room, while the updated kitchen with quartz countertops opens to warm living spaces and a spacious waterfront deck perfect for relaxing dinners, sunset drinks, or quiet mornings overlooking the water toward Dolphin Head Beach. The freshly expanded backyard enhances the home's connection to the outdoors. Luxurious yet warm and relaxed, this is a rare opportunity to enjoy waterfront Lowcountry living in a setting that balances privacy, comfort, and everyday livability within Hilton Head Plantation.

14 Bayley Point Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$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.

$1,440,000
4 Beds ⋅ 4 Baths ⋅ 3,918 SqFt. ⋅ HILTONHEAD-503511 MLS
Unique home on Bear Island within Hilton Head Plantation! Come see this spacious home with wonderful front and backyard porches within a quiet, residential setting. Sip your morning coffee on the front porch and enjoy the gentle breeze off the marsh. Grill your favorite food on the back porch with ample room for entertaining. Stroll to Pine Island and Dolphin Head on the nearby leisure trail. Perfect eat-in kitchen adjacent to the family room with fireplace and built-in shelving. Super bonus room for possible personal gym, library, or game room. Tons of storage and 4-car garage for all your cars, boats, and bicycles. Host the family gatherings with ease in this one of a kind home! Plenty of room to build a pool and gazebo.

10 Bear Island Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Coastal Realty Group.

$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.

$1,765,000
4 Beds ⋅ 4 Baths ⋅ 3,646 SqFt. ⋅ HILTONHEAD-503702 MLS
Your Island dream home awaits! This completely remodeled home sits within the prestigious gated Indigo Run Community on Hilton Head Island. No detail was overlooked nor expense spared. As you enter the foyer, your eyes are immediately drawn to the elegant high ceilings of the light-filled great room, anchored by an inviting fireplace. The gourmet kitchen features exquisite wood cabinetry and top-of-the-line appliances. Thoughtfully updated from top to bottom, the residence offers a refined Lowcountry feel with today's most desired finishes and a layout designed for everyday living and entertaining. High ceilings, crown molding, and hardwood flooring enhance the open floor plan, while new tile, quartz countertops throughout, and brand-new appliances elevate the kitchen and baths. Expansive windows frame peaceful pool views with the golf course beyond. The first-floor owner's suite provides privacy and comfort, complemented by a dedicated office ideal for remote work. Outdoors, lush landscaping surrounds a private swimming pool and patio, creating a serene setting to enjoy the island lifestyle. Move-in ready and meticulously updated, this Indigo Run home offers luxury, golf course living, and access to Hilton Head's beaches, dining, and shopping-all within one of the island's most sought-after communities.

14 Chaplin Drive, Hilton Head Island

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

$14,995,000
7 Beds ⋅ 10 Baths ⋅ 7,099 SqFt. ⋅ HILTONHEAD-503876 MLS
22 Snowy Egret is perfection personified. Custom built and completed in 2022, this 7 Bedroom, 8 & 2 Half bathroom home has 7,099 sq ft of interior living space with chefs kitchen, first floor primary suite, upstairs and downstairs living with pristine ocean views, bunk suite, private office, and your own workout room. Outside you'll find expansive living spaces, outdoor kitchen & fireplace, resort style pool with spa & lap lane, and your own private beach access! All of the features of this remarkable custom home combine to make for a truly magical Sea Pines Oceanfront Estate.

22 Snowy Egret Road, Hilton Head Island

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

$1,900,000
4 Beds ⋅ 5 Baths ⋅ 4,164 SqFt. ⋅ HILTONHEAD-503491 MLS
Perfectly positioned along a tranquil lagoon and directly across from the Arthur Hills Course, this elegant residence offers a rare blend of privacy, comfort, and classic Lowcountry charm within the prestigious Leamington community. The 4-bedroom, 4.5-bath home features exceptional bedroom separation, ideal for hosting family and guests while preserving personal privacy. The inviting living room is centered around a beautiful fireplace, creating a warm and welcoming retreat with serene lagoon views. A spacious, suite-style room above the garage provides versatile space-perfect for guests, extended family, or a private home office. As one of the most sought-after neighborhoods, Leamington offers residents exclusive access to a private oceanfront beach pavilion, along with convenient proximity to golf, marina access, dining, and shopping within Palmetto Dunes.

8 Queens Way, Hilton Head Island

Listing courtesy of Peirce Group Brokered by EXP Realty LLC. Selling Office: Howard Hanna Allen Tate Lowcountry.

$2,230,000
5 Beds ⋅ 5 Baths ⋅ 4,200 SqFt. ⋅ HILTONHEAD-503967 MLS
Welcome to 7 Wexford on the Green, a stunning end-unit new construction townhome in the heart of desirable Wexford. With windows on three sides, this light-filled residence offers five spacious bedrooms and five full baths, blending modern style with effortless livability. An open-concept floor plan showcases sleek, contemporary finishes and seamless indoor-outdoor living, with multiple decks capturing beautiful views of the Wexford Harbour. A multi-car garage provides ample storage, while the home's prime location offers convenient access to the Wexford Club, pool, new Harbour Center, golf course, tennis and pickleball courts, croquet lawn, and community fire pit-making it ideal for both everyday living and entertaining.

7 Wexford On The Green, Hilton Head Island

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