1,391 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 2,869 SqFt. ⋅ HILTONHEAD-511247 MLS
Experience the quintessential beachside lifestyle in this residence reminiscent of historic, coastal cottages of years past. The home's interior wraps you in rich character with washed pine walls, crisp painted wood ceilings, and beautifully refinished pine floors, striking balance between nostalgic coastal elegance and modern sophistication. The heart of the home kitchen appointed with 6-burner Viking gas cooktop, convenient refrigerator drawers, a warming drawer, wine cooler and spacious pantry. Included are stone countertops and island with bar seating, open to Great Room and Carolina Room/Dining overlooking water view. Split-floorplan prioritizes privacy with the Owners ensuite and lounge occupying one wing overlooking the water view separated by a gallery hallway leading to two private guest ensuites in separate wing. Enjoy peace of mind with updated operating systems including backup whole-house generator, newer HVAC and ductwork, tankless water heater, new plumbing pipes, young roof & spray foam insulation beneath main floor. Exterior painted within the last 4 years and features high-end permeable driveway & walkway pavers, blending curb appeal with eco-friendly design. Just an easy, short stroll away from two community pools and the sandy shore, this home offers move-in-ready, oceanside living at its finest!

31 Ocean S Point, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS
Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-level home offers the relaxed coastal lifestyle that makes Sea Pines one of Hilton Head Island's most sought-after destinations. Thoughtfully renovated and offered beautifully furnished, the home blends timeless Lowcountry charm with modern updates, making it ready to enjoy from day one.Inside, the open-concept floor plan is designed for gathering. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. Beyond the pool, a picturesque lagoon meanders through the backyard beneath a canopy of live oaks, providing a beautiful natural backdrop filled with Lowcountry wildlife and year-round scenery. A charming waterside gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.Whether you're searching for a family retreat, a second home, or an investment property with proven vacation rental appeal, this exceptional Sea Pines residence delivers the best of island living.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$2,495,000
4 Beds ⋅ 4 Baths ⋅ 3,022 SqFt. ⋅ HILTONHEAD-511792 MLS
Why build when you can move right in? This stunning 2024-built home sits on the most picturesque community lagoon in the sought-after gated golf community of Colleton River in Bluffton, SC - and it looks and lives brand new. Just under 3,000 square feet, this thoughtfully designed home offers 4 bedrooms, 3.5 baths, and a dedicated office/den, delivering the space and flexibility today's buyers are looking for. Step inside to soaring ceilings, rich hardwood floors, and an open-concept great room anchored by a cozy fireplace - the perfect backdrop for quiet evenings and lively gatherings alike. The gourmet kitchen, with its oversized island and walk-in pantry, flows effortlessly into casual dining and living areas bathed in natural light. The private owner's suite offers a peaceful retreat, while three additional bedrooms provide room for family, guests, or hobbies. Outside, a gorgeous back patio overlooks serene lagoon views, creating an idyllic setting for morning coffee, evening cocktails, or year-round outdoor entertaining. Every detail of this home has been curated for effortless, elevated living. Beyond the front door, Colleton River delivers one of the Lowcountry's most coveted lifestyles - a gated golf and river community anchored by three exceptional courses: the 18-hole Jack Nicklaus Course with sweeping marsh and river views; the 18-hole Pete Dye Course, known for its dramatic Lowcountry layout and coastal views; and the Bruce Borland Par 3 Course, a 6-hole executive layout perfect for quick play and practice. Add tennis, pickleball, and resort-style club amenities, and you have a lifestyle few communities can match - all just minutes from Hilton Head Island and historic Bluffton. Skip the wait, the permits, and the price hikes of new construction. This move-in-ready masterpiece has already done the work for you. Welcome home to 12 Double Eagle Drive.

12 Double Eagle Drive, Bluffton

Listing courtesy of Charter One Realty.

$2,495,000
4 Beds ⋅ 6 Baths ⋅ 4,491 SqFt. ⋅ HILTONHEAD-504917 MLS
This premiere Belfair marsh front custom-built masterpiece was designed by Kermit Huggins and reflects his signature coastal elegant yet contemporary aesthetics. The home is situated on a private .74 acre lot with impeccable landscaping. A dramatic walk-up entrance introduces interiors defined by soaring ceilings, grand statement lighting, custom millwork, and wide-plank wood flooring throughout. The great room features an entire rear wall of glass framing expansive marsh views and remarkable sunrises. The primary suite is located on the main level. Defined yet open living spaces include a private office, media room, laundry room with integrated workspace, and abundant storage - including concealed storage hidden behind custom bookshelves. Elevator access services all levels. Four bedrooms, five full and one half baths. The lower level was conceived for entertaining on a grand scale with abundant covered living areas - opening to a heated pool, built-in grilling station with bar seating in the outdoor kitchen, gas fire pit and integrated bug misting system. A dedicated pool bath ensures seamless gatherings. Four-car garage plus two golf cart bays. Grand, yet grounded. Contemporary, yet timeless. A home where architecture meets the rhythm of the marsh. A rare opportunity to own a signature marsh front residence on Belfair.

18 Belmont Drive, Bluffton

Listing courtesy of Charter One Realty.

$2,495,000
7 Beds ⋅ 8 Baths ⋅ 6,593 SqFt. ⋅ HILTONHEAD-503299 MLS
A rare opportunity to own the only townhome on the market with panoramic Broad Creek views, this extraordinary 7BR, 7.5BA residence offers nearly 6,500 sq ft of impeccably crafted living space. Built by renowned Cambridge Construction and owned by only one family, the home showcases exceptional detail throughout-custom millwork, wood flooring, fireplace, and an elevator servicing all floors. Designed for grand living and effortless entertaining, the main level features an open great room/kitchen/dining concept with breathtaking water views. The dream kitchen includes premium appliances, extensive cabinetry, generous workspace, and a wet bar. Multiple verandas invite you to unwind while taking in the stunning creek vistas and coastal breezes. The first-floor owner suite provides convenience and privacy, while additional living spaces include an office, media room, a 2nd level owner's suite, and a top-level retreat perfect for kids or grandkids, complete with separate boys' and girls' bunk rooms and their own gathering area. The lower level offers a spa/hot tub overlooking Broad Creek, providing an unparalleled backdrop for relaxation. A spacious garage accommodates multiple vehicles, ideal for full-time or multigenerational living. Located near distance of everything Wexford offers, this residence enjoys access to world-class amenities: a private harbour and marina, championship Arnold Palmer Signature golf course, tennis and pickleball courts, croquet lawn, resort-style pool complex, clubhouse dining, and a vibrant year-round social calendar. Ongoing enhancements-including a 4,800 sq ft clubhouse addition, 7,300 sq ft Harbour Center, and new standalone golf shop - are scheduled for completion by April 2026. This is truly a once-in-a-lifetime offering - a stunning waterfront townhome with unmatched space, craftsmanship, and views, designed for gathering, celebrating, and creating unforgettable family memories. Purchaser to assume balance of special assessment ($9,800) over seven years.

22 Wexford On The Green, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,470,000
3 Beds ⋅ 3 Baths ⋅ 2,300 SqFt. ⋅ HILTONHEAD-506883 MLS
Rare opportunity for a waterfront balcony view on the 18th green of Harbour Town Golf Links. Enjoy breathtaking views of the Calibogue Sound as you watch players finish a notable round of golf and catch the stunning sunset from the island's most prestigious postcard spot. This 3 bedroom 2.5 bath condo boasts elegant style and elaborate finishes throughout. Renovated in 2021, the high-end kitchen includes quality finishes along with Subzero and Miele appliances. A Viking chewy ice machine makes for great entertaining in addition to the wet bar. Originally a 3bed/3bath, the high-end powder room has capped plumbing to make for an easy transition back to a full bath. Remote controlled draperies, 3M storm film on windows, along with all new interior mahogany doors. UV Air sanitizing system runs throughout ductwork. Centered in the marina, famous golf course and iconic restaurants, this location is the heart of Harbour Town.

51 Lighthouse Lane Unit 1085, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$2,399,000
4 Beds ⋅ 5 Baths ⋅ 4,961 SqFt. ⋅ HILTONHEAD-508626 MLS
A refined luxury residence in Colleton River Club offering exceptional design and elevated living. Soaring ceilings and elegant interiors are complemented by a whole-home sound system, central vacuum, and a dining room featuring a custom hand-painted mural. The 2024 renovated chef's kitchen showcases premium Thermador appliances, farmhouse sink, pot filler, wine cooler, and a large island with abundant storage and pop-up outlets. The adjacent bar area includes under-shelf lighting, refrigerator drawers, and a Scotsman ice maker, ideal for entertaining. The primary suite, also renovated in 2024, offers dual closets and a spa-inspired bath with a freestanding soaking tub. Upstairs, the oversized guest bedrooms provide exceptional flexibility and comfortably accommodate multiple occupants, creating the ultimate "grandkid paradise" with space for bunk beds and overnight guests. Each upstairs bathroom has also been beautifully remodeled. Additional highlights include a spacious laundry room with Maytag washer/dryer, sink, and storage. Enjoy tranquil lagoon views and picturesque sightlines of the 6th hole, along with a durable metal roof and a 2.5-car garage. Luxury Lowcountry living at its finest. Motivated Seller!

16 Whitehall Drive, Bluffton

Listing courtesy of Charter One Realty.

$2,399,000
3 Beds ⋅ 3 Baths ⋅ 2,005 SqFt. ⋅ HILTONHEAD-506789 MLS
Welcome to the largest 3-bedroom floor plan in Windsor II, a rare, top-tier offering showcasing unparalleled luxury. This coveted corner villa boasts a flowing, open design, bathed in natural light while providing maximum privacy. Featuring a chef-inspired kitchen, sophisticated flooring, and panoramic ocean vistas from nearly every room, this is coastal living at its finest. Enjoy effortless indoor-outdoor living on your expansive balcony, or take a few steps to the white sand beach. With over 2,000 sqft, this residence offers the space of a single-family home with the turnkey convenience of a premier oceanfront villa. Resort amenities of Palmetto Dunes all at your fingertips. Perfect as a primary retreat or a high-demand rental with a strong guest book already this year. This is the essence of carefree Hilton Head Island living!

63 Ocean Lane Unit 2117, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$2,350,000
6 Beds ⋅ 6 Baths ⋅ 5,722 SqFt. ⋅ HILTONHEAD-507568 MLS
Nestled along scenic Arrowhead Lake in the private community of Oldfield, this exceptional 5,722 sq ft property offers a rare combination of space, versatility, and Lowcountry charm. Set on 0.56 acres with lake views, the property includes a beautifully designed 3,787 sq ft main residence, a 1,316 sq ft guest cottage (ADU), and an additional 619 sq ft kitchenette studio suite above the garage. Exquisite craftsmanship graces the main home as you step onto the rocking chair front porch and enter the central foyer. Opening into the heart of the home, lake views greet you as you enter the great room with custom built-ins and a gas fireplace. Flowing seamlessly into the dining area and island kitchen, this open concept will surely impress the home chef /entertainer with expansive granite counters, glass door-topped floor-to-ceiling cabinetry for copious amounts of storage, a gas cooktop, and double ovens. Enjoy indoor-outdoor living with an 11.8 ft x 36.3 ft screened porch and lakeside backyard, beautifully landscaped, creating the perfect setting to relax and create favorite memories. The first-floor primary suite has direct access to the screened porch and a lavish ensuite bath. There is also a private study on the first floor, a half bath, and a large laundry room. Upstairs, a second living area is flanked by guest rooms. To the right, bedrooms two and three share a Jack & Jill full bath. To the left, the fourth bedroom has a private ensuite full bath. Step back out front to the detached guest cottage, complete with its own full kitchen, living room, laundry, screened porch, office nook, ground-floor bedroom, and full bath. Its breathtaking design features a planked vaulting ceiling and a lovely spiral staircase to a generous loft. Still need more space? Above the triple garage (two cars plus golf cart plus storage), there is a delightful studio apartment complete with a kitchenette and another full bath. Residents of Oldfield enjoy access to premier amenities, including an 18-hole Greg Norman signature golf course, restaurants, deepwater access, equestrian facilities, fitness center, Outfitters Center, and more.

36 Oldfield Village Road, Bluffton

Listing courtesy of Barton & Barrett Real Estate LLC.

$2,349,000
5 Beds ⋅ 4 Baths ⋅ 3,424 SqFt. ⋅ HILTONHEAD-512304 MLS
One of the finest homes in Greenwood Forest, 19 Wisteria Lane offers a rare combination of newer construction, exceptional updates, and generous living space in the heart of Sea Pines. Built in 2008, this beautifully maintained 5-bedroom home has been cherished as a second home and has never been on the rental market. Beautiful hardwood floors flow throughout the main living areas and were refinished in 2023, complemented by tray and coffered ceilings, crown molding, designer lighting, updated hardware, and coordinated finishes throughout. The spacious kitchen was thoughtfully remodeled in 2023 and features custom heart pine cabinetry, new appliances, a large center island with a quartz countertop, abundant storage, and plenty of room for gathering and entertaining. The living area is anchored by a gas fireplace, while the sun-filled Carolina room provides an inviting additional living space and takes full advantage of the home's peaceful and private setting. Step outside to an oversized back deck overlooking a private wooded vista with plenty of room for a pool. Surrounded by mature Lowcountry landscaping, the setting feels tucked away and immersed in nature while still offering the convenience and lifestyle of Sea Pines. The first floor includes a primary suite providing convenient main-level living plus two guest bedrooms, and two additional bedrooms upstairs joined by a separate living area, offering excellent space for family and guests. Additional features include a side-entry two-car garage and numerous upgrades throughout. Centrally located in Sea Pines, Greenwood Forest residents enjoy a recently updated private community pool, tennis courts, and playground, along with access to all that Sea Pines has to offer, including miles of beaches and leisure trails, world-class golf and tennis, Harbour Town, South Beach Marina Village, dining, shopping, and more. An attractively updated and exceptionally cared-for home in one of Sea Pines' most desirable residential neighborhoods.

19 Wisteria Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,325,000
7 Beds ⋅ 6 Baths ⋅ 4,431 SqFt. ⋅ HILTONHEAD-511350 MLS
Anchored by two magnificent live oaks & gracefully positioned along one of Oldfield's most coveted streets, this exceptional custom residence captures the timeless elegance of Lowcountry living. A welcoming front porch with an integrated accessibility ramp introduces a home where soaring 12-foot ceilings, transom windows, fresh interior paint & newly installed engineered hardwood flooring create a bright atmosphere. Designed for everyday living & entertaining, the home offers 7 bedrooms, 5.5 bathrooms, multiple gathering spaces & an elevator serving the main house. The living room features coffered ceilings, a Savannah brick fireplace, custom built-ins & a grand French sliding door opening to the expansive screened porch. The renovated chef's kitchen showcases refinished custom cabinetry, an oversized island, quartzite countertops, a Wolf eight-burner range, Sub-Zero refrigerator, & Cove dishwasher. Adjacent to the kitchen, a light-filled dining area surrounded by French doors & tall windows provides a beautiful place to gather. The first-floor primary suite features custom millwork & a renovated spa bath with a stone resin soaking tub & Kohler finishes. An additional main-level suite w/ a renovated ensuite bath offers flexibility for guests, while an updated powder room serves the first floor. Upstairs, 4 additional bedrooms include one w/ a renovated ensuite bath, while the others are served by a well-appointed hall bathroom. A spacious loft captures elevated golf course & pond views, complemented by a dedicated craft or bonus room. Above the garage features a renovated guest suite with a full bath & kitchenette. The screened porch, complete w/ a fireplace & built-in grilling station, extends the living space while overlooking the 17th & 18th fairways & pond. A fenced side yard w/ turf offers space for pets, gardening or play. Recent improvements include renovated bathrooms, kitchen, & laundry room (incl. new washer & dryer), new flooring throughout the first level, spray foam insulation, attic fresh air intake system, whole-home water filtration, tankless water heaters, exterior landscape lighting, & more. A metal roof, two-car garage with golf cart bay & mature landscaping complete the property. Oldfield offers a Greg Norman Signature Golf Course, deepwater marina, River Club, Sports Club, and an exceptional collection of amenities. Thoughtfully updated & impeccably maintained, 8 Old Oak Rd is an exceptional opportunity to experience Oldfield living.

8 Old Oak Road, Bluffton

Listing courtesy of Charter One Realty.

$2,300,000
4 Beds ⋅ 5 Baths ⋅ 3,266 SqFt. ⋅ HILTONHEAD-509024 MLS
Welcome to 1 Sutherland Court, an exceptional ocean-oriented retreat on a prime corner lot in the Inverness Section of Palmetto Dunes. Framed by ancient live oaks, swaying palms, and lush mature landscaping, this thoughtfully updated home delivers coastal elegance and generous living spaces just a short stroll from the beach.Soaring cathedral ceilings and a dramatic wall of windows and French doors flood the great room with natural light, while the floor-to-ceiling stone fireplace anchors the space with warmth and character. The gourmet kitchen impresses with light maple cabinetry, quartzite and granite countertops, a large island with seating for four, glass tile backsplash with under-cabinet lighting, stainless double wall ovens, French-door refrigerator, separate cooktop, and a dedicated pantry. The adjacent formal dining room seats ten or more with garden views on three sides.Four bedrooms are spread across two floors to accommodate family and guests with ease. The primary suite features a spa-inspired bath with double vanity, marble soaking tub, frameless glass shower, and separate water closet. A second main-floor bedroom offers ideal flexibility as a guest suite with its own private bath. Upstairs, two large vaulted bedrooms with wide-plank flooring and signature peaked gable windows share a well-appointed en-suite bath - one room currently configured with a king bed and bunk beds, perfect for families.Outside, a freeform heated pool and spacious paver patio create a private retreat shaded by mature trees. An oversized two-car garage, dedicated laundry room, walk-in attic with expansion potential, new roof (2021), and new HVAC (2020) round out this turnkey, move-in and rental-ready gem.

1 Sutherland Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,295,000
7 Beds ⋅ 5 Baths ⋅ 3,246 SqFt. ⋅ HILTONHEAD-509321 MLS
Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

37 Oleander Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,295,000
3 Beds ⋅ 3 Baths ⋅ 2,481 SqFt. ⋅ HILTONHEAD-508616 MLS
Ritzy South Shore Commons, steps to one of the best Atlantic Ocean beaches in the Country! One-level living with an unusually spacious floor plan. Timeless elegance with exceptional artisan craftsmanship and vintage accents set this property apart. A large separate dining room, gourmet cook's kitchen with island and eating area opening up to a delightful balcony, love the upgraded appliances! Built-in wet bar, wine fridge, private screened porch and a perfectly flowing floor plan offers plenty of opportunity for elegant entertaining, and decorating in any style. This is the pinnacle of Lowcountry living, that does not often come onto the market.

125 S Shore Drive Unit 1101, Hilton Head Island

Listing courtesy of Brokers Real Estate.

$2,295,000
7 Beds ⋅ 5 Baths ⋅ 3,246 SqFt. ⋅ HILTONHEAD-506962 MLS
Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

35 Oleander Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,295,000
5 Beds ⋅ 6 Baths ⋅ 3,248 SqFt. ⋅ HILTONHEAD-507406 MLS
Step into a truly exceptional marshfront retreat where modern luxury meets intentional design in this stunning 2023 custom-built residence. Thoughtfully crafted with the highest level of detail and premium finishes throughout, this 5-bedroom, 4 full bath showpiece offers an unparalleled living experience on Hilton Head Island. From the moment you enter, the home showcases elevated craftsmanship and a seamless, open-concept layout designed for both everyday living and high-end entertaining. The gourmet kitchen serves as the centerpiece, featuring striking quartz countertops, custom cabinetry, and a full suite of Viking appliances, all curated to deliver both beauty and performance. A spacious, dedicated office provides the ideal work-from-home environment, while multiple living areas offer flexibility and comfort. The outdoor experience is nothing short of spectacular. Designed as a private resort, the backyard features a luxurious pool, expansive outdoor living space, and a fireplace perfect for year-round enjoyment. A convenient poolside half bath enhances functionality, while the private dock-complete with a 12x12 pierhead and floater-offers immediate access to the water, creating the ultimate Lowcountry lifestyle.This spectacular home also includes a well-appointed carriage house suite with its own kitchenette, ideal for guests, extended family, or rental potential. An oversized workshop adds even more versatility, catering to hobbyists or additional storage needs.With no HOA and no rental restrictions, this property presents a rare opportunity for complete flexibility-whether as a primary residence, second home, or high-performing investment property. A truly one-of-a-kind offering, this home represents one of the most impressive and versatile newer builds available on Hilton Head Island!

219 Jonesville Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,250,000
3 Beds ⋅ 4 Baths ⋅ 3,589 SqFt. ⋅ HILTONHEAD-507275 MLS
Harbourfront elegance in Windmill Harbour. Positioned on two lots in one of Hilton Head Island's most exclusive private communities, 1 Sailwing Lane is a residence of uncommon quality, privacy, and architectural distinction. Designed with true flair, the home captures the beauty of its harbourfront setting while offering a warm, sophisticated interior made for both everyday living and gracious entertaining.The gourmet kitchen anchors the home with style and function, while the primary suite is a retreat of its own-complete with a fireplace and a spa-inspired bath featuring a large soaking tub. An open den/loft adds flexibility and character, and every space reflects the craftsmanship and thoughtful design found throughout the home. Outside, the setting is just as impressive, with beautifully kept grounds, and the rare advantage of a 45-foot boat slip that conveys with the sale-making this an exceptional opportunity for boating enthusiasts and those seeking the full Windmill Harbour lifestyle. A truly special harbourfront offering in one of Hilton Head Island's most coveted private communities.

1 Sailwing Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,249,900
4 Beds ⋅ 4 Baths ⋅ 2,922 SqFt. ⋅ HILTONHEAD-504552 MLS
Experience Lowcountry living at its finest in this bright, airy home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal dining area, perfect for both casual meals and elegant gatherings. Four bedrooms plus a versatile flex room provide plenty of space for family, guests, or a home office. Step outside to your private backyard oasis, complete with a saltwater pool and spa, spacious deck for al fresco dining, and lush landscaping that frames peaceful lagoon views. Ideally located just 1.2 miles from the beach and minutes from world class golf, tennis, and Harbour Town, this residence offers effortless indoor-outdoor living and a lifestyle rich with recreation.

30 Plantation Drive, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$2,249,000
4 Beds ⋅ 4 Baths ⋅ 2,326 SqFt. ⋅ HILTONHEAD-508119 MLS
Welcome to 30 N Forest Beach Drive, a spectacular coastal retreat located in the highly sought-after North Forest Beach area of Hilton Head Island, just steps from the ocean. This exceptional home offers the ultimate blend of location, luxury, and lifestyle perfectly positioned for effortless beach access and enjoying everything Hilton Head has to offer.Thoughtfully designed with numerous upgrades throughout, the home features a bright, open-concept layout ideal for both everyday living and entertaining. The interior showcases high-end finishes, spacious living areas, and a seamless flow to the outdoor spaces.Step outside to your own private oasis, where a beautiful pool and expansive outdoor living area create the perfect setting for relaxing or hosting guests after a day at the beach. Whether you?re enjoying morning walks to the ocean or evenings by the pool, this property embodies true Lowcountry living.With its premier location, strong rental performance, and exceptional design, 30 N Forest Beach Drive presents a rare opportunity as a primary residence, second home, or high-performing investment property on Hilton Head Island!

30 Forest Beach Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,200,000
4 Beds ⋅ 3 Baths ⋅ 2,484 SqFt. ⋅ HILTONHEAD-512850 MLS
Beautifully renovated and fully updated 4 bed/3 bath home just minutes from the beach! This stunning property has been thoughtfully transformed from top to bottom, offering stylish finishes, modern upgrades, and all new furnishings inside and out. The freshly painted interior features new doors & hardware, ceiling fans, lighting, and fixtures throughout. The completely renovated kitchen showcases new cabinetry and appliances, while all three bathrooms have been beautifully updated, including a reconfigured primary bath designed for improved functionality and style. Major improvements include new plumbing, ductwork, roof, and gutter systems, providing peace of mind for years to come. Outside, enjoy a serene private pool area overlooking a lagoon, with updated landscaping and pool surrounds creating the perfect setting for relaxing or entertaining. With its exceptional location near the beach and extensive renovations inside and out, this turnkey home is ready to be enjoyed!

15 Wagon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$2,200,000
5 Beds ⋅ 6 Baths ⋅ 5,978 SqFt. ⋅ HILTONHEAD-509841 MLS
This spectacular estate home is perfectly sited on a premier 0.83-acre homesite with breathtaking marsh and Okatie River views. Recently enhanced with the installation of a new $200,000 bulkhead, this exceptional waterfront property offers added value, protection, and enjoyment of its stunning setting.Designed with family living and entertaining in mind, this approximately 6,300 sq. ft. residence features 4 spacious bedrooms plus a versatile bonus room that can easily serve as a 5th bedroom, along with formal living spaces, a grand great room, a handsome wood-paneled study, and a separate main-floor media room. The chef's kitchen flows seamlessly into the dining area, creating an inviting gathering space for family and friends.The luxurious primary suite offers a private sitting area, morning kitchen, expansive his-and-hers closets, and a spa-inspired bath. Upstairs, guests enjoy private accommodations with en-suite baths, additional sitting space, and the flexible bonus room with full bath that can serve as a guest suite, recreation room, fitness space, or 5th bedroom.One of the home's most appealing features is its exceptional privacy. Whether relaxing on the welcoming front porch while enjoying views of golfers and neighbors strolling through this popular area in the heart of the community, or unwinding in the backyard overlooking the marsh and 18th fairway beyond, the property offers a unique balance of scenic vistas and seclusion.Outdoor living is equally impressive with a screened porch, expansive patio, and fire pit overlooking the magnificent marsh and river views. The oversized homesite also provides ample space to accommodate a future pool.Additional improvements include new rear gutters, gutter guards, updated lighting fixtures, an interior main water shut-off for added convenience, and a newer washer and dryer. The crawl-space construction offers practical advantages, including easier access to plumbing and mechanical systems, while also contributing to a more comfortable feel underfoot. This remarkable property combines timeless design, exceptional privacy, and one of the finest waterfront settings in the community.

133 Good Hope Road, Bluffton

Listing courtesy of Charter One Realty.

$2,199,000
4 Beds ⋅ 4 Baths ⋅ 3,125 SqFt. ⋅ HILTONHEAD-500571 MLS
This sophisticated Marsh Island turn-key home offers a perfect floor plan and a gorgeous stunning marsh-wrapped view of the free-form pool with a large Stone Works designed surround. The numerous first-class updates in this home, its meticulous care, and only part-time occupancy by the owners add to its endless appeal. Enter into an atrium that opens to the great room and dining area with soaring ceiling, and the kitchen and breakfast area. This magazine-worthy kitchen offers extensive Poggen Pohl cabinets, SubZero refrigerator, Wolf Microwave and cook top, double ovens, Madagascar marble counters, and a laundry/pantry room with wine racks and a wine refrigerator. Also located on the first floor are a separate office and the primary suite. Over the garage is a large bonus room. Off the foyer soars a modern staircase and balcony with stainless handrails and balusters leading to the 3 guest rooms. There is a 220 volt EV charger in the garage. Enjoy the exclusive and coveted Marsh Island residential neighborhood, with close access to Sea Pines Country Club and all that Sea Pines offers.

2 Long Marsh Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$2,195,000
4 Beds ⋅ 5 Baths ⋅ 2,930 SqFt. ⋅ HILTONHEAD-512616 MLS
Just 100 yards from the Atlantic Ocean, this 4-bedroom, 4.5-bath Singleton Beach home offers an exceptional combination of beach proximity, beautiful marsh views, and relaxed coastal living. With 2,930 sq. ft., the home features a private pool, elevator, two-car garage, and multiple balconies designed to take advantage of the surrounding island scenery and coastal breezes. Each bedroom offers its own en-suite bath, while the primary suite enjoys a private balcony overlooking the marsh. The versatile layout is ideal as a primary residence, second home, or vacation rental investment. Enjoy an easy walk to the beach along with convenient access to Chaplin Park, bike paths, pickleball, shopping, dining, and Coco's on the Beach. Ideally positioned in the heart of Hilton Head Island, this Singleton Beach property delivers the sought-after combination of ocean access, marsh views, private outdoor living, and strong rental potential. Rental projection available.

91 Singleton Beach Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$2,195,000
4 Beds ⋅ 5 Baths ⋅ 4,199 SqFt. ⋅ HILTONHEAD-512563 MLS
Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerfield Road enjoys captivating marsh and Port Royal Sound views, with the newly renourished sands of Pine Island Beach at Dolphin Head visible from multiple rooms and accessible just steps away via the beach path. Comprehensively refreshed in 2025-2026, this custom residence offers effortless Lowcountry living with every bedroom featuring an ensuite bath, a separate dining room, and a richly wood-paneled den with pocket doors. The primary retreat occupies a private pod all its own; hidden behind a discreet door off the living room, it reveals what may be the most spectacular sunrise view from bed you will ever experience. Outdoor spaces include a private courtyard, screened patio, expansive deck, sunken hot tub, propane-fed grill station, and zero-step ramp access, while a large folding living-room door invites the outdoors in. The well-appointed kitchen features a spacious island with seating, dual ovens-one convection-a five-burner cooktop, generous pantry storage, and an adjacent wet bar. Significant improvements include crawlspace encapsulation, extensive spray-foam insulation, refreshed skylights, three geothermal HVAC systems, a metal roof, PSD water, and well-fed irrigation. With extraordinary privacy, exceptional indoor-outdoor living, beach access, and one of Hilton Head Plantation's most remarkable marsh-to-Sound settings, this is more than a beautiful home-it is a truly special retreat. Select photos are virtually staged. Listing Broker is the Seller and is licensed in South Carolina, Georgia, and Wisconsin.

70 Deerfield Road, Hilton Head Island

Listing courtesy of AIM Real Estate Sales.

$2,195,000
5 Beds ⋅ 5 Baths ⋅ 3,738 SqFt. ⋅ HILTONHEAD-507876 MLS
Experience elevated harbor front living in one of Hilton Head Island's most exclusive gated waterfront communities. Perfectly positioned in Windmill Harbour, 58 Sparwheel Lane offers sweeping marina views, timeless architecture, and an extensively renovated home designed for effortless coastal living. Reimagined in 2017, this exceptional residence showcases custom craftsmanship, refined interior design, and high-end finishes throughout, blending classic elegance with modern comfort. (Architectural Plans showing before and after floor plans and elevation changes and scope of work are in the MLS Docs folder). Expansive lanais overlook a picturesque backdrop of sailboats and yachts, creating an ever-changing waterfront setting for morning coffee, sunset cocktails, or entertaining family and friends. The luxurious primary suite features a private lanai and fireplace, while four ensuite guest bedrooms provide exceptional comfort and privacy. A chef's kitchen, inviting living room with fireplace, lower-level family room, two laundry areas, and a 2-car garage offer the functionality today's buyers desire. Furniture is negotiable. The Seller owns and will sell Dock I-36, a 48' slip visible from the Townhouse. Boating enthusiasts will appreciate Windmill Harbour's renowned lock-controlled marina, one of only three private lock systems on the East Coast, providing protected deep-water access to the Intracoastal Waterway regardless of the tides. Residents also enjoy a community pool, and optional membership to the South Carolina Yacht Club with dining, tennis, pickleball, fitness, and social amenities. Whether you're searching for a luxury primary residence or an exceptional second home, this is a rare opportunity to own one of Windmill Harbour's premier marina front properties.

58 Sparwheel Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,195,000
4 Beds ⋅ 4 Baths ⋅ 3,087 SqFt. ⋅ HILTONHEAD-505673 MLS
A Rare Point Comfort Peninsula Property. Tucked away on one of the most remarkable homesites on Hilton Head Island, this classic coastal home sits on approximately 1.25 acres at the end of a private peninsula, surrounded by over 180 degree views of marsh and deep water. Properties with this combination of land, privacy, and views are extraordinarily rare on the island today. Even more rare is the Point Comfort lifestyle, a relaxed authentic Lowcountry way of living. Residents can enjoy access to the community boat landing w/ direct water access, allowing you to keep your boat right at home then head out on the water whenever the tide and weather call. Enjoy golf cart rides and spend time with neighbors within this friendly enclave, a place where life moves at an easy pace. Built during the island's early era of thoughtful coastal contemporary design in the 1960s, the home reflects the architectural style that helped define Hilton Head, simple, understated Lowcountry modernism designed to live in harmony with the landscape. Large windows frame the water and marsh from nearly every angle, while the open floor plan invites the outdoors inside, capturing the island's breezes, light, and ever-changing skies. The setting is nothing short of magical. World-class sunsets stretch across the marsh each evening, casting warm light across the water and surrounding vegetation. Mature trees and natural landscaping create a sense of privacy that is increasingly difficult to find on the island. Inside, the two-story layout offers generous living space and flexibility. The main living areas are designed for relaxed coastal living and entertaining, while the finished lower offers a separate bedroom and bath,, ideal for multi-generational living or just additional living/office space. Step outside to a large private patio, perfect for quiet mornings. Enjoy the sunset from the second floor deck. A private drive leads to the home and carport, further enhancing the sense of seclusion. For decades, this home has been the backdrop for generational memories-family gatherings, sunset dinners, and life along the water. It now awaits its next steward to continue that tradition. With low annual dues $500.00, minimal restrictive covenants, extraordinary land size, sweeping water views, and unmatched natural beauty, this Point Comfort property represents a truly unique opportunity on Hilton Head Island.

18 Nautilas Road, Hilton Head Island

Listing courtesy of SERHANT.

$2,149,000
4 Beds ⋅ 5 Baths ⋅ 2,665 SqFt. ⋅ HILTONHEAD-511192 MLS
Rare four-bedroom waterfront residence at The Charles, offering the space and privacy of a gracious Lowcountry home with the ease of luxury, lock-and-leave living. Set directly along Skull Creek, this approximately 2,665 square-foot, single-level residence captures wide water views, waterfront breezes, and memorable western sunsets toward Pinckney Island and the protected wildlife refuge beyond. Two screened porches-together providing approximately 280 square feet of outdoor living create inviting places to enjoy morning coffee, sunset cocktails, or the changing scenery along Skull Creek. The thoughtful floor plan offers four ensuite bedrooms, a rarity in a waterfront condominium setting, making this an exceptional choice for owners who value room for family and guests without the maintenance demands of a standalone waterfront home. Expansive living and entertaining areas, an elegant fireplace, an eat-in kitchen with pantry, and a dedicated wine cellar support both relaxed everyday living and effortless hosting.The first-floor location provides particularly convenient access to the waterfront pool, fire pit, grilling area, porte-cochère, assigned parking, and private storage. At The Charles, owners enjoy a secure, gated setting with 24 hour guard service and the peace of mind that comes with professionally maintained building exteriors and grounds.This is waterfront living at its most convenient: four ensuite bedrooms, direct Skull Creek views, exceptional outdoor space, and the freedom to arrive, relax, and leave whenever you choose-without a yard, exterior maintenance, or the responsibilities of a waterfront house.

63 Skull Creek Drive Unit 104, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$2,100,000
4 Beds ⋅ 5 Baths ⋅ 2,256 SqFt. ⋅ HILTONHEAD-512797 MLS
This fully furnished third-row ocean home is ideally located a short distance from the beach via a dedicated path through a winding grove of trees. Situated in the highly sought-after Forest Beach area and conveniently close to the Ocean Gate of Sea Pines Resort. It is perfectly suited for vacation getaways, a second home, or investment rental. With 4 bedrooms and 4.5 baths, this home features welcoming front porches on both the first and second floors, plus two side porches, including a screened porch for relaxing outdoors. You enter the home into a separate first floor living space with a sitting room, TV, a wet bar and refrigerator. This provides a unique area for the guests to separate from the main kitchen, dining and living room, making it easy for all to enjoy their own space. You then enter into the open concept main living area. You have a modern kitchen, counter barstools, a large dining room table, and a big living room with TV plus a small game table. The laundry room and half bath are also located on the main level. All four bedrooms are on the second level, offering access to wide porches-perfect for enjoying the coastal breeze and lush surroundings. After a day at the beach, retreat to the private, fenced side yard featuring a pool, spa, and spacious patio area, ideal for afternoon swims and cookouts. This Forest Beach gem captures the best of the Hilton Head Island lifestyle with exceptional flexibility and appeal.

6 Cassina Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS
Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$2,100,000
5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS
GREAT NEW PRICE $2,100,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

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.