519 listings, but only 250 max can be displayed.
Sort by
21 Red Cardinal Road, Hilton Head Island
$7,650,000
ACTIVE Status ⋅ 7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS
One of thе finest οсeаnfrοnt rеsіdеnces in Sea Ρinеs, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

31 Oyster Bay Place, Hilton Head Island
$1,750,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-510708 MLS
Perfectly positioned on a quiet cul-de-sac overlooking the 18th tee of Oyster Reef Golf Club, this extraordinary 4-bedroom, 4 1/2-bath residence offers 4,100 square feet of impeccably designed luxury in the heart of Hilton Head Plantation. Thoughtfully reimagined with exceptional craftsmanship, every detail reflects timeless elegance and modern sophistication. Soaring tongue and groove ceilings, premium finishes, and expansive living spaces create an inviting atmosphere for everyday living and entertaining. The chef's kitchen is a showpiece, featuring Thermador appliances, a stunning 12-foot leathered granite waterfall island, built-in wine refrigeration, and custom cabinetry. The adjoining family room is anchored by a dramatic 72-inch linear gas fireplace and walls of glass that open to an expansive screened porch with a tongue and groove ceiling, seamlessly blending indoor and outdoor living while showcasing sweeping golf views. Luxurious owner's and guest suites, exceptional quality, and state-of-the-art systems complete this remarkable Lowcountry retreat.

31 Oyster Bay Place, Hilton Head Island

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

10 Wexford Drive, Hilton Head Island
$3,850,000
CLOSED Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 5,513 SqFt. ⋅ HILTONHEAD-510828 MLS
Welcome to 10 Wexford Drive, an extraordinary custom-built home completed in 2023, showcasing the very best of luxury living in Wexford. Thoughtfully designed with impeccable attention to detail, this one-of-a-kind residence offers designer finishes, exceptional craftsmanship, and resort-style amenities. Opportunities to own a newly constructed custom masterpiece of this caliber are exceedingly rare. Grand ceilings with custom beams, designer lighting, and stunning architectural elements set the tone for the remarkable spaces that follow. The open-concept floor plan is anchored by a spectacular chef's kitchen featuring 2 oversized islands, top-of-the-line appliances, hidden coffee bar, and tucked wet bar or pantry. The formal living room is warm and inviting, highlighted by a beautiful gas fireplace and access to the outdoor living spaces. The adjoining dining room is anchored by a dramatic wine display wall that is both sophisticated and stunning. The family room with its own statement fireplace opens to an exceptional outdoor retreat, complete with a covered lanai, outdoor kitchen and grill, fireplace, multiple gathering areas, and a spectacular 2-tier pool design featuring an upper pool and spa cascading into a lower pool . Lush landscaping provides privacy, while an outdoor shower completes the resort-inspired setting. The luxurious primary suite features a striking fireplace, direct access to the pool deck, custom walk-in closet, dual water closets, double vanities, oversized shower, and soaking tub. 3 add'l guest suites with generous closets and beautifully appointed private baths are located on the main level, along with a half bath and laundry room. Above the 3-car garage, a dedicated home gym with a half bath and a guest room (currently used as an office) with an ensuite bath offer exceptional flexibility. The 6th bedroom suite is privately positioned on the 2nd floor, creating the perfect retreat for guests. Offering 6 bedrooms with ensuite baths, 2 half baths, private pool, and every luxury imaginable, this remarkable residence delivers an unparalleled lifestyle. Wexford members enjoy a private harbour and marina, Arnold Palmer Signature golf course, tennis, pickleball, croquet, clubhouse dining, fire pit gathering areas, and exciting new enhancements, including the recently opened Harbour Center and newly expanded clubhouse debuting this summer.10 Wexford Drive is more than a home-it's a statement of luxury, lifestyle, and timeless design.

10 Wexford Drive, Hilton Head Island

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

6 Herring Gull Lane, Hilton Head Island
$4,495,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS
Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

27 Cotesworth Place, Hilton Head Island
$2,075,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,494 SqFt. ⋅ HILTONHEAD-510221 MLS
A great Ιndigo Run oррortunіtу lοcаtеd on one of the best ѕtreеts on the 16th green of the private course. This large 5 BR, 5.5 BA, fully updated home has the popular main floor layout buyers desire. An oversized primary with brand new beautiful bath, a large ensuite guest bedroom, a dedicated office, 2 great rooms, a large eat-in kitchen with many new appliances including large farmhouse sink, and all new Taj Mahal quartzite counters, a dry bar with 2 pull out drawer fridges, newly remodeled powder room, a dining room and laundry room with extra fridge all on the main floor. All new wide plank hardwood floors throughout common areas along with all new lighting and ceiling fans. Upstairs features 3 more oversized bedrooms all with completely new bathrooms. The exterior was just totally repainted as was most of the interior. Enjoy your outdoor newly expanded covered back porch and huge freeform pool inside a rare, totally enclosed, bug free screened-in lanai. This tropical paradise features a waterfall, all new tropical landscaping and brand new resurfaced pool and spa. A must see!

27 Cotesworth Place, Hilton Head Island

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

77 Dune Lane, Hilton Head Island
$6,995,000
ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 4,655 SqFt. ⋅ HILTONHEAD-510012 MLS
Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

77 Dune Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

68 River Club Drive, Hilton Head Island
$1,250,000
CLOSED Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 4,228 SqFt. ⋅ HILTONHEAD-510185 MLS
Rarely do you find this much space and privacy in a gated Hilton Head community. Situated on an exceptional 0.8-acre homesite in The River Club neighborhood of Indigo Run, this property was one of the premier lots selected during the community's early development. It enjoys a long, private lagoon view and an outstanding setting within this exclusive waterfront enclave. This 4,228-square-foot home complements such a great setting with a quality built high end home, featuring a dramatic two-story great room, formal dining room, living room, and a private office that could easily serve as a fourth bedroom. The spacious primary suite includes three walk-in closets and a private exercise room. Two spacious guest suites, each with its own bath, are located upstairs and take full advantage of the beautiful lagoon views. The Carolina room, located just off the kitchen, provides the perfect place to relax and enjoy the tranquil surroundings year-round. Additional highlights include a three-car garage and a large walk-in air-conditioned storage area on the second floor, adding convenience and functionality to what is truly one of Hilton Head's most unique offerings. Membership to The Golf Club at Indigo Run and its amenities is available but optional. The River Club residents also enjoy access to their own pickleball courts and swimming pool. Conveniently located just 10 minutes from the beach, 10 minutes from the island's main access points, and approximately 7 minutes from grocery shopping, this home offers an exceptional combination of privacy, location, lifestyle, and value. Some photos are virtually staged.

68 River Club Drive, Hilton Head Island

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

34 Sparwheel Lane, Hilton Head Island
$4,300,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 7,324 SqFt. ⋅ HILTONHEAD-509253 MLS
Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifestyle. Situated on 2 harbor-front lots with 2 private 70' boat slips, this custom residence was designed for luxury living and entertaining. Expansive open spaces, soaring ceilings, fireplaces, and multiple balconies capture stunning water views throughout. The main level features the primary suite, private office, formal dining room, spacious living areas, and a chef's kitchen with premium appliances. The 4th bedroom above the 3-car garage offers flexible use as a guest suite, media room, exercise space, or mother-in-law suite. Room for a custom pool and outdoor kitchen. Convenient to Bluffton, Savannah, golf, dining, and beaches.

34 Sparwheel Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

5 Marsh Drive, Hilton Head Island
$6,850,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 5,017 SqFt. ⋅ HILTONHEAD-510196 MLS
Welcome to 5 Marsh Drive - a private coastal sanctuary where craftsmanship meets sweeping Calibogue Sound views. Set on an oversized lot with 275 feet of breathtaking water frontage, this 4BR/4.5BA custom home overlooks the 17th green and down the 18th tee and fairway of Harbour Town Golf Links. Guests are welcomed by glowing gas lanterns and a gracious entry that opens to nearly 18-foot living room ceilings, extra-wide hallways, and exquisite crown moldings throughout. Designed for elegance, ease and comfort, the home features a 3-stop elevator, 3-car garage, and a handicap-accessible guest suite above the garage. The primary suite is a true retreat, highlighted by a dream-worthy, movie-set caliber closet - thoughtfully designed, beautifully finished, and as functional as it is stunning. Outdoor living is nothing short of spectacular - a heated saltwater infinity pool, fire pit, and a fully equipped outdoor kitchen with a remote-controlled screen enclosure for year-round enjoyment. To the side, a large private garden unfolds with winding pebble pathways beneath majestic live oaks and natural Lowcountry vegetation - your own secluded oasis. This home was built with love. With panoramic views, timeless architecture, and unmatched privacy, this is a rare offering that truly does not come along often.

5 Marsh Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Greenplate Group Brokered by eXp Realty.

33 Ruddy Turnstone Road, Hilton Head Island
$8,995,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS
Posіtioned dіrеctlу οn thе Atlаntіc Ocean within thе prеstigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

3 Chestnut Lane, Hilton Head Island
$1,399,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

12 Brams Point Road, Hilton Head Island
$6,250,000
ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-509318 MLS
There іs a pаrtіculаr kіnd οf homе thаt reveals itself ѕlowlу. That earns your attention rather than demanding it. 12 Brams Point Road is that home. Set on one and a half acres along the Calibogue Sound within the exclusive enclave of Spanish Wells, this is one of Hilton Head Island's true deep-water residential positions. Spanish Wells is not a club-centric community. It is one that values privacy, quality of life, and living by the water. A sandy beach at the water's edge and the optional Spanish Wells Club, with its walking 9-hole course, Har-Tru tennis, pickleball, and waterside clubhouse, are simply there for those who want them. The first chapter belongs to a world-renowned transplant surgeon and his wife, who conceived and built this home under their own exacting supervision, with the precision and uncompromising standard that defines a life spent at the highest level of human endeavor. Among the things they built into it from the start: a geothermal HVAC system, at a moment when very few residential builders were thinking that far ahead. The second chapter belongs to a noted art collector and architecture connoisseur who knew precisely what this home was when he found it, and precisely what it needed. He did not renovate it. He completed it, adding the Havana deck, the infinity edge spilling into a dedicated lap pool below, the fully screened outdoor great room with fireplace and full kitchen, and the layers of landscape that make the privacy here feel effortless and absolute. In 2023, the geothermal system was completely replaced and upgraded to the newest available filtration technology, producing hospital-quality air throughout. A standard that, across two ownerships, was never incidental. Five bedroom suites, each with its own private view of water or gardens. Gallery walls throughout. A layout open, connected, and completely private. A dock permit in hand. Traded once, in 2018. Offered now for only the second time. Come home to 12 Brams Point.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

7 Abalone Lane, Hilton Head Island
$2,690,000
ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 5,128 SqFt. ⋅ HILTONHEAD-509576 MLS
Expеriencе thе pіnnасle οf сoastal luxury in thіs рrivate, stunning Bradley Beach residence. Unmatched value this close to this beach. Elevator for each floor, new game room addition. Newly painted interior and new premium carpet in bedrooms. Offering 5 oversized bedrooms, 5 full baths, and 2 half baths just steps from the ocean. The heart of the home is an exceptional, newly renovated chef's kitchen: Featuring double islands, premium stainless-steel appliances, a striking counter-height centerpiece, and elegant white quartzite countertops, all complemented by custom cabinetry and abundant workspace, reverse osmosis alkaline filtered water to sink and refrigerator. The open-concept living area flows seamlessly to the outdoor oasis, creating the perfect indoor-outdoor lifestyle. Step outside to your private retreat-a beautifully enclosed lanai with a fully equipped outdoor kitchen, including a Viking professional vent hood and AOG gas grill. The new saltwater pool and spa area have been meticulously upgraded with new tile and plaster, along with a completely resurfaced pool deck. Enjoy a screened-in patio, outdoor bar, and multiple gathering spaces ideal for relaxing or entertaining. Take in the ocean breeze from 5 separate balconies. Additional highlights include a dedicated dining area, game room with foosball, ping-pong, basketball, and video games, as well as thoughtful upgrades throughout. Recent enhancements include poly-aspartic-coated garage and porch floors, square panel LED lighting, dimmable switches, automatic stairwell and pantry lighting, a full alarm system, central vacuum, two garage bays provide ample storage and convenience. Home has approximately 1000 sq feet of locked owner storage and workshop areas, not included in sq footage. Whether you're seeking a primary residence, vacation retreat, or high performing rental investment, this exceptional property delivers unmatched coastal living in one of Hilton Head's most desirable locations. 3-sided privacy.

7 Abalone Lane, Hilton Head Island

Listing courtesy of Woodforest Realty LLC.

79 Plantation Drive, Hilton Head Island
$3,100,000
CLOSED Status ⋅ 6 Beds ⋅ 6 Baths ⋅ 4,385 SqFt. ⋅ HILTONHEAD-509564 MLS
Beautifully updated Sea Pines home overlooking Harbour Town Golf Links with panoramic views of the 15th green and fairway. Recent improvements include a new roof, new flooring, updated bathrooms, and a Trex deck, blending timeless character with thoughtful modern updates. Interior features soaring ceilings, a spacious living room with fireplace and built in bar, and a beautifully designed kitchen with two islands, granite countertops, and stainless appliances opening to a vaulted dining area and Carolina room. First floor primary suite offers two walk in closets along with an additional first floor guest suite. Large deck, pool, and spa create the perfect outdoor entertaining space. Located near Harbour Town, you are just moments from the marina, shops, restaurants, golf, and beach access, making this the perfect primary residence, second home, or investment property in Sea Pines.

79 Plantation Drive, Hilton Head Island

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

740 Colonial Drive, Hilton Head Island
$1,950,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,051 SqFt. ⋅ HILTONHEAD-506194 MLS
Experience exceptional luxury living in Indigo Run, one of Hilton Head Island's most prestigious golf communities. Perfectly positioned on a private .53-acre homesite overlooking the 16th fairway of The Golf Club at Indigo Run, this extraordinary new construction residence offers more than 4,000 square feet of meticulously crafted living space, blending timeless elegance with modern sophistication. Designed to embrace the beauty of Lowcountry living, the expansive screened lanai features soaring ceilings and breathtaking golf course views. Double sliding glass doors open to the lanai, creating a seamless connection between indoor and outdoor living while framing picturesque fairway views and inviting abundant natural light throughout the home. Inside, every detail has been thoughtfully curated. The open concept design showcases engineered hardwood flooring throughout, four spacious bedroom suites with private baths, and a dedicated office ideal for working from home or quiet retreat. At the heart of the residence, the designer kitchen is a masterpiece of form and function, featuring luxury appliances, custom cabinetry, premium finishes, and an oversized gathering island designed for effortless entertaining. The dramatic great room is anchored by a striking floor-to-ceiling stone fireplace and highlighted by a handcrafted architectural wood ceiling that creates warmth, character, and distinction. The lavish primary suite offers a private sanctuary inspired by the world's finest luxury resorts. Its spectacular spa bath features an exquisite wet room designed for ultimate relaxation and rejuvenation. Additional highlights include an oversized garage with a dedicated golf cart bay, providing easy access to the exceptional amenities and championship golf that define the Indigo Run lifestyle. A rare opportunity to own a newly constructed luxury golf course home on Hilton Head Island, this remarkable residence exemplifies superior craftsmanship, sophisticated design, and the very best of Lowcountry luxury living.

740 Colonial Drive, Hilton Head Island

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

67 Bear Creek Drive, Hilton Head Island
$1,675,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 4,560 SqFt. ⋅ HILTONHEAD-509255 MLS
Lakefront Luxury on a (0.83ac) DOUBLE LOT, with expansive views across Bear Lake, and a private swimming pool! Thoughtfully designed on a single level, this custom residence offers an effortless flow with expansive living spaces, soaring ceilings, and seamless indoor-outdoor connectivity. Featuring wide-plank hardwood flooring, stunning millwork, exposed ceiling beams, and timeless architectural details, offering a warm and sophisticated atmosphere. At the center of the home is a true chef's kitchen featuring a professional-grade Viking gas range, Sub-Zero refrigeration, dual dishwashers, a built-in coffee system, and an oversized center island with abundant prep and storage spaces. The owner's suite is a private retreat unto itself, with a beautifully updated spa-style bath designed for relaxation. The heated saltwater swimming pool - a substantial investment of approximately $120,000, transforming the backyard into a private waterfront oasis. Offering an oversized triple-car garage with additional flex space that functions as a workshop, hobby area, and/or exercise/recreational space! Properties of this caliber are RARE!

67 Bear Creek Drive, Hilton Head Island

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

24 Governors Lane, Hilton Head Island
$2,675,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-507551 MLS
A custom-built Sea Pines residence by renowned builder, Hagood Homes of the Lowcountry. This home skillfully combines contemporary amenities with generous living spaces, featuring 4 bedrooms and 4.5 bathrooms, as well as ample indoor and outdoor areas. Key architectural elements include: a chef's kitchen featuring custom-built cabinetry, premium appliances, an expansive walk-in pantry for optimal organization, a scullery- perfect for hosting gatherings and a wet bar with glass shelving. The great room features a cathedral, tongue-and-groove ceiling with an adjacent Carolina room with shiplap walls and abundant natural light. Additional features include a study/library nook, low-rise stairs leading to a media room finished in shiplap with a mini-bar, and an additional versatile flex room that can serve as an office, gym, or studio. Outdoor living is elevated by a screened porch complete with a tongue-and-groove cathedral ceiling and a built-in grilling station. The salt water pool features a sun shelf and spa overlooking the tranquil wooded backyard. A two-car side garage is equipped with an electric vehicle charger and an elevator leading to the first floor. Countless additional features await your discovery, all just a quick bike ride away from world-class amenities and the stunning beaches of Hilton Head Island.

24 Governors Lane, Hilton Head Island

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

8 Bald Eagle Road, Hilton Head Island
$780,000
CLOSED Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 4,407 SqFt. ⋅ HILTONHEAD-508828 MLS
New co-ownership opportunity: Own one-eighth of Bald Eagle, this professionally managed, turnkey home by Pacaso. With a third-row beach walk location, this new construction home is all about approachable elegance, starting with the custom curved staircase, classic columns and shiplap walls in the entryway. It continues in the light-filled great room, with box beam ceilings, built-in storage and a traditional fireplace with a modern tile surround. The dining area offers a pool view, and the gorgeous gourmet kitchen has a quartz-topped island and separate breakfast bar, stainless steel appliances and a wet bar. The primary suite, one of 6 bedrooms, opens to the backyard patio and features a spa-like en suite bathroom with a soaking tub, tiled shower and two vanities. A bonus room, complete with wet bar, is great for games and hanging out. Mature landscaping provides privacy for the backyard pool, overflowing hot tub, and outdoor cooking area. The home, which has 2 laundry rooms and a 4-stop elevator, comes fully furnished and professionally decorated.

8 Bald Eagle Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: REsides, Inc..

3 Wagener Place, Hilton Head Island
$5,499,800
ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS
Designеd for thosе whο lovе tο еntertаіn with purpose and еlegаnce, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

13 Balmoral Place, Hilton Head Island
$1,550,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,125 SqFt. ⋅ HILTONHEAD-508571 MLS
Positioned on a coveted eyebrow lot along one of the most picturesque streets in the gated Golf Club section of Indigo Run. This 4 bedroom, 4.5 bath residence offers golf views, privacy and a thoughtfully designed floor plan. Beautifully maintained and gently lived in, this home presents like new with light filled interiors, a refined living room with fireplace and built ins and seamless flow. The kitchen has granite countertops and stainless appliances. The first floor primary suite provides a serene retreat with his & hers closets. Three ensuite bedrooms upstairs. Brick patio overlooking the fairway. Two car garage. Outside entrance to separate room - perfect size for golf simulator, game room or golf cart storage.

13 Balmoral Place, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: William Raveis - Carolina LLC.

111 Fort Walker Drive, Hilton Head Island
$2,000,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,250 SqFt. ⋅ HILTONHEAD-507929 MLS
150 STEΡS TO ΤΗE ΒΕΑCH! Τuсked within the privatе, oсeanfront community of Port Royal, this exceptional Lowcountry residence offers a rare combination of scale, setting, and timeless Southern character. 111 Fort Walker Drive presents an extraordinary opportunity to own a marshfront estate in one of Hilton Head Island's most sought-after enclaves. Set on an expansive 0.78-acre homesite, the property is framed by majestic live oaks draped in Spanish moss, creating a serene, shaded backdrop that defines true Lowcountry living. Sweeping marsh views extend beyond the backyard, where a private crabbing dock invites you to fully embrace the coastal lifestyle. With ample room to ADD A CUSTOM POOL, you can create your own private marshside oasis-an ideal setting for relaxing, entertaining, and enjoying breathtaking sunsets just steps from the beach.The home features 4 bedrooms and 5 bathrooms, thoughtfully designed to accommodate both everyday living and multi-generational needs. The grand primary suite is a standout, offering dual bathrooms, generous closet space, and dedicated sitting and office areas, providing both luxury and functionality rarely found in one residence. Originally renovated in 2006 and further enhanced in 2024, the home blends classic architectural elements with modern updates. An abundance of storage throughout ensures practicality without compromising design. Ideal for a large family, a legacy property, or those seeking space and privacy within a prestigious community, this offering captures the essence of refined Lowcountry living-where natural beauty, exceptional privacy, and an unparalleled coastal lifestyle converge. Just 150 steps from the beach, you'll enjoy the best of both worlds: tranquil marshfront living with effortless access to the Atlantic Ocean.

111 Fort Walker Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty. Selling Office: William Raveis - Carolina LLC.

7 Peninsula Drive, Hilton Head Island
$2,400,000
CLOSED Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 4,500 SqFt. ⋅ HILTONHEAD-508204 MLS
Located in the gated community of Moss Creek, this exceptional custom home is set on approximately .84 acres with expansive marsh views, framed by mature live oaks and a sweeping drive that creates a true sense of arrival. Offering approximately 4,500 square feet under air, the home features 4 bedrooms, all en-suite, 4.5 baths, plus a private office and a large exercise room (or bedrooms 5 and 6). The first-floor primary suite is a standout with marsh views, a linear fireplace, and a spa level bath featuring heated floors and a 6'x 9' digital shower with rain head, body sprays, and handhelds. Extensive recent exterior improvements include a new oyster shell and concrete driveway, new front and rear composite decks, aluminum handrails, a new roof, all window sashes replaced, and a full exterior repaint. Outdoor living includes a large, covered deck, pool with sun shelf, outdoor shower, and multiple seating areas overlooking the marsh. Inside, the home reflects a high level of craftsmanship with French oak flooring, Savannah brick, custom millwork, and artisan ironwork. The two-story foyer features a hand forged marsh grass railing with subtle sandpiper detail, setting the tone for the home. A 16 foot sliding glass wall opens the main living area to the rear deck, creating seamless indoor-outdoor flow. The chef's kitchen is equipped with Thermador appliances including two dishwashers and custom cabinetry, opening to the main living area anchored by a substantial brick fireplace with custom built ins and live edge shelving. A separate coffee bar area includes beverage refrigeration, fridge/freezer drawers, and additional storage. Designed for entertaining, the home includes a custom bar with a 130+ bottle wine refrigerator, pellet ice maker, beverage refrigeration, and seating for multiple guests. A separate back pantry and service kitchen features a full size Bosch refrigerator and freezer, an additional dishwasher, large dual basin sink, and exterior access, ideal for hosting or catered events. Additional features include dual staircases, whole home sound system, extensive built ins, custom lighting throughout, and a garage with custom cabinetry, built in shop vac, epoxy floor and endless storage. One of the most thoughtfully designed and highly customized homes in Moss Creek. Property owner is a licensed SC real estate agent.

7 Peninsula Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Compass Carolinas, LLC.

46 Yorkshire Drive, Hilton Head Island
$2,665,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,261 SqFt. ⋅ HILTONHEAD-508328 MLS
Private Golf Course Living in Wexford. Set along the 16th green in Wexford, this beautiful 4,261 sq ft custom home offers peaceful, natural views and exceptional privacy in one of Hilton Head Island's most premier communities. Thoughtfully designed, this 4 bedroom, 4.5 bath residence lives primarily on one level, with a 2021 addition above the 3+ car garage featuring a bedroom, bath, and den - ideal for guests or flexible living space. The chef's kitchen is both functional and refined, showcasing custom cabinetry, a gas range, and a convection oven with integrated steam oven, perfect for everyday use or entertaining. The home flows effortlessly to the outdoors with covered front and rear porches, including an oversized back porch that captures expansive golf views and overlooks the private pool. Additional features include ample storage beneath the home, providing space for equipment, hobbies, or seasonal items. A rare opportunity to enjoy privacy, golf views, and effortless Lowcountry living in the heart of Wexford.

46 Yorkshire Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Charter One Realty.

19 Wexford Club Drive, Hilton Head Island
$2,995,000
ACTIVE Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 6,572 SqFt. ⋅ HILTONHEAD-508097 MLS
Set on nearly 0.70 acres in the heart of Wexford, this distinctive estate-sized golf course home offers an exceptional combination of architectural character, privacy, and the sought-after lifestyle of one of Hilton Head Island's premier private club communities. A sweeping horseshoe driveway, framed by mature landscaping, leads to a secluded courtyard and a welcoming entry. Unique architectural details define the home, including a dramatic barrel ceiling with skylight in the foyer, antique doors, rich reclaimed-wood flooring, and impressive vaulted ceilings. The expansive great room is designed for both grand entertaining and comfortable everyday living, with multiple seating and dining areas, space for a baby grand piano, a massive stone fireplace, and seamless access to outdoor living. The adjacent chef's kitchen features a breakfast area, walk-in pantry, and direct access to the covered outdoor dining area. The private primary suite includes a sitting area surrounded by floor-to-ceiling windows, a distinctive cross-vaulted ceiling, direct pool and spa access, oversized and secondary walk-in closets, private laundry, and well-appointed bath with soaking tub and separate water closet. Additional living spaces include a remarkable lower-level bar/gameroom or collector's room with vaulted ceilings, exposed beams, built-in bar, intricate fireplace, courtyard access, and full bath. Above the oversized 3-car garage are a spacious fitness room or den and two ensuite bedrooms, including one with a private deck. A fourth guest suite features an ensuite bath, generous closet space and French doors to the courtyard. The private backyard is beautifully positioned along the golf course while surrounded by mature landscaping for exceptional privacy. A secluded pool and spa, covered dining area, and additional deck create a peaceful outdoor retreat. Additional features include an oversized three-car garage, workshop, wine storage, and dual laundry areas. Wexford members enjoy a premier private club lifestyle with a private marina, championship golf, Har-Tru tennis, pickleball, croquet, resort-style pools, clubhouse dining, community fire pit, and year-round social activities. The new Harbour Center and expanded Clubhouse add even more gathering and social spaces at the center of the community. A rare opportunity to own an architecturally distinctive luxury golf course home in a gated private club community with marina access on Hilton Head Island.

19 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

59 N Calibogue Cay Road, Hilton Head Island
$7,800,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,580 SqFt. ⋅ HILTONHEAD-508090 MLS
Quite simply, one of the finest homes to come on the market in Sea Pines in many years. This luxury custom home, completed in 2022 by Esposito Builders and masterfully designed by architect Terry Rosser, is set along the highly coveted Calibogue Cay, an address reserved for a select few. Sweeping marsh vistas and extraordinary sunsets create a setting that is both serene and unforgettable. Dramatic 20+ ft ceilings span the living room, kitchen, and breakfast nook, filling the space with natural light and drawing your eye straight to the marsh beyond. The kitchen is beautifully executed and opens to a refined entertaining space with a wet bar, glass-front cabinetry, and a well-appointed butler's pantry. Just off the main living area, the screened porch with fireplace offers a comfortable, private retreat you will enjoy year round. The outdoor setting is equally impressive. A generous saltwater pool, private dock, and boat lift are perfectly positioned to capture long marsh views and remarkable sunsets. The primary suite is a true retreat, with expansive his-and-her walk-in closets, separate vanities, and a convenient Primary Laundry Room. Five bedrooms, along with a private executive office overlooking the marsh and sound, provide both scale and flexibility. Additional features include a 3-stop elevator, whole-house generator, and an oversized 2+ car garage with climate-controlled storage. Opportunities like this are few and far between. This is Calibogue Cay at its absolute best.

59 N Calibogue Cay Road, Hilton Head Island

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

18 Indian Hill Lane, Hilton Head Island
$2,995,000
ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 4,199 SqFt. ⋅ HILTONHEAD-508033 MLS
Experience elevated Lowcountry living in this exceptional new construction home, perfectly positioned to capture sweeping marsh-to-Intracoastal Waterway views. Thoughtfully designed with both luxury and functionality in mind, this 4,199 heated square foot residence offers four spacious bedrooms, each with its own private ensuite, along with five full baths to comfortably accommodate family and guests.From the moment you arrive, the raised construction provides abundant covered parking and generous storage space beneath the home-ideal for coastal living. Inside, high-end appointments are showcased throughout, blending refined finishes with timeless design. The open-concept living area features a gas fireplace, creating a warm focal point while framing stunning natural vistas just beyond.An array of outdoor living spaces invites you to fully embrace the serene surroundings. Multiple rear porches and a screened porch offer uninterrupted views of the marshes stretching to the Intracoastal Waterway, perfect for morning coffee or evening sunsets. The private elevator ensures effortless access to all levels, enhancing convenience and accessibility.The home also includes a dedicated office, ideal for remote work or quiet study, as well as a versatile bonus room that opens to a rooftop deck-an extraordinary vantage point for long, panoramic marsh-to-ICW views. Every detail has been carefully considered to maximize both comfort and the beauty of the coastal environment.Located within the highly sought-after Windmill Harbour community, residents enjoy access to a 15.5-acre lock-controlled marina, home to the South Carolina Yacht Club, along with tennis facilities and an Olympic-size community pool. Additionally, the Indian Hill community pool is conveniently located just across the street.With completion estimated for Spring 2027, this home presents a rare opportunity to own a brand-new coastal retreat in one of the area's most prestigious waterfront communities.

18 Indian Hill Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

21 Long Marsh Lane, Hilton Head Island
$2,200,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,302 SqFt. ⋅ HILTONHEAD-507990 MLS
This beautifully maintained Lowcountry style home is located in the exclusive Long Marsh community, offering just 20 residences and access to a pool, tennis, and pickleball. This home offers seamless indoor-outdoor living with stunning marsh views, abundant natural light, 2 owner suites, and an incredible back deck perfect for relaxing or entertaining. Significant updates include a 2014 reconfiguration creating a first -floor owner suite with walk-in closet, modernized 3 baths, all new kitchen, flooring, paint, along with an added upstairs ensuite bedroom. In 2018, hurricane impact Jeld-Wen windows and doors were installed on the rear of the home, and in 2019 the garage was connected adding approximately 100 heated square feet, along with an expanded laundry room. Interior features include exquisite trim work, engineered hand scraped hardwood flooring in the main living areas/owner suite, plantation shutters, designer lighting, two gas fireplaces, multiple living/dining spaces, newer kitchen with premium stainless GE Monogram appliances, 2 owner suites, and 2 guest ensuites. An exceptional offering in Sea Pines, this impeccably maintained residence presents a rare opportunity to own in the highly sought-after Long Marsh community. With its stunning marsh views, serene setting, and thoughtful updates throughout, this home provides an ideal backdrop for creating lasting memories for years to come.

21 Long Marsh Lane, Hilton Head Island

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

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.

How much is your home worth?

Get instant property value now!