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9 Seaside Sparrow Road, Hilton Head Island
$785,000
6 Beds ⋅ 8 Baths ⋅ 4,622 SqFt. ⋅ HILTONHEAD-512378 MLS
New cο-ownerѕhіp οррortunіtу: Own one-eighth of thіs рrofessionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recently renovated second-row ocean home with a broad driveway, mature landscaping and a classic coastal exterior with double doors. The architecture spans two levels, with coffered ceilings and French doors on the main floor giving way to a soaring vaulted wood ceiling in the upper level great room. The main floor has a sitting area with a wet bar and tray ceiling, opening to the patio, pool and screened sun porch. Upstairs, the great room centers on a fireplace beneath the vaulted wood ceiling, alongside a generous dining area and a kitchen with dark stone countertops, white cabinetry, pendant lighting and a large island. The primary suite has a curved balcony overlooking the pool and an en suite bath with a tiled shower and dual vanities. Five additional bedrooms including a bunk room complete the layout. The pool, hot tub, screened porch and outdoor fireplace and grill area give Seaside a full outdoor sequence suited to larger groups. The beach is a short walk away, and Harbour Town, Sea Pines Resort's golf courses and the island's bike trail network are all close at hand. Seaside is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be every time.

9 Seaside Sparrow Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

20 Castlebridge Court, Hilton Head Island
$3,995,000
5 Beds ⋅ 7 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-512060 MLS
Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

34 Ruddy Turnstone Road, Hilton Head Island
$7,050,000
5 Beds ⋅ 6 Baths ⋅ 5,278 SqFt. ⋅ HILTONHEAD-511871 MLS
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

5 Royal James Drive, Hilton Head Island
$1,290,000
4 Beds ⋅ 4 Baths ⋅ 3,286 SqFt. ⋅ HILTONHEAD-511550 MLS
Set on more than 0.4 acres along a quiet private street in Hilton Head Plantation, this beautifully maintained 4-bedroom, 3.5-bath home offers a spacious floor plan, abundant natural light, and exceptional indoor-outdoor living. The welcoming foyer opens to generous living and dining areas, where large windows overlook the screened lanai and pool. The kitchen flows seamlessly into the family room and breakfast area, creating a comfortable gathering space for everyday living and entertaining. The spacious primary suite features a beautifully appointed bath with dual vanities, a walk-in shower, separate soaking tub, and a large walk-in closet. Two additional guest bedrooms provide privacy and comfort for family and visitors. A standout feature of the home is the expansive bonus room, complete with a wet bar, custom built-ins, and a full bath. Currently used as a bonus room, this flexible space serves as the home's fourth bedroom and is ideal for guests, a media room, or a private retreat. Step outside to the impressive screened lanai featuring a sparkling pool and generous covered seating area-the perfect place to relax, entertain, or enjoy Hilton Head's year-round outdoor lifestyle. The backyard offers a peaceful and private setting. Additional highlights include an oversized three-car garage, abundant storage, and a functional layout that is equally suited for a primary residence or second home. Located within the gates of Hilton Head Plantation, residents enjoy an outstanding array of amenities, including four championship golf courses, the Country Club of Hilton Head, Spring Lake Recreation Area, Dolphin Head Recreation Area, a full-service marina, tennis and pickleball courts, miles of leisure trails, a community pool, and 24-hour security-all just minutes from Hilton Head Island's beaches, shopping, and dining.

5 Royal James Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

4 Big Oak Street, Hilton Head Island
$925,000
4 Beds ⋅ 5 Baths ⋅ 2,887 SqFt. ⋅ HILTONHEAD-511895 MLS
Deep-water views, no HOA or POA, nearly half an acre, and a Hilton Head address-The Old Ferry Keeper's coastal cottage offers a rare combination of location, history, and flexibility. Wake up to beautiful water views from the primary bedroom or enjoy the Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, this newly renovated 4-bedroom, 4.5-bath coastal home features solid white oak hardwood floors, custom white oak trim, shiplap accents, and fresh paint. The renovated chef's kitchen includes a marble island, quartz countertops, and new high-end appliances. Upstairs are three spacious bedrooms and three baths, including two recently updated bathrooms and a Jack-and-Jill layout. Downstairs, a private fourth bedroom, full bath, and laundry area provide flexible space for guests, a home office, or potential rental income. Additional features include a whole-home water filtration system, new washer and dryer, an updated 4-car garage with abundant storage and hobby space, a newly screened entertaining area, and plenty of room to add a pool. Enjoy a unique Lowcountry property with deep-water views, generous outdoor space, no HOA restrictions, and convenient access to the Buckingham Landing public boat ramp on Mackay Creek and the ICW - ideal for boating, fishing, kayaking, and exploring the Lowcountry waterways.

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

58 Planters Wood Drive, Hilton Head Island
$1,795,000
3 Beds ⋅ 3 Baths ⋅ 2,590 SqFt. ⋅ HILTONHEAD-511308 MLS
Don't miss this beautifully maintained, newer-style 3-bedroom, 3-bath home in a highly desirable Sea Pines location. Tucked away on a quiet cul-de-sac and private street just minutes from Harbour Town, this home offers the perfect combination of comfort, updates, and Lowcountry charm. Step inside to find beautiful new hardwood floors, smooth painted ceilings, and a spacious great room with soaring ceilings, a fireplace, and peaceful lagoon views. The updated kitchen features stainless steel appliances, granite countertops, a stylish backsplash, and opens seamlessly to the main living spaces. Additional features include a separate dining room and a wine bar, making this home ideal for entertaining. The first-floor primary suite offers a relaxing retreat with a spacious walk-in closet, double vanity, and walk-in shower. With two HVAC systems, a two-car garage, and abundant extra storage, this home is as functional as it is beautiful. Located in the heart of Sea Pines, enjoy convenient access to Harbour Town, beaches, leisure trails, golf, tennis, pickleball, dining, shopping, and all the incredible amenities Sea Pines has to offer.

58 Planters Wood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

14 Salt Spray Lane, Hilton Head Island
$2,350,000
4 Beds ⋅ 5 Baths ⋅ 3,508 SqFt. ⋅ HILTONHEAD-511633 MLS
Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

15 Green Wing Teal Road, Hilton Head Island
$7,875,000
HILTONHEAD-511653 MLS
An extraordinary opportunity to create a legacy oceanfront estate in one of Sea Pines most coveted locations. Offering an exceptional 100 feet of direct Atlantic Ocean frontage, this remarkable homesite is the first oceanfront lot to become available in this area in a long time. A rare opportunity. Tucked just off South Beach Lane, this premier property offers the chance to design and build a custom coastal retreat perfectly tailored to your vision. Wake to panoramic sunrises over the Atlantic, step directly onto the beach, and enjoy the privacy, prestige, and unmatched lifestyle that only true oceanfront ownership in Sea Pines can provide. Opportunities like this are extraordinarily scarce. If you've been waiting for the right oceanfront homesite to build your dream home, this is the moment.

15 Green Wing Teal Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

34 Sweet Bay Lane, Hilton Head Island
$675,000
3 Beds ⋅ 4 Baths ⋅ 1,983 SqFt. ⋅ HILTONHEAD-511291 MLS
Outstanding curb appeal and a quiet cul-de-sac location make this 3-bedroom, 3.5-bath home a rare opportunity in highly sought-after Hilton Head Plantation. Fresh interior paint creates a bright, inviting atmosphere, while the spacious floor plan is designed for comfortable everyday living and effortless entertaining. Enjoy a private, wooded homesite that offers peace, privacy, and beautiful natural surroundings. The home features generous living spaces, a butler's pantry, a dedicated laundry room, and an attached one-car garage. With its functional layout and timeless appeal, this home provides the perfect opportunity to make it your own. Hilton Head Plantation offers an exceptional coastal lifestyle with championship golf, tennis and pickleball, a deep-water marina, Dolphin Head Recreation Area, Spring Lake, miles of leisure trails, waterfront parks, and 24-hour gated security. Just minutes from beaches, shopping, dining, and all that Hilton Head Island has to offer. Private wooded views, outstanding curb appeal, and an unbeatable location combine to make this a home you won't want to miss.

34 Sweet Bay Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

10 Bald Eagle Road, Hilton Head Island
$5,900,000
7 Beds ⋅ 8 Baths ⋅ 5,203 SqFt. ⋅ HILTONHEAD-511606 MLS
Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

107 Saw Timber Drive, Hilton Head Island
$800,000
3 Beds ⋅ 3 Baths ⋅ 2,673 SqFt. ⋅ HILTONHEAD-511037 MLS
BRAND ΝEW DUCT WORΚ ΑND ΗVΑC ❨maіn ѕystem) - fully tranѕferаble. Tucked away at the end of a quiet cul-de-sac in sought-after Moss Creek, this light-filled contemporary home offers stunning long views of the North Course's 9th and 10th fairways. Vaulted ceilings, skylights, walls of glass, and an open floor plan create an airy, inviting feel. The spacious great room flows seamlessly to the dining area, living room, screened porch, and flagstone patio-perfect for entertaining or simply enjoying the scenery. The kitchen features a large island and sunny breakfast area overlooking the golf course. The luxurious primary suite is thoughtfully separated from the guest bedrooms for added privacy. Strong architectural bones, abundant natural light, and timeless design provide the perfect opportunity to make this home your own while enjoying Moss Creek's exceptional golf, marina, tennis, pickleball, fitness center, pools, and vibrant Lowcountry lifestyle.

107 Saw Timber Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

42 Ashton Cove Drive, Hilton Head Island
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-511553 MLS
MARSΗ VIEWS + ΡRΙVAΤΕ GUΕSΤ ΑPARTMENT + 3‐CAR GΑRAGE/WORKSHOP! Beautifully updated and offered furnished, 42 Ashton Cove delivers a rare combination of Lowcountry lifestyle, flexibility, and storage on Hilton Head Island. The main residence features an updated kitchen, inviting living spaces, and beautiful marsh views. A private lower-level apartment offers its own bedroom, full bath, kitchen, laundry, and living area-ideal for guests or multigenerational living. Outside, enjoy an outdoor kitchen, fire pit, and space to entertain overlooking the marsh. The 3-car garage/workshop provides exceptional room for vehicles, golf carts, beach gear, hobbies, and storage. Located in gated Ashton Cove with a community pool and racquet amenities. No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

21 Barnacle Road, Hilton Head Island
$5,500,000
4 Beds ⋅ 5 Baths ⋅ 3,590 SqFt. ⋅ HILTONHEAD-511537 MLS
Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

45 Night Heron Lane, Hilton Head Island
$815,000
3 Beds ⋅ 2 Baths ⋅ 928 SqFt. ⋅ HILTONHEAD-511473 MLS
Experience the charm of coastal living at 45 Night Heron, a beautifully positioned Sea Pines beach cottage just a five-minute stroll to Hilton Head Island's renowned beaches. This light-filled 3-bedroom, 2-bath retreat offers an open floor plan with soaring vaulted ceilings, creating an inviting space for gathering and relaxing. Ample enclosed storage beneath the home provides room for beach gear, bicycles, and more. Night Heron has its own private community pool. Harbour Town, South Beach, Sea Pines Beach Club, & the Plantation Golf Club are just moments away by way of 17 miles of picturesque leisure trails. Located near the Ocean Gate for easy island access and only minutes from the shopping, dining, and entertainment of Coligny Plaza, this property is perfectly suited as a primary residence, vacation home, or high-performing rental investment.

45 Night Heron Lane, Hilton Head Island

Listing courtesy of Lighthouse Realty.

37 Woodbine Place, Hilton Head Island
$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS
One Lеvel Wonderful. Ꮮοcаtеd сloѕе to the beach in Sеa Ρines, this 4 bedroom home is a fantastic vacation home, short term rental(over $100k already in first year) or permanent residence. Bright and beautiful with big living spaces and fun outdoor spaces including gazebo, private pool and large yard. 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. The charming 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.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

14 Field Sparrow Road, Hilton Head Island
$1,099,000
5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS
Exceptional Multi-Generational Golf Course Estate with Private In-Law Residence, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property is uniquely designed for multi-generational living, offering multiple private living spaces while keeping family close. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a rare combination of privacy, flexibility, and space-all within one of Hilton Head Island's premier gated communities. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature is the private mother-in-law residence, offering true independent living with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Ideal for parents, adult children, extended family, long-term guests, or a live-in caregiver, this separate residence provides privacy and independence while remaining conveniently connected to the property. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides yet another flexible space for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a Hilton Head Plantation property offering true multi-generational living, multiple private living spaces, an oversized setting, and exceptional flexibility-all within one of Hilton Head Island's most desirable communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

12 Palm Isle Court, Hilton Head Island
$699,000
2 Beds ⋅ 2 Baths ⋅ 1,434 SqFt. ⋅ HILTONHEAD-511249 MLS
Welcomе to your bеаutifullу rеmοdelеd rеtreat in Moss Crеek! Α rare opportunity to own one of just thirteen homes in the coveted Palm Isle enclave. Perfectly positioned on a spacious marsh-front site bordering a protected nature preserve, this completely reimagined, thoughtfully renovated 2-bedroom, 2-bath residence with loft blends timeless design with the beauty of its natural surroundings. The home showcases an exceptional use of natural materials, including stone flooring, solid wood cabinetry, and quartzite countertops, creating a warm, sophisticated aesthetic that feels distinctly at home in the Lowcountry. Dramatic 16-foot vaulted ceilings, a striking spiral staircase, and walls of windows fill the home with natural light while framing breathtaking marsh views throughout the home. A bright Carolina room and expansive deck provide the perfect setting to enjoy spectacular sunrises, coastal breezes, and abundant wildlife. The property also offers ample space for future expansion, making this a truly exceptional opportunity in a neighborhood where homes are rarely available.

12 Palm Isle Court, Hilton Head Island

Listing courtesy of Engel & Volkers.

3 Deerfield Road, Hilton Head Island
$845,000
3 Beds ⋅ 3 Baths ⋅ 1,876 SqFt. ⋅ HILTONHEAD-511226 MLS
Take advantage of this unique opportunity to own an updated 3-Bedroom home in the sought-after Hilton Head Plantation. Ideally located just a short distance from Dolphin Head Beach Park & Pine Island, the home also sits conveniently between Dolphin Head Recreation Area and the Spring Lake Pool & Tennis Complex, offering easy access to some of the community's most desirable amenities. Adding to its appeal, the property comes with a long-term tenant in place through July 1, 2027, providing immediate rental income of $3,700 per month plus utilities. This is an excellent opportunity to purchase at today's prices while generating steady income until you're ready to make Hilton Head Plantation your permanent residence, seasonal retreat, or retirement home.

3 Deerfield Road, Hilton Head Island

Listing courtesy of Charter One Realty.

21 Red Cardinal Road, Hilton Head Island
$7,950,000
7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS
One of the finest oceanfront residences in Sea Pines, 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.

5 Junket, Hilton Head Island
$4,495,000
6 Beds ⋅ 7 Baths ⋅ 3,941 SqFt. ⋅ HILTONHEAD-510711 MLS
LOVE ΑT FIRSΤ ЅIGΗΤ! Wеlcοmе to 5 Junket, a stunning cοaѕtal estate nestled on a premier second-row homesite in one of the most coveted locations within Palmetto Dunes, where timeless coastal elegance, modern luxury, and extraordinary beach access come together to create a home families treasure for generations. Rarely does a property capture everything buyers envision when they dream of owning on Hilton Head Island. Just steps from the beach and beautifully reimagined from top to bottom, this is a home where mornings begin with a walk on the sand, afternoons unfold around the pool, and family and friends gather year after year to create memories that last a lifetime. Offering six bedrooms, six-and-a-half baths, expansive indoor and outdoor living spaces, and extensive recent renovations, the home lives as comfortably as it entertains. Whether enjoyed as a full-time residence, a cherished second home shared with family and friends, or a luxury beach retreat with an exceptional rental history, 5 Junket delivers a lifestyle that has become increasingly difficult to find and nearly impossible to recreate.

5 Junket, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

9 Promontory Court, Hilton Head Island
$3,295,000
5 Beds ⋅ 5 Baths ⋅ 5,019 SqFt. ⋅ HILTONHEAD-510120 MLS
Welcome to 9 Promontory Court. This remarkable 5-bedroom, 5-bath residence enjoys a coveted location overlooking multiple holes of the George Fazio Golf Course, complemented by panoramic views of Palmetto Dunes' iconic 11-mile lagoon system. With remarkable craftsmanship and design, the home offers thoughtful entertaining spaces balanced by intimate guest retreats, creating an ideal blend of elegance and comfort. The open-concept kitchen serves as the heart of the home and multiple living spaces allow for optimal entertaining for both small and large gatherings. Beautifully crafted, high-end details elevate every room, including soaring ceilings, custom millwork, and floor-to-ceiling windows that bathe the home in natural light and showcase the stunning golf and lagoon landscape beyond. An elevator provides effortless access throughout the residence. Step outside to experience true Lowcountry living. Relax in the heated pool and spa, entertain effortlessly across expansive covered and uncovered outdoor living spaces, and gather around the newly installed outdoor fireplace for cozy evenings under the stars. Launch a kayak or boat from your private dock to explore the tranquil lagoon and fish for redfish, tarpon, and stripers. Offering exceptional privacy, peaceful water views, and beach access just minutes away, this remarkable property embodies the very best of Hilton Head luxury living.

9 Promontory Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

33 Ruddy Turnstone Road, Hilton Head Island
$8,995,000
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.

34 Seabrook Landing Drive, Hilton Head Island
$1,825,000
4 Beds ⋅ 5 Baths ⋅ 3,622 SqFt. ⋅ HILTONHEAD-508280 MLS
Step іnto exсеptіοnаl Lοwсountry living at this tіmelеss 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

34 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

120 Red Fox Manor, Hilton Head Island
$999,000
HILTONHEAD-509888 MLS
Excеptionаl іncοmе‐prοduсing investment opрortunіty on Hilton Head Island. Situated in a unique marsh-oriented setting, this offering includes three separate new homesites, each improved with a 4-bedroom, 2-bath residence. All three homes are currently leased, providing immediate cash flow and a strong established rent roll from day one. With no HOA restrictions, investors benefit from increased flexibility and long-term upside in one of the island's most desirable rental markets. Opportunities to acquire multiple income-producing properties on separate homesites are increasingly rare on Hilton Head Island, making this a compelling opportunity for investors seeking stable income, strong tenant demand, and long-term appreciation potential in a premier Lowcountry location.

120 Red Fox Manor, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

3 Chestnut Lane, Hilton Head Island
$1,399,000
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.

1 Sutherland Court, Hilton Head Island
$2,300,000
4 Beds ⋅ 5 Baths ⋅ 3,266 SqFt. ⋅ HILTONHEAD-509024 MLS
Welcomе to 1 Sutherlаnd Cοurt, an ехсeрtіonal ocean-οriеnted 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.

41 Golden Hind Drive, Hilton Head Island
$925,000
3 Beds ⋅ 2 Baths ⋅ 2,154 SqFt. ⋅ HILTONHEAD-508225 MLS
Perfectly placed within the sought after Skull Creek section of Hilton Head Plantation, 41 Golden Hind rests on a peaceful cul-de-sac just moments from Spring Lake amenities and the back gate. A premium corner setting offers a sense of openness, framed by lush green space, a tranquil lagoon, and soft sunset skies. Thoughtfully arranged for effortless single level living, the home unfolds with an open, airy layout, where high ceilings and natural light enhance the spacious living and dining areas. A gas fireplace adds a subtle focal point. The kitchen has been tastefully refined with quartz countertops, a gas range, and quality appliances, complemented by a dedicated coffee and beverage station adds both function and ease. Enjoy recent improvements, including a new roof, windows, ductwork, and HVAC system. Outdoors, a generous patio invites both quiet mornings and relaxed evenings overlooking the lagoon and surrounding nature. A simple bench, perfectly positioned, offers a quiet moment to pause and take it all in. Residents enjoy access to Hilton Head Plantation's premier amenities, while remaining just minutes from the charm and waterfront dining of Skull Creek. A home that feels comfortable and easy to enjoy from the moment you arrive. (The home is now free of furnishings)

41 Golden Hind Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

7 Silver Oak Circle, Hilton Head Island
$250,000
HILTONHEAD-508186 MLS
Introducing 7 Silver Oak -an exceptional homesite located within the exclusive gated community of Silver Oak. Perfectly positioned along the marsh front, this premier lot showcases breathtaking panoramic views of Jarvis Creek stretching out to the Interacoastal Waterway. Immerse yourself in the natural beauty of the Lowcountry, where vibrant sunsets & tranquil surroundings create an idyllic backdrop for your future home. With the flexibility to choose your own builder & no required timeline to begin construction, you have the freedom to design & build at your own pace. Residents of Silver Oak enjoy a thought fully design array of amenities, including a secure gate entrance, a spacious community pool, and a private day dock-perfect for kayaking, fishing, birdwatching, or simply soaking in unforgettable sunsets over Caliboque Sound,

7 Silver Oak Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

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