Michaelfriesproperties.com Search Results

$8,100,000

Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Man O War presents a rare opportunity to own an exceptional beachfront home. Built by Cambridge Building Inc. with interiors by Mike Ruegamer of Group III, this thoughtfully designed residence blends timeless coastal elegance with outstanding craftsmanship. Cherished by its original owners and never offered as a rental, the home features 7 bedrooms, 6 full & 2 half bathrooms, and an upside-down floor plan that maximizes breathtaking Atlantic Ocean views. Wake up to spectacular sunrises and unwind with stunning sunsets from the private deck off the primary suite. Distinctive custom details include a hand-crafted stair railing built onsite by Savannah artisans, doorless walk-in showers, hand-applied knockdown finishes with rounded corners, and a custom-engineered driveway designed for effortless access. A secluded beach path leads directly to the shoreline, while the oceanfront pool, an amenity that could not be built in the same location under today's regulations, makes this property even more extraordinary. Combining an irreplaceable oceanfront setting, exceptional design, and meticulous care, 9 Man O War offers a rare opportunity to own one of Hilton Head Island's truly distinctive beachfront homes.

7 Beds ⋅ 8 Baths ⋅ 5,800 SqFt. ⋅ HILTONHEAD-511151 MLS

Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Man O War presents a rare opportunity to own an exceptional beachfront home. Built by Cambridge Building Inc. with interiors by Mike Ruegamer of Group III, this thoughtfully designed residence blends timeless coastal elegance with outstanding craftsmanship. Cherished by its original owners and never offered as a rental, the home features 7 bedrooms, 6 full & 2 half bathrooms, and an upside-down floor plan that maximizes breathtaking Atlantic Ocean views. Wake up to spectacular sunrises and unwind with stunning sunsets from the private deck off the primary suite. Distinctive custom details include a hand-crafted stair railing built onsite by Savannah artisans, doorless walk-in showers, hand-applied knockdown finishes with rounded corners, and a custom-engineered driveway designed for effortless access. A secluded beach path leads directly to the shoreline, while the oceanfront pool, an amenity that could not be built in the same location under today's regulations, makes this property even more extraordinary. Combining an irreplaceable oceanfront setting, exceptional design, and meticulous care, 9 Man O War offers a rare opportunity to own one of Hilton Head Island's truly distinctive beachfront homes.

9 Man O War, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$1,330,000

Located in the sought-after Paddocks community on Hilton Head Island, this beautifully designed five-bedroom, five-bath residence offers refined coastal living with a light-filled, modern aesthetic. Wide-plank hardwood floors flow throughout the home, complemented by an open floor plan and thoughtfully curated finishes. The chef's kitchen features quartz countertops, premium appliances, abundant cabinetry, and a spacious scullery for effortless entertaining. A private elevator provides convenient access to every level, while a dedicated office offers an ideal work-from-home space. Beneath the home, an expansive enclosed area offers endless possibilities for a workshop, home gym, abundant storage, or hobby space. Residents enjoy the privacy of this gated community with exceptional amenities, including a pavilion, pool, community day dock, and a scenic private island with leisure trails. Ideally positioned near world-class golf, Hilton Head's renowned beaches, the dining and shopping of both the island's north and south ends, and with convenient access to Bluffton, this home offers the very best of Lowcountry living.

5 Beds ⋅ 5 Baths ⋅ 3,594 SqFt. ⋅ HILTONHEAD-510858 MLS

Located in the sought-after Paddocks community on Hilton Head Island, this beautifully designed five-bedroom, five-bath residence offers refined coastal living with a light-filled, modern aesthetic. Wide-plank hardwood floors flow throughout the home, complemented by an open floor plan and thoughtfully curated finishes. The chef's kitchen features quartz countertops, premium appliances, abundant cabinetry, and a spacious scullery for effortless entertaining. A private elevator provides convenient access to every level, while a dedicated office offers an ideal work-from-home space. Beneath the home, an expansive enclosed area offers endless possibilities for a workshop, home gym, abundant storage, or hobby space. Residents enjoy the privacy of this gated community with exceptional amenities, including a pavilion, pool, community day dock, and a scenic private island with leisure trails. Ideally positioned near world-class golf, Hilton Head's renowned beaches, the dining and shopping of both the island's north and south ends, and with convenient access to Bluffton, this home offers the very best of Lowcountry living.

21 Paddocks Boulevard, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$4,500,000

Welcome to 14 Castlebridge Court, a spectacular waterfront residence transformed into a modern masterpiece. Recently remodeled with exceptional craftsmanship and designer finishes throughout, this stunning 5-bedroom, 4 full and 1 half bath home offers sophisticated Lowcountry living with breathtaking harbour views. A dramatic contemporary entry opens to an expansive great room featuring soaring ceilings, designer lighting, a stunning statement electric fireplace, walls of glass, and oversized sliding doors that seamlessly blend indoor and outdoor living. The open-concept design flows effortlessly into the gourmet kitchen, formal dining room, and casual dining area, all perfectly positioned to capture the picturesque waterfront setting. The luxurious first-floor primary suite is a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized shower, dual walk-in closets, and a private laundry room. A spacious home office and powder room complete the main level. Upstairs, four generously sized guest suites provide exceptional accommodations. Two bedrooms share a beautifully appointed bath, while the remaining two enjoy private ensuite baths. All feature generous closets and designer finishes, with two guest suites opening onto private decks overlooking the harbour. An open loft overlooks the great room below while showcasing stunning waterfront views. The lower level offers incredible flexibility, with space for three cars and a golf cart, and currently serves as an impressive home gym and bonus recreation room. A convenient three-stop elevator provides effortless access to every level. Designed for both entertaining and relaxation, the outdoor living spaces are equally impressive with private waterfront decks, a private pool, private dock, and spectacular harbour views. Wexford is one of Hilton Head Island's premier private club communities, offering a world-class lock-controlled harbour, an Arnold Palmer Signature golf course, tennis, pickleball, croquet, fine dining, and exceptional new amenities, including the recently opened Harbour Center and the beautifully expanded clubhouse, reopening this summer.

5 Beds ⋅ 5 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-511088 MLS

Welcome to 14 Castlebridge Court, a spectacular waterfront residence transformed into a modern masterpiece. Recently remodeled with exceptional craftsmanship and designer finishes throughout, this stunning 5-bedroom, 4 full and 1 half bath home offers sophisticated Lowcountry living with breathtaking harbour views. A dramatic contemporary entry opens to an expansive great room featuring soaring ceilings, designer lighting, a stunning statement electric fireplace, walls of glass, and oversized sliding doors that seamlessly blend indoor and outdoor living. The open-concept design flows effortlessly into the gourmet kitchen, formal dining room, and casual dining area, all perfectly positioned to capture the picturesque waterfront setting. The luxurious first-floor primary suite is a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized shower, dual walk-in closets, and a private laundry room. A spacious home office and powder room complete the main level. Upstairs, four generously sized guest suites provide exceptional accommodations. Two bedrooms share a beautifully appointed bath, while the remaining two enjoy private ensuite baths. All feature generous closets and designer finishes, with two guest suites opening onto private decks overlooking the harbour. An open loft overlooks the great room below while showcasing stunning waterfront views. The lower level offers incredible flexibility, with space for three cars and a golf cart, and currently serves as an impressive home gym and bonus recreation room. A convenient three-stop elevator provides effortless access to every level. Designed for both entertaining and relaxation, the outdoor living spaces are equally impressive with private waterfront decks, a private pool, private dock, and spectacular harbour views. Wexford is one of Hilton Head Island's premier private club communities, offering a world-class lock-controlled harbour, an Arnold Palmer Signature golf course, tennis, pickleball, croquet, fine dining, and exceptional new amenities, including the recently opened Harbour Center and the beautifully expanded clubhouse, reopening this summer.

14 Castlebridge Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,125,000

Nestled on a quiet cul-de-sac within the gated community of Old House Creek, this beautifully updated 3-bedroom, 2.5-bath residence offers breathtaking marsh-to-deepwater views and an exceptional Lowcountry lifestyle. Soaring ceilings, abundant natural light, and thoughtfully curated improvements create a warm and inviting retreat where every room embraces the beauty of the surrounding landscape. Features include new LVP flooring and interior paint (2025), renovated baths (2024), new sliders, hard-coat stucco and roof (2022). The great room showcases cathedral ceilings, built-ins and a wood-burning fireplace. Kitchen features honed black granite, soft-close cabinetry and stainless appliances. Owner's suite offers privacy, deck access, forever marsh views and a luxurious updated bath. A superb floor plan with guest suites on the opposite side of the house sharing an updated bath complete with chevron-tile flooring and new vanity. Outdoor living is truly spectacular, with an expansive deck perfectly positioned to capture panoramic marsh-to-deepwater views. A rare opportunity to enjoy privacy, security, low POA fees, and captivating scenery where passing boats and abundant wildlife create an ever-changing vista.

3 Beds ⋅ 3 Baths ⋅ 2,142 SqFt. ⋅ HILTONHEAD-511118 MLS

Nestled on a quiet cul-de-sac within the gated community of Old House Creek, this beautifully updated 3-bedroom, 2.5-bath residence offers breathtaking marsh-to-deepwater views and an exceptional Lowcountry lifestyle. Soaring ceilings, abundant natural light, and thoughtfully curated improvements create a warm and inviting retreat where every room embraces the beauty of the surrounding landscape. Features include new LVP flooring and interior paint (2025), renovated baths (2024), new sliders, hard-coat stucco and roof (2022). The great room showcases cathedral ceilings, built-ins and a wood-burning fireplace. Kitchen features honed black granite, soft-close cabinetry and stainless appliances. Owner's suite offers privacy, deck access, forever marsh views and a luxurious updated bath. A superb floor plan with guest suites on the opposite side of the house sharing an updated bath complete with chevron-tile flooring and new vanity. Outdoor living is truly spectacular, with an expansive deck perfectly positioned to capture panoramic marsh-to-deepwater views. A rare opportunity to enjoy privacy, security, low POA fees, and captivating scenery where passing boats and abundant wildlife create an ever-changing vista.

40 Old House Creek Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$999,000

Beautifully updated and thoughtfully designed, this 3BR/2.5BA home in Hilton Head Plantation offers the kind of light-filled living that never goes out of style. Soaring ceilings, skylights, and expansive windows create an open, airy feel, while mature landscaping and golf course views provide a peaceful backdrop from nearly every room. The updated eat-in kitchen is the heart of the home, featuring plenty of storage, a large island, and an easy flow into the family room, living room, and Carolina Room. The spacious primary suite offers a private retreat with generous closet space and an updated bath complete with dual vanities, a soaking tub, and a large walk-in shower. Two additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to enjoy the expansive patio and beautifully landscaped yard overlooking the golf course, where privacy, nature, and outdoor living come together effortlessly. Complete with a two-car garage and located in amenity-rich Hilton Head Plantation, this is a home that feels as good as it looks.

3 Beds ⋅ 3 Baths ⋅ 2,410 SqFt. ⋅ HILTONHEAD-510685 MLS

Beautifully updated and thoughtfully designed, this 3BR/2.5BA home in Hilton Head Plantation offers the kind of light-filled living that never goes out of style. Soaring ceilings, skylights, and expansive windows create an open, airy feel, while mature landscaping and golf course views provide a peaceful backdrop from nearly every room. The updated eat-in kitchen is the heart of the home, featuring plenty of storage, a large island, and an easy flow into the family room, living room, and Carolina Room. The spacious primary suite offers a private retreat with generous closet space and an updated bath complete with dual vanities, a soaking tub, and a large walk-in shower. Two additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to enjoy the expansive patio and beautifully landscaped yard overlooking the golf course, where privacy, nature, and outdoor living come together effortlessly. Complete with a two-car garage and located in amenity-rich Hilton Head Plantation, this is a home that feels as good as it looks.

11 Annabella Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,850,000

Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

5 Beds ⋅ 5 Baths ⋅ 3,220 SqFt. ⋅ HILTONHEAD-510715 MLS

Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

34 Hammock Breeze Way, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$950,000

Welcome to effortless Lowcountry living in the highly sought-after Hilton Head Plantation. This beautifully renovated 4-bedroom, 3.5-bath home offers the perfect blend of modern style, thoughtful design, and an unbeatable location. Featuring a desirable floor plan with two bedrooms on the main level, including the primary suite, and two additional bedrooms upstairs, this home provides flexibility for families, guests, or a home office. Every inch has been thoughtfully updated, creating a move-in-ready retreat with timeless finishes throughout. The stunning kitchen serves as the heart of the home, showcasing crisp white cabinetry, elegant quartz countertops, stainless steel appliances, and abundant workspace for entertaining or everyday living. The open-concept design flows seamlessly into the main living areas, creating a bright and inviting atmosphere. The spacious primary suite offers a private escape, while the additional bedrooms provide generous accommodations for family and guests. With three full bathrooms and a convenient half bath, comfort and functionality are built into every level of the home. Step outside to enjoy the large backyard overlooking a peaceful wooded setting, offering exceptional privacy and plenty of room to relax, entertain, or simply enjoy the natural beauty of the Lowcountry. Perfectly positioned near the plantation's back gate, you'll enjoy quick access to some of Hilton Head Island's finest restaurants, shopping, and everyday conveniences. The home is also just moments from the outstanding Spring Lake Recreation Area amenities, including the community pool, tennis and pickleball courts, fitness center, playground, and leisure trails. This is an exceptional opportunity to own a fully renovated home in one of Hilton Head Island's most desirable gated communities, where comfort, convenience, and the Lowcountry lifestyle come together beautifully.

4 Beds ⋅ 4 Baths ⋅ 2,538 SqFt. ⋅ HILTONHEAD-510630 MLS

Welcome to effortless Lowcountry living in the highly sought-after Hilton Head Plantation. This beautifully renovated 4-bedroom, 3.5-bath home offers the perfect blend of modern style, thoughtful design, and an unbeatable location. Featuring a desirable floor plan with two bedrooms on the main level, including the primary suite, and two additional bedrooms upstairs, this home provides flexibility for families, guests, or a home office. Every inch has been thoughtfully updated, creating a move-in-ready retreat with timeless finishes throughout. The stunning kitchen serves as the heart of the home, showcasing crisp white cabinetry, elegant quartz countertops, stainless steel appliances, and abundant workspace for entertaining or everyday living. The open-concept design flows seamlessly into the main living areas, creating a bright and inviting atmosphere. The spacious primary suite offers a private escape, while the additional bedrooms provide generous accommodations for family and guests. With three full bathrooms and a convenient half bath, comfort and functionality are built into every level of the home. Step outside to enjoy the large backyard overlooking a peaceful wooded setting, offering exceptional privacy and plenty of room to relax, entertain, or simply enjoy the natural beauty of the Lowcountry. Perfectly positioned near the plantation's back gate, you'll enjoy quick access to some of Hilton Head Island's finest restaurants, shopping, and everyday conveniences. The home is also just moments from the outstanding Spring Lake Recreation Area amenities, including the community pool, tennis and pickleball courts, fitness center, playground, and leisure trails. This is an exceptional opportunity to own a fully renovated home in one of Hilton Head Island's most desirable gated communities, where comfort, convenience, and the Lowcountry lifestyle come together beautifully.

30 Sweet Bay Lane, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$7,950,000

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.

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.

$965,000

Meticulously maintained, stylishly updated residence with impressive curb appeal and sweeping fairway to green golf views (#6 BCGC) in popular HHP. Pride of ownership is obvious with features and upgrades including soaring smooth, vaulted & tray ceilings, LVP flooring, designer fixtures/hardware/lighting/window treatments, custom built-ins, wood burning fireplace, excellent natural light & walls of windows to view, refreshed front entry (Briselle glass front door & sidelights topped w/arched transom window), stainless steel appliances, skylights, ceiling fans, recessed lighting, impressive closet/storage space, 2 floored attic spaces + new roof (2025) & HVAC systems (2023). Very livable floor plan offers expansive great room with wet bar, formal & casual dining, Chef's island kitchen with max cabinet & counter space (Butler's Pantry, work station, etc.), "must have" 4 season screened/glassed Carolina room, laundry room, oversize 2 car garage, 3BR/3BA boasting private/oversize primary suite with walk-in closet & stunning 5 Star bath + 2 ample guest BR's with well-appointed baths. Handsome exterior features include super private back yard & open space to golf, large brick paver rear patio equipped w/built-in bar (kegerator, flat top grill, cabinets, granite top & solar lights), carriage lighting, pristine landscaping w/mature plantings/lawn, specimen trees, irrigation system, covered service area & wood burning firepit. All with prime, quiet cul de sac locale with easy access to all community amenities (refurbished Pine Island Beach & all new waterfront Dolphin Head Recreational area are stunning) + close to front gate, shopping, dining & entertainment.

3 Beds ⋅ 3 Baths ⋅ 2,538 SqFt. ⋅ HILTONHEAD-511057 MLS

Meticulously maintained, stylishly updated residence with impressive curb appeal and sweeping fairway to green golf views (#6 BCGC) in popular HHP. Pride of ownership is obvious with features and upgrades including soaring smooth, vaulted & tray ceilings, LVP flooring, designer fixtures/hardware/lighting/window treatments, custom built-ins, wood burning fireplace, excellent natural light & walls of windows to view, refreshed front entry (Briselle glass front door & sidelights topped w/arched transom window), stainless steel appliances, skylights, ceiling fans, recessed lighting, impressive closet/storage space, 2 floored attic spaces + new roof (2025) & HVAC systems (2023). Very livable floor plan offers expansive great room with wet bar, formal & casual dining, Chef's island kitchen with max cabinet & counter space (Butler's Pantry, work station, etc.), "must have" 4 season screened/glassed Carolina room, laundry room, oversize 2 car garage, 3BR/3BA boasting private/oversize primary suite with walk-in closet & stunning 5 Star bath + 2 ample guest BR's with well-appointed baths. Handsome exterior features include super private back yard & open space to golf, large brick paver rear patio equipped w/built-in bar (kegerator, flat top grill, cabinets, granite top & solar lights), carriage lighting, pristine landscaping w/mature plantings/lawn, specimen trees, irrigation system, covered service area & wood burning firepit. All with prime, quiet cul de sac locale with easy access to all community amenities (refurbished Pine Island Beach & all new waterfront Dolphin Head Recreational area are stunning) + close to front gate, shopping, dining & entertainment.

21 Rusty Rail Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$620,000

Welcome to easy living in the desirable Fernwood community within Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully maintained one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf Course. Offering 1,610 square feet of thoughtfully designed space, plus a spacious screened porch that serves as a true outdoor living room, the home lives much larger than its size. Inside, warm and inviting spaces feature a fireplace, soaring finished ceilings accented with beadboard and wainscoting, a comfortable living room, separate dining area, and an eat-in kitchen perfect for casual mornings or entertaining friends and family. The seamless connection between the indoor living areas and the screened porch creates the perfect setting to enjoy Hilton Head's year-round coastal climate.Fernwood offers the ideal "lock-and-leave" lifestyle. Owners enjoy the privacy and comfort of a detached home while the community's thoughtfully maintained appearance preserves its charm and appeal. Life in Hilton Head Plantation includes some of the island's finest amenities, including the Dolphin Head Recreation Area, Pine Island Beach, community pool with lazy river, fire pits, playground, community centers, restaurant, miles of leisure trails, and 4 championship golf courses. The Plantation's sought-after north-end location also provides convenient access to shopping, dining, entertainment, and the island's main entrance.With no short-term or weekly vacation rentals permitted, Fernwood offers a peaceful residential atmosphere, making it an exceptional choice for a primary residence, second home, or anyone seeking carefree island living.

3 Beds ⋅ 2 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-511050 MLS

Welcome to easy living in the desirable Fernwood community within Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully maintained one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf Course. Offering 1,610 square feet of thoughtfully designed space, plus a spacious screened porch that serves as a true outdoor living room, the home lives much larger than its size. Inside, warm and inviting spaces feature a fireplace, soaring finished ceilings accented with beadboard and wainscoting, a comfortable living room, separate dining area, and an eat-in kitchen perfect for casual mornings or entertaining friends and family. The seamless connection between the indoor living areas and the screened porch creates the perfect setting to enjoy Hilton Head's year-round coastal climate.Fernwood offers the ideal "lock-and-leave" lifestyle. Owners enjoy the privacy and comfort of a detached home while the community's thoughtfully maintained appearance preserves its charm and appeal. Life in Hilton Head Plantation includes some of the island's finest amenities, including the Dolphin Head Recreation Area, Pine Island Beach, community pool with lazy river, fire pits, playground, community centers, restaurant, miles of leisure trails, and 4 championship golf courses. The Plantation's sought-after north-end location also provides convenient access to shopping, dining, entertainment, and the island's main entrance.With no short-term or weekly vacation rentals permitted, Fernwood offers a peaceful residential atmosphere, making it an exceptional choice for a primary residence, second home, or anyone seeking carefree island living.

25 Fernwood Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$699,000

Beautifully maintained 3-bedroom, 2.5-bath home offering picturesque tidal marsh views in one of Hilton Head Island's most conveniently located gated communities. Thoughtfully designed for comfortable Lowcountry living, this home combines privacy, natural beauty, and easy access to everything the island has to offer. Enjoy tranquil marsh vistas from your living spaces and outdoor areas, creating the perfect backdrop for morning coffee, evening sunsets, and year-round wildlife viewing. The home's immaculate condition reflects pride of ownership throughout, making it truly move-in ready. Located within the gated Jarvis Creek Club community, residents enjoy access to a neighborhood swimming pool, scenic lagoons, and a welcoming atmosphere. The central island location provides quick access to shopping, dining, schools, healthcare, and Hilton Head's renowned beaches, while nearby walking and leisure paths make it easy to enjoy an active outdoor lifestyle. The community offers a pool and gated entry, with convenient access to major island destinations. Whether you're seeking a primary residence, second home, or island retreat, 9 Jarvis Creek Court presents a rare opportunity to enjoy marshfront serenity, exceptional convenience, and the best of Hilton Head living. Impeccably maintained and ideally situated, this is Lowcountry living at its finest.

3 Beds ⋅ 3 Baths ⋅ 2,179 SqFt. ⋅ HILTONHEAD-511040 MLS

Beautifully maintained 3-bedroom, 2.5-bath home offering picturesque tidal marsh views in one of Hilton Head Island's most conveniently located gated communities. Thoughtfully designed for comfortable Lowcountry living, this home combines privacy, natural beauty, and easy access to everything the island has to offer. Enjoy tranquil marsh vistas from your living spaces and outdoor areas, creating the perfect backdrop for morning coffee, evening sunsets, and year-round wildlife viewing. The home's immaculate condition reflects pride of ownership throughout, making it truly move-in ready. Located within the gated Jarvis Creek Club community, residents enjoy access to a neighborhood swimming pool, scenic lagoons, and a welcoming atmosphere. The central island location provides quick access to shopping, dining, schools, healthcare, and Hilton Head's renowned beaches, while nearby walking and leisure paths make it easy to enjoy an active outdoor lifestyle. The community offers a pool and gated entry, with convenient access to major island destinations. Whether you're seeking a primary residence, second home, or island retreat, 9 Jarvis Creek Court presents a rare opportunity to enjoy marshfront serenity, exceptional convenience, and the best of Hilton Head living. Impeccably maintained and ideally situated, this is Lowcountry living at its finest.

9 Jarvis Creek Court, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$1,699,000

Walkable to the beaches of Palmetto Dunes, this Hilton Head Island retreat features 4 spacious bedrooms, 4.5-baths w/sleeping loft and is designed for gathering, entertaining, and unforgettable beach vacations. Sold fully furnished and ready to enjoy, this large, beach-oriented home comfortably sleeps 14+ and offers multiple living spaces where family and guests can spread out, watch a movie, play cards, enjoy video games, or unwind after a day at the beach. A dramatic entry welcomes you with soaring ceilings, walls of windows, abundant natural light, and warm wood-planked ceiling details that add coastal character throughout the main living areas. The open floor plan creates an easy flow between the living room, dining area, and kitchen, making the home ideal for hosting large groups. The kitchen is a standout with a giant island, sleek black countertops, plentiful cabinets, stainless steel appliances, an island cooktop, excellent prep space, and beautiful natural light. The first-floor owner's suite offers privacy and convenience with generous space, vaulted ceilings, and an extra-large ensuite bath with soaking tub. Additional bedrooms are oversized and thoughtfully arranged for guests, family, or rental flexibility, including bunk room setups, multiple sleeping areas, and private bath access that makes hosting easy. With 4 full bathrooms, everyone has the comfort and space they need. Outdoor living is just as inviting, featuring a heated swimming pool, pool deck, rear deck, and lush tropical surroundings. Enjoy multiple golf fairway and hole views of the Fazio Course, creating a beautiful backdrop for relaxing by the pool or entertaining outdoors. The property also offers a large driveway, attached garage, mature Lowcountry landscaping, and a private island setting surrounded by oaks and palms. Additional highlights include 4 energy-efficient geothermal heating and cooling systems and a new roof in 2021. With rental history exceeding $129K in 2025, this exceptional Palmetto Dunes property offers an incredible turnkey opportunity as a primary residence, second home, or investment property in one of Hilton Head Island's most desirable beach communities. Offered AS IS.

4 Beds ⋅ 5 Baths ⋅ 4,149 SqFt. ⋅ HILTONHEAD-511034 MLS

Walkable to the beaches of Palmetto Dunes, this Hilton Head Island retreat features 4 spacious bedrooms, 4.5-baths w/sleeping loft and is designed for gathering, entertaining, and unforgettable beach vacations. Sold fully furnished and ready to enjoy, this large, beach-oriented home comfortably sleeps 14+ and offers multiple living spaces where family and guests can spread out, watch a movie, play cards, enjoy video games, or unwind after a day at the beach. A dramatic entry welcomes you with soaring ceilings, walls of windows, abundant natural light, and warm wood-planked ceiling details that add coastal character throughout the main living areas. The open floor plan creates an easy flow between the living room, dining area, and kitchen, making the home ideal for hosting large groups. The kitchen is a standout with a giant island, sleek black countertops, plentiful cabinets, stainless steel appliances, an island cooktop, excellent prep space, and beautiful natural light. The first-floor owner's suite offers privacy and convenience with generous space, vaulted ceilings, and an extra-large ensuite bath with soaking tub. Additional bedrooms are oversized and thoughtfully arranged for guests, family, or rental flexibility, including bunk room setups, multiple sleeping areas, and private bath access that makes hosting easy. With 4 full bathrooms, everyone has the comfort and space they need. Outdoor living is just as inviting, featuring a heated swimming pool, pool deck, rear deck, and lush tropical surroundings. Enjoy multiple golf fairway and hole views of the Fazio Course, creating a beautiful backdrop for relaxing by the pool or entertaining outdoors. The property also offers a large driveway, attached garage, mature Lowcountry landscaping, and a private island setting surrounded by oaks and palms. Additional highlights include 4 energy-efficient geothermal heating and cooling systems and a new roof in 2021. With rental history exceeding $129K in 2025, this exceptional Palmetto Dunes property offers an incredible turnkey opportunity as a primary residence, second home, or investment property in one of Hilton Head Island's most desirable beach communities. Offered AS IS.

20 Heath Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$723,511

Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-511033 MLS

Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

166 Heartleaf Road, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$750,000

Beautifully remodeled top to bottom! New kitchen cabinets, expansive island w/extra end cabinets and recessed stool seating, Farmhouse Sink w/built-in cutting board, designer lighting, top-line Stainless Steel GE Cafe appliances, glass top induction, Custom French Stove Hood, LVP wood floors, Cathedral LR Ceiling with stained tongue and groove Cypress, large cross beams, special lighting and ceiling fans. Fireplace w/ Custom Millwork and Brick. Separate Pantry w/New Cabinets, Prep Sink and Full Sized W&D. Cozy Private Office w/Built-In Shelving and Half Bath. Generous Screened Porch w/Newly Tiled Floor. Paved Outdoor Patio w/ Adjacent Raised Cooking Deck. Master Bedroom Suite w/ New LVP Floors, Shiplap, Crown Molding & Fresh Paint. New Tiled walk-in Shower, Custom Glass Doors, New Cabinets & Sinks, Twin Designer Mirrors, Superb Deep Soaking Tub, Walk-In Closet. Adorable Built-In LR Alcove Bench Accented w/ Shiplap. Extra 2nd & 3rd Bedrooms share a New Tiled Bath & Shower, have Shiplap accent walls and Crown Molding, & New Carpet. New roof, PEX Plumbing and 2 water heaters, one gas and one electric.Located in the center of HHP on the first green of Dolphin Head Golf Course, this home has nearby short bike trails to Spring Lake Pool, Tennis, Plantation House, Spring Lake Pavilion and Docks, Fishing Lagoons and Dolphin Head Beach and Recreation Area.

3 Beds ⋅ 3 Baths ⋅ 1,754 SqFt. ⋅ HILTONHEAD-511031 MLS

Beautifully remodeled top to bottom! New kitchen cabinets, expansive island w/extra end cabinets and recessed stool seating, Farmhouse Sink w/built-in cutting board, designer lighting, top-line Stainless Steel GE Cafe appliances, glass top induction, Custom French Stove Hood, LVP wood floors, Cathedral LR Ceiling with stained tongue and groove Cypress, large cross beams, special lighting and ceiling fans. Fireplace w/ Custom Millwork and Brick. Separate Pantry w/New Cabinets, Prep Sink and Full Sized W&D. Cozy Private Office w/Built-In Shelving and Half Bath. Generous Screened Porch w/Newly Tiled Floor. Paved Outdoor Patio w/ Adjacent Raised Cooking Deck. Master Bedroom Suite w/ New LVP Floors, Shiplap, Crown Molding & Fresh Paint. New Tiled walk-in Shower, Custom Glass Doors, New Cabinets & Sinks, Twin Designer Mirrors, Superb Deep Soaking Tub, Walk-In Closet. Adorable Built-In LR Alcove Bench Accented w/ Shiplap. Extra 2nd & 3rd Bedrooms share a New Tiled Bath & Shower, have Shiplap accent walls and Crown Molding, & New Carpet. New roof, PEX Plumbing and 2 water heaters, one gas and one electric.Located in the center of HHP on the first green of Dolphin Head Golf Course, this home has nearby short bike trails to Spring Lake Pool, Tennis, Plantation House, Spring Lake Pavilion and Docks, Fishing Lagoons and Dolphin Head Beach and Recreation Area.

40 Field Sparrow Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$900,000

One of the biggest advantages of 5 Old Fort Way is something you simply can't change-the location and setting. Positioned on a quiet cul-de-sac near the Country Club of Hilton Head, Skull Creek's Safe Harbor Marina, the Hilton Head Plantation resident farm, and the convenient Cypress Gate, this beautifully updated home enjoys one of the most desirable settings in Hilton Head Plantation. Renovations and thoughtful improvements over the years have resulted in a desirable single-level, move-in-ready residence in a very low-turnover area of Hilton Head Plantation. Highlights include a chef-inspired kitchen transformation, plantation shutters, smart home technology, smooth ceilings, and a spacious Carolina Room that expands the living and entertaining space. Recent major improvements include a new Carrier HVAC system (2025). A detailed list of updates and upgrades is available in the MLS documents.

3 Beds ⋅ 3 Baths ⋅ 2,030 SqFt. ⋅ HILTONHEAD-510804 MLS

One of the biggest advantages of 5 Old Fort Way is something you simply can't change-the location and setting. Positioned on a quiet cul-de-sac near the Country Club of Hilton Head, Skull Creek's Safe Harbor Marina, the Hilton Head Plantation resident farm, and the convenient Cypress Gate, this beautifully updated home enjoys one of the most desirable settings in Hilton Head Plantation. Renovations and thoughtful improvements over the years have resulted in a desirable single-level, move-in-ready residence in a very low-turnover area of Hilton Head Plantation. Highlights include a chef-inspired kitchen transformation, plantation shutters, smart home technology, smooth ceilings, and a spacious Carolina Room that expands the living and entertaining space. Recent major improvements include a new Carrier HVAC system (2025). A detailed list of updates and upgrades is available in the MLS documents.

5 Old Fort Way, Hilton Head Island

Listing courtesy of Collins Group Realty.

$699,999

Experience ultimate Lowcountry luxury in this fully renovated single-story home inside the private club community of Moss Creek. Completely updated inside and out in 2026, this no steps layout is designed for seamless accessibility and modern living. The open floor plan features two primary suites, a versatile flex room, an expanded laundry room, and an elegant powder bath. Every detail reflects high-end craftsmanship and pristine finishes. Located just minutes from Hilton Head Island, this gated community offers premier resort-style amenities. Enjoy exclusive access to two -18 hole championship Fazio courses, a vibrant tennis and pickleball center, a private deep-water marina, and miles of scenic walking trails. The waterfront clubhouse features recently refreshed dining and social spaces. Whether you're searching for a turn-key golf property, single-level living, or a coastal retreat. This renovated move-in-ready home offers the perfect opportunity.

2 Beds ⋅ 3 Baths ⋅ 1,575 SqFt. ⋅ HILTONHEAD-510759 MLS

Experience ultimate Lowcountry luxury in this fully renovated single-story home inside the private club community of Moss Creek. Completely updated inside and out in 2026, this no steps layout is designed for seamless accessibility and modern living. The open floor plan features two primary suites, a versatile flex room, an expanded laundry room, and an elegant powder bath. Every detail reflects high-end craftsmanship and pristine finishes. Located just minutes from Hilton Head Island, this gated community offers premier resort-style amenities. Enjoy exclusive access to two -18 hole championship Fazio courses, a vibrant tennis and pickleball center, a private deep-water marina, and miles of scenic walking trails. The waterfront clubhouse features recently refreshed dining and social spaces. Whether you're searching for a turn-key golf property, single-level living, or a coastal retreat. This renovated move-in-ready home offers the perfect opportunity.

5 Stable Gate Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,750,000

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.

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.

$2,229,000

JUST A SHORT BIKE RIDE TO THE BEACH! Drive down your long private drive to this spacious home all on one level offering an open floor plan featuring 4 BR/ 4 1/2 BA with a private courtyard pool. This home is located on over a half an acre lot in the coveted Sea Pines Resort - one of Hilton Head Island's most desirable neighborhoods. Fabulous views looking out over a lush lawn, tranquil lagoon and Egret Island. Whether you're seeking a private family retreat, a savvy investment or an idyllic island getaway, this home delivers. Indulge in Sea Pines' world class amenities... from the Beach Club and golf to tennis, pickleball and miles of pristine beaches ... plus the charm of the iconic Harbour Town, deepwater views, shops and restaurants. Opportunity to join the Baynard Park Club for access to the sound-front pavilion & dock.

4 Beds ⋅ 5 Baths ⋅ 3,184 SqFt. ⋅ HILTONHEAD-510880 MLS

JUST A SHORT BIKE RIDE TO THE BEACH! Drive down your long private drive to this spacious home all on one level offering an open floor plan featuring 4 BR/ 4 1/2 BA with a private courtyard pool. This home is located on over a half an acre lot in the coveted Sea Pines Resort - one of Hilton Head Island's most desirable neighborhoods. Fabulous views looking out over a lush lawn, tranquil lagoon and Egret Island. Whether you're seeking a private family retreat, a savvy investment or an idyllic island getaway, this home delivers. Indulge in Sea Pines' world class amenities... from the Beach Club and golf to tennis, pickleball and miles of pristine beaches ... plus the charm of the iconic Harbour Town, deepwater views, shops and restaurants. Opportunity to join the Baynard Park Club for access to the sound-front pavilion & dock.

11 Baynard Park Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$3,995,000

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.

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.

$2,550,000

Private dock on Leamington's 11-Mile Lagoon. A rare opportunity to own a waterfront property in Leamington, Hilton Head Island's premier private oceanfront community. Tucked away on a quiet cul-de-sac, this 5-bedroom or 4-bedroom-plus-office residence offers expansive lagoon views, exceptional privacy, and room for a pool.Designed for both everyday living and entertainment, the home features generous living spaces, hardwood flooring in the main living areas, abundant natural light, a fireplace, a wet bar, a screened porch, and a flexible floor plan. The kitchen offers ample counter space, an island with bar seating, and views of the surrounding landscape. Whether enjoyed as-is or transformed into a custom waterfront retreat, the possibilities are endless.Enjoy kayaking, fishing, wildlife watching, and peaceful evenings from your private dock overlooking the renowned 11-Mile Lagoon. Leamington residents enjoy private beach access, an oceanfront Beach Club, championship golf, world-class tennis and pickleball, miles of leisure trails, and all the amenities of Palmetto Dunes Oceanfront Resort. Unlike many Hilton Head communities, Leamington does not permit short-term rentals, preserving its exclusive residential character and tranquility.Private Dock. 11-Mile Lagoon Views. Private Beach Access. No Short-Term Rentals. OSCREA

5 Beds ⋅ 5 Baths ⋅ 3,600 SqFt. ⋅ HILTONHEAD-509916 MLS

Private dock on Leamington's 11-Mile Lagoon. A rare opportunity to own a waterfront property in Leamington, Hilton Head Island's premier private oceanfront community. Tucked away on a quiet cul-de-sac, this 5-bedroom or 4-bedroom-plus-office residence offers expansive lagoon views, exceptional privacy, and room for a pool.Designed for both everyday living and entertainment, the home features generous living spaces, hardwood flooring in the main living areas, abundant natural light, a fireplace, a wet bar, a screened porch, and a flexible floor plan. The kitchen offers ample counter space, an island with bar seating, and views of the surrounding landscape. Whether enjoyed as-is or transformed into a custom waterfront retreat, the possibilities are endless.Enjoy kayaking, fishing, wildlife watching, and peaceful evenings from your private dock overlooking the renowned 11-Mile Lagoon. Leamington residents enjoy private beach access, an oceanfront Beach Club, championship golf, world-class tennis and pickleball, miles of leisure trails, and all the amenities of Palmetto Dunes Oceanfront Resort. Unlike many Hilton Head communities, Leamington does not permit short-term rentals, preserving its exclusive residential character and tranquility.Private Dock. 11-Mile Lagoon Views. Private Beach Access. No Short-Term Rentals. OSCREA

17 Arthur Hills Court, Hilton Head Island

Listing courtesy of Engel & Volkers.

$1,175,000

A rare opportunity to create your own Hilton Head Island retreat inside Port Royal Plantation, one of the island's most established private coastal communities. Set on a generous .65-acre homesite, 10 Robbers Row offers 2,842 heated square feet, a spacious setting, and the kind of location, lifestyle, and long-term potential that is increasingly hard to find. Designed by noted Hilton Head architect Kurt Herrman, the home offers architectural character, light-filled living spaces, soaring 10-foot ceilings, and true hard-coat stucco construction. For the buyer with vision, this is more than a renovation opportunity - it is a chance to preserve, refresh, and reimagine a home with island pedigree in a sought-after Port Royal setting. Here is your chance to create something special in Port Royal Plantation - a custom Lowcountry retreat that can be personalized around the way you want to live on Hilton Head Island. Offered as-is and ready for its next chapter, 10 Robbers Row provides thefoundation, setting, and opportunity to bring that vision to life.

3 Beds ⋅ 4 Baths ⋅ 2,842 SqFt. ⋅ HILTONHEAD-510376 MLS

A rare opportunity to create your own Hilton Head Island retreat inside Port Royal Plantation, one of the island's most established private coastal communities. Set on a generous .65-acre homesite, 10 Robbers Row offers 2,842 heated square feet, a spacious setting, and the kind of location, lifestyle, and long-term potential that is increasingly hard to find. Designed by noted Hilton Head architect Kurt Herrman, the home offers architectural character, light-filled living spaces, soaring 10-foot ceilings, and true hard-coat stucco construction. For the buyer with vision, this is more than a renovation opportunity - it is a chance to preserve, refresh, and reimagine a home with island pedigree in a sought-after Port Royal setting. Here is your chance to create something special in Port Royal Plantation - a custom Lowcountry retreat that can be personalized around the way you want to live on Hilton Head Island. Offered as-is and ready for its next chapter, 10 Robbers Row provides thefoundation, setting, and opportunity to bring that vision to life.

10 Robbers Row, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$850,000

Lightly lived in 3 bedroom, 2 full bath home on a Club Course cul-de-sac backing up to Newhall Nature Preserve.

3 Beds ⋅ 3 Baths ⋅ 1,970 SqFt. ⋅ HILTONHEAD-510798 MLS

Lightly lived in 3 bedroom, 2 full bath home on a Club Course cul-de-sac backing up to Newhall Nature Preserve.

12 Club Course Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$960,900

Welcome to The Sapelo currently under construction, a luxurious 4 bedroom, 3.5 bath coastal paradise.This beautiful elevated home exudes sophistication. With a 4 car drive-under garage and front porch, it presents a captivating curb appeal. Upon entering the main floor, you will be greeted by a bright and airy entryway, creating an inviting ambiance. The open concept kitchen, great room, and dining area provide the perfect setting for entertaining guests. The ultra gourmet kitchen is a chef's dream, featuring an island, double wall ovens, and built-in kitchen appliances. Large screened porch with marsh view of Old House Creek.

4 Beds ⋅ 8 Baths ⋅ 2,800 SqFt. ⋅ HILTONHEAD-510787 MLS

Welcome to The Sapelo currently under construction, a luxurious 4 bedroom, 3.5 bath coastal paradise.This beautiful elevated home exudes sophistication. With a 4 car drive-under garage and front porch, it presents a captivating curb appeal. Upon entering the main floor, you will be greeted by a bright and airy entryway, creating an inviting ambiance. The open concept kitchen, great room, and dining area provide the perfect setting for entertaining guests. The ultra gourmet kitchen is a chef's dream, featuring an island, double wall ovens, and built-in kitchen appliances. Large screened porch with marsh view of Old House Creek.

202 Sandy Oaks Lane, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$3,300,000

Deep water views of the Port Royal Sound at 10 Herring Gull in Hilton Head Plantation! Completely updated and offered in turnkey condition, this stunning one-level home showcases high-quality finishes and upgrades throughout. Enjoy breathtaking water views from nearly every room, a private pool and courtyard, and a thoughtfully designed floor plan perfect for everyday living or a lock-and-leave lifestyle. Featuring a gorgeous chef's kitchen, stylishly renovated bathrooms, and exceptional attention to detail throughout, this is a rare opportunity to own a beautifully updated home in one of Hilton Head Island's most sought-after communities. More photos and details coming soon!

4 Beds ⋅ 5 Baths ⋅ 3,771 SqFt. ⋅ HILTONHEAD-509821 MLS

Deep water views of the Port Royal Sound at 10 Herring Gull in Hilton Head Plantation! Completely updated and offered in turnkey condition, this stunning one-level home showcases high-quality finishes and upgrades throughout. Enjoy breathtaking water views from nearly every room, a private pool and courtyard, and a thoughtfully designed floor plan perfect for everyday living or a lock-and-leave lifestyle. Featuring a gorgeous chef's kitchen, stylishly renovated bathrooms, and exceptional attention to detail throughout, this is a rare opportunity to own a beautifully updated home in one of Hilton Head Island's most sought-after communities. More photos and details coming soon!

10 Herring Gull Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,375,000

Experience refined Lowcountry luxury in this beautifully renovated 4 bedroom (or 3 bedroom + bonus room), 3 bath home offering over 2,800 sq ft of sophisticated design in the prestigious Indigo Run community. Completed in 2026, this transformation showcases an expansive open concept layout with 10' to 11.5' ceilings, exceptional natural light and seamless flow throughout. At the heart of the home is a stunning chef's kitchen featuring Thermador appliances, Cambria quartz countertops, an impressive 10' x 4' island, and a stylish bar area with a wine fridge, all seamlessly integrated into the living space. A sleek modern fireplace adds architectural presence and warmth. New LVP flooring, smooth ceilings, and fresh interior paint elevate the home's clean, contemporary aesthetic. All three bathrooms have been thoughtfully updated, including new Cambria quartz in both guest baths. The primary suite features new custom closet systems, offering exceptional organization and luxury. Major systems have been replaced as well, including a 2025 HVAC, 2025 water heater, and 2025 washer/dryer. Additional upgrades include a whole house water filtration system and epoxy flooring in the garage. A 2021 roof, new exterior paint and new gutters (2025) provide long term peace of mind. Set on a 1/2 acre lot, the property offers exceptional outdoor living with expansive upper and lower paver patios and a beautifully refreshed landscape. Both the front and back yards feature new sod, new irrigation, and updated landscaping, creating outstanding curb appeal and a polished, move in ready presentation. The backyard overlooks a tranquil lagoon and protected woods, offering a serene and private natural backdrop. This exceptional property blends luxury, comfort, and modern craftsmanship in one of Hilton Head's most sought after gated communities. A rare turnkey opportunity in Indigo Run, delivering the best of contemporary coastal living. Optional membership to the Golf Club at Indigo Run, pool, tennis, pickleball. Owners are SC Real Estate Agents.

4 Beds ⋅ 3 Baths ⋅ 2,857 SqFt. ⋅ HILTONHEAD-510780 MLS

Experience refined Lowcountry luxury in this beautifully renovated 4 bedroom (or 3 bedroom + bonus room), 3 bath home offering over 2,800 sq ft of sophisticated design in the prestigious Indigo Run community. Completed in 2026, this transformation showcases an expansive open concept layout with 10' to 11.5' ceilings, exceptional natural light and seamless flow throughout. At the heart of the home is a stunning chef's kitchen featuring Thermador appliances, Cambria quartz countertops, an impressive 10' x 4' island, and a stylish bar area with a wine fridge, all seamlessly integrated into the living space. A sleek modern fireplace adds architectural presence and warmth. New LVP flooring, smooth ceilings, and fresh interior paint elevate the home's clean, contemporary aesthetic. All three bathrooms have been thoughtfully updated, including new Cambria quartz in both guest baths. The primary suite features new custom closet systems, offering exceptional organization and luxury. Major systems have been replaced as well, including a 2025 HVAC, 2025 water heater, and 2025 washer/dryer. Additional upgrades include a whole house water filtration system and epoxy flooring in the garage. A 2021 roof, new exterior paint and new gutters (2025) provide long term peace of mind. Set on a 1/2 acre lot, the property offers exceptional outdoor living with expansive upper and lower paver patios and a beautifully refreshed landscape. Both the front and back yards feature new sod, new irrigation, and updated landscaping, creating outstanding curb appeal and a polished, move in ready presentation. The backyard overlooks a tranquil lagoon and protected woods, offering a serene and private natural backdrop. This exceptional property blends luxury, comfort, and modern craftsmanship in one of Hilton Head's most sought after gated communities. A rare turnkey opportunity in Indigo Run, delivering the best of contemporary coastal living. Optional membership to the Golf Club at Indigo Run, pool, tennis, pickleball. Owners are SC Real Estate Agents.

25 Primrose Lane, Hilton Head Island

Listing courtesy of Palmetto Properties.

$45,000

Located in the closest building to the beach, The Westin, and Golf. Ocean Palms @ The Westin Resort & Spa | 2BR/2BA Fractional Ownership. This 1st floor designer-furnished 2 bedroom, 2 bath Sanibel townhouse located in building 1, rarely available, offers 1,328 sqft, w/private porch and screened in porch overlooking a wildlife filled lagoon, the Barony Golf Course, & lush Spanish Moss draped trees. Ocean Palms is a 1/5th deeded fractional ownership community, giving each owner 10 weeks of use per year - structured as 5 rotations of 2 consecutive weeks - on a simple calendar system that's fair, predictable, & flexible.Ownership comes fully loaded. Access to the full Westin Oceanfront Resort & Spa: oceanfront pools, gym, beach access, resort shuttle, free golf/tennis/pickleball daily. The Westin's professional management team handles everything - you just show up.Walking distance to the beach. Model open Monday-Saturday, noon to 5pm. Sundays by appointment.It won't last. New furnishings being installed this year.

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510746 MLS

Located in the closest building to the beach, The Westin, and Golf. Ocean Palms @ The Westin Resort & Spa | 2BR/2BA Fractional Ownership. This 1st floor designer-furnished 2 bedroom, 2 bath Sanibel townhouse located in building 1, rarely available, offers 1,328 sqft, w/private porch and screened in porch overlooking a wildlife filled lagoon, the Barony Golf Course, & lush Spanish Moss draped trees. Ocean Palms is a 1/5th deeded fractional ownership community, giving each owner 10 weeks of use per year - structured as 5 rotations of 2 consecutive weeks - on a simple calendar system that's fair, predictable, & flexible.Ownership comes fully loaded. Access to the full Westin Oceanfront Resort & Spa: oceanfront pools, gym, beach access, resort shuttle, free golf/tennis/pickleball daily. The Westin's professional management team handles everything - you just show up.Walking distance to the beach. Model open Monday-Saturday, noon to 5pm. Sundays by appointment.It won't last. New furnishings being installed this year.

14 Wimbledon Court Unit 101-1, Hilton Head Island

Listing courtesy of NorthGroup Real Estate LLC.

$3,195,000

Custom home with completion in August. Beautiful view across the lagoon to the 1st fairway of the Long Cove Golf Club.

5 Beds ⋅ 5 Baths ⋅ 4,447 SqFt. ⋅ HILTONHEAD-510707 MLS

Custom home with completion in August. Beautiful view across the lagoon to the 1st fairway of the Long Cove Golf Club.

14 Kings Tree Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$559,000

BUYER BONUS: Seller will provide a $15,000 CREDIT TO BUYER at closing to be used for Closing Costs, Interest Rate Buydown, or Future Improvements. Located in Bryant Park, Hilton Head Island's Ross Chapin-designed pocket neighborhood, this Molly's Cottage floor plan overlooks a beautifully landscaped courtyard with garden paths and shared green space. Designed to make the most of every square foot, the home offers an open, comfortable layout with abundant natural light, quality finishes, and a well-equipped kitchen. A detached garage provides additional convenience and storage. This unique neighborhood is known for its welcoming front porches, walkable design, and sense of community, all just minutes from shopping, dining, healthcare, and Hilton Head Island's beaches.

3 Beds ⋅ 2 Baths ⋅ 1,277 SqFt. ⋅ HILTONHEAD-510514 MLS

BUYER BONUS: Seller will provide a $15,000 CREDIT TO BUYER at closing to be used for Closing Costs, Interest Rate Buydown, or Future Improvements. Located in Bryant Park, Hilton Head Island's Ross Chapin-designed pocket neighborhood, this Molly's Cottage floor plan overlooks a beautifully landscaped courtyard with garden paths and shared green space. Designed to make the most of every square foot, the home offers an open, comfortable layout with abundant natural light, quality finishes, and a well-equipped kitchen. A detached garage provides additional convenience and storage. This unique neighborhood is known for its welcoming front porches, walkable design, and sense of community, all just minutes from shopping, dining, healthcare, and Hilton Head Island's beaches.

625 Spanish Wells Road Unit Unit 9, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$814,105

Welcome to The Tybee currently under construction, a beautifully designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality with a gorgeous marsh view. Providing a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

3 Beds ⋅ 3 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-510725 MLS

Welcome to The Tybee currently under construction, a beautifully designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality with a gorgeous marsh view. Providing a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

132 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$4,995,000

LOVE AT FIRST SIGHT! Welcome to 5 Junket, a stunning coastal 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.

6 Beds ⋅ 7 Baths ⋅ 3,702 SqFt. ⋅ HILTONHEAD-510711 MLS

LOVE AT FIRST SIGHT! Welcome to 5 Junket, a stunning coastal 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.