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New Construction with Oct 2025 Completion. Located in amenity-rich HHP, this homesite offers Lagoon views from Master bedroom, Living Room and Rear guest bedroom. This home has 4 bedrooms 4 bathrooms 1 half bath and 2 Car Garage. 1st Floor Hardwood floors, carpet on the 2nd floor. Quartz kitchen tops and Stainless-steel Kitchen Aid appliances. Whether you like to golf, bike, Swim, taking the kids to the play ground or walking the bluff. GAS Fire Place, Cook Top & Stub out for grill on deck, 120 gal tank. Seller is a licensed SCREA Private & Confidential: Buyer to Pay and verify all information including HHP transfer fees. Annual dues.

4 Beds ⋅ 5 Baths ⋅ 3,114 SqFt. ⋅ HILTONHEAD-453983 MLS

New Construction with Oct 2025 Completion. Located in amenity-rich HHP, this homesite offers Lagoon views from Master bedroom, Living Room and Rear guest bedroom. This home has 4 bedrooms 4 bathrooms 1 half bath and 2 Car Garage. 1st Floor Hardwood floors, carpet on the 2nd floor. Quartz kitchen tops and Stainless-steel Kitchen Aid appliances. Whether you like to golf, bike, Swim, taking the kids to the play ground or walking the bluff. GAS Fire Place, Cook Top & Stub out for grill on deck, 120 gal tank. Seller is a licensed SCREA Private & Confidential: Buyer to Pay and verify all information including HHP transfer fees. Annual dues.

11 Windy Cove Court, Hilton Head Island

Listing courtesy of Coastal Oaks Development & Realty LLC. Selling Office: Peirce Group Brokered by EXP Realty LLC.

7 Whispering Pines Court, Hilton Head Island

$1,200,000

A coastal oasis in The Headlands...reimagined! Ideally situated near the main gate of HHP, this completely renovated Hilton Head Island residence is a true showpiece, designed for the buyer seeking a move-in-ready place to call home. The striking open floorplan is perfect for sophisticated entertaining. The true heart of the home is the gourmet kitchen, featuring two large islands, a full suite of stainless steel appliances, double wall oven, and plenty of pantry storage. Every detail shines with new hardwood floors throughout, light fixtures (interior and exterior), and all fully updated bathrooms. Step outside to your private retreat: a large, heated and cooled pool (resurfaced in 2024) framed by views of a tranquil 8th golf green of Bear Creek. Recent major mechanical updates include: new water pipes (2025), dual HVAC systems (2020 & 2022), and dual water heaters (2021 & 2022) New Driveway (2025). Come by to see this rare opportunity for turn-key coastal living!

3 Beds ⋅ 4 Baths ⋅ 2,815 SqFt. ⋅ HILTONHEAD-502304 MLS

A coastal oasis in The Headlands...reimagined! Ideally situated near the main gate of HHP, this completely renovated Hilton Head Island residence is a true showpiece, designed for the buyer seeking a move-in-ready place to call home. The striking open floorplan is perfect for sophisticated entertaining. The true heart of the home is the gourmet kitchen, featuring two large islands, a full suite of stainless steel appliances, double wall oven, and plenty of pantry storage. Every detail shines with new hardwood floors throughout, light fixtures (interior and exterior), and all fully updated bathrooms. Step outside to your private retreat: a large, heated and cooled pool (resurfaced in 2024) framed by views of a tranquil 8th golf green of Bear Creek. Recent major mechanical updates include: new water pipes (2025), dual HVAC systems (2020 & 2022), and dual water heaters (2021 & 2022) New Driveway (2025). Come by to see this rare opportunity for turn-key coastal living!

7 Whispering Pines Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

34 Cypress Marsh Drive, Hilton Head Island

$1,140,000

Completely reimagined from the studs up, this Hilton Head Plantation masterpiece blends modern sophistication with timeless Lowcountry charm. Offering 2,623 square feet of refined island living, the home's fresh coastal-chic design and wide-plank hardwood floors flow seamlessly through every space-all overlooking the serene third green of Bear Creek Golf Club. Thoughtfully redesigned for contemporary comfort, the residence showcases new high-end finishes throughout, from designer lighting and custom cabinetry to premium fixtures and appliances. Natural light pours into open, airy interiors where the great room's gas fireplace and built-ins complement the chef's kitchen-featuring a spacious island, marbled Quartz countertops, panel refrigerator, beverage fridge, and a hidden back pantry. Every detail reflects a harmonious balance of modern elegance and coastal warmth. The single-story layout offers effortless living, extending into a tranquil office/flex room and two guest bedroom with beautifully finished jack & Jill bath. The primary suite is a private retreat, with a soaring tray ceiling, direct access to the screened lanai, and a spa-inspired en suite bath boasting dual vanities and a stunning walk-in shower wrapped in custom stone.Outside, resort-style living awaits. A sparkling and newly refinished swimming pool shimmers beneath a canopy of mature trees, fully screened for year-round enjoyment and minimal maintenance. Expansive patio provide space for grilling, dining, and entertaining-all framed by peaceful golf views and lush privacy. Every inch of this home reflects its complete structural and aesthetic transformation-a meticulous renovation that brings new life, beauty, and lasting value. With its elevated finishes, serene setting, and inspired design, this HHP gem captures the essence of Hilton Head Island living at its finest.

3 Beds ⋅ 3 Baths ⋅ 2,245 SqFt. ⋅ HILTONHEAD-503367 MLS

Completely reimagined from the studs up, this Hilton Head Plantation masterpiece blends modern sophistication with timeless Lowcountry charm. Offering 2,623 square feet of refined island living, the home's fresh coastal-chic design and wide-plank hardwood floors flow seamlessly through every space-all overlooking the serene third green of Bear Creek Golf Club. Thoughtfully redesigned for contemporary comfort, the residence showcases new high-end finishes throughout, from designer lighting and custom cabinetry to premium fixtures and appliances. Natural light pours into open, airy interiors where the great room's gas fireplace and built-ins complement the chef's kitchen-featuring a spacious island, marbled Quartz countertops, panel refrigerator, beverage fridge, and a hidden back pantry. Every detail reflects a harmonious balance of modern elegance and coastal warmth. The single-story layout offers effortless living, extending into a tranquil office/flex room and two guest bedroom with beautifully finished jack & Jill bath. The primary suite is a private retreat, with a soaring tray ceiling, direct access to the screened lanai, and a spa-inspired en suite bath boasting dual vanities and a stunning walk-in shower wrapped in custom stone.Outside, resort-style living awaits. A sparkling and newly refinished swimming pool shimmers beneath a canopy of mature trees, fully screened for year-round enjoyment and minimal maintenance. Expansive patio provide space for grilling, dining, and entertaining-all framed by peaceful golf views and lush privacy. Every inch of this home reflects its complete structural and aesthetic transformation-a meticulous renovation that brings new life, beauty, and lasting value. With its elevated finishes, serene setting, and inspired design, this HHP gem captures the essence of Hilton Head Island living at its finest.

34 Cypress Marsh Drive, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Howard Hanna Allen Tate Lowcountry.

$1,125,000

This custom-built light filled home features a wonderful view of the 10th green of private Bear Creek Golf Course as well as updated plumbing and roof, two new water heaters (2023 & 2024), enhanced landscaping, and updated appliances. Open designed kitchen and living space that blends clean lines with warm, coastal style and a split floor plan boasting a private Primary Suite. The primary suite offers a large walk-in shower and double vanities, soaking tub, and one of the very large primary closets includes a personal office with a pastoral woodland view. The roof replacement includes a new skylight adding natural light to the primary bathroom. The other two bedrooms which each have a private bathroom, also access the screened Carolina Room that adjoins the kitchen. The inviting main living spaces are filled with natural light and effortless flow, making them ideal for everyday living or entertaining. Situated in a quiet cul-de-sac in one of Hilton Head Island's most sought-after communities, this property enjoys exceptional convenience. It's just moments from Spring Lake, allowing quick access to the pool complex, pickle-ball courts, and beautiful walking paths. Its location also offers easy entry and exit through both gates. Residents of Hilton Head Plantation enjoy an impressive array of amenities, including four golf courses, miles of leisure paths, Spring Lake Pool and Recreation Area, Tennis and pickle-ball, Dolphin Head beachfront recreation area, two marinas, community events, and security.

3 Beds ⋅ 4 Baths ⋅ 2,782 SqFt. ⋅ HILTONHEAD-509252 MLS

This custom-built light filled home features a wonderful view of the 10th green of private Bear Creek Golf Course as well as updated plumbing and roof, two new water heaters (2023 & 2024), enhanced landscaping, and updated appliances. Open designed kitchen and living space that blends clean lines with warm, coastal style and a split floor plan boasting a private Primary Suite. The primary suite offers a large walk-in shower and double vanities, soaking tub, and one of the very large primary closets includes a personal office with a pastoral woodland view. The roof replacement includes a new skylight adding natural light to the primary bathroom. The other two bedrooms which each have a private bathroom, also access the screened Carolina Room that adjoins the kitchen. The inviting main living spaces are filled with natural light and effortless flow, making them ideal for everyday living or entertaining. Situated in a quiet cul-de-sac in one of Hilton Head Island's most sought-after communities, this property enjoys exceptional convenience. It's just moments from Spring Lake, allowing quick access to the pool complex, pickle-ball courts, and beautiful walking paths. Its location also offers easy entry and exit through both gates. Residents of Hilton Head Plantation enjoy an impressive array of amenities, including four golf courses, miles of leisure paths, Spring Lake Pool and Recreation Area, Tennis and pickle-ball, Dolphin Head beachfront recreation area, two marinas, community events, and security.

6 Shadewood Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

88 Cypress Marsh Drive, Hilton Head Island

$1,115,000

Experience modern coastal living in this beautifully remodeled 4-bedroom, 3.5-bath home in desirable Hilton Head Plantation. Home features reclaimed wood floors, a double-sided tabby fireplace, a chef's kitchen with custom cabinetry, quartz countertops, and stainless steel appliances, plus all-new spa-inspired bathrooms. 2 private primary suites with luxurious ensuite baths. Newer Pella window/slider package throughout. Freshly painted interior and deck. Enjoy a beautiful private wooded view over your salt water pool.

4 Beds ⋅ 4 Baths ⋅ 2,950 SqFt. ⋅ HILTONHEAD-502620 MLS

Experience modern coastal living in this beautifully remodeled 4-bedroom, 3.5-bath home in desirable Hilton Head Plantation. Home features reclaimed wood floors, a double-sided tabby fireplace, a chef's kitchen with custom cabinetry, quartz countertops, and stainless steel appliances, plus all-new spa-inspired bathrooms. 2 private primary suites with luxurious ensuite baths. Newer Pella window/slider package throughout. Freshly painted interior and deck. Enjoy a beautiful private wooded view over your salt water pool.

88 Cypress Marsh Drive, Hilton Head Island

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

22 Misty Morning Drive, Hilton Head Island

$1,100,000

Absolutely Gorgeous with elevated curb appeal! Extensive upgrades throughout. Just feels like a home should feel! Beautifully renovated and impeccably maintained. Enhancements include: vaulted & tray ceilings (smooth finish), designer lighting/fans, an inviting open flow with abundant storage, updated kitchen (featuring quartz countertops, propane gas range, convection oven/microwave combo, warming drawer, food pantry, butler's pantry, wine cooler, and LED lighting). Formal and informal dining areas plus a spacious screened porch with (Sonos-ready) in-house speakers and an automated sun awning over the patio. Major improvements include new roof/skylights/gutters, whole-house dehumidifier, generator hook-up, updated HVAC system & ductwork, WiFi mesh system, exterior paint, and more. A home that seamlessly flows from inside to outside. One of the best homes to hit HHP in recent months!

3 Beds ⋅ 3 Baths ⋅ 2,732 SqFt. ⋅ HILTONHEAD-509580 MLS

Absolutely Gorgeous with elevated curb appeal! Extensive upgrades throughout. Just feels like a home should feel! Beautifully renovated and impeccably maintained. Enhancements include: vaulted & tray ceilings (smooth finish), designer lighting/fans, an inviting open flow with abundant storage, updated kitchen (featuring quartz countertops, propane gas range, convection oven/microwave combo, warming drawer, food pantry, butler's pantry, wine cooler, and LED lighting). Formal and informal dining areas plus a spacious screened porch with (Sonos-ready) in-house speakers and an automated sun awning over the patio. Major improvements include new roof/skylights/gutters, whole-house dehumidifier, generator hook-up, updated HVAC system & ductwork, WiFi mesh system, exterior paint, and more. A home that seamlessly flows from inside to outside. One of the best homes to hit HHP in recent months!

22 Misty Morning Drive, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Hilton Head Area Properties, LLC.

5 Misty Morning Drive, Hilton Head Island

$1,000,000

Overlooking the 7th tee box of Bear Creek Club, this 3BR/3BA home is designed to impress from the moment you walk in. Soaring cathedral ceilings and walls of windows flood the space with natural light, creating an open, airy feel throughout.The kitchen delivers with quartz countertops, stainless steel appliances, and a butler's pantry-built for both everyday living and effortless entertaining.The primary suite is a true standout, featuring an oversized shower, soaking tub, and customized closets that feel both elevated and practical.With LVP flooring, a two-car garage, and peaceful golf views, this move-in ready home offers the kind of light, layout, and setting that's hard to find-and even harder to leave.

3 Beds ⋅ 3 Baths ⋅ 2,505 SqFt. ⋅ HILTONHEAD-506581 MLS

Overlooking the 7th tee box of Bear Creek Club, this 3BR/3BA home is designed to impress from the moment you walk in. Soaring cathedral ceilings and walls of windows flood the space with natural light, creating an open, airy feel throughout.The kitchen delivers with quartz countertops, stainless steel appliances, and a butler's pantry-built for both everyday living and effortless entertaining.The primary suite is a true standout, featuring an oversized shower, soaking tub, and customized closets that feel both elevated and practical.With LVP flooring, a two-car garage, and peaceful golf views, this move-in ready home offers the kind of light, layout, and setting that's hard to find-and even harder to leave.

5 Misty Morning Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: RE/MAX Island Realty.

6 Cypress Marsh Drive, Hilton Head Island

$985,000

Beautifully remodeled 3 BD home on a large, private lot overlooking the Bear Creek Golf Course. The home offers an open, comfortable layout with golf views from many of the main living areas. Numerous recent updates make this home move-in ready.

3 Beds ⋅ 3 Baths ⋅ 2,698 SqFt. ⋅ HILTONHEAD-512212 MLS

Beautifully remodeled 3 BD home on a large, private lot overlooking the Bear Creek Golf Course. The home offers an open, comfortable layout with golf views from many of the main living areas. Numerous recent updates make this home move-in ready.

6 Cypress Marsh Drive, Hilton Head Island

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

$967,500

Picture perfect move in ready home conveniently located in the Headlands neighborhood of Hilton Head Plantation. (Be sure to view the professionally produced video in link.) Freshly painted exterior, inviting courtyard entry welcome you to refreshed interiors. Cathedral ceiling Great Room with shiplap refaced fireplace surrounded by floating shelving. Transition into spacious Carolina Room with walls of tinted windows. Inviting dining room easily flows from Great Room into renovated kitchen with large center island with countertop seating for six. Split floorplan with primary ensuite (with updated bath) separated from guest suites. Home office/flex room tucked away and oversized laundry room abundant with storage. This home is ready for your family to enjoy the Island lifestyle.

3 Beds ⋅ 3 Baths ⋅ 2,530 SqFt. ⋅ HILTONHEAD-510122 MLS

Picture perfect move in ready home conveniently located in the Headlands neighborhood of Hilton Head Plantation. (Be sure to view the professionally produced video in link.) Freshly painted exterior, inviting courtyard entry welcome you to refreshed interiors. Cathedral ceiling Great Room with shiplap refaced fireplace surrounded by floating shelving. Transition into spacious Carolina Room with walls of tinted windows. Inviting dining room easily flows from Great Room into renovated kitchen with large center island with countertop seating for six. Split floorplan with primary ensuite (with updated bath) separated from guest suites. Home office/flex room tucked away and oversized laundry room abundant with storage. This home is ready for your family to enjoy the Island lifestyle.

16 Rusty Rail Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Realty One Group - Lowcountry.

$967,000

This gorgeous 3 BR, 2.5 BA home is located on a large private lot along the #3 Fairway of the Bear Creek Golf Course. The home has been beautifully remodeled with new kitchen, all baths, hardwood flooring and new paint throughout. The bright, airy kitchen boasts new stainless appliances, Quartz countertops, sink and backsplash, a beadboard ceiling and center island which flows into a cozy family room with gas fireplace and skylights. The DR room is large with wainscoting panels and opens from the kitchen to an expansive LR with tray ceiling. A huge heated/cooled Carolina Room along the back of the house opens from the FR, DR and LR, offering all common areas a picturesque fairway view. The large master BR boasts an en-suite bath that was recently remodeled, as was the Jack & Jill bath between the guest BR's. An paver patio opens from the Carolina Room and connects to a firepit/sitting area overlooking the fairway. The 2-car garage has built-in shelves offering abundant storage. With a new roof, gutters and HVAC, this meticulously maintained and remodeled home is everything you'd want for your perfect Island residence.

3 Beds ⋅ 3 Baths ⋅ 2,698 SqFt. ⋅ HILTONHEAD-505075 MLS

This gorgeous 3 BR, 2.5 BA home is located on a large private lot along the #3 Fairway of the Bear Creek Golf Course. The home has been beautifully remodeled with new kitchen, all baths, hardwood flooring and new paint throughout. The bright, airy kitchen boasts new stainless appliances, Quartz countertops, sink and backsplash, a beadboard ceiling and center island which flows into a cozy family room with gas fireplace and skylights. The DR room is large with wainscoting panels and opens from the kitchen to an expansive LR with tray ceiling. A huge heated/cooled Carolina Room along the back of the house opens from the FR, DR and LR, offering all common areas a picturesque fairway view. The large master BR boasts an en-suite bath that was recently remodeled, as was the Jack & Jill bath between the guest BR's. An paver patio opens from the Carolina Room and connects to a firepit/sitting area overlooking the fairway. The 2-car garage has built-in shelves offering abundant storage. With a new roof, gutters and HVAC, this meticulously maintained and remodeled home is everything you'd want for your perfect Island residence.

6 Cypress Marsh Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

$957,500

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. Selling Office: Keller Williams Realty.

$944,000

Experience the pinnacle of effortless coastal living in this beautifully reimagined Hilton Head Plantation residence. Nestled on an oversized, ultra-private lot along a serene, tree-lined street, this immaculate three-bedroom, two-bathroom single-story home delivers modern luxury in a highly desirable neighborhood. Every detail has been meticulously updated inside and out, offering a truly turn-key sanctuary. Stepping inside, you are welcomed by an airy, open-concept layout defined by a modern coastal aesthetic and premium, carpet-free flooring featuring luxury vinyl plank throughout and high-end tile in the bathrooms. Seamless spaces are bathed in natural light, framed by brand-new custom windows and premium window treatments. The gourmet kitchen serves as the home's centerpiece, boasting gleaming quartz countertops and upgraded, high-end appliances. At the end of the day, retreat to the luxurious primary suite featuring a custom walk-in shower. The heart of the home flows effortlessly to the outdoors, where a large, newly added screened porch and elegant paver patio await-perfect for outdoor dining or unwinding in your own private backyard oasis. A charming new paver walkway guides you past completely redesigned, landscaping to a stunning new front door. From the pristine finishes to the structurally sound upgrades, this home offers a rare opportunity to simply unpack and begin enjoying the unparalleled Hilton Head lifestyle from day one!

3 Beds ⋅ 2 Baths ⋅ 2,056 SqFt. ⋅ HILTONHEAD-510384 MLS

Experience the pinnacle of effortless coastal living in this beautifully reimagined Hilton Head Plantation residence. Nestled on an oversized, ultra-private lot along a serene, tree-lined street, this immaculate three-bedroom, two-bathroom single-story home delivers modern luxury in a highly desirable neighborhood. Every detail has been meticulously updated inside and out, offering a truly turn-key sanctuary. Stepping inside, you are welcomed by an airy, open-concept layout defined by a modern coastal aesthetic and premium, carpet-free flooring featuring luxury vinyl plank throughout and high-end tile in the bathrooms. Seamless spaces are bathed in natural light, framed by brand-new custom windows and premium window treatments. The gourmet kitchen serves as the home's centerpiece, boasting gleaming quartz countertops and upgraded, high-end appliances. At the end of the day, retreat to the luxurious primary suite featuring a custom walk-in shower. The heart of the home flows effortlessly to the outdoors, where a large, newly added screened porch and elegant paver patio await-perfect for outdoor dining or unwinding in your own private backyard oasis. A charming new paver walkway guides you past completely redesigned, landscaping to a stunning new front door. From the pristine finishes to the structurally sound upgrades, this home offers a rare opportunity to simply unpack and begin enjoying the unparalleled Hilton Head lifestyle from day one!

12 Headlands Drive, Hilton Head Island

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

$925,000

Nestled on a uniquely private and beautifully landscaped homesite, this well-maintained single-level home offers Lowcountry living at its finest. Thoughtfully designed for comfort and functionality, this 3-bedroom, 2.5-bath home also features a separate study-perfect for a home office, or possible fourth bedroom. The spacious and inviting floor plan includes a sunny Carolina Room that fills the home with natural light and provides a peaceful view of the surrounding greenery. The spacious living and dining areas flow seamlessly for entertaining, while the kitchen provides plenty of counter space and storage for everyday convenience. The primary suite is a peaceful retreat with an en-suite bath and walk-in closet, while two guest bedrooms offer space and comfort for family and friends. A private study adds flexibility for work or hobbies, and the attached 2-car garage offers convenience and ample storage. Set within the highly sought-after Hilton Head Plantation, residents enjoy world-class amenities including golf, leisure trails, a marina, and easy access to beaches, dining, and shopping. This home is a rare opportunity to enjoy privacy, comfort, and community all in one exceptional setting. HVAC replaced September 2025.

3 Beds ⋅ 3 Baths ⋅ 2,552 SqFt. ⋅ HILTONHEAD-502563 MLS

Nestled on a uniquely private and beautifully landscaped homesite, this well-maintained single-level home offers Lowcountry living at its finest. Thoughtfully designed for comfort and functionality, this 3-bedroom, 2.5-bath home also features a separate study-perfect for a home office, or possible fourth bedroom. The spacious and inviting floor plan includes a sunny Carolina Room that fills the home with natural light and provides a peaceful view of the surrounding greenery. The spacious living and dining areas flow seamlessly for entertaining, while the kitchen provides plenty of counter space and storage for everyday convenience. The primary suite is a peaceful retreat with an en-suite bath and walk-in closet, while two guest bedrooms offer space and comfort for family and friends. A private study adds flexibility for work or hobbies, and the attached 2-car garage offers convenience and ample storage. Set within the highly sought-after Hilton Head Plantation, residents enjoy world-class amenities including golf, leisure trails, a marina, and easy access to beaches, dining, and shopping. This home is a rare opportunity to enjoy privacy, comfort, and community all in one exceptional setting. HVAC replaced September 2025.

13 Oyster Rake Lane, Hilton Head Island

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

90 Cypress Marsh Drive, Hilton Head Island

$899,000

Discover your dream home in the picturesque Hilton Head Plantation in the desirable Headlands subdivision. This completely remodeled 3 bed, 3.5 bath residence w/ finished 2 car garage offers modern elegance and charm. Featuring a spacious, open floor plan, gourmet kitchen with stainless steel appliances and center island, 2 luxurious master suites, and stylish finishes throughout. This home is perfect for entertaining and relaxing. Almost every piece of dry wall has been replaced. New HVAC, New electrical and plumbing, 2020 roof, New sod, New impact window package, New siding, list goes on, nothing was untouched! Multiple sliders lead out to your Trex deck overlooking the private forest conservation that the home backs up to. No neighbor to the left ensures ultimate privacy at the end of a gorgeous cul de sac draped with 100 year old oaks.

3 Beds ⋅ 4 Baths ⋅ 2,368 SqFt. ⋅ HILTONHEAD-501830 MLS

Discover your dream home in the picturesque Hilton Head Plantation in the desirable Headlands subdivision. This completely remodeled 3 bed, 3.5 bath residence w/ finished 2 car garage offers modern elegance and charm. Featuring a spacious, open floor plan, gourmet kitchen with stainless steel appliances and center island, 2 luxurious master suites, and stylish finishes throughout. This home is perfect for entertaining and relaxing. Almost every piece of dry wall has been replaced. New HVAC, New electrical and plumbing, 2020 roof, New sod, New impact window package, New siding, list goes on, nothing was untouched! Multiple sliders lead out to your Trex deck overlooking the private forest conservation that the home backs up to. No neighbor to the left ensures ultimate privacy at the end of a gorgeous cul de sac draped with 100 year old oaks.

90 Cypress Marsh Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Dunes Real Estate.

$835,000

Rare gem alert! This 3-bedroom, 2-bathroom ranch in Hilton Head Plantation has been cared for with perfectionist-level attention. EVERY detail shines - from the spotless 2-car garage to the gleaming hard-surface floors throughout! Inside, a bright white chef's kitchen with stainless steel appliances and beautiful countertops flows into both a true dining room and an oversized eat-in space. The primary suite boasts soaring ceilings and abundant natural light, while fans in every bedroom keep things cool and comfortable. A flexible office (or sunroom) offers work-from-home convenience while taking in one of the best views on the course. Step outside to a beautifully tiled rear patio overlooking the golf course ~ perfect for quiet mornings or entertaining. Recent updates include a 2025 top-of-the-line roof, 2022 HVAC, plantation shutters and even remote-controlled window treatments in the primary and living room and SO much more. Just minutes from the main gate of Hilton Head Plantation, this home also gives you access to the community's insanely awesome amenities ~ pool with lazy river, golf, tennis, pickleball, biking, dining, activities, A+ camps, and more. A really rare find that combines spotless care, an incredible view from the private patio, and a true Hilton Head lifestyle in one perfect package!

3 Beds ⋅ 2 Baths ⋅ 1,823 SqFt. ⋅ HILTONHEAD-501610 MLS

Rare gem alert! This 3-bedroom, 2-bathroom ranch in Hilton Head Plantation has been cared for with perfectionist-level attention. EVERY detail shines - from the spotless 2-car garage to the gleaming hard-surface floors throughout! Inside, a bright white chef's kitchen with stainless steel appliances and beautiful countertops flows into both a true dining room and an oversized eat-in space. The primary suite boasts soaring ceilings and abundant natural light, while fans in every bedroom keep things cool and comfortable. A flexible office (or sunroom) offers work-from-home convenience while taking in one of the best views on the course. Step outside to a beautifully tiled rear patio overlooking the golf course ~ perfect for quiet mornings or entertaining. Recent updates include a 2025 top-of-the-line roof, 2022 HVAC, plantation shutters and even remote-controlled window treatments in the primary and living room and SO much more. Just minutes from the main gate of Hilton Head Plantation, this home also gives you access to the community's insanely awesome amenities ~ pool with lazy river, golf, tennis, pickleball, biking, dining, activities, A+ camps, and more. A really rare find that combines spotless care, an incredible view from the private patio, and a true Hilton Head lifestyle in one perfect package!

112 Headlands Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

$765,000

Run, don't walk, to see this outstanding home! Truly a hidden gem in the coveted Headlands section of Hilton Head Plantation. The living spaces are airy, light and bright - with vaulted ceilings, tons of windows and open flow that is perfect for entertaining. Special features include gorgeous LVP flooring throughout, newly renovated spa-like primary bath, custom built-ins, cozy fireplace, a sunny Carolina room and a flexible office/mudroom space. The spacious eat-in kitchen boasts great storage with pull out drawers, granite counters and black stainless appliances. With fresh paint and a new roof, there's nothing to do but move right in! Outside, a large rear deck, a second deck off the kitchen, plus a firepit, help you take in the natural surroundings. All this on a beautiful private lot adjacent to permanent open space, and conveniently located near the front gate with easy access to shopping, dining and health care. Enjoy the community pool with lazy river and the newly remodeled Dolphin Head Park, along with all the amenities Hilton Head Plantation has to offer. A fabulous home and lifestyle awaits!

3 Beds ⋅ 3 Baths ⋅ 2,016 SqFt. ⋅ HILTONHEAD-502144 MLS

Run, don't walk, to see this outstanding home! Truly a hidden gem in the coveted Headlands section of Hilton Head Plantation. The living spaces are airy, light and bright - with vaulted ceilings, tons of windows and open flow that is perfect for entertaining. Special features include gorgeous LVP flooring throughout, newly renovated spa-like primary bath, custom built-ins, cozy fireplace, a sunny Carolina room and a flexible office/mudroom space. The spacious eat-in kitchen boasts great storage with pull out drawers, granite counters and black stainless appliances. With fresh paint and a new roof, there's nothing to do but move right in! Outside, a large rear deck, a second deck off the kitchen, plus a firepit, help you take in the natural surroundings. All this on a beautiful private lot adjacent to permanent open space, and conveniently located near the front gate with easy access to shopping, dining and health care. Enjoy the community pool with lazy river and the newly remodeled Dolphin Head Park, along with all the amenities Hilton Head Plantation has to offer. A fabulous home and lifestyle awaits!

22 Headlands Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: EXP Realty LLC.

$750,000

Charming 3 BR home located on a quiet cul-de-sac. Den with fireplace currently used as 3rd bedroom. Eat-in kitchen with stainless appliances. Living room with tray ceiling over looking private pool and lagoon. Pool has recently been resurfaced. Smooth ceilings. Seller is SCREA

3 Beds ⋅ 3 Baths ⋅ 2,179 SqFt. ⋅ HILTONHEAD-502173 MLS

Charming 3 BR home located on a quiet cul-de-sac. Den with fireplace currently used as 3rd bedroom. Eat-in kitchen with stainless appliances. Living room with tray ceiling over looking private pool and lagoon. Pool has recently been resurfaced. Smooth ceilings. Seller is SCREA

9 Windy Cove Court, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: RE/MAX Island Realty.

50 Cypress Marsh Drive, Hilton Head Island

$725,000

Beautifully maintained 3-bedroom, 3-full/2-half bath home in Hilton Head Plantation, perfectly positioned on a quiet cul-de-sac with serene views of Bear Creek's 4th fairway. This bright, airy two-story home features high ceilings, abundant natural light, and a spacious layout ideal for everyday living and entertaining. The first-floor primary suite offers convenience and privacy, while the guest bedrooms enjoy generous walk-in storage upstairs. A warm and inviting living area includes a wood-burning fireplace, wet bar, and access to the screened porch overlooking the private backyard, complete with room for a future pool. Additional highlights include an oversized two-car garage with a hobby room, extra parking available on the street, and a peaceful setting close to Hilton Head Plantation's award-winning amenities, leisure trails, golf, and more.

3 Beds ⋅ 5 Baths ⋅ 2,530 SqFt. ⋅ HILTONHEAD-502986 MLS

Beautifully maintained 3-bedroom, 3-full/2-half bath home in Hilton Head Plantation, perfectly positioned on a quiet cul-de-sac with serene views of Bear Creek's 4th fairway. This bright, airy two-story home features high ceilings, abundant natural light, and a spacious layout ideal for everyday living and entertaining. The first-floor primary suite offers convenience and privacy, while the guest bedrooms enjoy generous walk-in storage upstairs. A warm and inviting living area includes a wood-burning fireplace, wet bar, and access to the screened porch overlooking the private backyard, complete with room for a future pool. Additional highlights include an oversized two-car garage with a hobby room, extra parking available on the street, and a peaceful setting close to Hilton Head Plantation's award-winning amenities, leisure trails, golf, and more.

50 Cypress Marsh Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: RE/MAX Island Realty.

$700,000

Cannonball!!! Last one in is a rotten egg! This spacious 4-bedroom plus loft, 2.5-bathroom Hilton Head Plantation home sports generous ground-floor living and just the right touch of upstairs space ~ plus a backyard designed for endless fun! Step outside to your private in-ground pool perfect for making a splash, throwing poolside parties, playing Marco Polo or just relaxing in total privacy surrounded by woods and nature (and not a lagoon in sight!!!). Whether you're cooling off, entertaining friends, or simply soaking up the sun in your own private oasis, this backyard is built for enjoyment. Inside, the fun continues with spacious living areas designed for game nights, movie marathons, or hosting the best get-togethers. A pool table currently occupies a could-be sunroom, but don't let that stop your imagination! Speaking of - we've reimagined a few things ourselves (sayonara spiral stairs, poof - there goes the pool house) - check out the photos! With a large 2-car garage and long driveway (because who doesn't need extra parking or space for a bike rodeo?), you'll never run out of room for guests. And with a 4th bedroom plus loft/office area upstairs {perfect for remote work} ~ you'll have the perfect balance of productivity and play right at your fingertips. The ultimate {and underpriced!!!} retreat in Hilton Head Plantation ~ as furnished or as unfurnished as you wish! *Cannonball!* into your next adventure!

4 Beds ⋅ 3 Baths ⋅ 2,196 SqFt. ⋅ HILTONHEAD-501552 MLS

Cannonball!!! Last one in is a rotten egg! This spacious 4-bedroom plus loft, 2.5-bathroom Hilton Head Plantation home sports generous ground-floor living and just the right touch of upstairs space ~ plus a backyard designed for endless fun! Step outside to your private in-ground pool perfect for making a splash, throwing poolside parties, playing Marco Polo or just relaxing in total privacy surrounded by woods and nature (and not a lagoon in sight!!!). Whether you're cooling off, entertaining friends, or simply soaking up the sun in your own private oasis, this backyard is built for enjoyment. Inside, the fun continues with spacious living areas designed for game nights, movie marathons, or hosting the best get-togethers. A pool table currently occupies a could-be sunroom, but don't let that stop your imagination! Speaking of - we've reimagined a few things ourselves (sayonara spiral stairs, poof - there goes the pool house) - check out the photos! With a large 2-car garage and long driveway (because who doesn't need extra parking or space for a bike rodeo?), you'll never run out of room for guests. And with a 4th bedroom plus loft/office area upstairs {perfect for remote work} ~ you'll have the perfect balance of productivity and play right at your fingertips. The ultimate {and underpriced!!!} retreat in Hilton Head Plantation ~ as furnished or as unfurnished as you wish! *Cannonball!* into your next adventure!

21 Raintree Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: BESTNEST By Beverly Serral.