Refine Search
Map
Sort by
23 Annabella Lane, Hilton Head Island
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 2,556 SqFt. ⋅ HILTONHEAD-511139 MLS
Beautifully updated and designed for effortless Lowcountry living, this exceptional home centers around a private pool, light-filled interiors, and an ideal floor plan on one of Hilton Head Plantation's most desirable cul-de-sacs. Peaceful golf views along Country Club of Hilton Head provide the perfect backdrop, while the 3-bedroom, 2.5-bath layout offers rare bedroom separation for owners and guests. Vaulted ceilings, hardwood floors, custom built-ins, and walls of windows fill the home with natural light. The renovated kitchen-quartz countertops, stainless appliances, abundant cabinetry, and a spacious center island-opens seamlessly to the breakfast area and family room, framing views of the pool and tropical landscape beyond. Outside, a sparkling pool with cascading waterfall, generous patio, and mature landscaping create a private backyard retreat made for relaxing and entertaining alike. Thoughtful touches continue with an updated Jack-and-Jill bath with signature fixtures, stylish powder room, oversized laundry with drop zone, and a large floored attic with storage lift-practical space rarely found in homes of this size. Hilton Head Plantation residents enjoy four championship golf courses, expanded Dolphin Head beach, a full-service marina, tennis and pickleball, leisure trails, and 24-hour gated security-minutes from all Hilton Head Island has to offer.

23 Annabella Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: BESTNEST By Beverly Serral.

2 Cattail Court, Hilton Head Island
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 2,638 SqFt. ⋅ HILTONHEAD-505424 MLS
Looking for privacy, luxury finishes, and exceptional outdoor living in one of Hilton Head Island's most sought after gated communities? Located in the prestigious Oyster Reef section of Hilton Head Plantation, 2 Cattail Court offers a rare opportunity to enjoy refined Lowcountry living on an oversized corner homesite of more than half an acre. A long private drive framed by lush landscaping creates a grand sense of arrival, leading to a beautifully updated home filled with natural light and elegant details including marble flooring, antique lighting, a renovated chef's kitchen, designer baths, and a gas fireplace. Meticulously maintained with a roof replaced in 2016/2017 and HVAC in 2021, the home blends timeless quality with modern updates. The backyard is a true private retreat featuring a rare, fenced pool surrounded by an expansive travertine patio designed for effortless indoor-outdoor entertaining, while an existing foundation offers the opportunity to expand with a future 3 or 4 season room. The oversized homesite provides exceptional privacy and flexibility rarely found in Hilton Head Plantation, complemented by abundant storage including large closets and extensive storage space above the garage. Enjoy the premier lifestyle Hilton Head Plantation is known for with four golf courses, miles of leisure trails, Dolphin Head Beach Park on Port Royal Sound, and convenient access on and off Hilton Head Island, making this an exceptional primary residence or luxury coastal retreat.

2 Cattail Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Howard Hanna Allen Tate Lowcountry.

8 Bent Tree Lane, Hilton Head Island
$1,352,500
4 Beds ⋅ 4 Baths ⋅ 2,469 SqFt. ⋅ HILTONHEAD-506106 MLS
Incredible location close to the Private Waterfront Dolphin Head Beach and Recreation Area. 4 bedrooms 3 and 1/2 bath home with loads of upgrades and a private free form pool in a tropical landscaping setting on the Dolphin Head Golf Course. Sellers are adding a 400 sq. ft. screened porch with a huge masonry fireplace. (Porch is currently under construction).

8 Bent Tree Lane, Hilton Head Island

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

15 Oyster Bay Place, Hilton Head Island
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 2,679 SqFt. ⋅ HILTONHEAD-504098 MLS
Welcome to 15 Oyster Bay Place, a beautifully updated Lowcountry home located in the desirable Oyster Reef area of Hilton Head Plantation. This inviting residence offers 4 bedrooms and 3.5 bathrooms, blending classic coastal charm with modern comfort. Enjoy peaceful lagoon views that create a serene setting for both everyday living and entertaining. Inside, you'll find lovely updates throughout, abundant natural light, and timeless Lowcountry finishes. The kitchen features a double oven and warming drawer, ample cabinetry, and generous workspace, making it ideal for hosting family and friends. Additional highlights include a spacious garage with room for storage, bikes, and beach gear, along with well-proportioned bedrooms and a relaxing primary suite retreat. Hilton Head Plantation offers an exceptional lifestyle with four golf courses, a private marina, leisure and lap pools, tennis and pickleball courts, walking and biking trails, playgrounds, and waterfront access, all within a gated area known for its natural beauty and convenience. Come experience the charm, setting, and lifestyle!

15 Oyster Bay Place, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: EXP Realty LLC.

11 Royal James Drive, Hilton Head Island
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 2,297 SqFt. ⋅ HILTONHEAD-509190 MLS
Tucked beneath a canopy of towering pines on over 1/2 private acres in the heart of Hilton Head Plantation, 11 Royal James Drive is a home that has been genuinely transformed - inside and out - with an eye for quality that's rare at any price point.The kitchen is the undeniable centerpiece. A full gut renovation produced something truly spectacular: a dramatic navy island topped with thick-cut quartz counters, a 48" Wolf gas range with Wolf induction cooktop, separate Wolf wall oven and microwave, a built-in Sub-Zero refrigerator, custom built-in wine refrigeration, and a professional-grade stainless hood that anchors the entire space. Skylights pour natural light across large-format hexagonal tile floors, and the open flow into the living area makes it as social as it is beautiful. This is a kitchen where serious cooks and casual entertainers are equally at home.Step outside and the investment continues. The backyard is a private retreat carved out of the Lowcountry landscape - a sparkling pool, hot tub, expansive paver patio with outdoor seating, and an outdoor TV, all framed by the kind of mature wooded privacy that simply can't be manufactured. Whether it's a quiet morning coffee or a lively weekend gathering, this outdoor space delivers.The home has an unbeatable location - just steps from Spring Lake Recreation Center with its pools, tennis, and pickleball. Add four championship golf courses, miles of leisure trails, and Port Royal Sound waterfront access, and the lifestyle here is as complete as the home itself.

11 Royal James Drive, Hilton Head Island

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

19 Parkwood Drive, Hilton Head Island
$1,302,000
5 Beds ⋅ 4 Baths ⋅ 3,450 SqFt. ⋅ HILTONHEAD-510561 MLS
Lovingly cared for 5 bedroom, 3.5 bath home ideally situated on a desirable cul-de- sac near the front entrance of HHP. Sunlight fills the home through abundant windows, creating an open and inviting atmosphere. The private primary suite offers comfort and convenience, while the generous secondary bedrooms offer flexibility for family, guests or a home office. A stunning backyard portico serves as an outdoor living room, complete with a cozy fireplace, seating area, and serene backyard-perfect for year-round relaxation and entertaining. Recent upgrades include fresh exterior paint and new ductwork in 2025 and both the guest bath and half bath were updated this year, adding fresh style and modern finishes. A rare blend of natural light, thoughtful improvements, and continual attention to detail make this house stand out.

19 Parkwood Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

24 Glenmoor Place, Hilton Head Island
$1,300,000
3 Beds ⋅ 4 Baths ⋅ 3,462 SqFt. ⋅ HILTONHEAD-510225 MLS
Fantastic location and effortless one-level living with no steps in Hilton Head Plantation! This bright, open, and airy home offers 3 bedrooms, 4 baths, and a desirable floor plan designed for comfortable Lowcountry living. The spacious primary suite features separate his-and-her vanities and a huge walk-in closet. The kitchen opens seamlessly to the family room, creating an ideal space for everyday living and entertaining. Enjoy your own private pool, high smooth ceilings, and a side-entry two-car garage. Perfect for a lock-and-leave lifestyle, the POA handles landscaping so you can spend more time enjoying everything this incredible location has to offer. Situated on the golf course and within near distance to the amenities of the country club, this home offers low-maintenance living in the heart of Hilton Head Plantation. Needs some minor updating but offers incredible potential in a highly desirable setting!

24 Glenmoor Place, Hilton Head Island

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

41 Ellenita Drive, Hilton Head Island
$1,299,000
4 Beds ⋅ 4 Baths ⋅ 2,958 SqFt. ⋅ HILTONHEAD-441545 MLS
Rare opportunity in Hilton Head Plantation for a new construction home on the 17th hole of the Country Club of HH. 41 Ellenita floor plans are approved and ready. Skip the hassle and extended wait on plans and approvals. This proposed construction offering has the unique opportunity for a buyer to select finishes for this custom home. Elevations, floor plans, engineering specs, along with proposed allowances are available for review. This will be home site combined with a new home construction agreement with Palmetto Star Construction. Being offered now with pre-completion pricing & full selections. Don’t miss this opportunity!

41 Ellenita Drive, Hilton Head Island

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

26 China Cockle Way, Hilton Head Island
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 3,038 SqFt. ⋅ HILTONHEAD-503482 MLS
IT'S ALL ABOUT THE WATER. Rarely available second-row Port Royal Sound deepwater views set the tone for this charming, unparalleled coastal retreat, where moonrises and sunrises become part of daily life. Just steps away, the mile-long Port Royal Sound Beach Path invites morning walks with friends-two- or four-legged-leading all the way to the sandy shores of Pine Island. Beautifully renovated and thoughtfully updated, the home features an open-concept design flooded with natural light. Vaulted ceilings and heart-of-pine floors create bright, inviting interiors. The show-stopping kitchen centers around a dramatic quartzite island, perfect for gathering and entertaining. Beyond four bedrooms, enjoy a wealth of cozy living spaces: a great room with fireplace, reading nook, morning room, dining room, screened porch with removable vinyl windows, expansive bonus room, Port Royal Sound viewing deck, and private rear deck. The first-floor primary suite offers a luxurious bath with Jacuzzi, doorless Travertine shower, granite finishes, and skylights. An architectural masterpiece-not a stock plan-this meticulously maintained home boasts exceptional landscaping for privacy, new 3-person infrared sauna, central vacuum, new roof (2016), and new water heaters (2020). Nestled on a quiet cul-de-sac with friendly neighbors, it's ideal for both entertaining and relaxed family living. A true gem-this one must be seen to be believed.

26 China Cockle Way, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Realty One Group - Lowcountry.

58 Rookery Way, Hilton Head Island
$1,280,000
4 Beds ⋅ 3 Baths ⋅ 2,821 SqFt. ⋅ HILTONHEAD-503317 MLS
Located within the tranquil community of Hilton Head Plantation, this coastal modern home offers refined Lowcountry living on a nearly half-acre, private lagoon-front lot. Completely renovated, it features a bright, open floor plan with soaring cathedral ceilings and abundant natural light. The chef's kitchen includes a spacious island, quartz countertops, 48 inch gas range, kitchen aid appliances, and is ideal for both everyday living and entertaining. Four spacious bedrooms each include their own en suite bath, complemented by a dedicated office. Additional highlights include a huge roundabout driveway with ample parking, two-car garage, brand-new HVAC system, and thoughtful upgrades throughout, creating a move-in-ready retreat with exceptional privacy and serene water views.

58 Rookery Way, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Charter One Realty.

12 Charlesfort Place, Hilton Head Island
$1,265,000
4 Beds ⋅ 4 Baths ⋅ 3,063 SqFt. ⋅ HILTONHEAD-511975 MLS
Welcomе to one οf Ηiltοn Ηеad Ιѕland's most excluѕivе addresses. Nestled on private Ribaut Island, where Skull Creek meets the Port Royal Sound, this gracious Southern residence offers the rare opportunity to experience Lowcountry living in an intimate enclave of only 63 estate homes. A grand foyer welcomes you into beautifully appointed living spaces featuring rich Australian Cypress flooring, handcrafted Mexican tile, granite countertops, and tumbled travertine backsplashes that blend timeless elegance with coastal warmth. Designed for both entertaining and comfortable everyday living, this home offers an expansive family room, formal living room with a fireplace, elegant dining room, sunny breakfast area, and an inviting eat-in kitchen. The first-floor owner's suite provides privacy and comfort along with a nicely appointed bath with dual vanities, a soaking tub, separate walk-in shower, and generous closet space. Upstairs, guests enjoy exceptional accommodations with: Two bedrooms connected by a Jack-and-Jill bath and a fourth bedroom featuring its own private ensuite bath that could serve as an upstairs primary. relax on the front porch or the 2nd floor Balcony and enjoy the peaceful "peek-a-boo" views toward the sparkling waters of Port Royal Sound while enjoying the coastal breezes and sunsets that make Ribaut Island so special. Outside, discover a lifestyle unlike anywhere else on Hilton Head .Residents enjoy exclusive access to a private community dock with intracoastal waterway access, Community recreation area with a pavilion, swimming pool, tennis and pickleball courts, all within one of Hilton Head Plantation's most prestigious neighborhoods. Hilton Head Plantation itself spans nearly 4,000 acres with four championship golf courses, miles of walking trails, and private beach access at Dolphin Head. This is more than a home...It's an invitation to live the Lowcountry lifestyle at its finest.

12 Charlesfort Place, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

52 Old Fort Drive, Hilton Head Island
$1,262,500
4 Beds ⋅ 4 Baths ⋅ 3,132 SqFt. ⋅ HILTONHEAD-511593 MLS
This beautiful 4 bedroom, 3.5 bath home offers the perfect blend of comfort, style, and convenience. Located on one of the most desirable streets in HHP with golf and lagoon views within easy walking distance to the Country Club of Hilton Head. Impressive 12ft ceilings, 8ft doors, arched hallway passages, crown molding, travertine stone and hardwood floors create an ideal balance of modern living and timeless appeal. The home has been extensively updated, featuring a recently remodeled kitchen and renovated bathrooms, along with fresh paint throughout. Two new heat pumps including air ducts provide added comfort and efficiency. The versatile bonus room can be used as a home office, media room, exercise area, guest space, or whatever best suits your lifestyle. The impressive three-car garage adds exceptional convenience and storage, complete with new garage doors and durable urethane floor.

52 Old Fort Drive, Hilton Head Island

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

2 Village North Drive Unit 25, Hilton Head Island
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 1,944 SqFt. ⋅ HILTONHEAD-505564 MLS
Incredible top-floor 3-bedroom, 2.5-bath Commodore villa with unobstructed views of Skull Creek and the Intracoastal Waterway. Completely turnkey, with every update already done for you. The chef's kitchen features granite countertops, tile backsplash, stainless steel appliances, and new light fixtures, and opens seamlessly to the dining and living areas-both showcasing beautiful water views. A bright sunroom sits just off the living room and connects to the primary bedroom, featuring floor-to-ceiling windows that fill the space with natural light and capture breathtaking west-facing views, offering some of the most gorgeous sunsets over the water. A perfect low-maintenance villa with the convenience of single-level living. Enjoy all the amenities of Hilton Head Plantation, including miles of leisure trails, four golf courses, tennis and pickleball courts, the Dolphin Head Recreation Area, multiple community pools, playgrounds, and 24-hour gated security.

2 Village North Drive Unit 25, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

24 Bear Creek Drive, Hilton Head Island
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 2,288 SqFt. ⋅ HILTONHEAD-502993 MLS
This stunning four bedroom home offers a sweeping one mile view of the marsh and sits one of the most desirable neighborhood in Hilton Head Plantation. Recently renovated and professionally designed, it feels brand-new from top to bottom. Every detail of the renovation was crafted to complement the spectacular setting. Properties that combine this level of outdoor ambiance with such an exceptional view are truly rare. Enjoy effortless one-story living and breathtaking vistas at every turn - this home is a perfect ten.

24 Bear Creek Drive, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Charter One Realty.

31 Ellenita Drive, Hilton Head Island
$1,249,000
3 Beds ⋅ 3 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-505895 MLS
Totally remodeled, turn-key single-level home in Hilton Head Plantation! This 3-bedroom, 2.5-bath property features a 2-car side-entry garage and is ideally located near the amenities of the Country Club of Hilton Head. The updated kitchen showcases quartz countertops, a tile backsplash, gas range, and stainless-steel appliances. The living room offers vaulted ceilings, abundant windows for an open and airy feel, along with built-ins and a fireplace. A Carolina room provides additional living space, perfect for relaxing or entertaining. Enjoy picturesque views of the 17th green of the Country Club of Hilton Head course. The primary suite features a tray ceiling, walk-in closet, and a beautifully updated bath with double vanities and a walk-in shower. Additional highlights include crown molding throughout, new carpeting, a garage workstation, and a private cul-de-sac setting. Residents of Hilton Head Plantation enjoy exceptional amenities including four golf courses, a full-service marina, tennis and pickleball courts, leisure trails, multiple pools, Dolphin Head Recreation Area, waterfront park, and 24-hour gated security. Low-maintenance, move-in ready living ideal for a primary residence or retirement home.

31 Ellenita Drive, Hilton Head Island

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

25 Towhee Road, Hilton Head Island
$1,242,500
3 Beds ⋅ 2 Baths ⋅ 2,240 SqFt. ⋅ HILTONHEAD-502006 MLS
When entering 25 Towhee you walk through the custom-made wrought iron gate with surrounding fence covered in Carolina Jasmine revealing a private tropical pool setting that embraces you with southern charm. Upon entering the home most guest's first words are "Wow... What a view!!!" as they gaze out to the lagoon and Dolphin Head's 9th hole. This home offers a casual, yet sophisticated, Low Country feel bringing the outside in and the inside out as you gaze though the floor to ceiling windows. This beautiful setting will make you feel right at home as its masterful appointments are designed for both relaxation and entertaining. This home also includes outstanding Low Country views from every bedroom. The creative versitale design has a beautiful guest bedroom and private bath and has the flexibility of two large masters with en suite bath or master with ajoining den/office/library. This beautiful top-to-bottom remodel has one of only four front yard pools approved in HHP - offering more enjoyment and utility of the entire property. It is also one of the only fully fenced yards in HHP - perfect for pet owners. Some of the additional special features of this home include luxurious hardwood floors, a gourmet kitchen, matte leather textured granite countertops, custom cabinetry and built-in bookshelves, custom lighting, crown molding, and a new roof & fully insulated attic. The professional landscaping includes surrounding hardscape and exquisite Low Country gardens. This home is located on one of the best cul-de-sacs in HHP, only a short walk to Port Royal Bluff & Dolphin Head Beach. Including the many walking and biking trails, you'll have quick access to the marina and community dock, four championship golf courses, tennis and fitness center, the Country Club of Hilton Head, Dolphin Head recreation area and the Spring Lake Pavilion. Whether you enjoy entertaining or relaxing in a beautiful setting this home offers the best of island living in Hilton Head Plantation.

25 Towhee Road, Hilton Head Island

Listing courtesy of I Save Realty. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

27 Santa Maria Drive, Hilton Head Island
$1,219,000
4 Beds ⋅ 4 Baths ⋅ 3,139 SqFt. ⋅ HILTONHEAD-507404 MLS
Classic Lowcountry style and inviting curb appeal set the tone for this beautifully renovated 4-bedroom home in Hilton Head Plantation, thoughtfully designed for both comfortable living and effortless entertaining. Inside, you'll find elegant living and dining areas complemented by a light-filled kitchen with a cozy breakfast nook that flows seamlessly into a spacious family room with a cathedral ceiling-creating a warm and functional gathering space. The private primary suite offers a peaceful retreat, complete with a well-appointed bath. Step outside to enjoy the screened porch and paver patio, overlooking the Country Club of Hilton Head golf course and a landscaped backyard framed by majestic oak trees. This serene outdoor setting provides both flexibility and charm, ideal for quiet mornings or hosting guests year-round. Impeccably maintained throughout, the care and attention given to this home are immediately felt the moment you arrive.

27 Santa Maria Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Engel & Volkers.

5 Bayley Point Lane, Hilton Head Island
$1,215,000
3 Beds ⋅ 3 Baths ⋅ 3,009 SqFt. ⋅ HILTONHEAD-454044 MLS
The ultimate in Low Country living in a Park like setting overlooking a beautiful Salt Marsh with Majestic Live Oaks. Designer decorated and updated home with a very open floorplan and a spacious Screened Porch. Large Great Room with tall ceilings opening to an updated kitchen with a large island and breakfast area. Formal Dining room and Living room/Flex room. Primary suite with updated bath on the main floor. Two guest suites and full bath upstairs plus a gathering space. Professionally landscaped with a circular paver driveway, patio and a gravel path to launch your kayak. Large garage with loads of storage.

5 Bayley Point Lane, Hilton Head Island

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

2 Sagebush Lane, Hilton Head Island
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 2,865 SqFt. ⋅ HILTONHEAD-507001 MLS
Well-designed Hilton Head Plantation home offering primarily single-level living, with a large bonus room over the two-car garage that doubles as a 4th bedroom complete with a full bath. The kitchen opens to a breakfast area and family room, creating a comfortable flow for everyday living. Additional features include a separate dining room and living room, as well as a first-floor primary suite with a large ensuite bath featuring a separate shower and soaking tub. Walk in attic access with tons of storage. More photos and details coming soon-stay tuned!

2 Sagebush Lane, Hilton Head Island

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

49 Hickory Forest Drive, Hilton Head Island
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 3,359 SqFt. ⋅ HILTONHEAD-506555 MLS
Coming soon in the Hickory Forest area of Hilton Head Plantation! Tons of privacy and just a short walk to the Port Royal Sound, this lovingly cared for one level home is a must see! More details to come.

49 Hickory Forest Drive, Hilton Head Island

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

7 Whispering Pines Court, Hilton Head Island
$1,200,000
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.

300 Grandview Court Unit 322, Hilton Head Island
$1,200,000
2 Beds ⋅ 3 Baths ⋅ 2,472 SqFt. ⋅ HILTONHEAD-454174 MLS
Spectacular Intracoastal Waterway Views! This beautifully updated 2-bedroom, 2.5-bath Grandview villa offers single-level living with an extra-large floor plan—including a separate office/den, making it larger than other 2-bedroom units. Enjoy hardwood floors throughout, smooth painted ceilings, and a bright, open layout. The kitchen features all new appliances, quartz countertops, and a stylish backsplash. The primary suite includes a soaking tub, separate shower, and generous closet space. Relax on the screened porch and take in stunning water views. With covered parking and easy access to all of Hilton Head Plantation’s top amenities!

300 Grandview Court Unit 322, Hilton Head Island

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

9 Wild Holly Court, Hilton Head Island
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 2,244 SqFt. ⋅ HILTONHEAD-511557 MLS
Gorgeously remodeled and absolutely immaculate, this single-level home enjoys an exceptionally private setting at the end of a quiet cul-de-sac on approximately 0.40 acres. Thoughtfully positioned against a beautifully buffered section of the Oyster Reef Golf Course, the property feels peaceful, spacious, and park-like. Inside, the open design features tall ceilings, plantation shutters, generously sized rooms, and a highly desirable layout in which every bedroom has its own dedicated bath-the third bath was added in 2024. The chef-style kitchen is simply JAW-DROPPING (quartz, induction, air fryer, convection, etc)! Professionally remodeled in 2025! Complemented with Shaw carpeting in the bedrooms, Mannington AduraMax LVT, and Baltic Stone flooring. The primary bath showcases Delta Trillian hardware and Exotic (Tundra) tile. Guest bathrooms are spectacular (top to bottom). Additional highlights include a double garage, all-weather porch, tabby patio, and a PRIVATE outdoor shower area - that you will actually love using. Plus, attractive landscaping, hardscape, and a conceptual swimming pool plan. Truly exceptional in condition, design, and setting-this home is perfection.

9 Wild Holly Court, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Engel & Volkers.

17 Christo Drive, Hilton Head Island
$1,175,000
4 Beds ⋅ 4 Baths ⋅ 2,938 SqFt. ⋅ HILTONHEAD-509839 MLS
Pristine, thoughtfully updated residence with sweeping golf, tidal marsh and lagoon views on the picturesque 15th fairway of Country Club of Hilton Head and one of HHP's premier streets. Features and recent improvements include custom cabinetry, built-ins and millwork by master craftsmen, walls of windows to view, wood/natural stone/tile flooring, smooth/textured tray & vaulted ceilings, granite/quartz counters, subway tile backsplash, recessed LED lighting, plantation shutters, designer fixtures/hardware/lighting, wood burning fireplace, built-in speakers, stainless steel appliances, energy saving spray foam insulation, newer mechanicals & roof, refreshed interior & exterior paint, handsome brick paver driveway/walkway/rear & grilling patios, epoxy finish garage floor, large outdoor service area w/shower & covered storage, maximum closet and storage space, etc. Very livable floor plan offers expansive Great Room, Formal/Casual Dining, center island Chef's Kitchen open to Dining, Family Room and much desired 4 season Carolina Room + Laundry Room w/built-in workstation, 2 Car Garage, Powder Room & 4BR/3BA featuring well-appointed primary suite w/5-star bath. All sited on elevated lot with inviting curb appeal, majestic live oaks, attractive/durable cypress siding, landscape & carriage lighting, mature plantings, irrigation system and quiet cul-de-sac locale close to all this community has to offer including Spring Lake (pools, tennis, firepit, boardwalk, pavilions), miles of leisure trails, nature preserves, 4 golf courses, gardens, Dolphin Head Recreational Area (waterfront leisure path, playground, picnic tables & pavilion) + freshly renourished Pine Island Beach Park on Port Royal Sound. What's not to love about 17 Christo Drive & Hilton Head Plantation!

17 Christo Drive, Hilton Head Island

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

7 Ivory Gull Place, Hilton Head Island
$1,175,000
3 Beds ⋅ 4 Baths ⋅ 3,953 SqFt. ⋅ HILTONHEAD-502846 MLS
Stately Hickory Forest home in a Park-Like setting near distance to the Port Royal Sound. Situated at the end of a private cul-de-sac on a professionally landscaped homesite including a circular paved drive with decorative stacked stone edged beds and even a backyard Bocce Ball court. This elegant home offers a dramatic 2 story entry foyer with a stained glass skylight and signature staircase. This very open floorplan includes a Formal Living and Dining room, Chef's kitchen with top of the line appliances, Light-filled Carolina room overlooking the manicured backyard, Study\Den and spacious Primary Suite. Oversized heated and cooled 2 car garage, (space for 3rd car tandem), workshop and large bonus room above. Don't miss this special home!!

7 Ivory Gull Place, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: The Agency Hilton Head.

8 Brown Thrasher Road, Hilton Head Island
$1,165,000
3 Beds ⋅ 2 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-500866 MLS
Beautifully renovated and meticulously maintained, this 3BR/2BA home in Hilton Head Plantation is completely turnkey. Updates include new windows, kitchen, baths, doors, exterior paint, driveway, landscaping, lawn, and more! Nothing left to do but move in. The heart of the home flows seamlessly to an incredible outdoor kitchen and entertaining space, perfect for Lowcountry living. A rare opportunity to own a fully updated home in one of Hilton Head's most sought-after communities!

8 Brown Thrasher Road, Hilton Head Island

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

2 Hermit Crab Court, Hilton Head Island
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 3,228 SqFt. ⋅ HILTONHEAD-509532 MLS
Nestled on a quiet cul-de-sac just steps from Port Royal Sound, this 4-bedroom, 3.5-bath home for sale on Hilton Head Island sits within the desirable Hickory Forest community inside the gates of Hilton Head Plantation. And the big-ticket items? Already handled with a 2025 roof and two new 2026's HVACs. Enter the large great room anchored by a gas fireplace and tall ceilings. Beautiful flooring flows throughout the living areas. The spacious kitchen features granite countertops and custom cherry cabinetry. Formal dining room and eat-in kitchen provides options for dining. The first-floor primary suite offers a luxurious renovated bath with a large walk-in shower and custom closet. A Carolina room, and a fabulous screened porch with a new hot tub provide plenty of options for outdoor living. Above the oversized two-car garage, a private guest suite with living area, bedroom, full bath, and private balcony is perfect for multigenerational living. Enjoy all that Hilton Head Plantation has to offer - golf, tennis, pickleball, pools, a private beach on Port Royal Sound, and miles of walking and biking trails - all within a gated community on Hilton Head Island, South Carolina.

2 Hermit Crab Court, Hilton Head Island

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

10 Stonegate Court, Hilton Head Island
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 3,266 SqFt. ⋅ HILTONHEAD-504936 MLS
Hilton Head Plantation jewel! This beautifully maintained home offers mostly one-level living, with a spacious bonus room over the two-car garage-perfect for a guest space, office, or flex room. In turn-key condition, the home features hardwood floors throughout, high ceilings, and an open, airy living area complemented by a separate dining room. The layout includes 3 bedrooms and 2.5 baths, with an open kitchen that flows seamlessly into the breakfast area and family room. The kitchen is nicely updated with granite countertops and stainless steel appliances. The large primary suite offers a relaxing retreat with a glass-enclosed shower and separate soaking tub. Enjoy outdoor living with a screened porch and an expansive patio overlooking a tranquil lagoon, creating a private and peaceful backyard setting. Located in Hilton Head Plantation, residents enjoy exceptional amenities including multiple golf courses, tennis and pickleball courts, community pools, miles of leisure trails, a marina, and access to Dolphin Head Recreation Area with waterfront views, picnic spaces, and a beach area. An ideal low-maintenance primary residence or second home opportunity in a sought-after location.

10 Stonegate Court, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Harbour & Home Real Estate.

21 Coopers Hawk Road, Hilton Head Island
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 2,631 SqFt. ⋅ HILTONHEAD-504484 MLS
Stunning Custom H2 Home on the Golf Course in Hilton Head Plantation. Experience Lowcountry living at its finest in this beautifully crafted 2014 H2 custom home, perfectly positioned along the fairway and at the end of a cul-de-sac in the highly sought after Hilton Head Plantation. This 4BD/3BA residence blends modern comfort with timeless coastal design, offering an inviting retreat surrounded by lush natural beauty. Step inside to an open, light filled floor plan featuring quality finishes, thoughtful details, and seamless indoor-outdoor flow. The living room anchors the home with soaring ceilings and serene views of the golf course and a cozy gas fireplace. A gourmet kitchen with custom cabinetry, premium appliances, and a generous island makes entertaining effortless. The primary suite, located on the first floor, provides a peaceful escape with a spa inspired bath and ample closet space. Two additional bedrooms on the first floor offer flexibility for guests, a home office, or multigenerational living. Upstairs, find a 4th bedroom or large bonus room and another full bathroom. Outdoor living shines here-relax on the covered porch, enjoy morning coffee overlooking the greens, or host gatherings in the beautifully landscaped yard. Hard coat stucco, oversized 2 car garage with epoxy flooring, freshly painted, plantation shutters throughout, central vacuum, plenty of attic storage and spray foam insulation. Located within one of Hilton Head's premier gated communities, this home offers easy access to world class amenities including golf, pools, leisure trails, Skull Creek Marina, and the island's natural beauty. A rare opportunity to own a custom built home with golf course views in an exceptional community.

21 Coopers Hawk Road, Hilton Head Island

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

4 Annabella Lane, Hilton Head Island
$1,150,000
5 Beds ⋅ 5 Baths ⋅ 4,406 SqFt. ⋅ HILTONHEAD-454021 MLS
Stunning Cambridge-built home on over 1/2 acre in a quiet cul-de-sac, just steps from the Lazy-River Pool and tennis courts. The spacious floor plan features 5 BR, 4.5 BA, an office/nursery & and a versatile bonus room. The kitchen boasts a brand-new induction range, ample cabinetry, and a bright eat-in area that seamlessly flows into the family room, complete with sliding doors leading to the back patio. New built-in grill, cozy firepit & a generous backyard with wooded view and an invisible fence. A three-car garage provides ample storage and parking. This home is the perfect blend of comfort, style, and prime location. One HVAC replaced in August 2025.

4 Annabella Lane, Hilton Head Island

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

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.