Hilton Head Plantation Real Estate

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Newest Listings in Hilton Head Plantation

$824,999

3 Beds ⋅ 2 Baths ⋅ 1,853 SqFt. ⋅ HILTONHEAD-512421 MLS

Here's the perfect opportunity to create your forever home in Hilton Head Plantation. This home is located on one of the best streets in HHP because it's light, bright and quiet. Located on the cul-de-sac at the very end of the street you will ALWAYS enjoy your drive back to your house. Every square inch of this home is used smartly and it presents as light and bright which is such a huge asset! There is an open foyer as soon as you enter connected to the spacious living area and large dining area. The glass doors at the back of the house allow in all the South Carolina light and there's a beautiful oversized backyard with peek-a-boo views to the 17th hole of the Oyster Reef golf course-one of 4 golf courses in the plantation. Immediately behind the lot line there is an open area that gives the area an expanded spacious feel. There are 3 bedrooms and 2 full baths and they are situated for privacy. The primary bedroom has a beautiful bay window that faces the back of the property and nice space to create the perfect room. The primary bathroom is spacious and has both a shower and an oversized tub. This lot is almost a half acre and serene with the extra common space immediately behind the lot line. There's a full two car garage with an outside access door, a sink and a full laundry room as you enter the house through the garage. One step through the front door and it's OBVIOUS this home has been well maintained and loved. The roof was replaced in November 2025 so it has a full lifetime left. Hilton Head Plantation has TONS to offer anyone wanting to live on this island-it has 4 golf courses, a huge pool complex with a lazy river, tennis/pickleball and walking paths. The entire dolphin head beach area has been renovated to include a public pickle ball court, a newly renourished beach area, children's playground and a new community building!

28 Oyster Bay Place, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,249,000

4 Beds ⋅ 5 Baths ⋅ 3,048 SqFt. ⋅ HILTONHEAD-512841 MLS

Set right along the 18th fairway of the Country Club of Hilton Head, 55 Santa Maria Drive delivers the double fairway view that makes a golf course home worth having. The Raintree floor plan gives each of its four bedrooms real separation, with en-suite baths throughout.Inside, tall vaulted ceilings and walls of windows pull the fairway view into the living room, where a fireplace anchors the space without competing with the light. A separate family room, with a fireplace of its own, opens to the kitchen and breakfast nook, distinct from the formal living area. The fourth bedroom sits over the garage, set apart enough to work well as a guest suite, and the garage below leaves room for a dedicated work area alongside the vehicles.Outside, a fenced pool sits behind a nicely grassed backyard, screened by privacy vegetation from everything but the fairway. The outdoor grill and patio make the space livable, not just decorative.The Country Club of Hilton Head is a short stroll away. Whether that means a quick nine or lunch at the clubhouse, the walk is part of what makes this address work.

55 Santa Maria Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$850,000

3 Beds ⋅ 3 Baths ⋅ 2,645 SqFt. ⋅ HILTONHEAD-512783 MLS

Welcome to 32 Savannah Trail, an incredible opportunity to create your own Lowcountry retreat in the highly desirable Hilton Head Plantation. Located on the north end of Hilton Head Island and convenient to some of the island's best dining, shopping, and everyday amenities, this single-level home combines a spacious floor plan, beautiful setting, and plenty of potential. Situated on over a quarter of an acre, this three-bedroom home offers more than 2,600 square feet of living space, a two-car garage, and an expansive golf course view. From the moment you arrive, you'll notice the beautifully maintained landscaping and mature surroundings that give the property an established, welcoming feel. Inside, the home offers a generous footprint with all living spaces conveniently located on one level. While the property is ready for updating and a new owner's personal touch, the size and layout provide an excellent foundation for creating something truly special. Whether your vision includes opening up the main living areas, designing a new kitchen, creating an inviting primary suite, or simply refreshing the existing spaces, there is plenty of room to make this home your own. One of the property's standout features is its large golf course view. The backyard offers a peaceful Lowcountry setting with mature landscaping and plenty of potential to create an incredible outdoor living space for entertaining, relaxing, or enjoying Hilton Head's year-round lifestyle. Hilton Head Plantation is one of the island's most established gated communities, offering an exceptional location and a lifestyle that continues to make it one of Hilton Head's most sought-after neighborhoods. Enjoy convenient access to golf, boating, recreation, shopping, and some of Hilton Head Island's finest restaurants, all while coming home to the privacy and tranquility of a residential community. For the buyer looking beyond finishes and recognizing the value of location, square footage, and setting, 32 Savannah Trail presents an exciting opportunity. With three bedrooms, more than 2,600 square feet, single-level living, a two-car garage, over a quarter-acre homesite, beautifully maintained landscaping, and a sweeping golf course view, the possibilities are endless. Bring your vision and make this Hilton Head Plantation home your own.

32 Savannah Trail, Hilton Head Island

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

$2,195,000

4 Beds ⋅ 5 Baths ⋅ 4,199 SqFt. ⋅ HILTONHEAD-512563 MLS

Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerfield Road enjoys captivating marsh and Port Royal Sound views, with the newly renourished sands of Pine Island Beach at Dolphin Head visible from multiple rooms and accessible just steps away via the beach path. Comprehensively refreshed in 2025-2026, this custom residence offers effortless Lowcountry living with every bedroom featuring an ensuite bath, a separate dining room, and a richly wood-paneled den with pocket doors. The primary retreat occupies a private pod all its own; hidden behind a discreet door off the living room, it reveals what may be the most spectacular sunrise view from bed you will ever experience. Outdoor spaces include a private courtyard, screened patio, expansive deck, sunken hot tub, propane-fed grill station, and zero-step ramp access, while a large folding living-room door invites the outdoors in. The well-appointed kitchen features a spacious island with seating, dual ovens-one convection-a five-burner cooktop, generous pantry storage, and an adjacent wet bar. Significant improvements include crawlspace encapsulation, extensive spray-foam insulation, refreshed skylights, three geothermal HVAC systems, a metal roof, PSD water, and well-fed irrigation. With extraordinary privacy, exceptional indoor-outdoor living, beach access, and one of Hilton Head Plantation's most remarkable marsh-to-Sound settings, this is more than a beautiful home-it is a truly special retreat. Select photos are virtually staged. Listing Broker is the Seller and is licensed in South Carolina, Georgia, and Wisconsin.

70 Deerfield Road, Hilton Head Island

Listing courtesy of AIM Real Estate Sales.

$674,900

4 Beds ⋅ 3 Baths ⋅ 1,846 SqFt. ⋅ HILTONHEAD-512599 MLS

Welcome to this great island home in Hickory Forest, located in HIlton Head Plantation, one of Hilton Head Island's most desirable residential communities. This house is located at the end of a private road & has a well designed floor plan offering a primary suite on the main level plus three additional bedrooms and a spacious loft upstairs, providing plenty of room for family, guests, or a home office. The home offers a newer HVAC (25), newer roof (22) & newer plank flooring. The updated kitchen features granite countertops, a new backsplash, updated lighting, newer appliances, a pantry, & a convenient breakfast/dining area. The inviting great room features a wood burning fireplace, cathedral ceiling & sliding glass doors overlooking a large two-tiered deck. The spacious primary suite offers a dual sink vanity, large walk-in closet & additional storage closet. Upstairs, you will find 3 additional bedrooms plus a versatile loft area. A private backyard retreat, perfect for relaxing, entertaining, or enjoying the Lowcountry lifestyle. Residents enjoy access to a wide range of amenities & outdoor activities, including beautiful leisure & biking trails, community pools, tennis & pickleball, golf & convenient access to the island's beaches, Broad Creek, shipping, dining & everyday services Tandem 2 car garage.

25 Honey Locust Circle, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$1,249,000

3 Beds ⋅ 3 Baths ⋅ 2,320 SqFt. ⋅ HILTONHEAD-512496 MLS

Better act quickly on this immaculate Hilton Head Plantation home, move-in ready and brimming with designer touches. A light-filled open floor plan centers on a wall of windows overlooking a spacious backyard with golf course views. The kitchen showcases white wood cabinets, stainless steel appliances, and a beautiful large island topped with quartz counters. Smooth ceilings and wide-plank wood flooring flow throughout, complemented by high-end appliances and a recently enclosed Carolina room with Pella windows for year-round enjoyment. The spacious primary suite offers two walk-in closets and a beautiful bathroom featuring a large walk-in shower and double vanity. Outside, a wrap-around rear deck and walkways invite relaxed living amid pristine landscaping, backed by the added peace of mind of a newer roof and HVAC systems. 29 Pheasant Run is located on a quiet street and just a short walk to the sound. Hilton Head Plantation is one of the island's premier gated communities, offering resort-style amenities-including access to Dolphin Head Beach, championship golf courses, tennis and pickleball courts, and scenic leisure trails.

29 Pheasant Run, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$864,958

3 Beds ⋅ 3 Baths ⋅ 2,588 SqFt. ⋅ HILTONHEAD-512467 MLS

Situated on a quiet cul-de-sac with a peninsula-like setting and beautiful long lagoon views, this custom home offers an exceptional opportunity to create something truly special. With three bedrooms, two and a half baths, an office, a family room open to the kitchen, and a separate living room featuring a dramatic wall of glass overlooking the spectacular view, the home offers a wonderful floor plan and an abundance of potential. Ahead of its time in both design and layout, the home features a very large two-car garage with generous perimeter space-ideal for a workshop, storage, or additional workspace. The home is ready for someone to bring their own vision, personalize the finishes, and elevate it to the level of the beautiful homes surrounding it. The location is equally impressive. Enjoy a short walk to Spring Lake, the community's activity center featuring tennis, pickleball, a new pool, multiple gathering areas, and the Plantation House. Just a two-minute drive away is the newly enhanced Dolphin Head Park and beach, with beautifully updated amenities and one of the many outstanding recreational areas within this amenity-rich community. With low POA fees and an unmatched combination of amenities, natural beauty, and location, Hilton Head Plantation remains one of Hilton Head Island's most desirable gated residential communities. The property is approximately 15 minutes from Hilton Head Island Airport, seven minutes from shopping, and 15 minutes from the Atlantic Ocean beaches. Historic Savannah and Savannah/Hilton Head International Airport are approximately an hour away. A special setting, custom design, spectacular views, and tremendous potential make this an opportunity not to be missed. Grass has been enhanced in some photos.

8 Cougar Run, Hilton Head Island

Listing courtesy of Charter One Realty.

$499,900

3 Beds ⋅ 2 Baths ⋅ 1,462 SqFt. ⋅ HILTONHEAD-512479 MLS

Beautiful & updated coastal townhome for under $500,000 in highly desired Hilton Head Plantation! This stunning 3BD/2BA lock and leave townhome is perfect for anyone looking for maintenance free living. With a newer roof and a short walk to Spring Lake Pavillion where all your world class amenities are, this location is ideal. Spacious floor plan with large living area, one bedroom and full bathroom on the first floor. Find two additional bedrooms and one full bathroom upstairs. Step outside to a generous deck and patio area surrounded by natural foliage-ideal for morning coffee, evening gatherings, or simply enjoying the quiet Lowcountry setting. With its cul-de-sac location, proximity to Dolphin Head, miles of leisure trails, and the Plantation's signature amenities, this home delivers both privacy and convenience. Maintenance free living with regime covering trash, pest control and landscaping. Come enjoy everything Hilton Head Plantation has to offer with their high-end amenities and beautiful nature that surrounds the community!

7 Windflower Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,187,500

3 Beds ⋅ 3 Baths ⋅ 2,832 SqFt. ⋅ HILTONHEAD-512235 MLS

Over $60K Price improvement! Nestled within the prestigious Hilton Head Plantation, this beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with modern sophistication. Enjoy serene lagoon views from your living spaces, an open-concept layout designed for effortless coastal living, and a thoughtfully updated interior featuring elevated finishes throughout. With spacious bedrooms, a light-filled kitchen, and inviting outdoor areas perfect for morning coffee or evening sunsets, this home delivers the ideal balance of comfort, style, and natural beauty. All just minutes from Hilton Head's world-class beaches, golf, and amenities, your island retreat awaits. A private office located off the main house within the garage adds 170 sf, giving you approx 3008 sf! Engineered hardwoods accent the living areas, expansive windows allow in tons of natural light, custom painting, smooth ceilings throughout & so much more! The spacious 2-car garage and office space with its private access to the fenced yard only add to the possibilities! This home is a must -see! Signature Amenities in Hilton Head Plantation include Spring Lake Pool - A large resort-style pool complex with lap lanes, a splash area, and seasonal events; Dolphin Head Recreation Area - a waterfront park on Port Royal Sound with walking paths, picnic areas, and stunning sunset views, Miles of leisure trails- over 12 miles of walking and biking trails winding through lagoons, marshes, and wooded preserves. Four Golf Courses can be found within the community: Country Club of Hilton Head, Bear Creek Golf Club, Dolphin Head Golf Club, and Oyster Reef. Multiple Tennis & Pickleball courts, clinics, and social play options for all skill levels. Community Gardens - Plots available for residents who enjoy gardening and seasonal planting. Skate Park - A unique amenity for families and active residents.Fishing & Lagoon Access - Dozens of stocked lagoons for catch-and-release fishing, plus scenic wildlife viewing. Seabrook Recreation Area - Open fields, playgrounds, and space for community gatherings. Security & Gated Access - 24-hour security, controlled gates, and private roads for peace of mind. Fitness classes, social clubs, volunteer groups, and year-round community programming.

9 Shadewood Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$965,000

3 Beds ⋅ 3 Baths ⋅ 1,981 SqFt. ⋅ HILTONHEAD-512084 MLS

Welcome home to this beautifully maintained 3-bedroom, 3-bath residence offering exceptional curb appeal and a warm, welcoming atmosphere in the desirable Headlands section of Hilton Head Plantation. Perfectly positioned to enjoy picturesque golf views of the 18th hole of Bear Creek Golf Club from the back patio, completed with a retractable awning. This move-in ready home has been lovingly cared for by its current owner. Inside, you'll find all new windows and doors and luxury vinyl plank flooring throughout most of the home, creating a seamless and stylish living space. The inviting living room features a cozy gas fireplace, while the kitchen is equipped with stainless steel appliances. The enclosed porch has been thoughtfully converted into an additional living space, providing even more room to relax, entertain, or simply enjoy the beautiful golf course views year-round. A brand-new HVAC system adds peace of mind, making this home as practical as it is inviting. Combining comfort, quality, and an outstanding location, this home is truly move-in ready and offers the perfect opportunity to enjoy the Hilton Head Plantation lifestyle. Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

5 Oyster Rake Court, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,150,000

4 Beds ⋅ 3 Baths ⋅ 3,357 SqFt. ⋅ HILTONHEAD-511846 MLS

Rare Dolphin Head opportunity in Hilton Head Plantation. This 4BR/3BTH, 3357 SF home on a 0.42-acre homesite w/stunning lagoon views stretching to the 18th fairway of the Dolphin Head Golf Club-wide unobstructed views, gorgeous sunsets over the water, 50 year roof installed in 2014 and bright light/windows galore. This home was loved and lived in for 25 years. $10,000 seller credit toward updating. Buyers can move in with confidence. Clean stucco report and home inspection completed 7/7/2026. This is a true lagoon-fairway retreat minutes from groceries, Hospital Medical Pavilion, Schools, Spring Lake pool and tennis/pickle-ball and island beaches. HHP is voted over & over as "best community to live in" on the north end of Hilton Head Island.

11 China Cockle Way, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,390,000

3 Beds ⋅ 4 Baths ⋅ 2,871 SqFt. ⋅ HILTONHEAD-512115 MLS

Rarely does a like-new home in Hilton Head Plantation pair this level of renovation with a premier address, a private saltwater swimming pool, and screened lanai. Beautifully reimagined in 2026, this private (single-story) residence features, tall ceilings, gorgeous plank flooring, current color selections, and an intelligently designed floor plan. The fully remodeled kitchen is an absolute showcase... Complete with quartz countertops, a downdraft vent range, updated stainless steel appliances, and a generous pantry behind craftsman-style barn doors. The three (en-suite) bathrooms have all been completely transformed and offer a modern and luxurious feel. The private pool was resurfaced in 2025 and includes new pool equipment! The house-wide plumbing was replaced with PEX for additional peace-of-mind! Add to the list spacious bedroom suites, a gas fireplace, a private office nook, epoxy floors in the garage, abundant closets/cabinetry, and professional landscaping outside. This is a high-elevation lot with a pleasant golf backdrop on a quiet, (limited traffic) street near Hilton Head Plantation's main gate. Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

43 Knollwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

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