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$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.

$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.

$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.

$899,000
4 Beds 4 Baths 2,232 SqFt. HILTONHEAD-512036 MLS
This stunning four-bedroom home located on a cul-de-sac street sits on a great lot with views of the Oyster Reef Golf Course. Even better, it's just around the corner from the access point for the Dolphin Head Bluff Path. This home boasts an incredible floor plan with two primary bedroom suites, one downstairs and one upstairs. You will enjoy the renovated kitchen with stainless steel appliances, custom cabinets, all open to the main living areas. There is so much natural light throughout and tons of storage space. This home has beautiful crown moldings and great ceiling height throughout.Living in the Low Country means outdoor living space is a must, and this has an incredible back yard/patio with exceptional golf views of #8 of the Oyster Reef Course. Updated bathrooms recently painted and the roof was replaced a year ago, you can move in worry free. Hilton Head Plantation has low fees and incredible amenities: Golfers have four championship 18-hole courses within the community (Bear Creek, Dolphin Head, Oyster Reef and the Country Club of Hilton Head). Private beach lovers enjoy a private shoreline along the Port Royal Sound in Dolphin Head Park. HHP has a resort-style zero-entry pool with lazy river and splash pad anchors Spring Lake Recreation Area. There's even a Marina just inside the community and for garden lovers, Seabrook Farms is a place where residents can rent beds to grow vegetables, fruits, and flowers.

16 Yellow Rail Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$635,000
3 Beds 2 Baths 1,602 SqFt. HILTONHEAD-511997 MLS
Opportunity to own a beautifully updated 3-bedroom townhouse in Hilton Head Plantation for under $700,000. This is one of those homes you truly have to see to appreciate. Stunning renovated kitchen from top to bottom has it all, while the great room features a custom wood-trim ceiling that adds warmth and character. LVP extends throughout the first floor. The bathrooms have been thoughtfully updated with today's finishes. The versatile floor plan includes a 1st floor bedroom or den along with two 2nd floor bedrooms. Outside, you'll find a generously sized fenced front service yard that can also be used as a dog run. The expansive private rear stone patio, complete with a fire pit, creates a peaceful retreat for relaxing alone or with family and friends. Storage is another feature, with 2 separate storage areas--one is exceptionally large and could be a workshop. New Anderson sliding doors add both beauty and energy efficiency. This townhome checks all the boxes, making it a great property for a primary residence, 2nd home, starter home, or long-term rental. It is a low-maintenance lifestyle home, allowing you to enjoy all Hilton Head has to offer. As the saying goes, "Don't judge a book by its cover." This home has been transformed with remarkable updates and is one you won't want to miss.

4 Honeysuckle Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,150,000
3 Beds 5 Baths 3,250 SqFt. HILTONHEAD-511807 MLS
Excellent value on updated, superbly maintained lifestyle home with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

3 Twisted Cay Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,199,000
5 Beds 6 Baths 4,083 SqFt. HILTONHEAD-511235 MLS
Exceptional Multi-Generational Golf Course Estate with Private In-Law Residence, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property is uniquely designed for multi-generational living, offering multiple private living spaces while keeping family close. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a rare combination of privacy, flexibility, and space-all within one of Hilton Head Island's premier gated communities. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature is the private mother-in-law residence, offering true independent living with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Ideal for parents, adult children, extended family, long-term guests, or a live-in caregiver, this separate residence provides privacy and independence while remaining conveniently connected to the property. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides yet another flexible space for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a Hilton Head Plantation property offering true multi-generational living, multiple private living spaces, an oversized setting, and exceptional flexibility-all within one of Hilton Head Island's most desirable communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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

3 Deerfield Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$620,000
3 Beds 2 Baths 1,610 SqFt. HILTONHEAD-511050 MLS
Welcome to easy living in the desirable Fernwood community within Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully maintained one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf Course. Offering 1,610 square feet of thoughtfully designed space, plus a spacious screened porch that serves as a true outdoor living room, the home lives much larger than its size. Inside, warm and inviting spaces feature a fireplace, soaring finished ceilings accented with beadboard and wainscoting, a comfortable living room, separate dining area, and an eat-in kitchen perfect for casual mornings or entertaining friends and family. The seamless connection between the indoor living areas and the screened porch creates the perfect setting to enjoy Hilton Head's year-round coastal climate.Fernwood offers the ideal "lock-and-leave" lifestyle. Owners enjoy the privacy and comfort of a detached home while the community's thoughtfully maintained appearance preserves its charm and appeal. Life in Hilton Head Plantation includes some of the island's finest amenities, including the Dolphin Head Recreation Area, Pine Island Beach, community pool with lazy river, fire pits, playground, community centers, restaurant, miles of leisure trails, and 4 championship golf courses. The Plantation's sought-after north-end location also provides convenient access to shopping, dining, entertainment, and the island's main entrance.With no short-term or weekly vacation rentals permitted, Fernwood offers a peaceful residential atmosphere, making it an exceptional choice for a primary residence, second home, or anyone seeking carefree island living.

25 Fernwood Court, Hilton Head Island

Listing courtesy of Charter One Realty.

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

41 Golden Hind Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,180,000
3 Beds 3 Baths 3,065 SqFt. HILTONHEAD-508218 MLS
Experience Lowcountry living at its finest in this beautifully upgraded 3-bedroom, 2.5-bath home perfectly positioned on a serene lagoon with sweeping views of the 18th hole/fairway at Dolphin Head Country Club. Designed to maximize natural light and scenery, the home features dramatic walls of glass and a stunning wall of sliding glass doors that seamlessly blend indoor and outdoor living.The open floor plan offers both functionality and elegance, with spacious living and dining areas ideal for entertaining. A thoughtfully designed layout provides excellent bedroom separation, ensuring privacy for owners and guests alike.This home has been extensively updated with high-quality improvements, including hurricane-rated DP50 windows, new HVAC units, upgraded plumbing, renovated bathrooms, new water heaters, and a full gutter system with leaf filters. Stylish new wood-look tile flooring runs throughout, complemented by plantation-style shutters and modern sliding blinds for a clean, coastal aesthetic. Step outside to your private screened-in porch overlooking the lagoon and golf course, or enjoy the durability and beauty of Trex decking-perfect for relaxing or hosting gatherings year-round. Plumbing and electrical ready to go for your hot tub enjoyment .Additional features include a convenient dining room closet for extra storage and a move-in-ready condition that reflects true pride of ownership. Ideally located just a short, easy walk to Dolphin Head Recreation Area, the scenic Port Royal Sound and the beaches of Pine Island, this home offers the perfect combination of tranquility, recreation, and modern upgrades .Don't miss this rare opportunity to own a slice of paradise with exceptional views and unmatched enhancements

21 Cottonwood Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,149,999
3 Beds 4 Baths 2,317 SqFt. HILTONHEAD-504283 MLS
"The Lock-And-Leave Life: Hilton Head Style"- Just steps from Skull Creek Marina and the Country Club of Hilton Head, this beautifully appointed 2024-built townhome delivers the ultimate Hilton Head lock-and-leave lifestyle. Designed for effortless living and entertaining, this 3-bedroom, 3.5-bath residence combines elevated finishes, thoughtful functionality, and an unbeatable location within Hilton Head Plantation. Step inside and immediately appreciate the open-concept design, private elevator, and abundance of natural light. The spacious living area features a stunning three-sided fireplace and custom floor-to- ceiling built in creating an inviting space to relax after a day on the water or at the beach. The adjoining kitchen and dining area flow seamlessly to a screened porch- an ideal spot for morning coffee, cocktails or casual entertaining. The first-floor primary suite offers exceptional convenience and privacy, while the second floor provides two additional bedrooms and a versatile sitting area. A private elevator makes every level easily accessible, with an additional 650 square feet of climate-controlled flex space-perfect for a home office, studio, fitness room, hobby space, or simply exceptional storage. A mini-split HVAC system keeps this bonus area comfortable all year round. The lower level features high-end wood-look ceramic tile for both style and durability. Everyday living is enhanced by premium upgrades including a Culligan whole-house water filtration system, built in dehumidifier, smart thermostats, custom window treatments and more. And then there's the location. Walk to Skull Creek Marina and the Country Club of Hilton Head in 2 minutes. Enjoy exceptional amenities including a private sandy beach on Port Royal Sound, a lazy river community pool, 12 tennis courts, bocce courts, pickleball, playgrounds, scenic trails, 2 nature conservancies with boardwalks, beautiful Bluff walking path on the Port Royal Sound and more. With its newer construction, private elevator, exceptional storage, flexible bonus space, and proximity to the water, this is a rare opportunity to enjoy Hilton Head on your own terms. Come for the boating. Stay for the lifestyle, Leave the maintenance behind!!

5 Grandview Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

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