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$1,600,000
4 Beds 5 Baths 3,505 SqFt. HILTONHEAD-512875 MLS
Welcome home to 21 Ribaut Dr. on Hilton Head Plantations prestigious Ribaut Island in a private gate with 63 homesites. Take advantage and enjoy the private amenities of a community pool, dock and tennis/pickleball courts. Sitting on just under a half an acre lot, this wonderful, updated floor plan has 4 bedrooms, & 4.5 bathrooms. The office is just off the primary suite. Enjoy the open updated kitchen/family room and cooking on your propane stove and oven while entertaining friends and family. The Primary bath has been renovated with large soaking tub. There are wood floors in the living areas and carpet in the bedrooms. The home is equipped with an extended 2 car garage with workshop space and a large storage closet. Storage galore with many closets and a walk-in floored attic. Located within the gates of Hilton Head Plantation, residents enjoy an outstanding array of amenities, including four championship golf courses, the Country Club of Hilton Head, Spring Lake Recreation Area, Dolphin Head Recreation Area, a full-service marina, tennis and pickleball courts, miles of leisure trails, a community pool, and 24-hour security-all just minutes from Hilton Head Island's beaches, shopping, and dining.

21 Ribaut Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,199,000
4 Beds 3 Baths 3,031 SqFt. HILTONHEAD-512399 MLS
Beautifully updated and completely turnkey, 5 Honey Hill Court offers exceptional one-level living in Long Cove Club with 4 bedrooms, 3 baths, generous gathering spaces, and a peaceful lagoon setting surrounded by mature Lowcountry landscaping. Thoughtfully designed by architect Neil Gordon and Kurt Hermann, the home combines timeless Lowcountry character with a fresh, functional approach to everyday living. From the moment you step inside, the home feels bright, open, and thoughtfully updated. Wide-plank engineered hardwood flooring flows throughout the main living areas, complemented by fresh neutral finishes, detailed trim, and an easy floor plan designed for both everyday living and entertaining. The beautifully remodeled kitchen is a standout, featuring soft blue cabinetry, light stone countertops, stainless steel appliances, double wall ovens, an island with cooktop, abundant storage, and an open pass-through with bar seating connecting directly to the family room. The adjoining family room is anchored by a classic brick fireplace with custom millwork and built-in cabinetry, creating an inviting central gathering space. Just beyond, the dramatic Carolina room is one of the home's most memorable features, with a soaring wood-paneled vaulted ceiling, skylights, an oversized arched window, and walls of glass framing tranquil lagoon views. An additional living area with direct access to the back deck provides even more room to relax, entertain, or enjoy the peaceful setting. The spacious primary suite is a private retreat with a beautifully remodeled bath featuring an expansive double vanity, quartz-style countertops, dual mirrors, a large glass-enclosed walk-in shower, marble-look flooring, and a generous walk-in closet. Three additional bedrooms provide excellent separation for family and guests. A large back deck overlooks the lagoon and mature landscaping, offering the perfect setting for enjoying the quiet Lowcountry surroundings. The attractive one-level exterior features a welcoming brick entry, mature landscaping, and a side-entry 2-car garage. Ownership in Long Cove Club provides access to an exceptional collection of amenities, including the nationally recognized Pete Dye golf course, deep-water marina with access to Broad Creek, tennis and pickleball courts, bocce, heated junior Olympic-sized pool, clubhouse and member dining, dog park, community garden, playground, basketball court, and 24-hour gated security.

5 Honey Hill Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$1,300,000
3 Beds 3 Baths 2,354 SqFt. HILTONHEAD-512318 MLS
Enter through the private gate and natural canopy of majestic oaks to the oceanfront enclave of historic Port Royal Plantation. Tucked back and set on over 1/2 an acre, this 3-bedroom, 3-bath traditional, Lowcountry-inspired modern ranch is move-in ready and the perfect size for full-time living or second-home lock-and-go adventures! Beautiful renovations begin with the welcoming new glass double-door entrance through to an inviting wide foyer anchored by a shiplap-trimmed wet bar and new beverage center perfect for entertaining. The adjoining Great Room features a wall of sliding glass doors, a new gas fireplace and hearth with Savannah brick, and a custom-made solid black Walnut, hand-milled mantel. The kitchen opens to the dining room for a Chef's table experience. Featuring Jenn-Air X-large refrigerator, KitchenAid and GE Monogram oven/micro and 36" gas cooktop, quartz countertops, Charlestown Cabinetry, and generous workspace that flows into an adjoining cozy cafe-setting breakfast area w/ garden view for morning coffee and casual dining. Large primary suite and bath offer a walk-in closet, new tile shower and glass doors w/marble seat and marble countertop, and Charlestown Custom Cabinetry. Two ample guest rooms w/new carpet adjoining bathrooms w/new ceramic tile flooring and bath and shower surrounds. Thoughtfully designed laundry room with shiplap wall and storage closet w/barn door. The resort-style, private outdoor living is replete with a 30 x 15 rectangular pool with paver surround and oversized patio, golf view, fire pit, mature landscaping, and loads of privacy, creating a setting that feels worlds away. Interior upgrades and renovations throughout include rich, dark engineered wood floors in the kitchen, great room, entryway, and dining room; smooth ceilings, quality neutral paint, windows, doors, trim and baseboards, lighting, carpet, and tile. Exterior upgrades include: roof, roofline, water heater, ductwork, lighting, gutters, landscaping, and spray foam insulation. Complete list in documents. Topping off this special residence is the extra-long driveway leading to a unique and highly desirable oversized, dual-opening, "drive-thru" garage with great storage. Enjoy the unmatched bespoke lifestyle of Port Royal Plantation, with 24-hour gated security, a private oceanfront beach club, championship golf, tennis, pickleball, walking trails, and easy access to Hilton Head Island's finest dining, shopping, and marina.

46 Barony Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,059,000
3 Beds 3 Baths 2,430 SqFt. HILTONHEAD-511987 MLS
Beautifully renovated from top to bottom! Arrive home to your circular driveway with Savannah Gray brick walkways and front porch, fresh hard coat stucco exterior, new double front doors, and professionally landscaped grounds complete with a stunning Live Oak and Magnolia tree. Inside, you'll find European white oak wood flooring, custom trim and millwork, designer lighting, LED recessed lighting, and beautifully remodeled bathrooms featuring quartz countertops, custom cabinetry, and premium plumbing fixtures.The chef's kitchen is equally impressive with custom cabinetry, quartz countertops, marble backsplash and GE Café appliances. Additional upgrades include spray foam insulation, solid-surface closet systems, new sliders and exterior doors, an epoxy garage floor, and a gas fireplace with birch logs and a striking quartz surround. Enjoy outdoor living on the rear deck, then take advantage of Moss Creek's exceptional lifestyle amenities, including two championship golf courses, a deep-water marina, freshly renovated Clubhouse, state-of-the-art fitness center, tennis, pickleball, bocce, resort-style waterfront pool, and waterfront dining. Every detail has already been thoughtfully completed -inside and out. Bring your clubs and boat and start enjoying the unmatched lifestyle of the Lowcountry.

29 Cat Brier Lane, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$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.

$760,000
3 Beds 3 Baths 1,650 SqFt. HILTONHEAD-512291 MLS
Turnkey single-level 3-bedroom, 3-bath home blending Lowcountry charm and refined design on over 1/3 acre with peaceful views of Hilton Head Plantation's venerable Dolphin Head Golf Course. Reimagined from the studs in 2019, the light-filled layout with exposed wood beams, tray ceilings, tongue-and-groove accents, custom trim and premium fixtures throughout. The bright eat-in kitchen features Fantasy Brown dolomitic marble, Walker Zanger tile, soft-close cabinetry, high-end Bosch and GE Profile appliances including induction cooktop. Both the primary suite and sunken living room open to the tabby shell back patio with hot tub and grilling area. Inside, the woodburning fireplace and vaulted living room ceiling add warmth and character. Major systems replaced in 2019 include: new roof, energy-efficient windows, HVAC, ductwork, water heater, plumbing, wiring, new LVP, tile flooring and a refreshed garage with epoxy floors, craftsman-inspired lighting and carriage-style door. A short walk or ride to the clubhouse, Dolphin Cafe and Hilton Head Plantation's resort amenities. A beautifully upgraded retreat ready to welcome you home.

27 Pineland Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,045,000
3 Beds 3 Baths 2,731 SqFt. HILTONHEAD-512209 MLS
Welcome to 2 Sea Otter Court, a custom one-owner home that has been lovingly maintained & enjoyed for more than 30 years. Located in Hilton Head Plantation about midway between the Spring Lake Pool/Tennis Complex and the Dolphin Head Recreation Area, Playground, and the Pine Island Beach. The bike path is directly across the street, making it easy to navigate the Plantation. This inviting 3-bedroom, 2 1/2 bath home offers timeless craftsmanship & thoughtful updates. Solid oak floors and high smooth ceilings create a warm & spacious feel from the moment you enter. The heart of a home is always the Kitchen; 2 Sea Otter has an updated eat-in kitchen that opens seamlessly to the family room-perfect for everyday living and entertaining. Home chefs will appreciate the top-of-the-line SS appliances, double wall ovens, and Thermador five-burner cooktop, while guests will enjoy gathering around this welcoming space. Step outside to the expansive deck, ideal for grilling, relaxing, or entertaining family & friends. The paver driveway enhances the home's curb appeal & leads to the convenient side-entry garage. The roof was replaced in 2016, and the HVAC system was replaced in 2022. After more than 30 years of enjoyment, the current owners are ready to pass this special home on to its next chapter. Come discover why 2 Sea Otter is ready to welcome you home.

2 Sea Otter Court, 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.

$1,375,000
4 Beds 3 Baths 3,121 SqFt. HILTONHEAD-511823 MLS
Welcome to one of the finest renovations to hit the market in Moss Creek. Completely transformed from top to bottom, this beautifully updated home blends timeless Lowcountry charm with a clean, sophisticated design that's ready for its next owner to enjoy. Offering just over 3,100 square feet, the home features 3 bedrooms, 3 full baths, a formal dining room, and an oversized bonus room that can easily become a home gym, media room, billiards room, art studio, office, or private guest retreat. The flexibility of the floor plan makes it ideal for a variety of lifestyles.The main living area is where this home really shines. Vaulted tongue-and-groove ceilings with exposed wood beams create an inviting sense of space, while the custom fireplace, built-in cabinetry, and abundant natural light make it the perfect gathering place. The completely redesigned kitchen opens effortlessly to the living room and features custom cabinetry, designer lighting, premium appliances, beautiful countertops, and a spacious island that's made for entertaining. Just around the corner, a custom coffee bar adds another thoughtful touch.The primary suite is a true retreat with a beautifully finished bathroom, custom cabinetry, and carefully selected designer fixtures. Every bathroom throughout the home has been completely updated, and the attention to detail carries from room to room. A spacious two-car garage provides plenty of storage for vehicles, golf carts, and all your Lowcountry gear. Beyond the home itself, Moss Creek offers one of the most complete lifestyles on Hilton Head Island. Residents enjoy two championship golf courses, a deep-water marina, tennis and pickleball courts, a fitness center, miles of walking and biking trails, horse stables, nature preserves, and a beautifully renovated clubhouse overlooking the marshes. It's a community where neighbors become friends and every day feels a little like a vacation. Located just minutes from Hilton Head Island, Old Town Bluffton, shopping, dining, and beaches, this home offers the perfect balance of privacy and convenience. Completely renovated homes of this quality rarely become available in Moss Creek. If you've been waiting for a home where all the work has already been done, this is one you'll want to experience in person.

8 Oketee Court, Hilton Head Island

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

$3,995,000
5 Beds 7 Baths 4,760 SqFt. HILTONHEAD-511789 MLS
Rarely does a property like this become available. Set on an oversized lot overlooking the 2nd green of Atlantic Dunes and just a short walk to the beach, 2 Mockingbird Lane is a true family compound designed for generations to enjoy together. Tucked away on a quiet street with only two other homes, this property offers an exceptional level of privacy while being just steps from the beach, the Sea Pines Beach Club, and Plantation Club, with convenient access to the Ocean Gate. The property features a beautifully updated main home along with two separate guest houses, all centered around a heated saltwater pool with multiple outdoor living areas. The main home was taken down to the studs in 2009 and has been thoughtfully updated over the years, including the addition of an enclosed Carolina Room with heated floors; the perfect place to relax and watch the golfers. Inside the main home, you'll find custom hardwood floors throughout the living areas, a full wet bar, and a kitchen designed for entertaining with 2 dishwashers, 2 sinks, and 2 ovens, plus 3 bedrooms, an office, and 3 full baths. One of the guest bedrooms features four custom built-in bunk beds, making it the perfect space for kids and grandkids.The first guest house, built in 2009, offers a spacious living area, bedroom, and full bath, while the second guest house, completed in 2023, also includes its own living area, bedroom, and full bath, creating another comfortable space for family and guests. A covered breezeway with a built-in grill connects the outdoor spaces, while the fully fenced property provides privacy and plenty of room for children and pets. An outdoor shower and pool bath add convenience after a day at the beach. The finished garage has been enclosed and upgraded with a dehumidifier, providing additional flexible space for storage, hobbies, or recreation. With nearly 4,700 square feet spread across three separate buildings, this is one of the most unique properties in all of Sea Pines.

2 Mockingbird Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$1,779,000
3 Beds 4 Baths 3,218 SqFt. HILTONHEAD-511942 MLS
Rarely does a home offer one-level living on nearly three-quarters of an acre with exceptional privacy, a five-minute walk to the beach, and a location within Port Royal-one of Hilton Head Island's most exclusive private, oceanfront communities. Every day feels like a vacation in this beautifully updated coastal retreat. Impeccably maintained and truly turnkey, this exceptional home features a flowing floor plan with soaring vaulted ceilings, oversized bedrooms, a private executive office adjoining the primary suite, fireplace, custom built-ins, and a chef's kitchen complete with a Wolf induction cooktop and oversized center island. The spacious primary suite is a retreat of its own, offering a generous spa-inspired bath with abundant space between two separate walk-in closets. Situated on a rare point lot at the end of a quiet cul-de-sac, the nearly -acre homesite has been thoughtfully transformed into a spectacular backyard oasis. Mature live oaks, lush landscaping, premium paver walkways, and a beautifully sized pool create a secluded, resort-like setting. The current owners intentionally designed the landscape to maximize privacy while preserving the unique opportunity for a future owner to selectively open portions of the landscaping and capture multiple golf course views. A rare offering where thoughtful design, resort-inspired privacy, and timeless Lowcountry living come together in one of Hilton Head Island's most exclusive private, oceanfront communities.

32 Doubloon Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$759,000
3 Beds 3 Baths 2,104 SqFt. HILTONHEAD-511695 MLS
Under a canopy of Spanish Moss, this Lowcountry retreat offers a private sanctuary of lush landscaping and timeless architecture. Recently remodeled, enjoy charming paver walkways, low maintenance LVP flooring, smooth ceilings, wall to wall windows with elegant plantation shutters, generous living/dining area & handsome wood burning brick fireplace. The stunning eat-in kitchen is equipped with large quartz island, wraparound backsplash, newer stainless steel appliances, pendant lighting & floor to ceiling cabinets. A relaxing owner's suite provides direct access to rear patio & hot tub, while updated bath includes 2 sink vanity, designer lighting & frameless tile shower. Conditioned hobby/storage room is ideal for flexible drop zone off garage. Embrace peaceful mornings or entertaining evenings via a rare & desirable fenced yard, expansive paver patio & golf views along the 3rd fairway of Moss Creek's private South Course. Centrally located within the community, take advantage of the newly renovated clubhouse, and active golf & tennis amenities just down the road!

11 Timber Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,749,500
3 Beds 3 Baths 2,440 SqFt. HILTONHEAD-511596 MLS
OPEN HOUSE this Sunday, 9/13 from 1PM-3PM. Some things on Hilton Head Island are simply finite. A nearly .8-acre corner estate parcel in a gated oceanfront community is one of them. At 37 Kingston Road in Shipyard Plantation, that parcel is the foundation of something genuinely rare, and what sits on it makes the opportunity even more compelling. Those who know Hilton Head Island well know Shipyard. Tucked between Sea Pines and Palmetto Dunes, it is one of those communities that rewards the buyer who takes the time to know it. Direct beach access, Van Der Meer Tennis, three 9-hole golf courses, and the Sonesta Resort are all resident amenities within 800 acres of gated, security-patrolled Island living. And the location is exceptional: The Village at Wexford, Coligny Plaza, Coligny Beach, and some of the Island's most highly regarded restaurants, parks, and recreational offerings are all within minutes, by car or by bike. Among 1,655 total dwellings, only 255 are stand-alone homes. This is one of those homes, set on one of the largest private residential lots in any oceanfront gated community on the Island. This 3-bedroom, 2.5-bath home has been completely and beautifully reimagined. A top-to-bottom renovation includes all-new HVAC systems with new ductwork, a stunning new pool with a Pennsylvania flagstone deck that creates a private outdoor retreat worthy of the parcel it sits on, vaulted ceilings, skylights, thoughtful millwork, and designer finishes throughout. The kitchen features white shaker cabinetry, stone countertops, stainless-steel appliances, and a center island. The split floor plan provides ideal separation between the primary suite and guest rooms. The primary suite opens directly to the pool and features a marble walk-in shower and double vanity. A flexible bonus room serves equally well as a formal dining room, media room, study, sunroom, or hobby space. THE PARCEL ACCOMMODATES A FUTURE GUEST COTTAGE OR CASITA, A HOME EXPANSION, OR TWO ADDITIONAL GARAGE BAYS TO CREATE A FOUR-CAR GARAGE. For buyers thinking generationally, this is a rare canvas. 5 MINUTES BY BIKE TO THE SHIPYARD BEACH CLUB and one of the most beautiful beaches on the Island, where owners enjoy access to 420 private beach lockers, making every trip to the beach completely hassle-free. Offered furnished and available for immediate enjoyment. STR projections available upon request. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$484,000
3 Beds 2 Baths 1,524 SqFt. HILTONHEAD-511701 MLS
Welcome to Northends sought after Community Chinabury Ridge, a charming, move-in ready home nestled in the This inviting residence offers a spacious, open floor plan with vaulted ceilings, abundant natural light, and beautifully maintained living spaces perfect for everyday living or entertaining. The home features comfortable bedrooms, updated flooring, a bright kitchen and dining area, and a large two-car garage. Outside, you'll enjoy a private backyard surrounded by mature landscaping, creating a peaceful setting for relaxing or entertaining. Conveniently located near top-rated schools, parks, shopping, restaurants, beaches, and the Intracoastal Waterway, this home offers an exceptional opportunity for first-time buyers, retirees, or investors seeking the perfect blend of comfort, location, and value.

17 Monticello Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,370,000
3 Beds 2 Baths 1,528 SqFt. HILTONHEAD-511499 MLS
Turn-key, fully renovated beach home in the highly sought-after Forest Beach area of Hilton Head Island, just a short walk to the beach, Coligny Plaza, restaurants, shopping, and grocery stores. Whether you're looking for a primary residence, second home, or vacation rental investment, this property checks every box. Pride of ownership is evident throughout. The updated kitchen features stainless steel appliances, a center island, and opens seamlessly to the spacious living room with a cozy fireplace, creating the perfect gathering space. The generous primary suite offers a private ensuite bath, while two additional bedrooms comfortably accommodate family and guests. Step outside to your own private backyard retreat featuring a fenced yard, oversized swimming pool, spa, putting green, cornhole area, hammock, grilling space, and outdoor shower, perfect for relaxing after a day at the beach or entertaining year-round. With no POA or HOA fees and an unbeatable North Forest Beach location, this move-in ready Hilton Head home offers exceptional flexibility as a personal getaway or income-producing investment.

8 Flamingo Street, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$825,000
3 Beds 2 Baths 2,050 SqFt. HILTONHEAD-511362 MLS
Enjoy spectacular long golf course views across multiple fairways and greens from this beautifully maintained 3-bedroom patio home in the heart of Hilton Head Plantation. Ideally located just a couple of fairways from Dolphin Head Beach Park and Pine Island, you'll also love spending peaceful mornings along the Port Royal Sound bluff, watching the sunrise over the Atlantic or the shrimp boats make their way along the Sound. low-maintenance living, this inviting home allows you to spend less time on yard work and more time enjoying the exceptional amenities of Hilton Head Plantation. The spacious floor plan features soaring smooth ceilings, tile & wood floors, an updated open kitchen, formal living and dining rooms, a bright winterized porch/sunroom, and a two-car garage. Outside, a beautifully expanded paver patio is shaded by stately live oaks, creating the perfect setting for relaxing or entertaining while taking in the expansive golf views. Major updates provide peace of mind, including a newer HVAC system (2023) and a roof replaced in late 2025.With an exceptional location, easy maintenance, an inviting floor plan, and breathtaking views, 5 Deerfield Court offers an outstanding opportunity in Hilton Head Plantation-priced in the low $800s.'

5 Deerfield Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,499,000
4 Beds 4 Baths 2,982 SqFt. HILTONHEAD-510784 MLS
Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-level home offers the relaxed coastal lifestyle that makes Sea Pines one of Hilton Head Island's most sought-after destinations. Thoughtfully renovated and offered beautifully furnished, the home blends timeless Lowcountry charm with modern updates, making it ready to enjoy from day one.Inside, the open-concept floor plan is designed for gathering. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. Beyond the pool, a picturesque lagoon meanders through the backyard beneath a canopy of live oaks, providing a beautiful natural backdrop filled with Lowcountry wildlife and year-round scenery. A charming waterside gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.Whether you're searching for a family retreat, a second home, or an investment property with proven vacation rental appeal, this exceptional Sea Pines residence delivers the best of island living.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,090,000
4 Beds 3 Baths 2,710 SqFt. HILTONHEAD-511243 MLS
Modern, bright, and impressively spacious! This 4BR (single-level) Hilton Head Plantation home offers approx. 2,700 sqft in a quiet section of The Rookery! Tucked away on a small cul-de-sac, the property sits on over 1/2 acre and backs up to Rookery open space, creating a private natural setting with established landscaping, local plantings, and fruit trees. Inside, the home feels fresh and inviting with abundant natural light, tall (smooth) ceilings, gorgeous wood flooring, beautifully updated bathrooms, and two (spacious) owner's suites. The chef-style kitchen is a definite highlight of this home... complete with a large quartz island, updated cabinetry, stainless steel appliances, and even an induction range! Seamless indoor-to-outdoor transition, complete with a large (private) backyard deck. The dining room is filled with natural light, can host a large table for guests, and overlooks a private front courtyard. This home offers way more than one might expect, PLUS most furnishings are negotiable, creating an opportunity for a move-in-ready primary or second home. Don't miss the virtual pool plan!

1 Sanderling Lane, Hilton Head Island

Listing courtesy of Collins Group 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.

$699,999
2 Beds 3 Baths 1,575 SqFt. HILTONHEAD-510759 MLS
Experience ultimate Lowcountry luxury in this fully renovated single-story home inside the private club community of Moss Creek. Completely updated inside and out in 2026, this no steps layout is designed for seamless accessibility and modern living. The open floor plan features two primary suites, a versatile flex room, an expanded laundry room, and an elegant powder bath. Every detail reflects high-end craftsmanship and pristine finishes. Located just minutes from Hilton Head Island, this gated community offers premier resort-style amenities. Enjoy exclusive access to two -18 hole championship Fazio courses, a vibrant tennis and pickleball center, a private deep-water marina, and miles of scenic walking trails. The waterfront clubhouse features recently refreshed dining and social spaces. Whether you're searching for a turn-key golf property, single-level living, or a coastal retreat. This renovated move-in-ready home offers the perfect opportunity.

5 Stable Gate Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,229,000
4 Beds 5 Baths 3,184 SqFt. HILTONHEAD-510880 MLS
JUST A SHORT BIKE RIDE TO THE BEACH! Drive down your long private drive to this spacious home all on one level offering an open floor plan featuring 4 BR/ 4 1/2 BA with a private courtyard pool. This home is located on over a half an acre lot in the coveted Sea Pines Resort - one of Hilton Head Island's most desirable neighborhoods. Fabulous views looking out over a lush lawn, tranquil lagoon and Egret Island. Whether you're seeking a private family retreat, a savvy investment or an idyllic island getaway, this home delivers. Indulge in Sea Pines' world class amenities... from the Beach Club and golf to tennis, pickleball and miles of pristine beaches ... plus the charm of the iconic Harbour Town, deepwater views, shops and restaurants. Opportunity to join the Baynard Park Club for access to the sound-front pavilion & dock.

11 Baynard Park Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$1,240,000
3 Beds 3 Baths 2,855 SqFt. HILTONHEAD-510706 MLS
60 Wedgefield Drive presents a rare opportunity to own a beautifully renovated home on one of the premier homesites within the highly sought-after Golden Bear community of Indigo Run. Offering extensive upgrades, one of a kind golf course views, and exceptional value, this residence embodies the best of Hilton Head Island living. Thoughtfully updated throughout, the home showcases a stunning renovated kitchen, beautifully remodeled bathrooms, updated lighting, new flooring, fresh interior and exterior paint, brand-new garage doors, and an epoxy-coated garage floor. The professionally redesigned landscaping further enhances the home's curb appeal and outdoor living experience. A particularly valuable improvement-rarely found in today's market-is the complete replacement of the windows, providing enhanced energy efficiency, improved comfort, and long-term peace of mind for future owners. Meticulously maintained and truly move-in ready, this turnkey residence enjoys sweeping panoramic views across the 13th, 14th, and 15th holes of the Golden Bear Golf Course. Replicating a homesite with this appeal, combined with the extensive renovations already completed, would be both challenging and costly in today's market. Ideally situated just minutes from shopping, dining, and everyday conveniences, and only a short drive from Hilton Head Island's renowned Atlantic beaches, this exceptional property offers an unmatched combination of location, lifestyle, and value. Whether you're seeking a primary residence, vacation retreat, or investment in one of the island's most desirable communities, 60 Wedgefield Drive is an opportunity not to be missed. Several photos are virtually staged. Seller to provide a $52,800 credit towards the 2 remaining upgrade items.

60 Wedgefield Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$575,000
3 Beds 2 Baths 1,829 SqFt. HILTONHEAD-509111 MLS
Tucked away on a quiet cul-de-sac within the charming Squiresgate community on Hilton Head Island, this beautifully renovated 3-bedroom, 2-bathroom coastal bungalow offers the perfect blend of comfort, style, and convenience. Set on a generous .34-acre corner lot, the home welcomes you with a bright, open living space filled with natural light, flowing effortlessly into a warm and inviting family room overlooking a private, fenced backyard framed by lush, mature tropical landscaping. Thoughtfully updated throughout, recent improvements include a fully renovated kitchen and bathrooms, new flooring, interior paint, custom built-ins, doors, lighting, and fixtures-creating a fresh, modern feel with a relaxed boho-inspired aesthetic.Designed for both everyday living and entertaining, the main living areas transition seamlessly to an expansive patio, offering an ideal outdoor retreat with ample space for dining, lounging, or future enhancements such as a screened porch, outdoor kitchen and pool. Additional highlights include a 2-car garage, expanded parking pad with room for a boat or small trailer, and extra storage for recreational vehicles. Located in a golf cart-friendly neighborhood with low POA fees and minimal restrictions, Squiresgate is one of the island's hidden gems-just moments from waterfront dining along Skull Creek, local restaurants, public schools, and easy access on and off the island. Residents also have the option to join the nearby Country Club of Hilton Head, offering premier golf, tennis, pool, fitness, and spa amenities. This inviting home delivers a rare opportunity to enjoy relaxed coastal living in a peaceful, well-connected setting.

20 Kings Court, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$825,000
3 Beds 3 Baths 1,504 SqFt. HILTONHEAD-508219 MLS
Discover this turn-key, updated 3BR/3BA home in the highly sought-after Carolina Place community within Sea Pines. With rental projections exceeding $75,000 annually, this property offers the ideal blend of lifestyle and income potential. Enjoy a short stroll to the private community pool, tennis courts, and pickleball courts-exclusively available to owners and guests. Carolina Place features single-family detached homes with the convenience of low-maintenance living. The HOA ($370/month) includes weekly landscaping, trash service, monthly interior and exterior pest control, as well as pool maintenance and insurance. Inside, the home is light and bright with soaring cathedral ceilings, new luxury vinyl plank flooring, and stainless steel appliances. The updated kitchen showcases quartz countertops and Thomasville cabinetry, while all bathrooms have been tastefully renovated with tile flooring and modern vanities. Relax and unwind with serene "forever" views of open green space backing up to the Sea Pines Forest Preserve footprint, offering both privacy and natural beauty. Whether you're seeking a high-performing investment property or the perfect second home getaway, this is a standout opportunity to own in one of Hilton Head Island's premier gated communities.

78 Shell Ring Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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