Refine Search
Map
Sort by
$2,600,000
5 Beds ⋅ 5 Baths ⋅ 3,600 SqFt. ⋅ HILTONHEAD-512412 MLS
A rare opportunity to own a waterfront home in the exclusive Leamington beach community of Palmetto Dunes, complete with a private dock on the 11-mile lagoon system. Privately situated on a quiet cul-de-sac, this exceptional 5-bedroom residence offers expansive views, privacy, and plenty of room to create a private pool retreat. Designed for both relaxed everyday living and effortless entertaining, the home features spacious living areas, beautiful hardwood flooring throughout the main living spaces, abundant natural light, 2 fireplaces, wet bar, screened porch, and a versatile floor plan ready to accommodate a variety of lifestyles. Whether enjoyed in its current condition or transformed into a custom waterfront sanctuary, this property offers extraordinary potential in one of Hilton Head Island's most coveted communities. Kayak, fish, observe abundant wildlife, or simply unwind as the sun sets over the water. Leamington residents enjoy private beach access and an oceanfront Beach Club with golf cart parking, along with championship golf, world-class tennis and pickleball, miles of leisure trails, and the exceptional amenities of Palmetto Dunes Oceanfront Resort. With no short-term rentals permitted, Leamington preserves the privacy, tranquility, and exclusive residential character that make this community so special.

17 Arthur Hills Court, Hilton Head Island

Listing courtesy of Premium Properties of Hilton Head.

$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.

$650,000
4 Beds ⋅ 4 Baths ⋅ 1,939 SqFt. ⋅ HILTONHEAD-512286 MLS
Welcome to this charming Charleston-style 4-bedroom, 3.5-bath home overlooking the lagoon in the gated community of Victoria Square. Designed across three levels, the home offers a flexible floor plan with a true fourth bedroom and full bath on the first floor-ideal for giving guests a private space of their own-along with direct access to a spacious screened patio. The beautifully updated kitchen features crisp white cabinetry, stone countertops, a tile backsplash, and generous workspace, opening to a bright dining area surrounded by windows. The comfortable living room offers space to relax, a nook for your special piece of furniture or a convenient placement for a desk and flows onto an oversized screened porch, creating an inviting space for relaxing or entertaining while enjoying the lagoon setting. The third-floor primary suite opens to its own private balcony, while three distinct levels of outdoor living provide plenty of ways to enjoy Hilton Head's coastal climate. Additional features include a welcoming front porch, abundant storage, and a spacious tandem garage offering plenty of room for parking, a workshop, bikes, beach gear, and more. Centrally located on Hilton Head Island, Victoria Square offers low HOA fees and desirable amenities, including a community pool, playground, leisure trails, a two-acre lagoon, security gate, and convenient boat and RV storage. Shopping, waterfront dining, parks, and everyday conveniences are easily accessible...and the beach is a short ride away. This is an excellent opportunity to enjoy a spacious island home, flexible guest accommodations, and relaxed Lowcountry living in a convenient mid-island location.

65 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,699,000
5 Beds ⋅ 3 Baths ⋅ 2,752 SqFt. ⋅ HILTONHEAD-511834 MLS
Enjoy sweeping golf course views overlooking the 7th green of the renowned Robert Trent Jones Course from this beautifully furnished 5-bedroom, 3-bath home in the heart of Palmetto Dunes. Perfectly positioned just a short walk or bike ride to the community's award-winning 3-mile beach, this spacious property offers the ideal blend of coastal living and investment opportunity. The thoughtfully designed floor plan features an updated kitchen that opens to the dining area, multiple living spaces including a family room, and a desirable first-floor primary suite. Above the two-car garage, a versatile bonus room provides additional space for guests, recreation, or a home office. Outdoors, enjoy a private pool and expansive golf course views in one of Hilton Head Island's most sought-after resort communities. Currently operating as a successful short-term vacation rental, this property offers exceptional income potential as a primary residence, second home, or investment property. Furnishings are negotiable.

64 Full Sweep, Hilton Head Island

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

$1,295,000
4 Beds ⋅ 4 Baths ⋅ 3,126 SqFt. ⋅ HILTONHEAD-512185 MLS
Lake views, abundant natural light, and a spacious corner setting define this 4BD/4BA home offering approximately 3,126 heated square feet. Positioned on a corner home site, the home enjoys water views from two sides for an added sense of openness and privacy. The main living level features an open layout with coffered ceilings, custom shiplap, fireplace, and gourmet kitchen, while generous windows fill the space with natural light. Just off the main living area, the screened balcony overlooks Lake Russell and provides a comfortable spot for morning coffee, evening sunsets, or simply enjoying the Lowcountry setting. A private elevator connects each level, including the climate-controlled ground floor, where you'll find one of the home's most memorable features, a custom "Little Big Bamboo" bar inspired by Hilton Head's Big Bamboo Cafe. An additional flex room provides space for a home gym, hobbies, or other creative uses. The three-door garage offers tandem parking for 4 cars plus plenty of room for a golf cart, bikes, beach gear, workshop space, and storage. With its corner location, lake views, flexible ground level, oversized garage, and thoughtful details throughout, this home offers the space and versatility to accommodate a variety of needs,interests, and lifestyles.

32 Hackney Pony Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,900,000
4 Beds ⋅ 4 Baths ⋅ 3,895 SqFt. ⋅ HILTONHEAD-511549 MLS
Filled with natural light and thoughtfully designed for comfortable living and entertaining, this exceptional home offers soaring ceilings, striking slate flooring, and an open, flowing floor plan. The spacious chef's kitchen seamlessly connects to the living room, dining area, family room, and breakfast nook, creating inviting spaces for gathering with family and friends. Offering four bedrooms and three-and-a-half baths, the home provides generous accommodations for both everyday living and hosting guests. Outside, enjoy a private fenced backyard complete with a sparkling pool, covered outdoor living area, and beautifully designed hardscape and mature landscaping-perfect for relaxing, grilling, and entertaining. Ideally located just moments from the iconic Harbour Town Golf Links, home of the annual RBC Heritage, this home places you in the heart of everything Sea Pines has to offer. Enjoy miles of leisure trails, pristine beaches, the Sea Pines Beach Club, Harbour Town Marina, South Beach Marina, Lawton Stables, world-class dining and shopping, and three championship golf courses. This is a rare opportunity to enjoy one of Hilton Head Island's most sought-after lifestyles.

75 Baynard Cove Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$500,000
2 Baths ⋅ 2,014 SqFt. ⋅ HILTONHEAD-512284 MLS
Test Listing

18 Bow Circle, Hilton Head Island

Listing courtesy of REsides, Inc..

$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.

$879,000
3 Beds ⋅ 2 Baths ⋅ 1,882 SqFt. ⋅ HILTONHEAD-512297 MLS
Welcome to effortless Lowcountry living in the desirable Club Course neighborhood of world-famous Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton Head Island home is light, bright, and move-in ready, offering the perfect combination of comfort, location, and island lifestyle. Thoughtful updates include new LVP flooring, fresh paint, updated primary bathroom, Trex decking, and a 2025 Trane HVAC system. The spacious back deck is ideal for outdoor dining, entertaining, or relaxing, while the large backyard offers space for a pool and for creating a private oasis. Located near the main gate of Sea Pines, this home provides quick and convenient access to everything Hilton Head Island has to offer while still enjoying the privacy and amenities of one of the island's most iconic communities. Sea Pines is home to three renowned public golf courses, miles of pristine beaches, numerous restaurants, Harbour Town, private owner and guest beach access at Tower Beach, and the exciting redevelopment of South Beach. From biking beneath moss-draped live oaks to golf, boating, dining, and days spent on the beach, the Sea Pines lifestyle is truly hard to beat. Hilton Head Island has also been recognized as the #1 Island in the U.S. for nine consecutive years, further reinforcing why so many people choose to call this special place home. Whether you're searching for a primary residence in Sea Pines, a Hilton Head Island second home, or a short-term rental investment / coastal getaway, this turnkey property is ready for its next owner. Move in, unpack, and start enjoying the Hilton Head Island lifestyle from day one. Schedule your in-person or live video walkthrough today.

157 Otter Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,049,000
4 Beds ⋅ 3 Baths ⋅ 2,339 SqFt. ⋅ HILTONHEAD-512033 MLS
Welcome to Your Beachside Retreat in Folly Field! Located just minutes from Folly Field beach, this beautifully updated 4-bedroom, 2.5-bath home offers the perfect blend of coastal charm and modern comfort. Step inside to find an updated kitchen featuring quartz countertops, stainless steel appliances, and ample storage. The open kitchen to dining area overlooks the landscaped fenced backyard. The living area is ideal for entertaining, complete with LVP floors. The spacious fourth bedroom or den on the first level provides great flexibility, perfect as a guest suite, home office, or playroom. The main suite is on the first floor and has a newly renovated ensuite bath and hardwood flooring. Enjoy the privacy of your fenced backyard oasis, ideal for relaxing afternoons or hosting summer BBQs with family and friends. Nestled in a quiet and sought-after neighborhood in the Folly Field area, you'll love being close to the beach, top tier shopping, dining, and everything Hilton Head has to offer. Don't miss this incredible opportunity to own a move-in ready home in one of the islands most desirable communities! Rental income projected at $75,000 gross income without a pool and $95,000 with a pool installed.

10 Camellia Street, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$5,500,000
5 Beds ⋅ 7 Baths ⋅ 7,051 SqFt. ⋅ HILTONHEAD-511760 MLS
BREATHTAKING Mediterranean Estate Home overlooking the 16th Fairway of the Robert Trent Jones Golf Course in Palmetto Dunes. Gated community and Just a Short Walk to the Beach. 7,051 Square Feet with Amazing Craftsmanship rarely seen that captivates you. Step inside Front Door and Immediately be in Awe of the Beauty. Grand Marble Staircase, Spectacular Flooring, Open Living Spaces. Inviting Spacious Living Area with a Fireplace and Spectacular Chandeliers overlooks the Large Porch, Patio and Pool Area. Off Living Area is an Inviting and Open Dining Area. A Chef's Dream Kitchen is nearby with a 10-Foot Island that seats 6 plus a Dining Table Area. Also, a Comfortable Living Area with a Fireplace that opens to a Veranda with Built in Grilling Area and has Half Bath by Pool. Off Kitchen is a Butler's Pantry and a Laundry Area. Spectacular Wood Paneled Parlor with Sitting Area and Full Bar. 5 Bedroom Suites with Great Separation and Privacy. Primary Bedroom Suite is First Floor, has a Veranda and is steps away to the Raised Invisible Edge Pool and Spa. Also, 2 other Bedrooms have a Veranda. 6-Car Drive Through Cooled Garage, ELEVATOR, Terra Cotta Tile Roof, Paver Driveway and Mature Landscaping. Perfect Home for Relaxing and Entertaining Family, Friends, or Business Outings. Truly EXCEPTIONAL in every way. Come Enjoy the BEST OF LIFE at 11 Sea Lane on Hilton Head Island!

11 Sea Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$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.

$3,195,000
4 Beds ⋅ 4 Baths ⋅ 3,300 SqFt. ⋅ HILTONHEAD-511945 MLS
Oceanfront living takes center stage at this inviting residence in Ocean Point, a private section of the prestigious Port Royal community on Hilton Head Island. Set along the Atlantic, the home enjoys an exceptional coastal setting, with the oceanfront property between the residence and beach maintained by Ocean Point-providing owners the beauty of this remarkable landscape without the responsibility of maintaining it themselves.Inside, the home offers a comfortable blend of classic character and refreshed coastal style, with spacious living areas designed to complement the spectacular setting. Warm heart-of-pine floors, a natural connection between the kitchen and Carolina Room, and multiple bedrooms with ocean views create an inviting island retreat. The first-floor primary suite offers a private escape, while generous gathering spaces are ideal for family and entertaining.Ocean Point owners enjoy a private pool immediately adjacent to the property, as well as exclusive beach access. Port Royal's exceptional amenities add even more to the lifestyle, including an oceanfront Olympic-size pool, Beach House, playground, fire pits, pickleball and tennis courts, leisure trails, and private security.Thoughtfully refreshed and beautifully appointed, this special oceanfront residence offers a rare opportunity to enjoy the best of Hilton Head Island-where the ocean, exceptional amenities, and relaxed coastal living are right outside your door.

13 Ocean N Point, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,995,000
5 Beds ⋅ 7 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-512060 MLS
Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International 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.

$1,290,000
4 Beds ⋅ 4 Baths ⋅ 3,480 SqFt. ⋅ HILTONHEAD-512173 MLS
Beautifully updated home in Moss Creek, one of the Hilton Head Island area's premier private golf and marina communities. Offering 3,480 square feet, this spacious mid-century modern Lowcountry home features 4 large bedrooms, including 2 primary suites, and 3.5 beautifully updated baths. The flexible layout includes a private guest suite with 2 bedrooms and a full bath, plus an additional primary suite with ensuite bath - ideal for family and guests. The completely updated kitchen features quartz countertops, new appliances, soft-close cabinetry, and elegant gold hardware. French oak wide-plank flooring flows throughout the main living areas, complemented by smooth ceilings, high-end lighting, and fresh interior and exterior paint. Enjoy the sought-after Moss Creek Lowcountry lifestyle with two 18-hole golf courses, private marina, tennis and pickleball, fitness and clubhouse amenities, all in a gated community conveniently located between Hilton Head Island and Bluffton, SC. A beautifully updated home offering space, flexibility, and the golf-and-marina lifestyle that makes Moss Creek such a special place to call home.

55 Saw Timber Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$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.

$899,000
4 Beds ⋅ 5 Baths ⋅ 2,932 SqFt. ⋅ HILTONHEAD-511354 MLS
Experience spacious island living in this beautifully updated home, ideally situated within a sought-after gated golf community. Overlooking the tranquil 12th green of the Arthur Hills course, the backyard offers a peaceful setting to relax, entertain, or simply enjoy the view. Inside, soaring two-story ceilings and an inviting fireplace create a warm yet dramatic first impression, while the open-concept floor plan provides effortless flow for everyday living and gatherings. The highly desirable layout features the primary suite on the main level, an additional bedroom on the first floor which has versatile use, and two other bedrooms upstairs, all generously sized, all with ensuite. With recent exterior paint, a newer roof, HVAC, and other significant updates, this home is move-in ready and designed for years of worry-free enjoyment. Offering one of the largest sq ft four-bedrooms currently available on the island under $1 million, this is a rare opportunity to own exceptional space, value, and lifestyle in one remarkable property.

17 Tucker Ridge Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$7,050,000
5 Beds ⋅ 6 Baths ⋅ 5,278 SqFt. ⋅ HILTONHEAD-511871 MLS
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,750,000
4 Beds ⋅ 5 Baths ⋅ 4,075 SqFt. ⋅ HILTONHEAD-512097 MLS
Welcome to a truly special island retreat in prestigious Port Royal on Hilton Head Island. This 4-bedroom, 3-full-bath, 2-half-bath West Indies-inspired home captures the essence of relaxed coastal luxury, with timeless architecture and an effortless sense of place. Just steps away from private beach access, it offers the perfect setting for barefoot mornings, sunset gatherings, and unforgettable days by the sea. A rare opportunity to experience the beauty, privacy, and laid-back elegance of Hilton Head Island at its finest.

6 Drayton Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

$595,000
2 Beds ⋅ 2 Baths ⋅ 2,030 SqFt. ⋅ HILTONHEAD-511687 MLS
This charming two bedroom home is one not to be missed!. Two story ceiling in living room with fireplace. Walls of windows allowing natural light to flow inside all day long! Updated kitchen appliances and counters. Tile and wood floors throughout, no carpet! Primary suite on first floor with cathedral ceiling, fireplace and large walk-in closet. Ensuite second bedroom and loft/sitting room/office on second floor. Rarely offered in these patio homes is a 2-car garage! Perfect for year-round living in beautiful Moss Creek! Enjoy all MC has to offer; amenities include 2 championship golf courses. beautifully remodeled clubhouse, 4 pickleball courts, Racket Center with 7 Har Tur Courts, Equestrian Center, 5 Fishing/crabbing docks, marina, 2 nature preserves, Bocce Courts, Dog Park, firepits and miles of leisure trails. Don't miss this special opportunity!

20 Toppin Drive, Hilton Head Island

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

$1,290,000
4 Beds ⋅ 4 Baths ⋅ 3,286 SqFt. ⋅ HILTONHEAD-511550 MLS
Set on more than 0.4 acres along a quiet private street in Hilton Head Plantation, this beautifully maintained 4-bedroom, 3.5-bath home offers a spacious floor plan, abundant natural light, and exceptional indoor-outdoor living. The welcoming foyer opens to generous living and dining areas, where large windows overlook the screened lanai and pool. The kitchen flows seamlessly into the family room and breakfast area, creating a comfortable gathering space for everyday living and entertaining. The spacious primary suite features a beautifully appointed bath with dual vanities, a walk-in shower, separate soaking tub, and a large walk-in closet. Two additional guest bedrooms provide privacy and comfort for family and visitors. A standout feature of the home is the expansive bonus room, complete with a wet bar, custom built-ins, and a full bath. Currently used as a bonus room, this flexible space serves as the home's fourth bedroom and is ideal for guests, a media room, or a private retreat. Step outside to the impressive screened lanai featuring a sparkling pool and generous covered seating area-the perfect place to relax, entertain, or enjoy Hilton Head's year-round outdoor lifestyle. The backyard offers a peaceful and private setting. Additional highlights include an oversized three-car garage, abundant storage, and a functional layout that is equally suited for a primary residence or second home. 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.

5 Royal James Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,800,000
6 Beds ⋅ 8 Baths ⋅ 6,208 SqFt. ⋅ HILTONHEAD-510819 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

10 Drayton Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$665,000
3 Beds ⋅ 3 Baths ⋅ 1,595 SqFt. ⋅ HILTONHEAD-511940 MLS
Welcome to this beautifully reimagined 3-bedroom, 2.5-bath home in the desirable Tansyleaf community, where timeless Craftsman architecture meets today's modern comforts. Originally built in 2018 with an open-concept floor plan, this home has been extensively upgraded with high-end finishes, custom millwork, smart home features, and exceptional attention to detail throughout. The heart of the home is a stunning designer kitchen featuring quartz countertops, gray shaker cabinetry, a custom island with decorative millwork, stainless farmhouse sink, subway tile backsplash, pantry, breakfast bar, and an upgraded LG ThinQ smart appliance package. The kitchen flows seamlessly into the spacious dining and living areas, creating an ideal space for entertaining or everyday living. The inviting great room showcases a contemporary linear fireplace and an impressive custom floor-to-ceiling wine wall capable of storing more than 300 bottles, creating a true focal point for entertaining. Luxury vinyl plank flooring, fresh paint, updated lighting, custom window treatments, built-in shelving, and designer finishes continue throughout the home, providing a sophisticated yet comfortable coastal aesthetic. Step outside to enjoy the screened lanai complete with composite flooring and retractable solar/privacy shades overlooking a fully fenced backyard featuring a decorative paver patio, mature landscaping, privacy trellises, and inviting outdoor living spaces. Upstairs, the spacious primary suite offers a tray ceiling, walk-in closet with custom organization, luxury vinyl flooring, and an updated ensuite bath with dual vanities and framed mirrors. Two additional bedrooms, an upgraded guest bath, and a Samsung Smart laundry suite complete the second level. Additional upgrades include custom closet systems, hurricane shutters, fresh interior paint, luxury vinyl flooring throughout much of the home, updated lighting and ceiling fans, and meticulous documentation of warranties, finishes, and materials that will transfer to the next owner. This exceptional property offers the perfect blend of style, comfort, functionality, and lifestyle-just minutes from Hilton Head Island's beaches, golf, dining, shopping, and all the Lowcountry has to offer.

18 Tansyleaf Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$949,000
4 Beds ⋅ 5 Baths ⋅ 2,887 SqFt. ⋅ HILTONHEAD-511895 MLS
Deep-water views, no HOA or POA, nearly half an acre, and a Hilton Head address-The Old Ferry Keeper's coastal cottage offers a rare combination of location, history, and flexibility. Wake up to beautiful water views from the primary bedroom or enjoy the Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, this newly renovated 4-bedroom, 4.5-bath coastal home features solid white oak hardwood floors, custom white oak trim, shiplap accents, and fresh paint. The renovated chef's kitchen includes a marble island, quartz countertops, and new high-end appliances. Upstairs are three spacious bedrooms and three baths, including two recently updated bathrooms and a Jack-and-Jill layout. Downstairs, a private fourth bedroom, full bath, and laundry area provide flexible space for guests, a home office, or potential rental income. Additional features include a whole-home water filtration system, new washer and dryer, an updated 4-car garage with abundant storage and hobby space, a newly screened entertaining area, and plenty of room to add a pool. Enjoy a unique Lowcountry property with deep-water views, generous outdoor space, no HOA restrictions, and convenient access to the Buckingham Landing public boat ramp on Mackay Creek and the ICW - ideal for boating, fishing, kayaking, and exploring the Lowcountry waterways.

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$340,000
2 Beds ⋅ 2 Baths ⋅ 900 SqFt. ⋅ HILTONHEAD-512032 MLS
Investor friendly condo steps to the beach! Short term rental capable, completely renovated and new, fully furnished, with a lovely balcony outfitted with appealing deck chairs. HHBT Resort has it all! Walk or ride bikes to the beach, take a dip in the pools, fit in a gym workout, a match of Pickle ball or Tennis, play on the playground, eat at any of the restaurants within each, and so much more! Don't miss this beautiful opportunity that is priced to sell!

40 Folly Field Road Unit APT G21, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,000,000
3 Beds ⋅ 3 Baths ⋅ 2,348 SqFt. ⋅ HILTONHEAD-512024 MLS
Perfectly positioned on a quiet cul-de-sac in the prestigious Long Cove Club, 3 Grove Court enjoys expansive views across the fairway and greenside lagoon of neighboring Wexford's 15th hole, creating a peaceful, open backdrop with exceptional privacy. Just moments from Long Cove's renowned amenities, this beautifully maintained home offers an inviting blend of comfort, quality, and timeless Lowcountry living. Designed to maximize natural light, the open floor plan features expansive windows that frame the picturesque golf and lagoon views throughout the main living areas. The thoughtfully renovated kitchen is equipped with a commercial-grade DCS six-burner gas range, premium custom cabinetry with LED lighting, a granite island, and an elegant glass tile backsplash, making it equally suited for everyday living and entertaining.The spacious living areas are accented by two gas fireplaces, while the beautifully remodeled primary bath provides a spa-inspired retreat. Recent improvements include a freshly painted exterior, a newly added rear porch that creates the perfect setting to relax and enjoy the tranquil views, a new HVAC system, new flooring, remodeled bathrooms, custom wet bar and a new refrigerator. Offering a rare Long Cove location with sweeping views of Wexford's championship golf course, thoughtful updates throughout, and exceptional outdoor living, 3 Grove Court is ready to be enjoyed as either a primary residence or a Lowcountry retreat. Long Cove Club is a community that features world-class amenities, including a top ranked Pete Dye designed golf course, deep water marina facilities, Jr. Olympic size pool, tennis, pickleball, bocce ball, basketball court, dog park, playground and community garden.

3 Grove Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,795,000
3 Beds ⋅ 3 Baths ⋅ 2,590 SqFt. ⋅ HILTONHEAD-511308 MLS
Don't miss this beautifully maintained, newer-style 3-bedroom, 3-bath home in a highly desirable Sea Pines location. Tucked away on a quiet cul-de-sac and private street just minutes from Harbour Town, this home offers the perfect combination of comfort, updates, and Lowcountry charm. Step inside to find beautiful new hardwood floors, smooth painted ceilings, and a spacious great room with soaring ceilings, a fireplace, and peaceful lagoon views. The updated kitchen features stainless steel appliances, granite countertops, a stylish backsplash, and opens seamlessly to the main living spaces. Additional features include a separate dining room and a wine bar, making this home ideal for entertaining. The first-floor primary suite offers a relaxing retreat with a spacious walk-in closet, double vanity, and walk-in shower. With two HVAC systems, a two-car garage, and abundant extra storage, this home is as functional as it is beautiful. Located in the heart of Sea Pines, enjoy convenient access to Harbour Town, beaches, leisure trails, golf, tennis, pickleball, dining, shopping, and all the incredible amenities Sea Pines has to offer.

Hilton Head Island

Listing courtesy of Charter One Realty.

$4,250,000
3 Beds ⋅ 3 Baths ⋅ 2,733 SqFt. ⋅ HILTONHEAD-511980 MLS
Reimagine oceanfront living on one of Hilton Head Island's most exceptional beachfront properties. Set beneath magnificent live oaks and surrounded by mature natural landscaping, this private retreat offers sweeping ocean views, ample room for expansion, and the rare opportunity to renovate, enhance, or create a new coastal estate tailored to your vision. Ideally positioned in the most coveted section of Port Royal Plantation, the property enjoys a peaceful setting away from the island's resort corridor while remaining minutes from renowned dining, golf, shopping, and amenities. The expansive rear deck is perfectly suited for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. The existing residence offers 3 bedrooms and 2.5 baths, with the half bath easily converted back to its original full-bath configuration. Wide-plank pine floors, a beautifully renovated chef's kitchen, and walls of glass create warm, inviting interiors that connect seamlessly with the surrounding landscape. Adding to the property's distinction is its remarkable architectural history. Designed by internationally acclaimed architect Dean Winesett, whose work has appeared in *Architectural Digest* and *Southern Living*, the home was also featured in *Southern Living* and reflects his signature Lowcountry style and craftsmanship. Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that define this exclusive oceanfront community. Private amenities reserved for property owners and their guests include an oceanfront Beach House and swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and an array of recreational and social offerings. An irreplaceable beachfront setting, celebrated architectural legacy, exceptional private amenities, and endless possibilities combine to create one of the most compelling oceanfront opportunities currently available on Hilton Head Island.

4 Middleton Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$828,900
3 Beds ⋅ 3 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-511971 MLS
Welcome to The Tybee currently under construction, a beautifully designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality. With a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

131 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

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.