340 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
$1,825,000
4 Beds ⋅ 5 Baths ⋅ 3,642 SqFt. ⋅ HILTONHEAD-512172 MLS
Experience luxury golf-course living on the prestigious Primrose Lane in Indigo Run, a beautifully updated four-bedroom plus an office, 4.5-bath home with sweeping views of the 13th fairway. Designed with exceptional bedroom separation, each bedroom features its own private en-suite bath, offering comfort and privacy for family and guests. Hardwood floors flow throughout the home, while the spacious great room showcases a coffered ceiling, decorative tumble-stone fireplace, and custom bookshelves. The beautifully updated kitchen features quartz countertops, a gas cooktop, detailed backsplash, and updated appliances, creating a sophisticated and inviting space for everyday living and entertaining. The resort-style outdoor living space is equally impressive, featuring a newer pool with spa, waterfall, and bubbler overlooking the golf course, along with a custom outdoor kitchen. With elegant finishes, thoughtful updates throughout, beautiful golf views, and exceptional indoor-outdoor living, 20 Primrose is a move-in-ready luxury retreat in one of Indigo Run's most desirable settings.

20 Primrose Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,324,000
3 Beds ⋅ 3 Baths ⋅ 3,077 SqFt. ⋅ HILTONHEAD-512247 MLS
Breathtaking marsh views from this spacious Riverbend home. Offering more than 3,000 square feet, this beautifully maintained home combines generous living spaces, thoughtful updates, and an exceptional setting designed for both comfortable everyday living and entertaining.The flexible floor plan features 3 bedrooms, 2 1/2 baths, and multiple living and gathering areas, providing plenty of room for family and guests. Warm wood flooring, neutral designer colors, a fireplace, and custom built-ins add character and style, while the well-appointed kitchen features high-end appliances. 2 Car Plus Golf Cart Garage. Major improvements include a newer roof (2020) and Carrier 16-SEER, 4-ton HVAC system with Aprilaire air cleaner (2022). Additional thoughtful updates include newly painted interior and exterior (2025), New water purification sysptem, New ceiling fans, Furnace and vents professionally steam cleaned, New carpet in bedrooms, Refinished wood floors, and and California Closets in Master bedroom, pantry and hall closet. Located in the upscale Riverfront Community, residents enjoy the privacy and beauty of riverfront living while having access to the amenities of Sun City, including golf, tennis, pickleball, indoor and outdoor pools, fitness facilities, restaurants, clubs, and countless social and recreational activities.

27 Schooner Lane, Bluffton

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.

$1,045,000
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.

$2,495,000
4 Beds ⋅ 4 Baths ⋅ 3,022 SqFt. ⋅ HILTONHEAD-511792 MLS
Why build when you can move right in? This stunning 2024-built home sits on the most picturesque community lagoon in the sought-after gated golf community of Colleton River in Bluffton, SC - and it looks and lives brand new. Just under 3,000 square feet, this thoughtfully designed home offers 4 bedrooms, 3.5 baths, and a dedicated office/den, delivering the space and flexibility today's buyers are looking for. Step inside to soaring ceilings, rich hardwood floors, and an open-concept great room anchored by a cozy fireplace - the perfect backdrop for quiet evenings and lively gatherings alike. The gourmet kitchen, with its oversized island and walk-in pantry, flows effortlessly into casual dining and living areas bathed in natural light. The private owner's suite offers a peaceful retreat, while three additional bedrooms provide room for family, guests, or hobbies. Outside, a gorgeous back patio overlooks serene lagoon views, creating an idyllic setting for morning coffee, evening cocktails, or year-round outdoor entertaining. Every detail of this home has been curated for effortless, elevated living. Beyond the front door, Colleton River delivers one of the Lowcountry's most coveted lifestyles - a gated golf and river community anchored by three exceptional courses: the 18-hole Jack Nicklaus Course with sweeping marsh and river views; the 18-hole Pete Dye Course, known for its dramatic Lowcountry layout and coastal views; and the Bruce Borland Par 3 Course, a 6-hole executive layout perfect for quick play and practice. Add tennis, pickleball, and resort-style club amenities, and you have a lifestyle few communities can match - all just minutes from Hilton Head Island and historic Bluffton. Skip the wait, the permits, and the price hikes of new construction. This move-in-ready masterpiece has already done the work for you. Welcome home to 12 Double Eagle Drive.

12 Double Eagle Drive, Bluffton

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.

$1,199,000
4 Beds ⋅ 5 Baths ⋅ 4,408 SqFt. ⋅ HILTONHEAD-512019 MLS
Highly customized and truly better than new, this exceptional Renown model on a premium lot features serene lagoon and wooded views. The expanded open floor plan offers over 4,400 sq. ft. of thoughtfully designed living space, including a generous extended living room, 4 bedrooms, 4.5 baths and multiple main-level primary suites. At the heart of the home is a stunning chef's kitchen featuring KitchenAid appliances, abundant high-end cabinetry and an oversized center island perfect for entertaining. With over $220,000 in custom upgrades in addition to $189,000 in builder upgrades, no detail was overlooked. A true showpiece is the impressive 540+ sq. ft. four-season Carolina room, featuring soaring vaulted ceilings and Italian porcelain tile, creating an incredible year-round space for entertaining or simply relaxing while taking in the views. The Carolina room leads out to a finished patio area perfect for grilling. The second floor provides wonderful flexibility and an ideal opportunity for multigenerational living, complete with its own spacious living area. Additional highlights include abundant storage, elegant tray ceilings, plantation shutters, custom lighting and a finished 3-car garage with epoxy floors and custom shelving. Craftsman trim package throughout home. The beautifully landscaped grounds feature Zoysia grass and a lovely flower garden. Enjoy the unmatched Sun City lifestyle with golf, pools, fitness centers, restaurants, tennis, pickleball, walking trails, clubs and an incredible variety of social activities. Homes of this caliber rarely become available, and this one truly must be seen to be fully appreciated. AI-modified images are included for visualization only.

901 Dreamscape Drive, Okatie

Listing courtesy of Dunes Real Estate.

$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.

$1,525,000
4 Beds ⋅ 5 Baths ⋅ 3,427 SqFt. ⋅ HILTONHEAD-512160 MLS
46 Belle Reve Drive | The Dogwood by Seacoast Classic Homes. New construction in Berkeley Hall offering 4 bedrooms, 4.5 baths and 3,427 square feet designed around how buyers actually live, host and entertain. The main level features both the primary suite and a private guest suite, along with an open kitchen, breakfast area and living room with fireplace and built-ins. Doors extend the living space to a generous, screened porch, creating an easy transition outdoors and a natural setting for year-round Lowcountry gatherings. The homesite also offers exciting potential for a buyer to further personalize the outdoor living experience with future additions such as a pool or summer kitchen. Upstairs, two additional ensuite bedrooms and a loft provide privacy and flexibility for family and guests. A formal dining room, walk-in pantry, laundry, drop zone, 10-foot main-level ceilings, hardwood floors throughout the primary living areas, and a two-car garage with separate golf cart bay complete the plan. Beyond the home, Berkeley Hall is the lifestyle. Two Tom Fazio-designed golf courses, a 30-acre practice and learning center, clubhouse dining, spa and fitness facilities, tennis and pickleball, river access and miles of trails within a private Lowcountry community. Currently under construction, 46 Belle Reve offers the opportunity to own a brand-new home and make Berkeley Hall your own.

46 Bellereve Drive, Okatie

Listing courtesy of Sea Glass SC, LLC.

$1,325,000
3 Beds ⋅ 3 Baths ⋅ 1,917 SqFt. ⋅ HILTONHEAD-511973 MLS
Welcome to 5794 Yaupon! This exceptional one-level home is in the highly sought-after Stock Farm community, just minutes from Old Town Bluffton. Thoughtfully designed with 10-foot ceilings, this single-level, open-concept 3BR, 2.5BA home offers a one-of-a-kind 3+ car garage that is 30 feet deep and features a 16-foot high door entry. Featuring over $130,000 worth of recent improvements...Inside, the gourmet kitchen is a showpiece, featuring stunning oyster shell countertops, an oversized island, a gas cooktop, a farmhouse sink, a beverage center complete with a kegerator and wine cooler, a massive walk-in pantry, and custom finishes throughout. The spacious living area is filled with natural light and showcases plantation shutters, custom trim, and a beautiful brick fireplace. The private owner's suite offers a luxurious bathroom featuring the oyster shell countertops and a custom walk-in shower. Step outside to enjoy the ultimate outdoor living experience with a screened porch, incredible grilling patio, beautifully landscaped fenced backyard, perfect for entertaining or relaxing year-round. This property can also be short-term rented, making it a great investment or second home. Located just a golf cart ride, bike ride, or short walk from Old Town Bluffton's acclaimed restaurants, boutiques, parks, and the May River waterfront, Stock Farm also offers residents access to a private riverfront cove.

5794 Yaupon Road, Bluffton

Listing courtesy of Engel & Volkers.

$1,895,000
4 Beds ⋅ 6 Baths ⋅ 4,049 SqFt. ⋅ HILTONHEAD-512126 MLS
Set on a private, nearly 3/4-acre homesite within Colleton River Club, one of Bluffton, South Carolina's premier gated golf communities, 11 Whitehall Drive is an exceptional Lowcountry residence offering tranquil lagoon views, sweeping vistas of the 3rd fairway of the Jack Nicklaus Signature Course, and an extraordinary level of privacy. Offering approximately 4,000 square feet, this impeccably maintained home features 4 spacious bedrooms, a dedicated office or optional 5th bedroom, and 5.5 luxurious bathrooms. The thoughtfully designed floor plan includes a spacious primary suite, generously sized guest bedrooms with en suite baths, and light-filled living spaces designed for both everyday comfort and effortless entertaining. The garage is also hardwired for EV charging, adding convenience for electric vehicle owners. At the heart of the home, the beautifully appointed chef's kitchen features premium Bosch, Dacor, and LG Monogram appliances and flows seamlessly into expansive living and dining areas framed by picturesque lagoon and golf course views. Outdoors, lush mature landscaping surrounds a private resort-style swimming pool with a dramatic natural rock waterfall. Multiple outdoor living and entertaining areas create an inviting retreat for relaxing poolside, hosting guests, or enjoying peaceful Lowcountry evenings overlooking the water and manicured fairway. Life at Colleton River Club extends well beyond the home. Residents enjoy two nationally acclaimed championship golf courses by Jack Nicklaus and Pete Dye, two clubhouses, waterfront dining, deep-water access and boating, tennis, pickleball, a state-of-the-art fitness center, walking and biking trails, swimming, and a vibrant year-round social calendar. For buyers seeking a luxury home in Bluffton, a private golf course retreat, or the exceptional lifestyle of Colleton River Club, 11 Whitehall Drive offers a rare combination of privacy, spectacular views, resort-style outdoor living, and world-class amenities in the heart of the South Carolina Lowcountry.

11 Whitehall Drive, Bluffton

Listing courtesy of Charter One Realty.

$1,695,000
3 Beds ⋅ 4 Baths ⋅ 3,420 SqFt. ⋅ HILTONHEAD-512046 MLS
Set on idyllic Lady Slipper Island in the private Belfair community, this exceptional waterfront residence offers an extraordinary combination of privacy, natural beauty, and refined Lowcountry living. Positioned along Lady Slipper Creek, this property captures breathtaking 180 degree views across the creek and marsh from the sixteenth hole of the Belfair West golf course to the Colleton River clubhouse, with spectacular sunrises and sunsets. The setting is remarkably private, with only one neighboring home, while the island itself has just 15 residences. The waterfront lifestyle is unparalleled, with opportunities for enjoying abundant wildlife, from bald eagles, great blue herons, egrets, and the occasional dolphin visit. Inside, an open and light-filled floor plan showcases exceptional craftsmanship and finishes. The main floor hosts a newly remodeled gourmet kitchen (2025) with generous quartz countertops and Wolf and Sub-Zero appliances, dining and breakfast rooms, and an office/study. The stunning waterfront screened porch creates an effortless extension of the living space and an ideal setting for entertaining or simply taking in the views. The primary suite features a beautifully appointed marble and quartz bath. The top floor has a second office and two ensuite guest bedrooms with spectacular views. Additional highlights include solid wood flooring, an elevator, a new roof (2025), foam insulation and a large walk-in attic. The 2,200 sq ft garage provides space for three-plus vehicles, a golf cart, hobbies, and a dedicated ping-pong area. A truly distinctive waterfront property where privacy, panoramic views, wildlife, and exceptional craftsmanship come together in one remarkable setting.

6 Lady Slipper Island Court, Bluffton

Listing courtesy of Charter One Realty.

$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.

$1,285,000
4 Beds ⋅ 4 Baths ⋅ 2,783 SqFt. ⋅ HILTONHEAD-512110 MLS
Boylston House on Estill Beach Circle is an established classic, 1975 construction by Bobby Woods Builders; single owner; well maintained . Newer, metal roof, HVAC, & plumbing in recent years; 2.5 living levels, expansive decks and porches; large garage equipment room and shop; 4 bedrooms / 3.5 baths; 0.45 acre lot. Includes membership in May View Beach Community Association, Inc. with a 20' deepwater boat slip in the May River. Offered with "ready-to-go" furniture, fixtures and equipment (less personal items); renovations are optional, not essential. 200' from the May River with "peek-a-boo" river views. A fine primary or secondary property with unlimited upside. Association initiation fee and annual dues apply.

14 Estill Beach Circle, Bluffton

Listing courtesy of Kiser & Associates Inc.

$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.

$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.

$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.

$1,275,000
4 Beds ⋅ 4 Baths ⋅ 4,138 SqFt. ⋅ HILTONHEAD-512009 MLS
Beautifully designed and filled with natural light, this spacious 4-bedroom, 4-bath residence offers an exceptional floor plan in the prestigious Long Cove community. Thoughtfully designed for both comfortable everyday living and effortless entertaining, the home features expansive living spaces, quality craftsmanship, and peaceful lagoon views from two sides of the property. The open-concept kitchen flows seamlessly into the great room while remaining connected to the formal dining and living rooms, creating the perfect layout for entertaining family and friends. Soaring smooth ceilings, abundant windows, custom built-ins, and two fireplaces add warmth, character, and timeless appeal throughout the home. The first-floor primary suite provides a private retreat complete with a spacious en-suite bath featuring dual vanities, a large walk-in shower, separate soaking tub, and two generous walk-in closets. The fourth bedroom is currently configured as a home office, while two additional guest suites are located on the second floor, providing privacy and comfort for family and visitors. Designed with comfort and efficiency in mind, the home features three HVAC systems, two water heaters, and spray foam insulation. A side-entry two-car garage provides ample storage, while the beautifully landscaped lot offers exceptional privacy. Step outside to enjoy the expansive rear patio and second-floor balcony overlooking tranquil lagoon views, creating the perfect setting for morning coffee or evening relaxation. Surrounded by lagoons on two sides, the property offers a rare sense of privacy and a picturesque natural setting. Ideally located on one of Long Cove's most desirable streets, this home combines a fantastic location with timeless design and an outstanding floor plan. Residents of Long Cove Club enjoy an exceptional lifestyle with a championship Pete Dye golf course, deep-water marina, tennis and pickleball, a fitness center, clubhouse, and all of the world-class amenities that make Long Cove one of Hilton Head Island's premier private communities.

10 Strawberry Hill Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,349,000
3 Beds ⋅ 3 Baths ⋅ 3,157 SqFt. ⋅ HILTONHEAD-511944 MLS
Impeccably renovated, this exceptional one-level residence offers 3 bedrooms, 3 baths, and timeless Lowcountry style in the heart of Long Cove Club. Every detail has been thoughtfully curated, creating a home that lives like a designer model while maintaining warmth, comfort, and effortless livability. Rich heart pine floors, soaring ceilings, and abundant natural light welcome you into expansive living spaces designed for both everyday living and entertaining. A striking fireplace anchors the family room, while the beautifully renovated kitchen opens seamlessly to the living areas and features stunning quartzite countertops, custom cabinetry, and a large center island. Just beyond, a stylish wet bar complete with an ice maker creates the perfect space for entertaining guests. One of the home's most charming features is the inviting reading nook surrounded by custom built-ins and windows overlooking the beautifully landscaped courtyard. Throughout the home, thoughtful architectural details and carefully selected finishes create a timeless aesthetic that feels both elegant and relaxed. The spacious primary suite is a true retreat, highlighted by a brand-new spa-inspired bathroom completed in July 2026, featuring luxury finishes and a beautifully designed layout. Two additional guest suites provide comfort and privacy for family and visitors alike. Outdoor living is equally impressive. The private courtyard surrounds an oasis-like pool, offering exceptional privacy for relaxing or entertaining, while the expansive rear deck and patio overlook the fairway, providing peaceful golf views in a tranquil setting. Located within the prestigious Long Cove Club, residents enjoy one of Hilton Head Island's premier private communities, featuring a nationally recognized Pete Dye golf course, deep-water marina, tennis and pickleball, fitness center, clubhouse, and an unmatched Lowcountry lifestyle. Additional exterior photography and updated photos of the newly completed primary bathroom will be added soon.

3 Pendergrass Court, 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.

$1,849,000
4 Beds ⋅ 4 Baths ⋅ 3,368 SqFt. ⋅ HILTONHEAD-512026 MLS
Extraordinary Lakefront Custom Pool Home with Resort-Style Outdoor Living in Hampton Lake Perfectly situated on an oversized lakefront lot, this exceptional custom residence offers approximately 3,400 square feet, 4 bedrooms, and 4 full baths, delivering refined design, expansive living spaces, and breathtaking water views. From the moment you enter, soaring ceilings, a bright open-concept floor plan, and walls of glass create an atmosphere filled with natural light and effortless flow. The home showcases meticulous craftsmanship throughout, featuring custom cabinetry, designer built-ins, and high-end tile finishes in every room. The chef's kitchen is a true showpiece, centered around a massive, entertainment-sized island that anchors the space and invites gathering. Designed for both luxury and function, it features top-of-the-line appliances, a custom built-in refrigerator, two dishwashers, abundant storage, and seamless connection to the main living and dining areas-making it ideal for hosting on any scale. Enjoy enhanced comfort and technology with an integrated built-in speaker system and smart alarm features throughout the home. Outdoor living is elevated to resort-style perfection. The expansive back porch features porcelain tile flooring, porch heaters, and a fully equipped outdoor kitchen with retractable screens, seamlessly opening to a beautifully elevated pool overlooking the lake-creating an unforgettable backyard retreat. Additional highlights include a full paver driveway, custom garage built-in cabinets, full house water filter, EV charging, and a private dock with Trex decking offering direct access to Hampton Lake's coveted lifestyle. This one-of-a-kind lakefront home combines sophisticated design, modern luxury, and unforgettable outdoor living in one of Bluffton's premier communities.

456 Flatwater Drive, Bluffton

Listing courtesy of I Save Realty.

$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.

58 Planters Wood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,950,000
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.

$1,000,000
3 Beds ⋅ 3 Baths ⋅ 2,791 SqFt. ⋅ HILTONHEAD-511926 MLS
A rare find in Riverbend, this custom home pairs a large, private wooded homesite with the waterfront lifestyle of one of the Lowcountry's most sought-after communities. Curb appeal begins with an oyster-shell driveway framed in brick, a welcoming front porch, copper lighting, and a classic brick exterior. Inside, high ceilings, extensive molding, hardwood floors, plantation shutters, and a coffered living room with built-ins and a fireplace create timeless architectural design. The spacious kitchen opens to the living area and bright morning room, while a stunning 16x16 vaulted sunroom brings the home to 2,791 sq. ft. and overlooks the peaceful, natural beauty of the Lowcountry. Residents enjoy Riverbend's privacy plus full access to Sun City's golf, fitness, dining, clubs, and more.

35 Catamaran Lane, Bluffton

Listing courtesy of Collins Group Realty.

$4,800,000
5 Beds ⋅ 6 Baths ⋅ 5,206 SqFt. ⋅ HILTONHEAD-511968 MLS
Set on one of Sea Pines' most prestigious streets, this exceptional waterfront estate offers breathtaking views, timeless architecture, and an unmatched Lowcountry lifestyle. Featuring 5 bedrooms, 5.5 baths, a spacious bonus room, and an oversized 2-car garage, this remarkable residence was thoughtfully designed for luxurious everyday living and effortless entertaining. Perfectly positioned to capture sweeping views of Calibogue Sound and the surrounding marshes, the home seamlessly blends elegant interiors with spectacular outdoor living. Expansive windows fill the home with natural light while framing picturesque water vistas. The well-designed floor plan offers generous gathering spaces, private guest accommodations, and exceptional flow for both everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool, beautifully landscaped grounds, and a charming gazebo overlooking the water. The private deep-water dock provides direct access for boating, fishing, kayaking, and unforgettable sunset views over Calibogue Sound. With five spacious bedroom suites, a large bonus room offering flexible living space, and an oversized two-car garage, this home combines luxury, comfort, and functionality in one extraordinary package. Located within the gates of Sea Pines, residents enjoy world-class amenities including miles of pristine beaches, Harbour Town, the Sea Pines Beach Club, championship golf, tennis, leisure trails, equestrian facilities, marinas, dining, shopping, and one of the most sought-after lifestyles on Hilton Head Island. A rare opportunity to own a premier waterfront estate on one of Sea Pines' most coveted streets.

31 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,500,000
4 Beds ⋅ 5 Baths ⋅ 3,508 SqFt. ⋅ HILTONHEAD-511633 MLS
Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$1,300,000
4 Beds ⋅ 3 Baths ⋅ 2,673 SqFt. ⋅ HILTONHEAD-511956 MLS
First time on the market! Come see this bright, elegant home with high smooth ceilings, skylights, and glass on nearly every wall. This 4 bedroom (or 3-bed + bonus), 3-bath home includes a large bonus room with full bath over the garage that could be the 4th bedroom, or a studio, office, den, lounge, or workout space, along with a 2-car garage & under-house storage. The living room was designed for cozy movie nights & entertaining, with built-ins flanking the never-used wood fireplace. Bull-nosed corners soften the space. Out back is private & protected, with lagoon & Forest Preserve views that mean your morning coffee comes with egrets, herons, and turtles. An easy bike or walk to the restaurants & shops outside the main gate, or ride through the Forest Preserve to the beach, garden, or Harbour Town. Enjoy all the amenities Sea Pines and Carolina Place have to offer. Carolina Place fees include pool, pickleball, tennis, steam room, sauna, lawn & landscape maintenance, pest control, and trash. The owner had this home built & has never rented it, which is easy to see once you walk through the front door. It is spotlessly clean & updated. New roof in 2018. Replaced subflooring in 2020 through much of the main level, topped with 5-inch ebonized oak plank hardwood & a UV sealer coat to protect it. KitchenAid appliances. The primary bath was redone with new flooring, a new shower, and Kohler fixtures & hardware throughout, and the other two baths have new toilets. Both front bedrooms have hurricane-resistant pop-out windows. Gutters & gutter guards in 2020, skylights re-tightened, the entire exterior painted, and about 70 percent of the interior. New garage door system & front door hardware in 2026, along with new upstairs shower fixtures & paint. The HVAC compressor & furnace fan motor were replaced in 2025 on one of the two maintained 2016 systems, and the kitchen faucet & disposal are new as well. Underneath, a vapor barrier & foam insulation were added in 2020, and the perimeter is fenced with secured access gates. Outside, six large trees were cleared to open up the lot, with new sod, fresh landscaping, and a 2021 Rainbird irrigation system. Termite bond has been in place since 2020 with annual inspections & no issues. If you're looking for a home that's ready to move into, this is it. Some photos are virtually staged to show what the space can do. This home would be excellent as a primary, secondary, or rental home. Homes like this do not come up often.

64 Shell Ring Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

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.