Hilton Head Island and Bluffton Area Real Estate Search

Vacation Single Family Homes for Sale

$2,100,000
4 Beds 5 Baths 2,256 SqFt. HILTONHEAD-512797 MLS
This fully furnished third-row ocean home is ideally located a short distance from the beach via a dedicated path through a winding grove of trees. Situated in the highly sought-after Forest Beach area and conveniently close to the Ocean Gate of Sea Pines Resort. It is perfectly suited for vacation getaways, a second home, or investment rental. With 4 bedrooms and 4.5 baths, this home features welcoming front porches on both the first and second floors, plus two side porches, including a screened porch for relaxing outdoors. You enter the home into a separate first floor living space with a sitting room, TV, a wet bar and refrigerator. This provides a unique area for the guests to separate from the main kitchen, dining and living room, making it easy for all to enjoy their own space. You then enter into the open concept main living area. You have a modern kitchen, counter barstools, a large dining room table, and a big living room with TV plus a small game table. The laundry room and half bath are also located on the main level. All four bedrooms are on the second level, offering access to wide porches-perfect for enjoying the coastal breeze and lush surroundings. After a day at the beach, retreat to the private, fenced side yard featuring a pool, spa, and spacious patio area, ideal for afternoon swims and cookouts. This Forest Beach gem captures the best of the Hilton Head Island lifestyle with exceptional flexibility and appeal.

6 Cassina Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,325,000
3 Beds 4 Baths 2,343 SqFt. HILTONHEAD-512807 MLS
Exceptional Harbour Town location in the heart of Sea Pines! 18 Spinnaker Court is a spacious 3-bedroom, 3.5-bath townhome offering more than 2,300 square feet, multiple outdoor living areas, and distant views of the 18th fairway of Harbour Town Golf Links and Calibogue Sound. A paver driveway leads to the 1-car garage, while inside, the floor plan offers generous living and dining spaces with high ceilings, hardwood floors, granite countertops, a wet bar, and a fireplace. The galley-style kitchen is efficient and functional, and the primary suite is located upstairs along with additional guest accommodations. Sold furnished, this property is especially appealing as a turnkey rental opportunity, second home, or full-time residence. Multiple decks provide additional space to relax, entertain, and take in the surrounding Harbour Town setting. Enjoy all that Sea Pines has to offer, including miles of leisure trails, beautiful beaches, Harbour Town Marina, South Beach Marina, world-class golf, tennis and pickleball, dining, shopping, and easy access to the Harbour Town Golf Links, home of the PGA TOUR's RBC Heritage Presented by Boeing. With its size, furnished offering, garage, outdoor living spaces, and prime Harbour Town setting, 18 Spinnaker Court presents an outstanding opportunity to own in one of Hilton Head Island's most iconic communities.

18 Spinnaker Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,950,000
5 Beds 5 Baths 4,740 SqFt. HILTONHEAD-512721 MLS
Privately set on 1.33 acres in the May River Forest neighborhood of Palmetto Bluff, 248 Mount Pelia is a sophisticated residence offering 4,740 conditioned square feet with filtered views of the 16th green and 17th tee of the Jack Nicklaus-designed golf course. Built in 2022, the home blends timeless Lowcountry architecture with refined interiors including reclaimed antique oak floors, tall ceilings, custom details, and designer finishes creating an inviting sense of understated luxury. The chef's kitchen connects to a dining nook with pecky cypress ceilings, and features an oversized island, Thermador appliances, custom hood, and adjoining back kitchen. Adjacent to the great room is a spectacular vaulted Carolina Room with walls of windows, electric screens, and tranquil views. A dedicated bar with wine storage and beverage center, and an expansive screened porch with built-in grill, heater and fireplace elevate effortless entertaining. The main-level primary suite offers serene views, a custom closet, and spa-like bath. Three upstairs guest suites surround a generous living area and coffee bar, with one bedroom pre-wired for a golf simulator. A separate carriage house provides a studio, kitchenette, and full bath. Additional highlights include a 2.5 car garage, covered breezeway, stunning live oaks on the property, landscape lighting, firepit, and room for a future pool and pool house or guest cottage (subject to DRB approval). TIER 1 GOLF MEMBERSHIP AVAILABLE.

248 Mount Pelia Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$1,495,000
5 Beds 3 Baths 2,504 SqFt. HILTONHEAD-512460 MLS
Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$1,450,000
4 Beds 3 Baths 2,002 SqFt. HILTONHEAD-512678 MLS
Sparkling fresh and move-in-ready! This four-bedroom, three-bath home is ideally located in Greenwood Forest. Just minutes from the beach and walking distance to the shopping, dining and amenities of Sea Pines Center, this inviting property offers the perfect combination of comfort, convenience and potential. Designed for easy island living, with lots of light pouring in from windows and skylights, this home provides tons of space for family and guests. Rare four bedrooms with garage would perfectly serve as a primary residence, second home or income-producing vacation property. 2 large bedroom suites have their own bath, one with private entrance, and two living spaces are ideal for multi-generation living and vacations. Wet bar and wood burning fireplace are perfect for entertaining with access to outdoor dining on the large deck accessible from the primary bedroom as well. There is a large dining area indoors as well as an oversized kitchen island with stools and kitchen sitting area. The garage space has ample storage and access. Enjoy the added appeal of neighborhood amenities, including a community pool, tennis and basketball-perfect for relaxing, staying active and making the most of the Sea Pines lifestyle .With an excellent rental history and strong rental projections, 19 Dewberry Lane presents an outstanding opportunity for buyers seeking both a personal island retreat and an incredible investment. Whether you're looking for a easy getaway close to the beach, a full-time Hilton Head home or a property with attractive rental income potential, this home checks all the boxes. Come experience the convenience, amenities and coastal charm that make this area one of Hilton Head Island's most desirable destinations and this home is a must see.

19 Dewberry Lane, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$3,695,000
3 Beds 5 Baths 4,349 SqFt. HILTONHEAD-512650 MLS
Nestled within The Point and offered with a Tier 1 Golf Membership, 49 Myrtle View Street is a timeless Lowcountry residence where gracious architecture, thoughtful craftsmanship, and effortless indoor-outdoor living come together. Built by Boyden Construction and designed by Spivey & Woods Architects, this three-bedroom home is framed by lush, mature native landscaping that creates a sense of privacy and tranquility. A welcoming covered front porch, accented with brick and built-in swings, sets the tone for the warm and inviting interiors. Hardwood floors and custom millwork extend throughout the home, while a dedicated office with built-in bookshelves offers a refined space for work or quiet retreat. At the heart of the home, the beautifully appointed kitchen features a Wolf six-burner gas range, pot filler, farmhouse sink, paneled appliances, and an expansive island with built-in microwave. A well-equipped back kitchen adds an ice maker, sink, pantry, and additional refrigerator for effortless entertaining and everyday convenience. The dining room, with its custom built-in bench overlooking the backyard, provides an intimate setting for gatherings, while the living room centers around a gas fireplace that invites lingering conversations. The first-floor primary suite is a private retreat with two walk-in closets and a generous ensuite bath featuring a standing shower, soaking tub, and oversized vanity. Upstairs, two spacious guest suites each offer dual closets, including a cedar closet, along with private ensuite baths. A sophisticated wet bar with drink refrigerator, sink, and two temperature-controlled wine coolers complements the flexible media and loft space, which includes a sliding barn door, dedicated desk area, and half bath. Outside, a screened porch with built-in heaters extends the living space into the seasons, while a brick patio with built-in grill and fire pit creates an ideal setting for relaxed Lowcountry evenings. A brick driveway and beautifully established landscape complete the property. With its inviting spaces, exceptional finishes, and private outdoor setting, 49 Myrtle View Street offers a distinctive expression of Lowcountry living in The Point.

49 Myrtle View Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$2,675,000
3 Beds 4 Baths 3,016 SqFt. HILTONHEAD-512365 MLS
This property offers a rare opportunity to pursue a coveted Tier One Membership with access to the prestigious May River, Crossroads, and Anson Pointe golf courses. 63 Marsh Rabbit Street is a beautifully appointed three-bedroom, three-and-a-half-bath modern Lowcountry home designed for effortless indoor-outdoor living. Enjoy contemporary style and tranquil park views from the expansive front porch, while more than 800 square feet of private screened outdoor living space overlooks a beautifully landscaped, completely secluded courtyard. Crafted by Blackwater Construction Group from a design by renowned architect John Pittman, the home's thoughtful layout seamlessly blends indoor and outdoor spaces. Light-filled interiors are enhanced by crisp white millwork, rich dark accents, exposed beams, and sophisticated finishes. The open living area flows naturally into the gourmet kitchen and expansive screened porch, creating an exceptional setting for both everyday living and entertaining. The gourmet kitchen features a striking waterfall-edge quartz island, generous workspaces, and state-of-the-art appliances, complemented by a back kitchen that connects to a spacious pantry, wine cellar, and laundry room. A dramatic wall of multi-slide glass doors opens the living room to the screened porch, creating an effortless connection to the outdoor living area. Complete with a wood burning or gas fireplace, full wet bar, grilling patio, and serene courtyard views, the porch serves as a true year-round extension of the home. The ground-floor primary suite offers a private retreat with a secluded sitting area and desk, bedroom concealed behind pocket doors, two generously sized closets with custom built-ins, and a luxurious ensuite bath featuring a soaking tub and pass-through shower. Upstairs, two additional ensuite bedrooms with spacious closets flank a versatile flex space, while one suite provides access to an exceptionally large attic. Dual one-car garages and a dedicated golf cart port provide ample storage and convenience while maintaining the home's beautifully private setting.

63 Marsh Rabbit Street, Bluffton

Listing courtesy of Charter One Realty.

$2,245,000
3 Beds 4 Baths 2,247 SqFt. HILTONHEAD-512625 MLS
Crafted by an award-winning builder and architect team, this 2,247 SF Lowcountry cottage blends historic character with elevated modern living. Clad in reclaimed wood siding and offered fully furnished and turnkey, the home is ready to enjoy from day one. The primary suite anchors the main floor for effortless single-level living, while two guest rooms, a bunk room, and a flexible upstairs living space with sofa bed accommodate family and guests with ease. A foyer entry with built-in drop zone, Wolf and SubZero appliances, and a screened porch with fireplace round out a home that is as functional as it is beautiful. One of only a few properties in downtown Moreland Village with true expansion potential, the lot can accommodate a pool, guest house, garage, or private gardens (subject to DRB approval) - a rare canvas in this location. The oversized driveway and preserved open space on the adjacent corner deliver added privacy seldom found this close to the village center. One block from Cauley's Creek riverfront park and a short distance from Moreland Landing's Treehouse and Dock, the home places you nearby quintessential Lowcountry amenities and world-class restaurants, community pools, fitness facilities, a bowling alley, and miles of walking trails. Currently operating as a short-term rental, this property works equally well as a primary residence or second home.

440 Corley Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$3,999,900
5 Beds 5 Baths 4,094 SqFt. HILTONHEAD-512169 MLS
Timeless European Estate - A rare expression of Cotswold-inspired architecture and refined Southern living, this extraordinary five-bedroom residence offers old-world character with modern comfort. Graceful arched doorways, beautifully proportioned spaces, rich natural textures, and reclaimed Portuguese tile flooring create an atmosphere of authentic European elegance. Thoughtful craftsmanship is evident throughout, from the subtle architectural details to the enchanting staircase illuminated by discreet penlights in the evening. The beautifully appointed kitchen is anchored by a Lacanche range with dual ovens, combining exceptional craftsmanship with timeless European style, while a John Derian light fixture adds an artful, collected touch. A whole-house generator provides an added level of comfort and peace of mind. The floor plan balances inviting gathering spaces with peaceful private retreats, making the home equally suited for everyday living and elegant entertaining. A screened porch extends the living experience outdoors, offering a relaxed setting for morning coffee, afternoon reading, or evenings with friends overlooking the gardens. Beyond, mature landscaping, layered plantings, garden paths, and a romantic courtyard fountain create a private setting reminiscent of a European country estate. The separate guest house adds exceptional flexibility for visitors, extended family, an au pair, private office, or studio. More than a home, this is a cohesive estate where architecture, gardens, and timeless materials create an extraordinary sense of place. Romantic yet livable, elegant yet inviting, this distinctive property offers a rare opportunity to enjoy European inspiration, Southern hospitality, and enduring beauty.

11 Skeet Road, Bluffton

Listing courtesy of Corcoran HM Properties - Bluffton.

$2,349,000
5 Beds 4 Baths 3,424 SqFt. HILTONHEAD-512304 MLS
One of the finest homes in Greenwood Forest, 19 Wisteria Lane offers a rare combination of newer construction, exceptional updates, and generous living space in the heart of Sea Pines. Built in 2008, this beautifully maintained 5-bedroom home has been cherished as a second home and has never been on the rental market. Beautiful hardwood floors flow throughout the main living areas and were refinished in 2023, complemented by tray and coffered ceilings, crown molding, designer lighting, updated hardware, and coordinated finishes throughout. The spacious kitchen was thoughtfully remodeled in 2023 and features custom heart pine cabinetry, new appliances, a large center island with a quartz countertop, abundant storage, and plenty of room for gathering and entertaining. The living area is anchored by a gas fireplace, while the sun-filled Carolina room provides an inviting additional living space and takes full advantage of the home's peaceful and private setting. Step outside to an oversized back deck overlooking a private wooded vista with plenty of room for a pool. Surrounded by mature Lowcountry landscaping, the setting feels tucked away and immersed in nature while still offering the convenience and lifestyle of Sea Pines. The first floor includes a primary suite providing convenient main-level living plus two guest bedrooms, and two additional bedrooms upstairs joined by a separate living area, offering excellent space for family and guests. Additional features include a side-entry two-car garage and numerous upgrades throughout. Centrally located in Sea Pines, Greenwood Forest residents enjoy a recently updated private community pool, tennis courts, and playground, along with access to all that Sea Pines has to offer, including miles of beaches and leisure trails, world-class golf and tennis, Harbour Town, South Beach Marina Village, dining, shopping, and more. An attractively updated and exceptionally cared-for home in one of Sea Pines' most desirable residential neighborhoods.

19 Wisteria Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,200,000
5 Beds 6 Baths 4,685 SqFt. HILTONHEAD-511618 MLS
Tucked on a private half-acre along highly desired Davies Rd, this new construction home was built for the way you actually want to live... mornings with coffee on the covered porch, easy evenings entertaining under the loft bar, and quiet nights in a primary suite that feels like a retreat. 6BR/5.5BA, 4,600 sf heated/cooled (incl. bonus suite over garage), 2,208 sf garage/porches, 6,808 sf total. Completion mid-September. Step inside to 11' ceilings, wide-plank white oak floors, custom millwork & built-ins, and select RH lighting, while 10' glass doors and impact windows fill the home with natural light. The kitchen is the true heart of the home... it includes a Thermador dual-fuel range, panel-ready fridge/dishwasher, KA ice maker, marble counters and full-height marble backsplash, custom cabinetry and an oversized island made for gathering. Electrolux washer/dryer in the designer laundry. The living room is anchored by a masonry fireplace with cast stone surround and white oak built-ins - the kind of space that pulls everyone in. A dedicated study and elegant dining room round out the main level. Upstairs, the primary suite offers a spa-inspired bath with marble tile throughout, steam shower, quartz vanities and an elevated plumbing fixture package. Secondary baths feature custom tile and stone surfaces. Additional highlights: natural stone stair treads and covered porch accents, custom wrought iron railing, steel entry door with Emtek hardware, sound system, 3-bay garage with epoxy-coated floors and ample parking, standing seam metal roof, and a carriage house with kitchenette. Prewired for pool and generator. A rare blend of comfort, craftsmanship and enduring style. Welcome home!

471 Davies Road, Bluffton

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

$785,000
6 Beds 8 Baths 4,622 SqFt. HILTONHEAD-512378 MLS
New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recently renovated second-row ocean home with a broad driveway, mature landscaping and a classic coastal exterior with double doors. The architecture spans two levels, with coffered ceilings and French doors on the main floor giving way to a soaring vaulted wood ceiling in the upper level great room. The main floor has a sitting area with a wet bar and tray ceiling, opening to the patio, pool and screened sun porch. Upstairs, the great room centers on a fireplace beneath the vaulted wood ceiling, alongside a generous dining area and a kitchen with dark stone countertops, white cabinetry, pendant lighting and a large island. The primary suite has a curved balcony overlooking the pool and an en suite bath with a tiled shower and dual vanities. Five additional bedrooms including a bunk room complete the layout. The pool, hot tub, screened porch and outdoor fireplace and grill area give Seaside a full outdoor sequence suited to larger groups. The beach is a short walk away, and Harbour Town, Sea Pines Resort's golf courses and the island's bike trail network are all close at hand. Seaside is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be every time.

9 Seaside Sparrow Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

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