Vacation Single Family Homes Real Estate | Vacation Single Family Homes for Sale

7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS

One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$2,229,000

4 Beds ⋅ 5 Baths ⋅ 3,184 SqFt. ⋅ HILTONHEAD-510880 MLS

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

11 Baynard Park Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$850,000

3 Beds ⋅ 3 Baths ⋅ 1,970 SqFt. ⋅ HILTONHEAD-510798 MLS

Lightly lived in 3 bedroom, 2 full bath home on a Club Course cul-de-sac backing up to Newhall Nature Preserve.

12 Club Course Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$2,995,000

4 Beds ⋅ 5 Baths ⋅ 4,156 SqFt. ⋅ HILTONHEAD-510480 MLS

Nestled within the River Road neighborhood of Palmetto Bluff, 127 Summer Ducks is a modern, coastal home that exudes Lowcountry living from the moment you walk through the door. This beautifully upgraded home is awash in natural light from the expansive glass doors and windows. The highly desirable open-concept floor plan is thoughtfully designed for both comfortable everyday living and effortless entertaining and features custom finished wide-plank white oak floors and motorized Lutron shades throughout. The all-Thermador gourmet kitchen featuring leathered Taj Mahal quartzite countertops and backsplash flows seamlessly into the dining area and great room, punctuated by a large, modern stone fireplace flanked by lighted built-in custom cabinetry. An adjacent, beautifully coordinated walk-in pantry provides additional storage and work space. From the great room or the kitchen, step out to the expansive screened porch with a dedicated grilling area and fireplace-perfect for enjoying indoor-outdoor living year-round. The private backyard oasis, complete with two water features, provides a serene backdrop for relaxing amidst the Lowcountry landscape. The first-floor primary suite serves as a private retreat, complete with a spacious walk-in closet and a separate, dedicated office. It includes a large primary bathroom bathed in Calcutta gold marble with a zero-entry shower and custom tub. Upstairs, there is an ensuite guest room with a view of the park, a custom ensuite bunkroom, several additional closets and a separate living space. The walk-in attic also includes planned space with built-in cabinetry for extra storage. The charming, private carriage house over the garage features an ensuite bedroom and is accessed by a porch, perfect for sipping morning coffee or an evening cocktail. Peaceful and serene with meticulously maintained landscaping, yet close to all the member-only River Road amenities, including pool, fitness center, playground, dog park and inland waterway and trails, this home has it all!

127 Summer Ducks Road, Bluffton

Listing courtesy of Charter One Realty.

$1,479,000

4 Beds ⋅ 3 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-510645 MLS

Experience the ease of the Sea Pines lifestyle in this beautifully updated Greenwood Forest retreat, where soaring ceilings, walls of glass, and a private wooded setting create a home that feels both spacious and serene. Tucked away on a quiet cul-de-sac, this light-filled 4-bedroom, 3-bath home offers exceptional indoor-outdoor living in one of Sea Pines' most convenient locations. Multiple gathering spaces flow seamlessly together, creating a layout equally suited for everyday living and entertaining. The heart of the home is the stunning kitchen, completely renovated in April 2026. Thoughtfully designed with expansive quartz countertops, abundant cabinetry, a large center island, stainless steel appliances, beverage cooler, and generous workspace, it balances style and function beautifully. Whether hosting friends or enjoying a quiet morning before a day at the beach, this is a space designed to bring people together. Just beyond, the spectacular sunroom serves as the home's signature gathering space. Framed by dramatic windows and vaulted ceilings, it captures peaceful views of the private backyard while flooding the interior with natural light. Morning coffee, afternoon reading, evening conversations-this is the space you'll find yourself drawn to again and again. Outdoor living is equally inviting. An expansive deck, hot tub, mature landscaping, and private wooded backdrop create a setting that feels worlds away while remaining remarkably convenient to everything Sea Pines has to offer. Greenwood Forest's central location is one of its greatest advantages. Residents enjoy access to the private community pool, miles of leisure trails, and a dedicated pathway to Sea Pines Center for coffee, lunch, shopping, and everyday conveniences. Harbour Town, golf, tennis, dining, and the beach are all just a short bike ride away. Whether you're searching for a primary residence, second home, or investment property, this thoughtfully updated home delivers the privacy, convenience, and lifestyle that make Sea Pines one of Hilton Head Island's most sought-after communities.

8 Pine Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,625,000

5 Beds ⋅ 5 Baths ⋅ 3,872 SqFt. ⋅ HILTONHEAD-510379 MLS

Welcome to 5 Heritage Court! This beautifully designed newer-style home offers an exceptional blend of space, comfort, and privacy in the highly sought-after Heritage Woods community within Sea Pines.Featuring 5 spacious bedrooms and 5 full bathrooms, the home is thoughtfully designed with multiple gathering areas, making it ideal for hosting family and friends. Nestled on a quiet cul-de-sac, the property enjoys a private setting backing to Sea Pines open space, providing a peaceful natural backdrop.Just two doors from the leisure trail, you'll enjoy a convenient bike ride or stroll directly to the beach. Whether you're looking for a primary residence, second home, or investment property, this home checks every box.Outdoor living is enhanced by a recently resurfaced pool and the addition of a relaxing spa, creating the perfect setting for entertaining or unwinding after a day on the island. With its desirable location, spacious floor plan, and excellent rental potential, 5 Heritage Court offers a rare opportunity to enjoy the best of Hilton Head Island living.

5 Heritage Court, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,195,000

4 Beds ⋅ 5 Baths ⋅ 2,572 SqFt. ⋅ HILTONHEAD-510279 MLS

Welcome to your coastal dream home just steps from the beach! Completed in 2024 and offered fully-furnished, this stunning 4-bedroom, 4.5-bath Lowcountry retreat is perfectly located in Hilton Head Island's sought-after Folly Field beachside neighborhood. Designed for effortless island living, the bright and open floor plan showcases relaxed coastal charm, spacious gathering areas, and designer finishes throughout. The first-floor primary suite offers privacy and convenience, while three generously sized guest suites (each with their own full bath) upstairs provide plenty of room for family and friends. Step outside to your own private backyard oasis featuring a sparkling pool and spa, screened-in outdoor bar and spacious lounge area - perfect for entertaining, relaxing, or unwinding after a day on the beach. Folly Field does have a private beach entrance for owners. Whether you're searching for a luxury second home, a turnkey vacation rental, or the perfect blend of both, this exceptional property offers modern construction, resort-style amenities, and outstanding rental potential in one of Hilton Head Island's most desirable beachside communities.

8 Moonshell Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,995,000

5 Beds ⋅ 7 Baths ⋅ 4,655 SqFt. ⋅ HILTONHEAD-510012 MLS

Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

77 Dune Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$9,375,000

5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS

Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,795,000

5 Beds ⋅ 6 Baths ⋅ 3,140 SqFt. ⋅ HILTONHEAD-509943 MLS

784 Old Moreland Road is a turnkey, income-producing opportunity located within a short-term rental-approved area of Moreland Village. This five-bedroom, five-and-a-half-bath residence is positioned in the heart of one of Palmetto Bluff's most active and amenity-rich neighborhoods, offering immediate access to the community's sought-after lifestyle offerings. Built in 2022 by Brightwater Homes, the property includes approximately 3,140 heated square feet across the main home, along with a 328-square-foot detached casita - providing flexibility for both personal enjoyment and guest accommodations. Positioned on a corner homesite within the village, the home is defined by its clean coastal architecture and welcoming covered front porch - an easy place to settle in and take in the rhythm of the neighborhood. Inside, the kitchen sits at the center of the home and is designed to bring people together. A large island anchors the space, complemented by custom cabinetry, quality finishes, and a dining area set along windows overlooking the village. It connects seamlessly to the living space, creating a setting that is both functional and inviting. The primary suite is located on the main level, offering privacy and convenience, while additional guest bedrooms are thoughtfully arranged throughout the home. Each bedroom includes its own bath, providing comfort and independence for visitors. One of the guest rooms features custom built-in bunk beds, creating an inviting space well-suited for family and younger guests. The detached casita adds another layer of accommodation - ideal for guests, a private office, or a quiet retreat. Outdoor living is well considered, with a screened porch that provides a comfortable, private space to unwind, along with a courtyard that offers a more intimate setting for gathering. These spaces extend the home in a way that feels natural within the village environment. A one-car garage provides space for storage and a golf cart, supporting the lifestyle at Palmetto Bluff. Offered furnished, the home presents an immediate opportunity to step into Moreland living with ease.784 Old Moreland Road offers a rare balance - connected to everything that defines Moreland, yet comfortable, private, and ready to be enjoyed from the moment you arrive.

784 Old Moreland Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$1,750,000

4 Beds ⋅ 3 Baths ⋅ 2,806 SqFt. ⋅ HILTONHEAD-509938 MLS

Enjoy the best of Sea Pines living from this beautifully designed water view furnished 4 Bedroom home. Nestled along a tranquil lake, the residence offers a bright, open floor plan with soaring ceilings, expansive living spaces, and an abundance of natural light throughout. The spacious great room flows seamlessly to a screened porch overlooking the water, creating the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry scenery. The well-appointed kitchen boasts stainless steel appliances, granite countertops, and a generous bar area that naturally becomes the gathering place for family and friends. An oversized three-car garage provides exceptional storage for vehicles, bikes, beach gear and large owner's closet. Offering a desirable combination of newly added Pool, fully furnished, and less than a mile to the beach, this exceptional Sea Pines home is ideal as a primary residence, vacation getaway, or investment rental property.

64 Lawton Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,250,000

5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS

GREAT NEW PRICE $2,225,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$3,595,000

3 Beds ⋅ 4 Baths ⋅ 3,764 SqFt. ⋅ HILTONHEAD-509826 MLS

Located in the charming South Wilson village 14 Refuge Street offers a rare opportunity just moments from the both the May River and Montage Palmetto Bluff. Built by H2 Builders and thoughtfully designed by Pearce Scott Architects, this 3-bedroom, 3.5-bath residence blends timeless Lowcountry architecture with sophisticated design and exceptional craftsmanship throughout. From the moment you enter, the quality and attention to detail are unmistakable. 11-foot ceilings define the main living level, while wide-plank oak flooring flows seamlessly throughout the home. Stunning trim work, custom millwork, and beautifully integrated built-ins create warmth, depth, and architectural character at every turn. The kitchen is both functional and striking, featuring floor-to-ceiling cabinetry that offers abundant storage while making a dramatic design statement. Anchoring the space is a coveted La Cornue double oven and range paired with a Sub-Zero refrigerator-an exceptional appliance suite that blends performance with timeless European style. Adjacent living and dining spaces feel both refined and inviting, ideal for entertaining or relaxed everyday living. The primary suite is ideally situated on the main level, offering comfort and privacy with elegant finishes and thoughtful detailing. Upstairs, two gracious guest suites provide welcoming accommodations for family and friends, complemented by a spacious flex room, dedicated office or bunk area, and a generous second-level porch that extends the living space outdoors. A large screened porch with fireplace creates a true year-round gathering space, seamlessly connecting indoor and outdoor living in classic Lowcountry style. Expansive porches, layered textures, and carefully considered architectural details throughout the home create an atmosphere that is both elevated and effortlessly livable. Additional features include a two-car garage plus a dedicated golf cart bay, offering both convenience and the quintessential Palmetto Bluff lifestyle. Beautifully executed and impeccably maintained, 14 Refuge Street presents an exceptional opportunity in one of the Bluff's most sought-after village settings.

14 Refuge Street, Bluffton

Listing courtesy of EXP Realty LLC.

$1,650,000

6 Beds ⋅ 4 Baths ⋅ 3,239 SqFt. ⋅ HILTONHEAD-509596 MLS

Folly Field rental machine built in 2020! Popular Wilmington floorplan. Sandcastles by the Sea is an ocean-oriented gated community approximately 780 yards to the beach! This 6-bedroom, 4 Full bath home has an open floor plan and is perfect for large groups on vacation! The elevator serves the garage and all three floors above. Ride from the private heated in-ground pool to the top floor that has a 3D Projection Movie Theater with 120 inch screen! All theater electronics included. Luxury Vinyl Plank (LVP) throughout, epoxy garage floor, 220 Volt Level 2 EV car charger, and a large paver patio with hot tub! Kids bunk room complete with 4 arcade machines. Sold fully furnished. Sleeps 22. Great opportunity for a primary home, secondary home or investment property! Currently on the Short Term Rental Market.

83 Sandcastle Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,295,000

7 Beds ⋅ 5 Baths ⋅ 3,246 SqFt. ⋅ HILTONHEAD-509321 MLS

Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

37 Oleander Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,195,000

2 Beds ⋅ 3 Baths ⋅ 2,206 SqFt. ⋅ HILTONHEAD-508857 MLS

Once a gathering place for Palmetto Bluff's most distinguished guests, the Artist Cottage carries a legacy as rich as its setting. This meticulously maintained 2-bedroom, 2.5-bath residence occupies a rare double lot in the very heart of Moreland Village, with DRB-approved plans already in place to add on to the adjacent 7,000-square-foot flat, empty lot.This home is perfectly positioned in one of the community's most desirable and high-performing short-term rental locations, conveniently located near Cole's, the Canteen, PB Go, the Membership Office, Boundary and the bowling alley, the Moreland boat dock, pools, treehouses, the art studio, and fitness facilities. This is the epitome of Palmetto Bluff living, where the best of the Moreland community is conveniently located right at your doorstep. Inside, you will find top-of-the-line furnishings, all curated by Leah Bailey. The great room boasts soaring vaulted ceilings complemented by a striking brick hearth that opens into a well-appointed kitchen. Accordion windows retract fully, seamlessly blending the interior with the rear screened porch, creating an effortless invitation to year-round outdoor living. The private second-story suite offers a tranquil retreat, while the primary suite impresses with its dramatic ceiling height, spacious walk-in closet, and generous en-suite bath.The property's future potential is equally compelling. With DRB approval granted on March 25, 2026, for plans designed by Pearce Scott, the vision includes 3,000 square feet of new living space, a pool, and an ultimate program of approximately 7 bedrooms and 8 bathrooms.The current owners, Hollywood film musicians, have proudly continued the property's creative legacy by regularly creating music in this historic cottage. Three brand-new HVAC systems underscore the home's turnkey readiness. Furnishings and a golf cart are available separately.**

753 Old Moreland Road, Bluffton

Listing courtesy of Charter One Realty.

$955,000

3 Beds ⋅ 2 Baths ⋅ 1,545 SqFt. ⋅ HILTONHEAD-508893 MLS

Nestled just steps from the ocean, this charming beach cottage offers the perfect blend of coastal comfort and relaxed seaside living. Three bedrooms and two full baths plus a huge kitchen, breakfast room and light-filled great room. A huge laundry room/mud room is great for extra storage. A one-car carport keeps your car out of the sun. The massive backyard is fenced and has an oversized deck with a hot tub, a sandy area great for your hammock, and a storage shed. The impressive live oak tree welcomes you as you drive up. With sunlit interiors, breezy open spaces, and thoughtfully curated décor inspired by the ocean, the cottage creates a warm and inviting weekend getaway or permanent beach home. Spend mornings on the back deck enjoying a cup of coffee, afternoons spent on sandy beaches, and evenings under stunning coastal sunsets. Whether you're seeking a peaceful getaway or a memorable beachside escape, this cottage provides a cozy haven where every day feels like a vacation. Folly Field is a quaint community just a short stroll to Nalas Beach Bar, a short bike ride to Shelter Cove, and all of its fun spots (restaurants, shopping, nightlife, and waterfront activities). This home has been lovingly updated and you will be totally impressed!

8 Azalea Street, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,125,000

5 Beds ⋅ 7 Baths ⋅ 4,823 SqFt. ⋅ HILTONHEAD-508840 MLS

Located in the highly sought-after West Wilson neighborhood, 32 Gilded Street is a thoughtfully designed Lowcountry home that combines timeless architecture, privacy, and close proximity to Wilson Village and Palmetto Bluff's most celebrated amenities. Designed by Ludtke & Vaccaro and built by Castle Point Group in 2016, the property offers 4,823 heated square feet with 5 bedrooms, 5 full baths, and 2 half baths across the main residence, carriage house, and pool house. Set on nearly half an acre, the home is centered around a private courtyard pool and spa, creating a seamless connection between the indoor and outdoor living spaces. A standing seam metal roof, steel-framed windows, tabby and brick detailing, exposed beams, and wide-plank flooring establish a timeless aesthetic rooted in the Lowcountry. The kitchen is one of the home's defining spaces, designed with a balance of scale, warmth, and functionality. Anchored by a substantial center island and framed by soaring arched ceilings with exposed beams, it feels both refined and welcoming. Oversized windows bring in natural light throughout the day, while the space opens seamlessly to the great room, dining area, and den, creating an easy flow for entertaining and everyday living. A separate working pantry tucked behind the kitchen provides additional prep space and concealed storage for appliances and serving pieces, adding practicality without compromising the clean, tailored feel of the home. The first-floor primary suite offers privacy and separation, while guest accommodations are thoughtfully positioned between the second floor and the carriage house above the garage. A dedicated study, detached pool house with full bath, and multiple outdoor living areas provide flexibility and function throughout the property. An attached two-car garage and dedicated golf cart garage support the ease of everyday life within Palmetto Bluff, with trails, restaurants, river access, and community amenities just moments away. Offered furnished, with exclusions to be determined, 32 Gilded Street is a well-composed West Wilson home defined by strong architecture, thoughtful scale, and an effortless connection to the Palmetto Bluff lifestyle.

32 Gilded Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$4,125,000

4 Beds ⋅ 5 Baths ⋅ 3,823 SqFt. ⋅ HILTONHEAD-508184 MLS

415 Corley Street is a coastal retreat that lives like a private, boutique resort - where Lowcountry architecture meets warm, lodge-inspired finishes and an immersive connection to the surrounding landscape. Positioned on a generous .61-acre homesite with sweeping marsh views and wooded preserve on three sides, the setting offers a sense of seclusion, with winding paths, curated outdoor spaces, and natural buffers that create a peaceful, tucked-away feel. Completed in 2021, this 3,834-square-foot property is both refined and inviting. A dramatic two-story living and dining space anchors the home, where reclaimed Douglas fir beams, a statement stone fireplace, and expansive windows blur the line between indoors and out, evoking the comfort of a modern lodge nestled within the Lowcountry. Rich textures, custom millwork, and thoughtfully layered finishes enhance the home's warm, elevated aesthetic. The chef's kitchen is equally striking, featuring dolomite countertops, custom aged brass accents, and a suite of Hestan luxury appliances, complemented by a back kitchen designed for effortless entertaining. The main-level primary suite offers a serene escape with vaulted ceilings, tranquil marsh views, dual custom closets, and a spa-inspired bath with custom walnut cabinetry, soaking tub, and walk-in shower. Upstairs, two guest bedrooms, a flexible den or future bunk room, and a secondary spa bath with steam shower provide inviting accommodations, while a striking floating bridge leads to a private studio and observation room complete with a sun deck and elevated lookout point, perfect for taking in the surrounding natural beauty. Outdoor living is designed to mirror the feel of a secluded retreat, with a screened porch featuring a fireplace, a dedicated grill porch, multiple balconies, and a scenic path leading to a firepit at the marsh's edge. The landscape design enhances privacy and creates the sense of a personal compound, ideal for both quiet relaxation and entertaining. A detached carriage house above the 2.5-car garage offers a fully equipped studio apartment perfect for guests or a private escape within the property itself. Offered with negotiable furnishings, this residence also offers short-term rental eligibility, space for a future pool, and an array of high-end features including Marvin windows, integrated audio, custom solid-core doors, and curated material selections throughout.

415 Corley Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$825,000

3 Beds ⋅ 3 Baths ⋅ 1,504 SqFt. ⋅ HILTONHEAD-508219 MLS

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

78 Shell Ring Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,295,000

7 Beds ⋅ 5 Baths ⋅ 3,246 SqFt. ⋅ HILTONHEAD-506962 MLS

Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

35 Oleander Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$70,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508230 MLS

Great price for 10 weeks per year in Paradise. This is a fifth equity share. Very low fees as all expenses divided 5 ways. Just a few minutes walk to the beach through the resort. This unit has 2 bedrooms 2 bathrooms and is a top floor tennis unit with resort view. It has been upgraded with newer appliances, water heater, HVAC and vinyl flooring. This condo is in a private gated ocean front resort, which is located mid island close to restaurants, shopping, and bike trails. This resort has amenities for everyone including the largest ocean front pool on the island. Amenities include: Ocean front pool, children's pool, Beach side Tiki Bar, 8 tennis courts, 6 pickle ball courts, fitness center, catch and release lagoon, playground, sports bar and restaurant, seasonal pizza/ coffee shop, seasonal bike rentals and 24 hr manned security. Laundry on Site. Don't miss out on this great deal!

40 Folly Field Road Unit APT D21, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$35,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508179 MLS

Coastal Retreat! This is your opportunity to own a deeded 2-bedroom, 2-bath quartershare at Brigantine Quarters in Shipyard with 13 rotating weeks yearly. Unit 292 offers serene lagoon from the back porch. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for BQ owners and guests. Maintenance charge covers appliances, furniture, maintenance upkeep, taxes, Shipyard HOA, and more, ensuring a stress-free experience, ideal for personal use, trade, or rentals.

55 Barcelona N Road Unit 292B, Hilton Head Island

Listing courtesy of The Homesfinder Realty Group.

$2,400,000

4 Beds ⋅ 4 Baths ⋅ 2,326 SqFt. ⋅ HILTONHEAD-508119 MLS

Welcome to 30 N Forest Beach Drive, a spectacular coastal retreat located in the highly sought-after North Forest Beach area of Hilton Head Island, just steps from the ocean. This exceptional home offers the ultimate blend of location, luxury, and lifestyle perfectly positioned for effortless beach access and enjoying everything Hilton Head has to offer.Thoughtfully designed with numerous upgrades throughout, the home features a bright, open-concept layout ideal for both everyday living and entertaining. The interior showcases high-end finishes, spacious living areas, and a seamless flow to the outdoor spaces.Step outside to your own private oasis, where a beautiful pool and expansive outdoor living area create the perfect setting for relaxing or hosting guests after a day at the beach. Whether you?re enjoying morning walks to the ocean or evenings by the pool, this property embodies true Lowcountry living.With its premier location, strong rental performance, and exceptional design, 30 N Forest Beach Drive presents a rare opportunity as a primary residence, second home, or high-performing investment property on Hilton Head Island!

30 Forest Beach Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 3,164 SqFt. ⋅ HILTONHEAD-507907 MLS

Don't miss just finished, new construction located in the highly sought after Palmetto Bluff River Road neighborhood! 123 Hunting Lodge Road is a brand-new 4-bedroom, 4-bath home that blends timeless Lowcountry character with modern comfort across 3,164 square feet of beautifully crafted living space. Rich architectural details such as tabby accents, knotty cypress, and Savannah brick create warmth and authenticity throughout. The heart of the home is the inviting great room, where a statement fireplace anchors the space and opens effortlessly to a designer kitchen featuring a gas range, oversized center island, and abundant prep and storage space. Just outside, a screened porch and adjoining grilling patio offer the ideal setting for alfresco dining, entertaining, or quiet evenings surrounded by nature. Practicality meets style with a spacious 2-car garage, walk-in pantry, and full laundry room conveniently tucked away. Upstairs, two private guest suites are complemented by a dedicated office, comfortable sitting room, and covered balcony porch-perfect for working remotely or unwinding with a morning coffee. On the main level, an additional guest suite provides flexibility for visitors, while the expansive primary suite serves as a true retreat with a generous walk-in closet and a spa-inspired bath featuring a soaking tub, walk-in shower, and refined finishes. Thoughtfully designed for both everyday living and effortless entertaining, this home captures the best of life in Palmetto Bluff.

123 Hunting Lodge Road, Bluffton

Listing courtesy of Charter One Realty.