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

4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS

Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$7,975,000

4 Beds ⋅ 7 Baths ⋅ 6,176 SqFt. ⋅ HILTONHEAD-510686 MLS

Welcome to 364 Waterfowl Road - an expansive Palmetto Bluff retreat set on over an acre of land on the beautiful inland waterway in the highly desirable River Road neighborhood. With sprawling views of the water, this home features endless opportunities for indoor and outdoor entertaining with its wrap-around porches, outdoor kitchen, large backyard and private dock to its expansive kitchen, scullery and great room, impressive wine room, wet bar and fully-equipped entertainment suite with pool table, media space, and more. With two primary suites downstairs and two additional suites upstairs, this home offers ample space for family and friends to enjoy gorgeous views and Lowcountry life. Filled with custom details and craftsmanship, this home offers a private and serene escape yet is close to all the Palmetto Bluff amenities, including the member-only pool, fitness center and trails. Don't miss out on Lowcountry luxury at its best!

364 Waterfowl Road, Bluffton

Listing courtesy of Charter One Realty.

$1,595,000

3 Beds ⋅ 3 Baths ⋅ 1,963 SqFt. ⋅ HILTONHEAD-511314 MLS

Offered furnished, this beautifully appointed 3-bedroom, 3-bath cottage is ideally situated on a picturesque park in the heart of Palmetto Bluff. With 1,963 conditioned square feet (2,245 total square feet), the property seamlessly blends timeless Lowcountry architecture with thoughtfully curated designer finishes, while offering low maintenance, easy living. The light-filled interior showcases a bright, classic palette complemented by upgraded lighting, custom wall treatments, and a striking floor-to-ceiling shiplapped gas fireplace in the spacious great room. The chef's kitchen features Thermador appliances, a farmhouse sink, floating wood shelves, a custom shiplap range hood, and a pass-through window opening to the inviting front screened porch. Designed for effortless indoor-outdoor living, the expansive screened porch overlooks the manicured park and offers brick flooring, a charming gas lantern, and generous space for both dining and lounging. Additional highlights include a dining area with a built-in banquette, a full laundry room with utility sink, and a mudroom with custom shiplap detailing. The main residence includes a private primary suite and a guest bedroom, each with en suite baths. Across the brick courtyard, a detached ground-level casita provides exceptional flexibility with its own bedroom, full bath, kitchenette, and covered grilling area-ideal for hosting family and friends. Completing the home are a one-car garage, additional driveway parking, and the beautifully designed courtyard featuring a brick patio and fire pit, creating the perfect setting for relaxing or entertaining in one of the Lowcountry's most sought-after communities.

14 Thunderstorm Lane, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$3,950,000

4 Beds ⋅ 6 Baths ⋅ 3,517 SqFt. ⋅ HILTONHEAD-511198 MLS

Experience exceptional Lowcountry living in this award-winning H2 original Palmetto Bluff Idea Home. Ideally situated in The Point, one of Palmetto Bluff's most prestigious neighborhoods. This residence features reclaimed French oak floors, a sophisticated open floor plan, and seamless indoor-outdoor living. The gourmet kitchen is appointed with Wolf and Sub-Zero appliances, while whole-home automation controls lighting, HVAC, audio, and TVs remotely from your phone or tablet. In addition, a custom Savannah-style hydraulic elevator provides convenient access to the second level. This thoughtfully designed layout includes a first-floor primary suite, private study, and three guest en-suite bedrooms on the second level. While the expansive front porch features retractable screens overlook lush mature landscaping, creating an inviting setting for entertaining or relaxing. A short distance to resort style amenities, shopping, dining and The Point's private community dock with access to the May River, this home offers an exceptional opportunity to enjoy the Palmetto Bluff lifestyle.

7 Bells N Park, Bluffton

Listing courtesy of Corcoran HM Properties - Bluffton.

$1,425,000

2 Beds ⋅ 2 Baths ⋅ 1,471 SqFt. ⋅ HILTONHEAD-511272 MLS

Perfectly positioned along a park setting in the heart of Palmetto Bluff, 18 Thunderstorm Lane is a beautifully crafted cottage that embodies the timeless character and effortless livability for which the community is known. Designed and built by Brightwater Homes, this thoughtfully planned residence pairs classic Lowcountry architecture with refined interior spaces, creating a home that feels both welcoming and sophisticated. From the moment you arrive, generous covered and screened porches invite a slower pace of life, offering inviting spaces to enjoy morning coffee, afternoon breezes, or evenings with friends. Inside, vaulted ceilings and an open-concept floor plan fill the home with natural light while creating a seamless flow between the living, dining, and kitchen spaces. Anchored by a spacious family room, the home is equally suited for quiet everyday living and relaxed entertaining. The kitchen is designed with both beauty and function in mind, featuring a generous center island, and an adjoining scullery for additional preparation and storage. Every space has been carefully considered to maximize comfort while maintaining an intimate, cottage-inspired feel. The private primary suite serves as a peaceful retreat with a spacious bath and walk-in closet, while a well-appointed guest bedroom provides comfort and privacy for family or visitors. A detached garage complements the home, offering flexibility for storage, recreational equipment, or future customization. Ideally situated within one of Palmetto Bluff's most walkable settings, the home provides easy access to the community's celebrated network of trails, parks, dining, shops, and world-class amenities. Whether serving as a full-time residence or a Lowcountry getaway, 18 Thunderstorm Lane offers an exceptional opportunity to embrace a lifestyle where thoughtful design, natural beauty, and timeless architecture come together in one of the South's most distinctive communities.

18 Thunderstorm Lane, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$7,950,000

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.

$1,449,000

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.

$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.

$8,995,000

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.

$2,100,000

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

GREAT NEW PRICE $2,100,000! 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.

$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.

$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.

$2,249,000

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.

$4,499,000

7 Beds ⋅ 9 Baths ⋅ 4,440 SqFt. ⋅ HILTONHEAD-507459 MLS

Exceptional second-row ocean-oriented home in North Forest Beach, just moments from the sand via a short beach path and conveniently located near Coligny Plaza. Built in 2021, this stunning coastal retreat offers 7 bedrooms, 7 full baths, and 2 half baths across 4,440 square feet of thoughtfully designed living space.Featuring soaring ceilings and an open-concept layout, the home is designed for both luxury living and entertaining. The chef's kitchen is a standout with double islands, high-end finishes, and ample space for gathering. An elevator provides easy access to all levels, while multiple living areas-including two tranquil screened porches-offer seamless indoor-outdoor living.Step outside to a private backyard oasis complete with a heated pool and spa, perfect for relaxing after a day at the beach. Situated on a desirable corner lot at the quiet end of Dune Lane, the property offers ample private parking and added privacy.Sold fully furnished and golf cart friendly, this home is not only a beautiful coastal getaway but also a proven, lucrative investment opportunity in one of Hilton Head Island's most sought-after rental locations.

134 Dune Lane, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$3,995,000

5 Beds ⋅ 7 Baths ⋅ 4,766 SqFt. ⋅ HILTONHEAD-507064 MLS

Nestled along the 8th fairway of the prestigious May River Golf Course, this architectural masterpiece seamlessly blends timeless Lowcountry elegance with modern versatility. Inside, exceptional craftsmanship shines through sophisticated details like barreled kitchen ceilings, custom cabinetry, designer lighting, and variable-width reclaimed circle-sawn hardwood floors. The fluid, open-concept main level introduces an inviting foyer, spacious living and dining rooms, a gourmet kitchen, and a luxurious primary suite. A 2024 expansion introduced a stately library complete with a private wet bar. Upstairs, two en-suite guest bedrooms flank a central media room, offering ultimate privacy- all overlooking picturesque golf course views. For unparalleled flexibility, a separate staircase ascends to a second primary suite which was also added in 2024, ideal for multi-generational living or guests. Completing this remarkable estate is a private-entrance carriage house above the garage, featuring a guest bedroom, kitchenette, sitting room, and bath.

5 High Hope Way, Bluffton

Listing courtesy of Charter One Realty.

$3,950,000

5 Beds ⋅ 5 Baths ⋅ 4,255 SqFt. ⋅ HILTONHEAD-507577 MLS

20 Butterweed Road is a five-bedroom, four-full and one-half-bath new construction home in Moreland Forest, set on a 0.50-acre corner homesite with a park-facing view. With 4,255 heated square feet, the home is designed to live comfortably day to day, while also accommodating time spent with family and guests. Designed by KRA and built by Blackwater, the architecture follows a clean Lowcountry approach. Tabby, painted siding, and a standing seam metal roof give the home a sense of durability and familiarity. The main house and detached garage with a carriage house above are connected by a covered breezeway, creating a natural transition between spaces and shaping the backyard into a more private, usable setting. Outdoor living is central to the design. A plunge pool anchors the backyard, with a screened porch just off the main living areas offering a comfortable place to enjoy year-round. Together, these spaces function as an extension of the home. The first floor is laid out with simplicity and purpose. The kitchen, dining, and great room open directly to the screened porch and backyard, making it easy to move between spaces. A wrap-around front porch faces the street, while a private office, laundry room, and primary suite are positioned for convenience. Upstairs, two guest bedrooms and a loft provide additional space for family and visitors. Above the three-car garage, the carriage house adds flexibility, with its own living room, bunk room, and bedroom - well suited for guests or extended stays. With landscape architecture by Earthworks and an estimated completion in June 2026, 20 Butterweed Road is well located within Moreland Forest, close to Palmetto Bluff's extensive trail system, Moreland Village, and the Crossroads nine-hole course. It's a setting that supports an easy, active lifestyle, with access to some of the Bluff's most used amenities just a short walk or ride away.

20 Butterweed Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$7,945,000

7 Beds ⋅ 8 Baths ⋅ 6,478 SqFt. ⋅ HILTONHEAD-506356 MLS

Designed by renowned architect Bobby McAlpine, 26 Plum Thicket Road is a rare legacy property offering exceptional privacy, architectural significance, and one of the most coveted settings in Palmetto Bluff. Approached by a private bridge and set on expansive acreage, the estate creates a remarkable sense of arrival while overlooking the iconic par-3 14th hole of the May River Golf Course. Sweeping views extend from tee to green and beyond to the May River, with the 13th hole enhancing the surrounding Lowcountry landscape. McAlpine's timeless design is evident throughout the residence, where refined craftsmanship and authentic Lowcountry architecture come together effortlessly. Pine floors accented with bluestone, custom built-ins, detailed millwork, and thoughtfully curated finishes create an atmosphere that is both elegant and welcoming. Recently renovated, the home has been extensively refreshed with a full interior and exterior repaint, new Wolf and Sub-Zero appliances, custom lighting, and select structural improvements. The seven-bedroom compound offers exceptional flexibility, featuring four bedrooms in the main residence, a two-bedroom guest house, and a private suite above the three-car garage. Indoor living spaces flow seamlessly to expansive outdoor entertaining areas, including a resort-style pool, grilling station, and screened porch, all positioned to maximize the panoramic golf course and river views. 26 Plum Thicket Road presents a rare opportunity to own a stunning residence in the heart of Palmetto Bluff, where timeless architecture, privacy, and luxury Lowcountry living converge. Furnishings are negotiable, please inquire for details.

26 Plum Thicket Road, Bluffton

Listing courtesy of EXP Realty LLC.

$1,993,000

5 Beds ⋅ 6 Baths ⋅ 3,400 SqFt. ⋅ HILTONHEAD-506920 MLS

This is it....just what you have been dreaming of...brand NEW CONSTRUCTON in Sea Pines and move-in ready. You simply won't find this level of quality, craftmanship, size, and top of the line finishes in a new home anywhere in Sea Pines at this price. 5 bedrooms all with gorgeous ensuite baths. Bright, open floor plan with sweeping golf views down the par 5, 2nd hole of Sea Pines Country Club from nearly every room. From the moment you step through the custom iron front door to the soaring 2 story entry you know you have found your special spot! Walk through the entry to the Great Room with 50" linear fireplace, 10' ceiling, and double sliding doors that open to a covered porch with outdoor fireplace. Chef's kitchen with Tuscany Quartz countertops, Kohler farmhouse sink, oversized Quartz Island with extra thick mitered edge, custom cabinetry, walk-in pantry, and Thor SS appliances. Main-level primary suite with frosted glass double pocket doors leading to spa bath with double vanity Kohler sinks, walk in shower and walk in closet with convenient built ins. Front guest bedroom on main level with en-suite bath. Upstairs offers three en-suite bedrooms and flexible bonus space. Relax and unwind with the outdoor living spaces including grilling area, fire pit area, and room for a pool. Two car garage with 14' ceiling allowing for additional vertical storage! You can't beat this prime Club Course location with easy access to the Sea Pines main gate, dining, grocery and shopping. Hard to replicate. Even harder to find NEW CONSTRUCTION at this price in Sea Pines. Rare opportunity to own a true newly built home in Sea Pines-without the wait of design, ARB approval and construction time. Attractive rental projections available.

148 Otter Road, Hilton Head Island

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