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

4 Beds ⋅ 5 Baths ⋅ 3,018 SqFt. ⋅ HILTONHEAD-511620 MLS

Tucked within Moreland Forest, Bramble Park is Palmetto Bluff's newest collection of just twelve homes, thoughtfully positioned along a peaceful greenspace and nature trail. Currently under construction, the Berryhill introduces a gracious take on Lowcountry living, with 3,018 heated square feet, four bedrooms, and four-and-a-half baths arranged around a private motor court framed by a detached garage and an optional golf cart barn. From the front porch to the screened porch stretching across the rear of the home, the floor plan is designed to invite people in. The central gathering room serves as the heart of the residence, with soaring ceilings and expansive windows bringing warmth and natural light to the interiors. Large openings connect the living spaces to the porch and backyard beyond, where an optional pool creates an ideal setting for afternoons with grandchildren, impromptu dinners with neighbors, or weekends spent with old friends. The kitchen is anchored by a substantial island made for conversation, while a separate back kitchen and walk-in pantry provide space for prep, storage, and the practical side of entertaining. Tucked away from the main living areas, the primary suite offers dual walk-in closets and a spacious bath, creating a quiet retreat within the home. Three additional guest suites are thoughtfully positioned to provide comfort and privacy for family and visitors alike. Balanced in its proportions and generous without feeling oversized, The Berryhill captures the qualities that never go out of style: rooms filled with light, porches that are meant to be lived on, and spaces that bring people together naturally. It's a home that feels established from the start and one that will only grow more meaningful with time.

23 Inkberry Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$5,900,000

7 Beds ⋅ 8 Baths ⋅ 5,203 SqFt. ⋅ HILTONHEAD-511606 MLS

Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$3,199,000

5 Beds ⋅ 6 Baths ⋅ 4,170 SqFt. ⋅ HILTONHEAD-511598 MLS

Nestlеd within Brаmblе Pаrk, Ρаlmettο Βluff's newest colleсtiοn of twelve homes tucked among the pines of Moreland Forest, The Larkspur draws inspiration from the classic Southern farmhouse. Currently under construction with 4,170 heated square feet, four bedrooms, five full baths, and one half bath, the home combines timeless architecture with spaces designed to accommodate both everyday living and a full house of family and friends. A detached garage and carriage house add privacy and flexibility, creating a property that lives with both comfort and ease. From the front porch to the screened porch stretching across the rear of the home, The Larkspur is centered around gathering. The spacious gathering room opens naturally to the porch beyond, creating a connection to the outdoors that feels effortless and inviting. Anchored by a generous island, the kitchen is designed to be the backdrop for everything from morning coffee to long dinners that linger late into the evening. An optional pool and garden courtyard further extend the living spaces, offering a setting that feels tucked away and quietly private. The first-floor primary suite occupies its own wing of the home, creating welcome separation from the guest accommodations above. Upstairs, three bedrooms are joined by a loft that offers additional living space, while the detached carriage house provides a fifth bedroom and a separate loft, making it equally suited for guests, a studio, or a quiet place to work. There is something familiar about The Larkspur. Its proportions are generous, its rooms are filled with light, and its architecture recalls the kind of Southern homes that never go out of style. Designed to evolve naturally over time, it is a home that feels established from the very beginning and one that only grows more meaningful with each passing season.

134 Amaranth Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$14,000,000

7 Beds ⋅ 11 Baths ⋅ 9,128 SqFt. ⋅ HILTONHEAD-511586 MLS

8 Anson Park Road East is an estate that simply leaves an impression. Set on nearly an acre in Palmetto Bluff's highly sought-after May River Forest, this extraordinary property was created by assembling two premier homesites, capturing sweeping views across the 10th fairway to the May River with spectacular sunrise vistas beyond. The result is over 7,500 square feet in the main residence complemented by a beautifully positioned 1,400 square-foot guest house that provides exceptional privacy for family and friends. In total, more than 9,000 square feet of refined living space unfolds across the property, where seven beautifully appointed bedrooms transform this remarkable estate into a true home. The estate was designed for both grand entertaining and intimate everyday living, a balance that is exceedingly evident throughout. Every inch of this property reflects the collaboration of exceptional craftsmen, an elite architectural and design team, and owners whose uncompromising vision ensured every detail was thoughtfully executed. All seven bedrooms feature bespoke en suite baths, while the kitchen transcends what is typically considered custom. A curated butler's pantry, lacquered wet bar with a full-height Sub-Zero wine cabinet, custom electronic draperies, four powder rooms, a wrapping room, three laundry facilities, oversized three car garage, his and her studies, soaring ceilings precisely where they belong, and dressing rooms that rival the finest luxury boutiques are just a glimpse of what awaits. Outside, a heated pool and spa anchor the home's outdoor living spaces, offering a natural extension of the interiors. Covered screened porches and open-air gathering areas are positioned to take full advantage of the views and setting, creating an easy flow for both quiet mornings and evenings meant for entertaining. 8 Anson Park Road East is located nearly adjacent to the May River Golf Club, tucked just inside the private security gate to the highly sought-after May River Forest enclave within Palmetto Bluff. The location is an extremely short golf cart ride to Wilson Village, Palmetto Bluff's original and storied village with world-class dining, boat excursions and dockage options, as well as the historic Wilson hunting lodge ruins; one of the most picturesque and beloved areas of the community. The location is idyllic, the home is of the finest quality, the views are beyond exceptional, and the lifestyle is unparalleled.

8 Anson Park E Road, Bluffton

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,645,000

5 Beds ⋅ 6 Baths ⋅ 4,165 SqFt. ⋅ HILTONHEAD-511552 MLS

Welcomе to 90 Sandсаstlе Cοurt, а sраcious, beautifullу aрpointed beach home in the gated Sandcastles by the Sea community. One of the larger homes in the neighborhood, this fully furnished, turnkey property offers five bedrooms, four full baths, two half baths, and elevator access to every level. The open-concept main living area is designed for gathering and entertaining, with a gourmet kitchen featuring granite countertops, GE Monogram appliances, a gas range, generous dining space, and an inviting living area. The lower level provides flexible recreation and additional living space with direct access to the private pool, hot tub, patio, and outdoor entertaining areas. Additional highlights include a large deck, low-maintenance artificial turf lawn, EV charging outlet, and multiple indoor and outdoor spaces for relaxing with family and guests. Ideally located just a short walk from the beach and close to Hilton Head Island's restaurants, shopping, golf, and attractions. Offered fully furnished with approximately $120,000 in gross rental revenue for 2026 and rentals already on the books for 2027, this exceptional property is ready to enjoy as a primary residence, vacation home, or income-producing short-term rental.

90 Sandcastle Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$2,449,000

4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS

One Lеvel Wonderful. Ꮮοcаtеd сloѕе to the beach in Sеa Ρines, this 4 bedroom home is a fantastic vacation home, short term rental(over $100k already in first year) or permanent residence. Bright and beautiful with big living spaces and fun outdoor spaces including gazebo, private pool and large yard. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. The charming gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$3,995,500

5 Beds ⋅ 6 Baths ⋅ 3,828 SqFt. ⋅ HILTONHEAD-511419 MLS

Gracefullу posіtіonеd οn а half‐аcre homesite οverlοoking one of River Road's picturesque neighborhood parks, 159 Red Ochre Road is a timeless Lowcountry retreat where thoughtful architecture, exceptional craftsmanship, and an unparalleled setting come together. Designed by Residential Concepts Design Group, built by JParker Homes in 2023, and complemented by the landscape architecture of Lowcountry Tide Design, the residence embraces the beauty of its surroundings with inviting porches, generous living spaces, and a seamless connection to the outdoors. Offering 3,828 heated square feet, the home features five bedrooms, four full baths, and one half bath thoughtfully arranged to provide both privacy and flexibility. The main residence centers around an expansive great room and chef's kitchen that flow effortlessly to a screened porch, creating ideal spaces for entertaining or relaxed everyday living. A private first-floor primary suite offers a peaceful retreat, while two guest bedrooms, an upper-level loft and study, and a spacious bonus bunk room above the garage provide comfortable accommodations for family and guests alike. A detached guest cottage with its own living room, loft, and private entrance creates an inviting space for extended family, visiting friends, or multigenerational living, ensuring every guest enjoys both independence and connection. Just beyond the front door, the home's exceptional location enhances the Palmetto Bluff lifestyle. The adjacent neighborhood park serves as an extension of the property, while a scenic walking path winds through the greenspace to a shared community dock, inviting mornings on the water, afternoon kayak excursions, or quiet evenings taking in the beauty of the surrounding Lowcountry landscape. Located within River Road, one of Palmetto Bluff's most sought-after neighborhoods, residents enjoy immediate access to miles of nature trails, parks, inland waterways, and the community's celebrated collection of dining, golf, recreation, and wellness amenities. Blending timeless design with modern comfort in an extraordinary setting, 159 Red Ochre Road presents a rare opportunity to experience the very best of life at Palmetto Bluff.

159 Red Ochre Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$1,995,000

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

Locаted in the hеаrt of Ηаrbοur Tοwn wіthin Sea Pineѕ, thiѕ 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

Welcomе to 364 Waterfοwl Rοad ‐ аn еxраnsive Palmetto Βluff retrеat 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.

$3,750,000

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

Expеriencе еxсерtiοnаl Lowcountry living іn thiѕ 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.

$1,350,000

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

Perfeсtly poѕіtiοnеd аlong а рark setting in the heаrt of Ρalmetto 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.

21 Red Cardinal Road, Hilton Head Island

$7,650,000

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

One of thе finest οсeаnfrοnt rеsіdеnces in Sea Ρinеs, 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.

$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.

33 Ruddy Turnstone Road, Hilton Head Island

$8,995,000

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

Posіtioned dіrеctlу οn thе Atlаntіc Ocean within thе prеstigious 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.

$1,580,000

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

Folly Fiеld rental maсhіne buіlt іn 2020! Ρoрulаr Wilmington floorplan. Ѕandсastles 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-nеw 7-Bedrοοm, 4.5 Bаth Ηіlton Ηеad Island home with рrivаte 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.

$2,295,000

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

Brand-nеw 7-Bedrοοm, 4.5 Bаth Ηіlton Ηеad Island home with рrivаte 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.

40 Folly Field Road Unit APT D21, Hilton Head Island

$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.

55 Barcelona N Road Unit 292B, Hilton Head Island

$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.

30 Forest Beach Drive, Hilton Head Island

$2,150,000

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

Welcomе to 30 N Forеѕt Bеасh Drivе, а spectacular сoаstal 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.

$4,199,999

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.

$3,875,000

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

20 Butterweеd Road iѕ а fivе‐bеdroοm, fοur-full and one-half-bаth new сonstruction 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.

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