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

4 Beds ⋅ 5 Baths ⋅ 4,302 SqFt. ⋅ HILTONHEAD-507990 MLS

This beautifully maintained Lowcountry style home is located in the exclusive Long Marsh community, offering just 20 residences and access to a pool, tennis, and pickleball. This home offers seamless indoor-outdoor living with stunning marsh views, abundant natural light, 2 owner suites, and an incredible back deck perfect for relaxing or entertaining. Significant updates include a 2014 reconfiguration creating a first -floor owner suite with walk-in closet, modernized 3 baths, all new kitchen, flooring, paint, along with an added upstairs ensuite bedroom. In 2018, hurricane impact Jeld-Wen windows and doors were installed on the rear of the home, and in 2019 the garage was connected adding approximately 100 heated square feet, along with an expanded laundry room. Interior features include exquisite trim work, engineered hand scraped hardwood flooring in the main living areas/owner suite, plantation shutters, designer lighting, two gas fireplaces, multiple living/dining spaces, newer kitchen with premium stainless GE Monogram appliances, 2 owner suites, and 2 guest ensuites. An exceptional offering in Sea Pines, this impeccably maintained residence presents a rare opportunity to own in the highly sought-after Long Marsh community. With its stunning marsh views, serene setting, and thoughtful updates throughout, this home provides an ideal backdrop for creating lasting memories for years to come.

21 Long Marsh Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$975,000

4 Beds ⋅ 3 Baths ⋅ 2,361 SqFt. ⋅ HILTONHEAD-507421 MLS

Lovely 4 bedroom, 2.5 bath home in world renowned Sea Pines Resort. Fully renovated in 2021, the kitchen has updated cabinets, countertops, appliances, and shiplap galore. The bathrooms feature frameless shower doors and updated vanities. The wood flooring has been refinished throughout the home; new tiling in the baths and LVP added to bedrooms. NEW HVAC in 2021. This home features a large open living area, sunny Carolina room with lovely golf course views and decks for enjoying outdoor living. Strong rental history. Room for a pool.

150 Otter Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$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.

$899,000

2 Beds ⋅ 2 Baths ⋅ 1,516 SqFt. ⋅ HILTONHEAD-507616 MLS

This charming two-bedroom, two-bathroom home is nestled in the desirable Greenwood Forest community, right in the heart of Sea Pines. Surrounded by mature landscaping, the property offers a private backyard retreat-perfect for enjoying a quiet, relaxed Lowcountry setting. Whether as a primary residence, second home, or investment opportunity, this home presents a wonderful chance to own in one of Hilton Head Island's most sought-after communities.

10 Hollyberry Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$7,400,000

4 Beds ⋅ 4 Baths ⋅ 5,194 SqFt. ⋅ HILTONHEAD-506820 MLS

Rare oceanfront land. Exceptional privacy. Substantial construction. Irreplaceable location. Immediate enjoyment with unlimited future potential.Set on approximately half an acre near South Beach in Sea Pines, this one-owner oceanfront residence offers more than 5,100 square feet of thoughtfully designed living space, direct beach access and a private heated pool. The flexible floor plan includes four bedrooms, with two arranged as a connected two-room suite-ideal for children, extended family, guests, a nursery or private sitting room. Additional spaces include three-and-one-half baths, a dedicated office, media room, craft room, two fireplaces and an expansive primary suite with a private ocean-facing terrace.High ceilings, generous room proportions and abundant natural light provide an impressive foundation for creating a sophisticated coastal retreat. Enjoy the home today while personalizing it over time to reflect your own vision and lifestyle.Privately positioned along one of Hilton Head Island's most desirable stretches of coastline, this is a rare opportunity to secure a substantial oceanfront estate where location, land and possibility come together.

21 Belted Kingfisher, Hilton Head Island

Listing courtesy of Keller Williams 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.

$8,295,000

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.

$2,099,999

4 Beds ⋅ 4 Baths ⋅ 3,008 SqFt. ⋅ HILTONHEAD-506025 MLS

Welcome to refined Lowcountry living in this stunning four-bedroom, two-story residence located in the highly sought-after River Road section of Palmetto Bluff. Thoughtfully designed for both elegance and functionality, this home offers a seamless blend of timeless architecture and modern comfort. Step inside to an open-concept floor plan filled with natural light, high ceilings, and curated designer finishes throughout. The gourmet kitchen crafted for both everyday living and entertaining, flows effortlessly into the spacious living and dining areas. Rest in comfort knowing the entire home can be powered by a whole house Generac Generator. Enjoy outdoor living at its finest with an expansive front porch, a screened side porch, and beautifully landscaped grounds that provide both privacy and tranquility.

28 Remington Road, Bluffton

Listing courtesy of Corcoran HM Properties - Bluffton.

$2,600,000

4 Beds ⋅ 5 Baths ⋅ 3,527 SqFt. ⋅ HILTONHEAD-506410 MLS

118 Cane Cutter Road is a four-bedroom, four-and-a-half-bathroom coastal cottage-style home set on a desirable corner homesite in the popular River Road neighborhood. Framed by mature, thoughtfully curated landscaping and a charming side courtyard, the property offers a sense of privacy and established Lowcountry beauty rarely found in newer homes. Crafted with organic, textured materials-from reclaimed wood floors to a dramatic brick entry-its 3,527 square feet celebrate timeless design and a layout that places gathering spaces at the heart of the home. Immediately upon entry, the brick flooring of the foyer transitions to soaring walls of crisp white custom millwork that rise to a central pillar anchoring the open floor plan. In the great room, custom built-ins set within shiplap walls flank a brick-hearth gas fireplace, creating a warm and welcoming focal point. The dining room introduces classic Southern architectural elements with plantation shutter windows and a shiplap ceiling before flowing seamlessly into the open kitchen. Centered around a wide granite island, the kitchen features custom cabinetry, a sculpted range hood, state-of-the-art appliances including a five-burner gas range and wine cooler, and convenient access to a grilling patio just beyond. Outdoor living is a hallmark of Palmetto Bluff, and this home embraces it beautifully. A gracious screened porch invites al fresco dining and relaxed evenings, while the private side courtyard-framed by lush plantings and established greenery-offers a tranquil outdoor retreat ideal for quiet mornings or intimate gatherings. Each of the home's bedrooms provides exceptional comfort with tall ceilings and custom details. Upstairs, a private suite enjoys access to a spacious sitting room with elevated views toward the May River, along with its own bathroom, expansive closet, and abundant walk-in attic storage. Two additional suites line a hallway that passes the full laundry room and downstairs half bath on the way to the two-car garage, each offering generous closets and en suite baths with walk-in showers. Tucked at the rear of the home for added privacy, the primary suite serves as a peaceful retreat, featuring a spacious bedroom, an oversized walk-in closet, and a spa-like bath with dual-basin vanity, garden tub, and walk-in shower.

118 Cane Cutter Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$3,295,000

5 Beds ⋅ 6 Baths ⋅ 4,334 SqFt. ⋅ HILTONHEAD-505653 MLS

Set on more than one acre in the heart of Sea Pines, this 5-bedroom, 5.5-bath home offers 270-degree golf views across two of the most celebrated courses on Hilton Head Island. Enjoy sweeping fairway vistas of the 1st and 18th holes at Heron Point by Pete Dye and the 5th and 6th holes at Atlantic Dunes by Davis Love III-a rare vantage point that places you at the center of the Sea Pines golf and beach lifestyle. Properties with this level of acreage, privacy, and panoramic golf views in Sea Pines are exceptionally rare. Designed as a sprawling open ranch, the home celebrates the natural beauty that defines Sea Pines. Expansive windows frame spectacular golf course views and invite the outdoors in, creating a light-filled interior connected to the surrounding landscape. The layout reflects a timeless philosophy-homes designed to flow seamlessly with nature. Outdoor living shines with extensive patio spaces for dining, entertaining, and relaxing, all set against the dramatic backdrop of championship golf. A private pool offers a peaceful retreat after a day at the beach or on the course, making the property ideal as a Sea Pines vacation home, luxury second home, or Hilton Head Island investment property. Located in one of the most sought-after areas of Sea Pines, the home is walkable to the beach, Sea Pines trolley stops, and multiple restaurants and amenities. Currently featured as a vacation rental property with Sea Pines Resort, it offers immediate income potential while also serving as an exceptional private retreat within Sea Pines.

34 N Live Oak Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,100,000

4 Beds ⋅ 5 Baths ⋅ 2,967 SqFt. ⋅ HILTONHEAD-505896 MLS

With four en-suite bedrooms and a tranquil lagoon backdrop, this home truly balances space and serenity. Brazilian oak hardwoods (2024) gleam throughout. The 2025 kitchen renovation and expansion create the perfect setting for both cooking and entertaining. New patio doors (2024) lead you out the expanded deck (2022) where you can relax and take in the beautiful views Sea Pines is so famous for providing. Truly, no stone was left unturned in maintaining and upgrading this home. A full list of upgrades/renovations as well as a pool rendering can be found in the home at your viewing or be made available upon request. Residents of Sea Pines enjoy natural beaches, championship golf courses, miles of bike paths, two marinas, an upscale beach club, shops and restaurants all in a gated community with 24/7 security. This is not an opportunity to miss!

46 Hearthwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$4,450,000

5 Beds ⋅ 7 Baths ⋅ 5,321 SqFt. ⋅ HILTONHEAD-506108 MLS

Recently completed, 23 Amaranth Road will be a five-bedroom, five-and-a-half bathroom modern Lowcountry home and carriage house in the sought-after Moreland Forest neighborhood of Palmetto Bluff. Meticulously crafted to balance contemporary elements against generous spaces and elements of classic Lowcountry design, you'll find open spaces and intriguing secret spaces among its 5,321 square feet. Crafted by Front Light Building Company from a Pearce Scott Architects design, the home offers a delightful contrast of striking modernity with Southern hospitality from the curb, with whitewashed brick and metal roofing on the exterior transitioning to arched custom millwork greeting you upon entry. These elements frame the marble surround of the great room's gas fireplace, setting the stage for a space perfect for entertaining. It begins with the wide marbled center island of the kitchen, matching a backsplash behind the La Cornue Cornufe range flanked by walnut cabinets. But the true story lies behind those cabinets, which swing wide to reveal themselves as covert passages the speakeasy bar. Decked in rich walnut with wetbar and gas fireplace, this secluded lounge makes a captivating centerpiece to any party. Dinner parties will of course head to the formal dining room with its intricate Walnut millwork and lake views, scenery it shares with the wide screened porch beyond with the spacious pantry making clean-up simple.This home doesn't just set the stage for memorable get togethers. It also creates an atmosphere of home with quiet spaces for livability, plus a massive laundry for even the largest families. On the second story, this can be seen in the wide sitting room and flex space leading out to an elevated balcony, creating spots for quiet relaxation. Surrounding these spaces are a trio of full suites, each with spacious closets and full baths. Further guest quarters can be found in the expansive carriage house above the two-car garage with golf cart port. Enjoying its own private balcony, this generously spaced suite enjoys a kitchenette, roomy closets and ensuite bath. With its own private sun room, the primary suite serves as its own secluded getaway, with the bedroom stretching across its own wing into his-and-hers walk-in closets and concluding in the lavish ensuite bath with walk-in shower, his-and-hers vanities and wide garden tub.

23 Amaranth Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$6,500,000

5 Beds ⋅ 5 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-505596 MLS

Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

9 Bayberry Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$2,730,000

6 Beds ⋅ 6 Baths ⋅ 2,808 SqFt. ⋅ HILTONHEAD-505924 MLS

Experience the ultimate beach retreat 3 rows from the ocean, designed for unforgettable vacations and exceptional rental income. Just a short walk to the sand and moments from Coligny Plaza, this six bedroom, five and a half bath property blends coastal comfort with resort style amenities, creating a true Lowcountry getaway.Inside, the home offers a vibrant and welcoming layout ideal for entertaining and multi generational stays. A dedicated game room sets the tone for fun, featuring ping pong, air hockey, foosball, and a relaxed sitting area with television. The bedroom configuration is thoughtfully designed to maximize both privacy and flexibility. Three spacious primary en-suites with two offering their own screened porches for peaceful morning coffee or evening relaxation. The 3 other guest suites feature an ensuite guest suite, and 2 bunk bedrooms sharing a bath. The bunk rooms are perfect for groups and families.Outdoor living is equally impressive. The fenced backyard creates a private oasis complete with a sparkling pool, soothing hot tub, and a fully equipped poolside bar that opens directly to the outdoor entertaining space. The bar includes a refrigerator, television, and icemaker, while a convenient pool bath enhances functionality for guests enjoying the sun filled setting.Located in the heart of North Forest Beach, this home offers easy access to Hilton Head's most popular dining, shopping, and entertainment at Coligny Plaza. With its unbeatable location, strong rental appeal, and resort style amenities, this property represents an exceptional opportunity to own a high performing coastal investment and personal retreat.

6 Quail Street, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,695,000

4 Beds ⋅ 4 Baths ⋅ 3,144 SqFt. ⋅ HILTONHEAD-504477 MLS

Rarely do you find this much space so close to the beach at this price point. Located just moments from the ocean and Coligny's popular shops and restaurants, this spacious Forest Beach home offers an exceptional coastal lifestyle in one of Hilton Head's most desirable locations. Situated on an oversized corner homesite shaded by majestic oaks, the property features 4 bedrooms, 4 bathrooms, and over 3,000 square feet of comfortable, light-filled living space. The open floor plan provides generous room for gathering and entertaining, while recent improvements-including a brand-new roof, new HVAC and remodeled storage building that add immediate value and functionality. With abundant parking, plenty of room for family and guests, and an unbeatable location near the beach, dining, and recreation, this nicely appointed beach home is well-suited as a primary residence, second home, or investment opportunity.

1 Gannet Street, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,099,000

5 Beds ⋅ 4 Baths ⋅ 2,700 SqFt. ⋅ HILTONHEAD-505477 MLS

Pristine finishes and meticulous craftsmanship define this newly renovated Sea Pines home. Thoughtfully redesigned with a second-floor addition, the now five-bedroom, four-bath residence offers refined coastal living with beautifully curated interiors and exceptional outdoor spaces. A resort-style pool and expansive decking with sleek cable railings create a retreat surrounded by a tranquil Lowcountry landscape. Inside, abundant new windows fill the open-concept living spaces with natural light, highlighting the oak flooring and clean architectural lines. The kitchen features quartz countertops, custom soft-close cabinetry, and a full suite of KitchenAid appliances centered around a generous island. The adjoining living and dining areas flow effortlessly to the outdoor living spaces. Each of the four bathrooms has been thoughtfully finished with designer tile, modern fixtures, and spa-inspired details, while the spacious bedrooms provide comfort and flexibility for both family and guests. The primary suite has a beautifully appointed ensuite bath and generous storage. Located within the gates of Sea Pines Resort, this home places you moments from the best of Hilton Head Island living. Miles of shaded bike trails, world-class golf including Harbour Town Golf Links and Atlantic Dunes, the Sea Pines Racquet Club, and the renowned Sea Pines Beach Club are all within easy reach. This property also presents a compelling short-term rental opportunity in one of the island's most sought-after vacation destinations

72 Lawton Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$3,995,000

7 Beds ⋅ 7 Baths ⋅ 5,462 SqFt. ⋅ HILTONHEAD-505616 MLS

Turnkey short- term rental with proven income history in top tier coastal market! Secure a vacation home that offsets its costs. Professional property management used for rentals. LARGEST 2ND ROW HOME ON THE MARKET! Extensively renovated in 2024! Grossed $246K in rentals for 2025. Stunning home features 7 BR, 61/2 BA & offers a perfect blend of luxury, comfort, & breathtaking ocean views. Located in the coveted North Forest Beach, near Coligny Plaza, this home provides a balance of privacy & proximity to the beach. The open living & dining areas feature stunning direct ocean views, natural light creating a warm & inviting beach atmosphere. New roof, paint, pool deck, game area, outdoor spa, landscaping & many more improvements. Enjoy relaxing by the elevated pool, soak in the hot tub or grill in the private outdoor area! Directly across street to beach access!

8 Curlew Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$4,995,000

5 Beds ⋅ 5 Baths ⋅ 5,009 SqFt. ⋅ HILTONHEAD-505600 MLS

174 Hunting Lodge Road is a five-bedroom, four-and-a-half bathroom coastal Lowcountry-style home and carriage house in the River Road neighborhood of Palmetto Bluff. Taking full advantage of its .66 acres, the home spreads along a sweeping stretch of inland waterway shoreline in the rear. Built by Shoreline Construction from a Court Atkins Group design, this home's design emphasizes a breezy flow from space to space within its 5,009 square feet, informed by a comfortable sense of grandeur. Complementing this spacious atmosphere are elegant textures and materials from the reclaimed flooring of the great room to the designer lighting found throughout. This scale and beauty is established the moment you pull into the wide circular driveway, with soaring metal rooflines cascading down to a wraparound front porch. Inside, the great room opens from there, with wood flooring contrasting with rich creamy tones on a coffered ceiling as well as built-ins that flank the gas fireplace. That sense of flow breezes into the expansive kitchen boasting craftsman cabinets, gas range and pendant lighting, centered on a wide marbled center island. For easy entertaining, a passage to one end opens to the back kitchen's plentiful storage, wine cooler and prep space, with a full laundry just beyond. Formal dining at the other end of the kitchen sits at the center of panoramic views out to the water through the screened porch. Accessed through doors at either side of the dining room, or via wide sliders from the great room, this year-round retreat spans the rear of the property with space for al fresco dining or outdoor entertaining by the fireplace and grilling porch. The primary suite enjoys the best of all this home has to offer, with rich finishes, elegant spaciousness and water views. Set off a private hallway, it boasts dual walk-in closets and a massive ensuite bath with walk-in shower, garden tub and dual-basin vanity. Guest quarters spread throughout the property for lush privacy. The first is the carriage house set above the two-car garage with golf cart port, offering a private bath and spacious lounge. Three more bedrooms share the main house's second-floor lounge and upper porch. A full suite upstairs enjoys a spacious closet and ensuite bath, while a further two bedrooms each share a private bath with dual-basin vanity. In one, waterfront views from an integrated bed steal the show. In the other, custom-crafted bunks create a relaxed atmosphere of fun.

174 Hunting Lodge Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$75,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505469 MLS

This beautifully renovated Tennis Villa features a modern kitchen, updated bathrooms, new flooring, and stylish furnishings throughout. The bright end unit offers extra natural light and includes two bedrooms, two bathrooms, and a pull-out sofa, comfortably accommodating 6-8 guests. Located in the HHBT community, owners enjoy amenities such as a large outdoor pool, two onsite bars and restaurants, bike rentals, pickleball courts, and tennis courts. This property is a DEEDED 1/5 ownership share of Villa F13,not a timeshare, providing 10+ weeks of guaranteed use per year. Ownership is for personal use only, with no rentals and no pets permitted.

40 Folly Field Road Unit APT F13, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$3,250,000

4 Beds ⋅ 5 Baths ⋅ 4,066 SqFt. ⋅ HILTONHEAD-505022 MLS

This gorgeous home is uniquely situated on nearly an acre homesite in Sea Pines with a long scenic driveway that meanders under towering oaks to a grand entrance. Enjoy privacy with minimal care in this natural landscape environment. The quality craftsmanship features shiplap, beams, heart of pine flooring, chef's kitchen, an elevator, and multiple fireplaces. Both rear porches and a lower poolside terrace overlook a backyard swimming pool and the tidal salt marsh stretching out to Calibogue Sound and the intracoastal waterway. Beautifully updated with state of the art appliances and gas cooktop, the kitchen opens to the dining and great room with beautiful views to the marsh and sound. The current owners have continued to update and beautifully maintain this masterpiece of southern charm. Don't miss the second laundry room downstairs - perfect for towels from the pool and beach. Additionally, there is a recreation room and full bath downstairs for easy access from the pool.

20 Oyster Landing Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$844,900

3 Beds ⋅ 3 Baths ⋅ 1,585 SqFt. ⋅ HILTONHEAD-505288 MLS

Welcome to this charming 3-bedroom, 3-bath home in the highly sought-after Carolina Place neighborhood of Sea Pines. Offered fully furnished, this inviting home features a bright open floor plan and plenty of natural light! This home offer plenty of storage for bikes and chairs under the expansive deck, and offers a dedicated dining room, great for entertaining! Carolina Place residents enjoy access to one of the best community pools in Sea Pines, along with tennis and pickleball courts and a playground, making it an ideal setting for both active lifestyles and peaceful coastal living. Short term rentals allowed.

76 Shell Ring Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,645,000

6 Beds ⋅ 4 Baths ⋅ 3,333 SqFt. ⋅ HILTONHEAD-504810 MLS

Rental machine grossing over $100K the past two years! Ideally positioned within a private gated community just a 9-minute stroll to the beach. Designed for both grand entertaining and relaxed seaside living, this six-bedroom, four-bath, three-story residence offers exceptional scale, comfort, and privacy. An elevator services all three levels, providing effortless access throughout the home and adding both convenience and sophistication. Expansive living areas are thoughtfully arranged to accommodate 20+ guests, making the property ideal for multi-generational gatherings, executive retreats, or hosting extended family in style. Outdoors, a private heated in-ground pool creates a true resort-style experience, while the backyard paver patio overlooks a peaceful wooded backdrop. Located in a golf cart and Low Speed Vehicle-friendly neighborhood with nighttime security patrol, the community offers both leisure and peace of mind. The combination of gated access, quick proximity to the beach, and spacious design makes this property a standout in the coastal luxury market.

119 Sandcastle Court, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

$4,190,000

5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-504388 MLS

Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

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