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$2,049,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-505262 MLS
Located in the heart of Wexford, 3 Roxbury Circle offers the ideal blend of comfort, flexibility, and Lowcountry lifestyle in a beautifully designed courtyard home. The main level features high ceilings and abundant natural light throughout the open kitchen, breakfast area, and great room. The great room is highlighted by coffered ceilings and custom-built-in cabinetry, while the bright kitchen includes a cleverly hidden pantry and flows effortlessly into the main living areas. Just off the family space, a screened terrace with a built-in hot tub provides the perfect setting for relaxing or entertaining. The main-level primary suite is a private retreat, offering a spacious walk-in closet, a well-appointed bath with a large zero-entry shower, and direct access to the screened terrace and hot tub. Also on the main level are a full guest suite with an ensuite, a dedicated home office, and a laundry room. Above the two-car plus golf cart garage, a generously sized guest bedroom and adjacent full bath occupy their own private level. A three-stop elevator conveniently connects the garage, main level, and this guest level. The second floor features an additional guest suite with an ensuite and sitting area, and direct access to a private covered deck. Set along a peaceful tidal lagoon, the property features a bulkhead along the rear of the homesite and a wraparound rear deck with a covered, built-in gas grill. The garage features an epoxy floor finish, built-in cabinetry, and a utility sink. Additional recent improvements include a new roof installed in 2025 and exterior paint in 2022. Ideally located within Wexford, the home is just moments from the driving range, tennis center, clubhouse, harbour, and pool complex. Residents enjoy world-class amenities, including a private marina, championship golf, tennis, pickleball, clubhouse dining, resort-style pool complex, croquet, a community fire pit, and a vibrant social calendar. In addition, Wexford has just celebrated the grand opening of the new Harbour Center. The clubhouse is currently undergoing an exciting expansion, scheduled to open in spring/summer 2026, further enhancing the exceptional amenities within this private community.

3 Roxbury Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$625,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-505325 MLS
Charming Charleston-style Lowcountry home located within the private community of Haig Point on Daufuskie Island. This beautifully maintained residence offers 3 bedrooms and 3.5 baths with approximately 2,615 square feet of comfortable living space designed for both relaxation and entertaining.The home features an inviting floor plan with spacious living areas, abundant natural light, and classic details throughout. A private courtyard provides a peaceful outdoor retreat, while multiple porches offer tranquil views of the surrounding lake and golf course.The well-appointed kitchen opens to the main living and dining areas, creating an ideal space for gathering with family and friends. Each bedroom offers its own ensuite bath, providing privacy and comfort for guests.Located within Haig Point, residents enjoy access to world-class amenities including a Rees Jones signature golf course, tennis, pickleball, equestrian facilities, beach access, dining, and a private ferry to Hilton Head Island. Experience the unique charm, natural beauty, and relaxed coastal lifestyle of Daufuskie Island.

25 Osprey Lane, Daufuskie Island

Listing courtesy of Premier Properties by Haig Point.

$2,650,000
6 Beds ⋅ 7 Baths ⋅ HILTONHEAD-505440 MLS
Discover modern luxury in this Palmetto Hall home nestled in a prestigious golf community and a serene and secluded area of HHI. This 5,291 sq ft property provides a blend of space, privacy, and convenience. Upon entering you will notice the two story entry hall and 12-foot ceilings create a sense of openness and grandeur coupled with stylish modern finishes. The open concept living area is bathed in natural light by a wall of glass doors overlooking a covered patio, outdoor fireplace, and woods leading to the golf course. There is a spacious chef's kitchen with dining area, Thermador appliances, walk in pantry, and adjacent service area inviting entertaining. This unique home boasts two primary suites downstairs and four bedrooms upstairs with an expansive flex space that suits a wide variety of uses. The wrap around second floor exterior balcony overlooking the golf course is a special retreat. The beautifully landscaped yard enhances the home's curb appeal and the backyard is perfectly suited for private outdoor living and a pool. Living close to schools, restaurants, shopping, a golf cart ride away from the picturesque Mitchellville Beach, two golf courses, the clubhouse, pool, tennis, and pickleball makes life and recreation easy. Explore the 3D Virtual Tour!

27 Madison Lane, Hilton Head Island

Listing courtesy of Realty One Group Inclusion.

$389,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505436 MLS
Oceanfront first floor! Great location to the beach and pool from this updated villa/ Great remodeled kitchen, smooth ceilings, tile floors throughout, sleeper sofa, tasteful decor. Great resort community with onsite bike rentals, beach bar, restaurants, 2 pools, fitness center, tennis, pickleball courts and 24 hour security. These oceanfront villas dont last long!

40 Folly Field Road Unit B130, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$500,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505431 MLS
THOUGHTFULLY RENOVATED home in a prime location of the highly amenitized Sun City, offering an expanded floorplan with additional square footage and an enhanced living space. BRAND NEW, high-end updates throughout blend style and comfort for effortless Lowcountry living! Upgrades include fully remodeled kitchen and bathrooms, all new appliances, walk in shower, all new flooring, paint and more! Positioned on a quiet cul-de-sac with a private wooded backdrop that's easy to enjoy from the brand new patio!

117 Fort Walker Lane, Bluffton

Listing courtesy of The Homesfinder Realty Group.

$1,174,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504283 MLS
The perfect southern boating base-luxury, elevator equipped, lock and leave living on Hilton Head Island. Stunning 3 bedroom Townhome located in Hilton Head Plantation. Built in 2024, this beautifully designed residence features 3 ensuite bedrooms, 3.5 bathrooms, and a private elevator. The open-concept living and kitchen area is complemented by a screened porch ideal for relaxing or entertaining. The inviting living room showcases a custom floor to ceiling built in, electric fireplace with 3 sided glass and a Samsung Smart TV. The primary suite is conveniently located on the first floor and the laundry area is equipped with newer GE Smart washer & dryer. The 2nd floor offers an open sitting area and 2 additional bedrooms, providing excellent separation and privacy. Additional highlights include a 2 car garage and an adjacent additional 650 square foot flex space with ceramic tile flooring. This climate controlled room features a mini split HVAC system, making it ideal for a home office or studio, along with ample storage. The home is equipped with premium upgrades including a Culligan whole-house water filtration system, built in dehumidifier, smart thermostats, custom window treatments and a monitored security system. Ideally located just a 2 minute walk to the Skull Creek Marina and Country Club of Hilton Head, residents enjoy exceptional amenities including a private sandy beach on Port Royal Sound, a lazy river community pool, 12 tennis courts, bocce courts, pickleball, playgrounds, scenic trails, 2 nature conservancies with boardwalks, beautiful Bluff walking path on the Port Royal Sound and more.

5 Grandview Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,073,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-505138 MLS
WHAT IF YOU COULD LIVE LAKEFRONT WITH A DOCK, BULKHEAD & STEPS TO RESORT-STYLE AMENITIES in the heart of Hampton Lake? This home is perfectly positioned on the navigable water of the lake. This 3-bedroom, 3-bath residence has been beautifully upgraded, offering both refined interiors and direct access to the Lowcountry lifestyle. From the moment you arrive, the enhanced curb appeal sets the tone - new driveway pavers with a 3-foot extension, fresh exterior paint, and thoughtful improvements throughout reflect true pride of ownership. Inside, the open-concept floor plan is designed for effortless entertaining and everyday comfort. The main living areas are illuminated by over 50 newly installed LED can lights, creating a bright, modern ambiance. The fully remodeled kitchen showcases new custom cabinetry, along with a new refrigerator, dishwasher, and microwave - blending functionality with elevated design. The primary suite serves as a private retreat, featuring electric blinds and a completely renovated spa-inspired bathroom. A new Daikin variable HVAC system provides high-efficiency, year-round climate control for optimal comfort. Step outside to a fully fenced backyard overlooking the lake - ideal for pets, gatherings, or relaxing evenings by the water. A charming pedestrian bridge just steps away allows you to walk directly to the world-class amenities, making this one of the most convenient waterfront locations in the community. Hampton Lake Lifestyle Residents enjoy: Boating and kayaking on the lake, resort-style pools and lazy river, pickleball and tennis courts, fitness center and spa, scenic walking trails, dog-friendly, and a community atmosphere. This is more than a home - it is a waterfront lifestyle designed for connection, recreation, and ease. Opportunities like this, combining true lakefront positioning, major capital upgrades, and walkable amenity access, are rare within Hampton Lake. Some photos have been enhanced and virtually staged. A quote to paint exterior and trim as seen in the photos is available.

40 Blue Trail Court, Bluffton

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$45,000
HILTONHEAD-505305 MLS
This 1.02 acre wooded lot has a rear lagoon view and is located near the front entrance of the gated Bull Point community on Blakes Lane. The property offers mature trees, privacy, and ample space for a custom home, located just one lot in from Bull Point Drive. This part of the community remains quiet and lightly developed, giving a natural setting. Bull Point community dock provides deep water access on Huspah Creek, multiple community docks, a private boat landing, freshwater lakes, a bird sanctuary, and a clubhouse with fitness center, sauna, meeting spaces, and a viewing deck. The community also includes a resort style pool, tennis and pickleball courts, and miles of trails and natural areas for everyday outdoor use. Bull Point's location offers quick access to I 95 and is a short drive to historic Beaufort, Bluffton, and Hilton Head. No required build timeframe.

3 Blake Lane, Seabrook

Listing courtesy of Charter One Realty.

$3,250,000
4 Beds ⋅ 5 Baths ⋅ 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.

$1,050,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-505303 MLS
Light, bright & charming, this 3 bedroom, 3 1/2 bath home in private Long Cove Club is waiting to be yours. Elevated, on a corner lot & cul de sac road with tranquil lagoon view. Interior features include a cathedral ceiling & wall of windows in the family room with a beautiful stone gas fireplace. Other features include custom woodwork, generous granite kitchen island and dining area, stainless steel appliances, tile floors on the main living area. The en suite primary bedroom with granite is also on the main level. Second floor has 2 spacious en suite bedrooms. A sizeable deck with a Sunshade awning overlooks the lagoon. Air conditioned & heated large storage room is off the ample 2 car garage. As a LCC resident, you will enjoy the world class amenities which include the Pete Dye designed golf course, deep water marina, tennis, full service clubhouse, community pool, pickleball & bocce ball. There are many group activities within the Club. This home has been well maintained, enjoyed & loved by the owners as a second home. Excellent condition throughout the home.

1 Foot Point Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$560,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-505132 MLS
Great value! Offered $60 per square foot under the Rose Hill Golf-side average of recently sold homes. Welcome to this desirable 2400+ sqft, 4-bedroom, 3-bathroom home located in beautiful Rose Hill. Offering a thoughtful layout, this home combines comfort, space, and lifestyle. The kitchen features abundant cabinetry, generous counter space, and newer appliances. There is plenty of storage throughout the home. The primary suite is conveniently located on the first floor, complete with a well-appointed primary bathroom. The potential is available for 2 primary suites and multiple offices. The large storage/ bonus room is another great feature! 2-car garage. Rose Hill amenities include 3 community pools, tennis courts, pickleball, golf, and deep-water access--perfect for boating enthusiasts! Near shopping, schools, and a short drive to the Hilton Head beaches, Savannah and Beaufort!

184 Sumter Square, Bluffton

Listing courtesy of Charter One Realty.

$335,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505061 MLS
Located on the desirable Beaufort County side of Sun City Hilton Head, this Camellia model offers the benefit of lower property taxes while delivering the lifestyle so many buyers are looking for.This thoughtfully designed home features the popular open-concept layout that makes the Camellia a standout. The spacious great room flows seamlessly into the kitchen and dining area, creating an ideal setting for both everyday living and entertaining. Large windows bring in natural light, giving the home a bright, welcoming feel throughout.The kitchen is positioned at the heart of the home, offering generous counter space, ample cabinetry, and easy connection to the main living areas. The primary suite provides a comfortable retreat with a well-sized bedroom, walk-in closet, and private bath. Guest accommodations are thoughtfully separated, offering privacy for visiting family and friends. Flexible space allows for a home office, hobby room, or additional sitting area depending on your needs.A notable upgrade is the optional 4-foot garage extension, providing additional depth and flexibility for storage, a golf cart, workshop area, or hobby space-something many homeowners appreciate for both practicality and convenience.Outdoor living is just as inviting, with space to relax and enjoy the Lowcountry climate year-round. Whether sipping morning coffee or hosting an evening gathering, this home is designed to take full advantage of indoor-outdoor living.Beyond the home itself, residents enjoy access to Sun City's unmatched amenities, including championship golf courses, resort-style pools, fitness centers, tennis and pickleball courts, walking trails, social clubs, and a vibrant calendar of activities. This active adult community offers the perfect balance of recreation, connection, and convenience, all just minutes from shopping, dining, healthcare, and the charm of Bluffton and Hilton Head Island.A well-positioned Camellia in Beaufort County is a smart move-combining value, lifestyle, and one of the most sought-after communities in the Lowcountry.

37 Basket Walk Drive, Bluffton

Listing courtesy of Town Square Realty LLC.

$2,595,000
4 Beds ⋅ 6 Baths ⋅ HILTONHEAD-504917 MLS
This premiere Belfair marsh front custom-built masterpiece was designed by Kermit Huggins and reflects his signature coastal elegant yet contemporary aesthetics. The home is situated on a private .74 acre lot with impeccable landscaping. A dramatic walk-up entrance introduces interiors defined by soaring ceilings, grand statement lighting, custom millwork, and wide-plank wood flooring throughout. The great room features an entire rear wall of glass framing expansive marsh views and remarkable sunrises. The primary suite is located on the main level. Defined yet open living spaces include a private office, media room, laundry room with integrated workspace, and abundant storage - including concealed storage hidden behind custom bookshelves. Elevator access services all levels. Four bedrooms, five full and one half baths. The lower level was conceived for entertaining on a grand scale with abundant covered living areas - opening to a heated pool, built-in grilling station with bar seating in the outdoor kitchen, gas fire pit and integrated bug misting system. A dedicated pool bath ensures seamless gatherings. Four-car garage plus two golf cart bays. Grand, yet grounded. Contemporary, yet timeless. A home where architecture meets the rhythm of the marsh. A rare opportunity to own a signature marsh front residence on Belfair.

18 Belmont Drive, Bluffton

Listing courtesy of Charter One Realty.

$669,000
5 Beds ⋅ 4 Baths ⋅ HILTONHEAD-505249 MLS
Welcome to this stunning 5-bedroom, 4-bathroom home that perfectly blends modern coastal style with endless potential. Thoughtfully designed with spacious living areas and abundant natural light, this property offers a true blank canvas for you to personalize and make your own. From the moment you arrive, the charming curb appeal and inviting front porch set the tone for relaxed Lowcountry living. Inside, the flexible floor plan is ideal for both everyday living and entertaining, featuring generous bedrooms, well-appointed bathrooms, and open-concept gathering spaces that flow effortlessly throughout the home. Located in the beautiful planned community of Malind Bluff in fantastic location, residents enjoy access to outstanding amenities, including a resort-style community pool and a scenic community dock overlooking the marsh, perfect for enjoying coastal sunsets, kayaking, or simply soaking in the natural surroundings. Whether you're searching for a primary residence or vacation getaway, this home offers the space, layout, and location to bring your vision to life.This is more than a home, it's a dream opportunity to create your own Lowcountry retreat.

373 Danner Drive, Bluffton

Listing courtesy of RE/MAX Island Realty.

$52,000
HILTONHEAD-505248 MLS
The Least Expensive 30' boatslip in the Windmill Harbour Marina!! Highly sought after 30' boatslip steps from the promenade in Windmill Harbour. Easy tide-free docking and constant 8' depth. Windmill Harbour Marina is a secure, protected harbour with a lock system. Immediate deep water access to the Calibogue Sound (Intra-Coastal Waterway) and convenient to Beaufort and Savannah. Enjoy the South Carolina Yacht Club which is just steps away.

K-179 Windmill Harbour Marina N Unit K-179, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$267,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-505229 MLS
Step into this beautifully updated, fully furnished villa in Hilton Head Beach & Tennis and embrace effortless coastal living. Featuring sleek marble countertops, modern appliances, keyless entry, smart TVs, and thoughtfully curated décor, this turnkey retreat offers both style and comfort. Just a short stroll to the sandy shoreline, it comfortably sleeps 6 - ideal for unforgettable family getaways or a high-performing rental investment. Owners and guests enjoy resort-style amenities including two sparkling pools, on-site restaurants and beach bar, tennis and pickleball courts, fitness center, playground, bike paths, and convenient direct beach access - all in one of the island's most popular oceanfront communities.

40 Folly Field Road Unit A113, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$984,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504832 MLS
Experience elevated coastal living with panoramic marina views - all from the top floor overlooking the beautiful Shelter Cove Harbour & Marina. This beautifully renovated residence captures sweeping views and unforgettable sunsets. As a penthouse, you will enjoy added privacy, elevated ceilings, and an abundance of natural light. No detail has been overlooked in this renovation. Modern finishes, updated flooring, a redesigned kitchen with contemporary cabinetry, and premium countertops - all complement the relaxed coastal setting. The bathrooms have been stylishly remodeled with Carrara tile, creating a spa-like retreat. The open concept living flows seamlessly to a private balcony overlooking the marina - ideal for morning coffee, evening cocktails, and front row views of Shelter Cove's year-round activity.

7 Shelter Cove Lane Unit 7556, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$1,890,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504585 MLS
Enjoy exceptional waterfront living on Callawassie Island with rare western exposure and unforgettable sunset views over the tidal marshes of Chechessee Creek, complemented by peaceful water and golf views from the front of the home. Privately positioned, this pristine custom-built residence offers a true Lowcountry lifestyle with a private short dock, floating dock, and new boat lift providing direct water access for boating, kayaking, and sunset cruises. Designed for both everyday comfort and effortless entertaining, the open floor plan is centered around a chef's kitchen featuring Wolf and Sub-Zero appliances, a 10-foot island, beverage bar, wine cooler, and ice maker. Wide plank hardwood floors flow throughout the main living areas, while two first-floor guest suites offer beautifully remodeled en suite baths for privacy and convenience. Thoughtful improvements enhance both form and function, including a newer roof, new deck and shutters, a custom-built fireplace with new insert, replaced interior doors, all new water piping, spray foam insulation in the crawl space, new crawl space screening, updated lighting, refreshed landscaping, and a full exterior repaint in 2025.Expansive outdoor living spaces capture sweeping marsh views and glowing sunsets, creating a serene and private backdrop that changes with the tides and seasons. Residents enjoy the unmatched lifestyle of Callawassie Island-an engaging community, remarkable natural beauty, top-tier golf and amenities, endless outdoor activities, and the peace of mind that comes with gated security and true Lowcountry privacy.

41 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$329,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505169 MLS
Step out of your DeLorean and back to 1987 at 49 Heron Walk on Callawassie Island. Perfectly positioned on the tee box of the first hole of the Dogwood Course, this classic golf cottage delivers a true front-row seat to opening drives and glowing morning sunrises over the fairway. Lovingly maintained in remarkable original condition (with updated mechanicals), the home features warm woodwork, comfortable living spaces, and authentic 80s character throughout. Enjoy it just as it is, or modernize to your taste-either way, you're starting with an unbeatable golf course setting and timeless island appeal. Live here full time or create income as a sought-after retreat for visiting golfers-no flux capacitor required. Great Scott, this is island living with timeless style. Optional Golf.

49 Heron Walk, Okatie

Listing courtesy of Moul, REALTORS®.

$1,645,000
6 Beds ⋅ 4 Baths ⋅ 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 ⋅ 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.

$254,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505142 MLS
Exceptional investment opportunity in the heart of Hilton Head. This beautifully maintained villa offers everything today's vacation renters are searching for. Perfectly positioned mere steps away from all the resorts considerable amenities. Whether visitors come for championship golf, world-class tennis, water sports, or simply to relax by the ocean, they'll appreciate the convenience of being close to it all. Walkability and easy beach access are top priorities for vacation renters-and this villa delivers. Modern finishes and coastal-inspired decor create an inviting retreat that guests are eager to return to year after year. The kitchen features updated appliances and ample prep space. Spacious bedrooms and well-appointed baths provide comfort for families and groups, increasing rental appeal and revenue potential. With Hilton Head Island's established reputation as a premier vacation destination and a history of steady visitor demand, this villa represents a compelling opportunity for investors seeking both lifestyle enjoyment and income potential. Whether you self-manage or use a rental program, this is the type of property that stands out on line, books consistently, and keeps guests coming back. Capitalize on location, condition, and amenities (the three pillars of successful vacation rental investing) all in one exceptional Hilton Head Island condo.

663 William Hilton Parkway Unit 2101, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$2,150,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504870 MLS
Surrounded on three sides by conservation land and enveloped in lush maritime forest, the setting of 27 Greenleaf Road feels secluded and serene-yet remains just moments from the shops, dining, and activities of Wilson Village and the heart of Palmetto Bluff. Designed by Pearce Scott Architects and built by CS Thomas Construction, the home showcases thoughtful detailing and architecture that invites natural light while framing beautiful views of the surrounding forest. Heart pine flooring throughout the living spaces is complemented by extensive custom millwork and built-ins that add both character and function. The residence features three bedrooms and three baths, including a primary suite with its own private balcony - an intimate perch overlooking the maritime forest. High ceilings and abundant windows further enhance the home's connection to the outdoors, creating bright, airy interiors framed by mature tree cover. A spacious screened porch with fireplace extends along the side of the home, offering a comfortable, year-round gathering space immersed in nature. Tucked quietly within the maritime forest of Palmetto Bluff's May River Forest neighborhood, 27 Greenleaf Road offers a rare blend of privacy, craftsmanship, and proximity to all that makes this community so special.

27 Greenleaf Road, Bluffton

Listing courtesy of EXP Realty LLC.

$124,990
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505111 MLS
Seniors and ages 55+ can say goodbye to the worry of home maintenance and embrace a vibrant, carefree lifestyle at The Seabrook at Hilton Head, located on beautiful Hilton Head Island. This move-in ready 2-bedroom, 2-bath condo offers a light-filled, comfortable living space designed for convenience, relaxation, and peace of mind. Recent updates include a new HVAC system installed in 2024, plus the convenience of an in-unit washer and dryer. Downsize with ease-bring your furniture and your pet, as pets are welcome.Enjoy secure, maintenance-free living with no yard work or home repairs, giving you more time to focus on what matters most. Residents benefit from professionally prepared meals in the Seabrook Dining Room, enriching social activities, wellness opportunities, and a welcoming community atmosphere that supports an active, engaging lifestyle.Located less than one mile from the ocean, this buying opportunity is ideal for seniors looking to downsize without sacrificing quality, comfort, or independence. The Seabrook offers the perfect setting to trade the burdens of homeownership for a fulfilling new chapter filled with convenience, connection, and coastal living. No short-term rentals are permitted.

300 Woodhaven Drive Unit 1204, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$650,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505096 MLS
When only the best will do! Completely renovated in 2025, this ocean-view villa offers a turnkey opportunity just steps from the beach in FollyField. The professionally redesigned interior features a coastal-inspired kitchen with quartz countertops, Carrara marble backsplash, newcabinetry, and stainless appliances. Paneled accent walls, updated flooring, and a bright, open living and dining area create a fresh, modernbeach aesthetic throughout. Enjoy ocean breezes and views from the third-floor balcony, now finished with herringbone tile for a polishedoutdoor living space. The villa is offered furnished with 2 bedrooms and 2 full baths, making it ideal as a rental/investment property, primaryresidence or second home. This oceanfront community offers exceptional amenities including a large beachfront pool with food service, tennisand pickleball courts, fitness center, playground, bike rentals, on-site restaurants, leisure trails, and 24-hour security. New HVAC installed in 2023.An outstanding opportunity to enjoy updated ocean-oriented living at an exceptional value.

40 Folly Field Road Unit 326, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$599,500
HILTONHEAD-505074 MLS
These newly released Moreland Forest homesites range in size from nearly a half-acre to a full acre. In addition to the privacy of a lush Lowcountry canopy of native pines, palmettos and oaks, these homesites enjoy the added benefit of bordering preserved wetlands. A network of community trails provide quick access by foot, bike, or boat to the amenities of Moreland Forest and Palmetto Bluff Club headquarters.

22 Inkberry Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$1,325,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504945 MLS
Beautifully renovated 3-bedroom, 2.5-bath home set on a private 0.75-acre lot in the gated, beachfront community of Shipyard Plantation. This home is in excellent condition and has been thoughtfully redesigned throughout, featuring new white oak hardwood flooring, an updated kitchen with all new appliances, smooth painted ceilings, and new Andersen Windows. Additional upgrades include new attic insulation, and a new HVAC system with updated ductwork. The spacious layout offers a first-floor dedicated office and large primary suite complete with a sunroom, while two generously sized guest bedrooms are located upstairs-providing excellent separation and flexibility. The living room showcases high ceilings and abundant natural light, enhanced by elegant finishes, new lighting fixtures, and ceiling fans. All bathrooms have been fully and tastefully renovated with tile showers, a jetted tub, new vanities, and marble flooring, it's all been done for you. Custom wood trim work and molding can be found throughout, adding a refined touch to every space. The exterior features durable new siding, and a newly added side-entry two-car garage enhances both functionality and curb appeal. Each bedroom includes sliding doors with access to a patio or private balcony, seamlessly blending indoor and outdoor living. Surrounded by over 100 beautiful trees, the property offers exceptional privacy along with scenic golf views, creating a peaceful, resort-like setting. There is also ample room to add a full-size pool. Residents of Shipyard enjoy outstanding amenities, including private beach access, miles of leisure trails, golf, tennis facilities, and the security of a gated community-all in a prime location close to everything Hilton Head has to offer. Bike to the beach with ease and enjoy the best of coastal living

20 Gloucester Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,895,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505062 MLS
A rare Beach Lagoon opportunity in Sea Pines: second-row location on an oversized half-acre lot with serene lagoon views in the front and golf course views in the rear. Just steps to the beach bridge and an easy stroll to the Sea Pines Beach Club for dining, cocktails, and oceanfront living.This well-maintained 4-bedroom, 4.5 bath home features brick and wood floors, excellent bedroom separation, and a kitchen with granite countertops designed for entertaining. Each bedroom offers a private en-suite bath plus a convenient half bath for guests.Whether used as a luxury beach retreat, income-producing investment, or incredible full-time residence, this property offers unmatched versatility. Opportunities to own a lagoon-to-golf view, oversized lot on the ocean side of Sea Pines are extraordinarily limited.Sea Pines at its finest - invest, enjoy, and build lasting value in one of the resort's most coveted ocean neighborhoods.

28 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,399,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-505052 MLS
Lowcountry waterfront living on Callawassie Island in Okatie, SC. Built by award-winning builder Steve Tilton, 47 Sugar Mill is tucked away at the end of a quiet cul-de-sac and surrounded by ancient live oaks draped in Spanish moss for a truly private, coastal setting, and boasts a brand new roof in June 2026. This 4BR + office home is designed for relaxed island living with oversized front, back, and screened porches-perfect for morning coffee, afternoon breezes, and evening gatherings. Inside, soaring cathedral ceilings, a welcoming fireplace, and abundant natural light create an inviting main living space that seamlessly connects to the outdoors. The rare showstopper is the backyard on a tidal creek with a floating dock and boatlift-opening the door to a lifestyle of kayaking, paddleboarding, boating, fishing, and crabbing right from home. A 2.5-car garage includes a dedicated golf cart bay for easy island exploring. If you've been searching for a Callawassie Island waterfront home with a dock and lift, 47 Sugar Mill is a standout opportunity.

47 Sugar Mill Drive, Okatie

Listing courtesy of Charter One Realty.

$189,000
HILTONHEAD-504229 MLS
There is truly no place like Fripp Island! One of the last Marsh View opportunities in the private Sawgrass Bluff section of this coveted Lowcountry Beach Community. Enjoy all the Beach Life that Fripp has to offer, being in close proximity all the action, but tucked away when it's time for some R & R in your own Coastal Sanctuary. A rare opportunity to build with confidence - The current owners carry High End Designer + Builder credentials in the local community and have already put the dream on paper for you with a potential build plan that fits the lot perfectly and checks all the boxes Buyers want in a blended modern, traditional beach home. Want to explore other options for home plans that will make your house a home on this lot? The current owner is open to assisting the buyer with design vision and construction planning for their custom home. Small, Private Sawgrass Bluff Pool (for this subdivision only) is located right across the street. Walk or bike through the Salt Marsh Trails & Boardwalk - 4 minutes to Fripp's Pristine Miles of Beach with approximately 32 access points (including a handicap beach access), with wide open Atlantic Ocean wonder for relaxing, swimming, exploring, sunbathing, shell seeking, etc. 848 Marsh Dunes is also a 4 Minute car ride from the Front Gate & Market, the Beach Club, Pool & Sandbar, and Tennis & Pickleball. 8 Minute car ride to the Marina & 10 Minute car ride to the Cabana Club Pool, Restaurant, & Salon. 5-7 Minutes to Ocean Creek & Ocean Point Golf Clubs. Although on Fripp Island time, your "car ride" may be more often a Golf Cart or Bike. Fripp Island Membership is Optional, but is required to access Fripp's Resort Amenities, including the Beach Club, Cabana Club, Tennis & Pickleball, Golf, Fitness Center, Marina, Nature Center, & Multiple High End Resort Style Pools and other amenities. Inquire for Membership Package options.

848 Marsh Dunes Road, Fripp Island

Listing courtesy of Keller Williams.

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