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$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.

$967,400
2 Beds 2 Baths HILTONHEAD-505137 MLS
Awaken to nearly unobstructed ocean views and coastal breezes from the primary bedroom, living room, kitchen, dining room, and private balcony of this immaculately renovated, turnkey 2/2 Shorewood. This villa has undergone extensive renovations and upgrades over the past six months, including 8-inch wide CoreTec luxury LVP with micro beveled edges, elegant Craftsman-style trim and wainscoting, newer coastal-inspired furnishings, smooth ceilings, shiplap accent walls, and a fresh coat of Sherwin Williams's finest paint. Additionally, the regime recently completed an extensive update to code-compliant Andersen StormWatch impact-rated windows and sliders via a special assessment that the seller has already paid in full. Featuring a renovated oceanfront zero-entry *heated* pool and jacuzzi, the Shorewood complex is uniquely positioned for nearly year-round rental potential. Gated front entry, ample covered parking, new elevators, and close proximity to Coligny Plaza and Celebration Park ensure that both you and your guests enjoy convenient access to Hilton Head Island's finest boutique shopping and vacation experiences. Considering the quality of the renovation and nearly panoramic ocean views, this villa is compellingly priced and uniquely positioned to dominate the upcoming rental season on closing day and beyond.

21 S Forest Beach Drive Unit 136, Hilton Head Island

Listing courtesy of FATHOM REALTY.

$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.

$654,000
3 Beds 3 Baths HILTONHEAD-504864 MLS
Welcome to this stunning end unit Berkeley model in the highly sought-after Hampton Hall community. This thoughtfully designed three-bedroom, two-and-a-half-bath home offers an inviting and versatile layout perfect for both everyday living and entertaining. Cathedral ceilings create a light-filled, airy atmosphere the moment you step inside, enhancing the spacious feel of the home. The Berkeley's design seamlessly blends formal and casual dining areas, providing flexibility for intimate dinners or larger gatherings. The sunlit Carolina Room adds an additional living space ideal for relaxing with a book, enjoying morning coffee, or hosting guests year-round. You'll love the great room complete with gas fireplace, stylish kitchen, and perfect hardwood flooring. The 2nd level loft offers valuable flex space-perfect for a home office, media room, fitness area, or hobby space. Maintenance free living at its best...this home features a brand-new roof (2024) as well as new exterior stucco, gutters, new driveway, epoxy finished garage floor, and new exterior lighting. The expanded paver patio is the perfect place to enjoy our amazing Lowcountry weather. Hampton Hall's gated enclave offers world-class amenities that cater to an active, resort-style lifestyle, including Pete Dye Championship golf, tennis and pickleball facilities, state-of-the-art fitness center, Junior Olympic pool & community pool, two clubhouses with dining and social events. Every day feels like a vacation!

190 Wicklow Drive, Bluffton

Listing courtesy of William Raveis - Carolina LLC.

$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.

$1,999,000
4 Beds 5 Baths HILTONHEAD-505035 MLS
Discover the ultimate blend of comfort, location, and income potential in this beautifully updated 4-bedroom, 4.5-bath home in the heart of Palmetto Dunes Resort. Perfectly positioned along the renowned 11-mile lagoon system, this property offers tranquil water views, privacy, and direct access to one of the island's most sought-after outdoor amenities.Designed for both relaxation and entertaining, the home features a heated pool and spa overlooking the lagoon - an ideal setting for enjoying coastal breezes or unwinding after a day at the beach. Inside, the remodeled kitchen shines with updated finishes and modern functionality, creating a welcoming space for gathering with family and guests. A recently added fourth full bathroom enhances comfort and convenience, while the flexible den/office-currently used as an additional sleeping area-adds valuable versatility for owners and renters alike.With four spacious bedrooms, 4.5 baths, and multiple living areas, the layout comfortably accommodates larger groups, making it a standout performer in the short-term rental market with strong, consistent income.Just a short bike ride to the beach and moments from world-class golf, tennis, pickleball, dining, and marina access, this lagoon-front retreat offers the very best of Hilton Head Island living - whether as a primary residence, second home, or investment property.

73 Port Tack, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$333,900
1 Beds 1 Baths HILTONHEAD-504911 MLS
Discover easy, low-maintenance island living at The Preserve, a gated condominium community ideally situated in the heart of Hilton Head Island, adjacent to the Indigo Run community. This beautifully maintained, move-in ready 1-bedroom, 1-bath residence offers the perfect blend of comfort, convenience, and value.Filled with natural light, the thoughtfully designed floor plan features an open living and dining area, a spacious bedroom with generous closet space, a well-appointed kitchen with a new range, and a private covered porch-perfect for enjoying your morning coffee or unwinding after a day at the beach or on the golf course. Neutral finishes create a warm, inviting space that's ready for you to make your own.Residents enjoy access to a community pool, fitness center, clubhouse, beautifully maintained grounds, and the peace of mind of gated entry. Whether you're searching for a primary residence, a second home, or a long-term investment opportunity, this property offers exceptional flexibility and an easy lock-and-leave lifestyle.Perfectly positioned just minutes from Hilton Head Island's award-winning beaches, championship golf courses, Shelter Cove Towne Centre, shopping, dining, entertainment, Hilton Head Regional Medical Center, and miles of leisure pathways, you'll enjoy convenient access to everything that makes the Island one of the country's premier coastal destinations.Whether you're looking for a full-time residence, a weekend retreat, or an investment in one of Hilton Head Island's most desirable locations, this move-in ready condo offers the ideal combination of location, lifestyle, and value.

4 Indigo Run Drive Unit 2311, Hilton Head Island

Listing courtesy of The Agency Hilton Head.

$1,099,000
2 Beds 3 Baths HILTONHEAD-504820 MLS
Shelter Cove Harbour community's most deluxe residence -- spacious & bright 2BR/2.5BA Main Sail Villa overlooking Shelter Cove Harbour & deepwater Broad Creek. Rarely listed Main Sail is Shelter Cove's newest & most well-appointed waterfront property with private gate access, outside & under-building parking along with convenient private storage room. Beautifully updated villa with quality Travertine tile throughout, smart Ethan Allen furniture package, large mounted Smart televisions in living room & each bedroom, ensuite bathrooms with walk-in closets, custom showers, electric commodes, & soaker tub. Excellent bedroom separation with open floorplan, lots of sunlight, large windows and sliders leading to screened balcony overlooking the harbour and 2nd balcony with casual pool/spa view. 2022 improvements include redesigned custom closets, new furnishings, new washer/dryer, plus new range with induction cooktop. Stroll to the harbour & marina to enjoy shops, restaurants, and the sunset over the Broad Creek. You'll enjoy the sense of privacy and elegance at Main Sail each time you enter the gate!

9 Shelter Cove Lane Unit 106, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$725,000
3 Beds 4 Baths HILTONHEAD-504968 MLS
Experience the romance of Lowcountry living on Callawassie Island. Tucked beneath towering pines on a quiet, private homesite, this 2,580 sq ft home offers 3BR/3BA plus a dedicated office and captivating lagoon-to-golf views. A classic brick stairway leads to an expansive, columned front porch-rocking-chair ready and cooled by ceiling fans-setting the tone for slow mornings, sweet tea afternoons, and sunset conversations. Inside, enjoy light-filled living spaces and a gourmet kitchen built for gathering, featuring custom cabinetry, stainless appliances, a professional-style gas range with statement hood, and an oversized granite island with sink and abundant storage. The spacious primary suite is a true retreat with tranquil views and a spa-inspired bath with dual vanity, soaking tub, and separate shower. Two additional bedrooms and baths provide comfort and flexibility for guests. Out back, the screened porch and patio deliver the quintessential Lowcountry backdrop-breezes through the trees, birdsong overhead, and front-row vistas across the lagoon to the fairway beyond. Callawassie Island's gated community elevates the lifestyle with an exceptional club experience, including golf, tennis, fitness, pool, dining, and miles of protected marsh and waterways.

64 Osprey Circle, Okatie

Listing courtesy of Charter One Realty.

$6,985,000
5 Beds 5 Baths HILTONHEAD-504994 MLS
One of the last remaining legacy waterfront estates in Bluffton, this extraordinary property is being offered for the first time in 65 years. Encompassing 16.6 acres of high ground adorned with majestic trees and heirloom plantings, the estate boasts 485 feet of frontage along the scenic May River, with sweeping views both upriver and downriver. Accessed from picturesque South Carolina Highway 46, the property enjoys a prime location just minutes from downtown Bluffton, approximately 20 minutes to historic Savannah, and 30 minutes to charming Beaufort. The existing approximately 3,400-square-foot residence, built in the 1960s, offers the opportunity for restoration or the perfect footprint for a custom new build. A private dock and swimming pool enhance the waterfront lifestyle, while rare Old Line Camellia plantings add character and timeless Southern charm. With substantial acreage between May River Road and the riverfront, the estate offers exceptional privacy and flexibility-ideal for a multigenerational family compound, equestrian retreat, or legacy waterfront residence. A rare opportunity to secure one of Bluffton's most significant remaining riverfront properties.

942 May River Road, Bluffton

Listing courtesy of Charter One Realty.

$1,000,000
3 Beds 3 Baths HILTONHEAD-504976 MLS
This beautiful custom home features one of the very best panoramic lagoon/lake views in the community of Riverbend. It exudes serenity and will add peace and hopeful longevity to your retirement years. A possible 2878 htd sq feet if upstairs is finished. This beauty provides 3 bedrooms plus den/office, wonderful kitchen with a lot of counter space & cabinets plus a large work island. What a delight for the Chef of the home! In addition, there is a spacious breakfast area close by & a formal dining area also close by, providing ease for serving meals. Also, just a note that there is easy access to and from the garage offering ease for carrying in groceries and purchases. The gas fireplace is situated in the corner of the Great Room making the room attractive and welcoming. Many windows highlight the gorgeous lagoon view enticing you to walk out to the screened and roofed lanai where you can relax with your morning coffee or evening aperitif and watch the ducks & loons following their mommy as they swim. Nature at it's best! Another 325 sq feet upstairs that can be finished if one wishes to, in addition to a walk-in entrance to a large attic with foam insulation. There is still a warranty available on the new windows (20-yr original warranty). Several appliances are new in the last 2 years. The new brick paver driveway enhances the outdoor beauty of this house & also includes a brick paver walk-way around to the back utility yard. Come see this beautiful custom home that provides so many features including a whole house generator and much more! A whole list will be at the house, so come see this beauty!.

40 Catamaran Lane, Okatie

Listing courtesy of RE/MAX Island Realty.

$2,225,000
6 Beds 4 Baths HILTONHEAD-504973 MLS
Phenomenal 5th Row Beach home in North Forest Beach! Currently utilized as a thriving investment rental home. This fully furnished 6 bedroom, 4 bathroom coastal retreat boasts an additional loft- providing extra sleeping quarters with a full bathroom. Admire the stunning rooftop deck that overlooks the spacious green space, courtyard with barbecue area and custom in ground pool + large paver patio surround! (2018 new pool equipment) The updated kitchen displays delightful custom cabinetry, granite countertops and stainless steel appliances. Enjoy low maintenance living with luxury vinyl plank flooring throughout, not only is it easy to clean but its waterproof + scratch resistant, giving peace of mind (especially with the pool and beach right there!) Easily rinse off after the beach at your own personal outdoor shower and benefit from plenty of space for storage of beach/pool essentials right around the corner. This gorgeous turnkey home has so much to offer, the list just keeps going! Both HVAC system (2021- with yearly maintenance) insures a place to escape from the heat when you aren't enjoying the private fenced yard or direct beach access at the end of the street. This place has survived numerous hurricanes in its lifetime, likely due to how structurally sound it is-metal roof, cement block walls with brick overlay. This location is ideal! The North Forest Beach Area is perfect for heading away from the traffic and submerging in tranquility but not too far to take advantage of endless options for shopping dining and entertainment the Coligny Beach Park and Plaza offer! Whether you want to make this a short-term rental goldmine or your permanent beach residence, prepare to embrace the island life!

2 Nighthawk Street, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$4,200,000
4 Beds 4 Baths HILTONHEAD-504969 MLS
This exceptional second-row ocean home in Sea Pines offers a compelling blend of location, scale, and long-term flexibility. Just steps to the beach, expansive first- and second-level balconies capture ocean views and coastal breezes, while a private pool creates an ideal setting for outdoor living and entertaining. Inside, nearly 3,000 square feet of light-filled living space showcases an open-concept design with oversized windows and skylights. The thoughtfully designed floor plan includes 4 bedrooms plus a bunk room and 3.5 baths, providing flexible accommodations for family, guests, or rental demand. The first level features a secondary primary suite, while additional bedrooms are connected by a Jack and Jill bath, creating functional and private guest spaces. Upstairs, the primary suite serves as a quiet retreat. A fully equipped kitchen, garage parking, washer and dryer, gas grill, and electric vehicle charger enhance everyday functionality. Enjoy easy access to the beach and a short walk to South Beach Marina, offering premier tennis and pickleball facilities, or relax and dine at the iconic The Salty Dog Cafe. Whether positioned as a legacy coastal retreat or a high-performing investment property, this home represents a rare opportunity in one of Hilton Head Island's most desirable ocean-oriented communities.

1 Brown Pelican Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$449,000
5 Beds 5 Baths HILTONHEAD-504751 MLS
Located in the sought-after University Park community, this versatile property features a 4-bedroom, 3.5-bath main home plus a private studio apartment over the garage, offering the perfect setup for multigenerational living, guests, a home office, or income-producing rental potential. Set against a peaceful wooded backdrop, the home combines privacy with convenience, just minutes from schools, shopping, dining, and major commuter routes. A charming wrap-around porch welcomes you inside, where you'll find a formal dining room with coffered ceiling and built-in bar, a dedicated office or den, and a screened porch designed for true Lowcountry indoor-outdoor living. Recent updates include a new HVAC system, newer roof, fresh interior paint, and new carpet in the main home, providing move-in-ready comfort and peace of mind. With 5 bedrooms, 4.5 baths, flexible living spaces, and built-in investment potential, this is a rare opportunity in one of Bluffton's most convenient and established neighborhoods. And LAWNCARE included with HOA dues, what a value! WELCOME HOME!

624 College Park Circle, Bluffton

Listing courtesy of The Agency Hilton Head.

$2,195,000
4 Beds 5 Baths HILTONHEAD-504901 MLS
Enjoying expansive park views from its wide front porch, 139 Squash Blossom Lane is a four-bedroom, four-and-a-half-bathroom coastal gem in the popular River Road neighborhood. Informed by a sublime sense of spaciousness, this home's design lovingly balances open spaces in a crisp white modern palette against more intimate spots that dazzle with lively color. Within its 2,929 square feet, the home offers an ideal retreat for entertaining and enjoying the natural beauty of Palmetto Bluff from the screened year-round comfort of a wide tabby patio. Working from an inspired Pearce Scott Architects design, Artisan Custom Homes has created a wonderful home that flows between welcoming open spaces and quiet spots for peaceful contemplation. The great room's airy expanse centers on the gas fireplace, ringed by slate and rising up to a shiplap wall and reclaimed mantel. Breezing onward to the formal dining room, a wall of sliding glass opens wide for year-rounded breezes from the screened porch. A grill patio at one end of the porch adds to the culinary possibilities found in the modern white kitchen, where a center island sits beneath a soaring vaulted ceiling, ringed by Thermidor appliances and custom cabinets including shiplap range hood.The first floor also offers a stunning contrast in its quieter spaces. Off the great room, a generous office sees a white shiplap accent wall set against soothing forest green. A full laundry casts a similar contrast, with white stone counters set on brilliant blue cabinets. You'll find similar colorful interplay in each of the three guest suites, one on the ground floor and two on the second story. In the master suite, the contrast is between the crisp white of an accent wall soaring toward vaulted ceilings and the rich texture of exposed beams and hardwood floors. Crafted for comfort, this blissfully airy bedroom segues into a gorgeously appointed walk-in closet and spacious en suite with walk-in shower. Beyond a beautiful courtyard, the separate garage offers room for two cars and a golf cart.

139 Squash Blossom Lane, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$1,399,000
4 Beds 4 Baths HILTONHEAD-504799 MLS
Location! Location! Location! This newish (1-year-old) custom-built home, located in the much sought-after Bluffton Old Town/Alljoy area, is on Pine Island Road, one of Bluffton's upscale, super private cul-de-sacs. A rare opportunity like this is "few and far between". Experience living just a short bike/golf cart ride to all the shops and restaurants in vibrant historic Old Town. The open, light-filled design is showcased by GE Monogram appliances, quartz countertops, LVP and tile throughout, and a dramatic two-story brick fireplace. The first-floor primary suite, guest bedroom, and dedicated office offer convenience, while upstairs features two additional bedrooms and a generous loft. An inviting porch with wood-burning fireplace extends the living space outdoors. Boat storage is permitted on site with nearby Alljoy Landing just a minutes away. An approved 16x20 detached carriage house/workshop and drive provides exceptional flexibility - ideal for a studio, office, hobby space, or secure boat storage. And there is no HOA fee.

1 Pine Island Road, Bluffton

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$529,000
2 Beds 2 Baths HILTONHEAD-504868 MLS
Popular Lilac model in Sun City Hilton Head offering 2 bedrooms, 2 bathrooms, a private den, and a rear Carolina Room. Enjoy Lowcountry living on the large screened, covered porch with paver flooring and vinyl windows for year-round use. Kitchen features cherry cabinets with roll-out shelving, Corian countertops, black appliances, natural gas cooktop, new Bosch dishwasher, eat-in bay window, and upgraded tile flooring. Wood floors in the great room and den. Spacious owner's suite with bay window, two walk-in closets, and raised bath vanities. Carpet in bedrooms, tile in baths. Major updates include new roof (2020) and HVAC (2017) with new compressor (2024). Additional highlights: 4-ft garage extension, attic storage, Tech Shield radiant barrier for improved energy efficiency, brick paver driveway ext. with brick paver walkway from driveway to the front door. Furnishings are available for sale. Enjoy the resort-style amenities of Sun City Hilton Head, including golf, pools, fitness centers, pickleball, tennis, and an active social calendar - all just minutes from historic Bluffton and Hilton Head Island beaches.

22 Wandering Daisy Drive, Bluffton

Listing courtesy of Town Square Realty LLC.

$1,299,000
4 Beds 4 Baths HILTONHEAD-504497 MLS
Experience refined Lowcountry living in this luxury semi-custom marsh-front residence built in 2021, located in the highly desirable The Paddocks at Jarvis Creek and rich with timeless Lowcountry charm. Sweeping, unobstructed marsh views greet you from the moment you arrive and anchor the light-filled living room and main living spaces, enhanced by elegant custom built-ins. The thoughtfully designed floor plan features 4 bedrooms, 3.5 baths, a private office, and a main-level primary suite, offering both comfort and functionality. A finished lower level provides exceptional flexibility for refined living or entertaining, while a pre-framed elevator shaft allows for future installation if desired. Thoughtfully designed with modern construction and elevated craftsmanship, this home delivers future-ready convenience in a premier Hilton Head Island setting.

23 Percheron Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,245,000
4 Beds 5 Baths HILTONHEAD-504812 MLS
Imagine waking up to peaceful long-range marsh views, spending your days enjoying the best of Hilton Head Island, and retreating each evening to unforgettable year-round sunsets from your own private master deck. Located within Hilton Head Plantation, this luxury new-construction home captures the heart of Lowcountry living with expansive marsh vistas, direct western sunset views, and access to world-class resort-style amenities, including the newly replenished Dolphin Head Beach. From the moment you arrive, this coastal masterpiece invites you to experience a lifestyle defined by beauty, privacy, craftsmanship, and tranquility. Designed to impress inside and out, this 4-bedroom home, plus a private office, 4 full bathrooms, and 1 half bath, showcases exceptional attention to detail and high-end finishes throughout. Features include custom-built inset cabinetry, a gourmet kitchen with premium appliances, Level 5 quartzite countertops, impact-rated windows, extensive trim work, shiplap accents in every room, and a 3-stop elevator. Multiple decks and outdoor spaces-perfect for quiet mornings, evening sunsets, and moments that make island living feel extraordinary. Outside, enjoy a private pool with sun ledge and water feature, a paver pool deck, and a paver driveway, all thoughtfully designed for luxury coastal living. Perfectly positioned as a primary residence or second home on Hilton Head Island, this move-in-ready property is more than just a house-it is a statement. A rare opportunity to own a true coastal dream home with some of the island's most beautiful sunset and marsh views. Schedule your private showing or live video walkthrough today and experience one of the finest new construction homes for sale on Hilton Head Island.

12 Salt Wind Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$245,000
3 Beds 2 Baths HILTONHEAD-504105 MLS
Right now, this is the most affordable condo per square foot in Bluffton, SC. With the new price improvement, you're getting a 3-bedroom, 2-bath in Woodbridge that's been thoughtfully updated, backing to the woods for privacy you don't usually find at this price. The location is hard to beat. You're right at the entrance to the Reserve, and when you want to get out you're a stone's throw from the clubhouse, fitness center, and pool. Schools, the brand-new MUSC medical facility, grocery, restaurants, and shopping are all minutes away, with Hilton Head Island's beaches a short drive down the road. Inside, a smart split layout keeps the bedrooms private, each with a large walk-in closet. The kitchen is the standout - warm, ceiling-height soft-close wood cabinetry with crown molding, contemporary hardware, and stainless appliances, opening to a dining space and great room with durable LVP underfoot. Both baths have been updated, right down to a stylish barn door on the guest bath. And out in the breezeway, a generous storage room swallows the seasonal decor, the beach gear, and all the extra "stuff." If you've been looking for a low-maintenance place to call home in a prime Bluffton spot - without overpaying for it - this is the one to see. Additional search terms: second home, investment property.

50 Pebble Beach Cove Unit A112, Bluffton

Listing courtesy of Keller Williams Realty.

$255,000
2 Beds 2 Baths HILTONHEAD-504764 MLS
Welcome to Unit 2319 at Hilton Head Resort, 2 bedroom/ 2 bath ocean-oriented condo offering a coastal retreat and fantastic investment opportunity. This inviting condo features stylish updates and a comfortable beach inspired design, creating a space that guests love and owners can enjoy year round. Thoughtfully cared for and move in ready, it offers an easy ownership experience from day one. This condo offers proven rental history along with tasteful coastal updates that enhance both comfort and appeal. Thoughtfully decorated and well maintained, it attracts repeat guests and provides consistent income potential. Sold fully furnished, it is ready for immediate enjoyment while continuing to generate rental revenue from day one. Hilton Head Resort is a favorite destination for vacationers thanks to its extensive amenities. Enjoy top-notch resort amenities, including two outdoor pools, an indoor pool with a hot tub and sauna, a fitness center, six tennis/pickleball courts, and a picnic/grill area. Its centrally located position on the island provides convenient access to beaches, golf, shopping, dining, and entertainment. With its desirable Building Two location, strong rental appeal, and turnkey condition, Unit 2319 presents a wonderful opportunity to own on Hilton Head Island at an attractive value point.

663 William Hilton Parkway Unit 2319, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$639,999
4 Beds 3 Baths HILTONHEAD-504765 MLS
Welcome to 392 Station Parkway, where Lowcountry charm meets modern comfort in beautiful Bluffton! This spacious Tillery model home boasts 4 bedrooms and 3 full baths with approx. 2973 square feet of thoughtfully designed living space - perfect entertaining or everyday life. Step inside and be greeted by an open-concept living area that flows seamlessly from the inviting living room to the gourmet kitchen - ideal for gatherings and making memories. The first floor master suite offers a peaceful haven after a long day, while the additional bedrooms provide flexibility for guests, a home office, or hobby room. Outside, enjoy your own screened porch - perfect for morning coffee, evening sunsets, or simply soaking in the gentle Lowcountry breeze. Other perks to this home include a generous 0.28-acre corner lot, 2-car garage, and a spacious backyard. Conveniently located near restaurants, medical facilities, grocery stores and parks. A must see.

392 Station Parkway, Bluffton

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$950,000
3 Beds 4 Baths HILTONHEAD-503909 MLS
Rare opportunity to own a luxury, maintenance-free townhome (with elevator) in the heart of Old Town Bluffton, perfectly positioned for a lock-and-leave lifestyle or full-time family living. Located in the sought-after Tabby Roads community, this home offers the ideal balance of privacy, charm, and walkable town living-just steps from Historic Bluffton's renowned shops, galleries, restaurants, and waterfront culture. Bluffton continues to attract buyers from across the country for its authentic Lowcountry charm, strong sense of community, vibrant arts scene, and coastal lifestyle. Old Town Bluffton, in particular, is celebrated for its walkability, historic character, and neighborly feel, where front porches, community events, and local connections truly matter. This townhome is a perfect solution for those who want luxury without the upkeep, whether you're resizing, relocating, or seeking a refined second home. Opportunities like this-combining location, lifestyle, and quality- are exceptionally rare in Old Town Bluffton. This custom-built residence spans three thoughtfully designed floors with 3,113 heated square feet, plus additional finished space over the garage for storage or flexible use (not included in the heated square footage). An elevator services all floors, making everyday living effortless. The primary suite occupies the top level, offering a private retreat complete with abundant closet space and storage-an uncommon and highly desirable feature. Designed for both entertaining and everyday enjoyment, the home features a private paver patio, perfect for hosting guests or enjoying quiet evenings under the stars. Inside, you'll find quality craftsmanship throughout, including solid wood doors, detailed wood trim, and custom features rarely found in homes today. Built by a respected local builder with an eye for enduring quality, this home was thoughtfully designed and well-maintained. FLOOD INSURANCE NOT REQUIRED.

27 Tabby Shell Road, Bluffton

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$1,599,000
6 Beds 4 Baths HILTONHEAD-504713 MLS
Turnkey. Proven. Profitable. Welcome to 99 Sandcastle Court-an exceptional, fully furnished short-term rental opportunity just a short walk from the sand at Folly Field Beach on Hilton Head Island. Built in 2020 and never before offered for sale, this 6-bedroom, 4-bath coastal retreat spans 3,222 square feet and delivers the rare combination of luxury design and consistent income performance. With over 50 five-star reviews in the past 24 months alone, this property has already established a powerful online presence, repeat guest base, and exceptional guest satisfaction, key drivers of short-term rental success. The heavy lifting has been done. Step into a fully operational, high-demand asset from day one. Designed to maximize occupancy and nightly rates, the spacious open-concept floor plan comfortably accommodates large groups and multi-family bookings, Hilton Head's most profitable rental segment. The expansive living area flows seamlessly into a chef-inspired kitchen and generous dining space, creating an inviting environment guests consistently rave about. The private heated pool and oversized back patio elevate the guest experience and extend the rental season, supporting premium pricing throughout the year. Outdoor entertaining space is a major draw for vacationers and this home delivers in a way that sets it apart from older inventory. Six well-appointed bedrooms and four full baths provide flexibility for owners and guests alike. Modern construction (2020) means lower maintenance expectations, updated systems, and enhanced insurability compared to legacy beach homes. Located within near distance to one of Hilton Head's most desirable beaches, this property offers a location that drives consistent occupancy year after year. Beach access, bike paths, dining, and island amenities are all just moments away-exactly what today's vacationers seek. Whether you're expanding your portfolio or securing a luxury second home that generates strong income while you're away, 99 Sandcastle Court is a rare opportunity to acquire a fully furnished, income-producing asset with an established track record in one of the Southeast's premier vacation markets. This is not a startup rental. This is a performing property ready for its next owner.

99 Sandcastle Court, Hilton Head Island

Listing courtesy of Impact Realty Group.

$449,000
5 Beds 4 Baths HILTONHEAD-504688 MLS
Welcome to 8 Savannah Oak Drive, a spacious single-family home located in Southern Oaks community. Built in 2010, this residence offers 2,275 square feet of living space on a large, fenced lot. The home features 5 bedrooms, including 2 primary suites-one conveniently situated on the main floor. The chefs kitchen is equipped with stainless steel appliances, including a gas stove. Offering plenty of space inside for entertaining and a peaceful back patio for enjoying the Lowcountry weather. Welcome to 8 Savannah Oak Drive, a spacious single-family home located in Southern Oaks community. Built in 2010, this residence offers 2,275 square feet of living space on a large, fenced lot. The home features 5 bedrooms, including 2 primary suites-one conveniently situated on the main floor. The chefs kitchen is equipped with stainless steel appliances, including a gas stove. Offering plenty of space inside for entertaining and a peaceful back patio for enjoying the Lowcountry weather.

8 Savannah Oak Drive, Bluffton

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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