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$2,129,900
6 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505087 MLS
Tucked away within the prestigious gates of the highly sought-after Rose Dhu Creek Plantation, this quintessential Lowcountry estate offers an exceptionally rare blend of absolute privacy, expansive space, and timeless Southern charm that defines luxury living. Set on approximately 1.5 acres and buffered by lush, mature landscaping on all sides, the home is positioned well back from the street, creating a secluded retreat just minutes from Bluffton's conveniences. Complementing the park-like setting, the front yard features a custom putting and chipping green, perfect for honing your game in a serene, private environment. Spanning over 4,500 square feet of refined living space, the primary residence features five bedrooms and an iconic double-stacked porch design with wide, covered verandas on both levels that invite year-round outdoor living and capture the true essence of classic Southern architecture. At the rear of the home, a large screened dining porch and brick patio with a large outdoor fireplace provide the perfect setting for relaxed afternoons or memorable evenings entertaining guests. The grounds are equally compelling, offering a large, professionally fenced backyard adorned with fragrant citrus trees, a refreshing plunge pool for warm Carolina afternoons, and ample room for future expansion-whether you are envisioning an expanded pool, artist's studio, or additional living space to suit your lifestyle. A detached three-car garage includes a private apartment with a full kitchenette, making it ideal for hosting guests, providing for extended family, or utilizing as a flexible home office. With impressively low HOA dues, exceptional privacy, and a coveted location within Rose Dhu Creek Plantation, this property presents a unique opportunity to enjoy the character of a classic Southern estate with the modern flexibility and acreage to truly make it your own. This is not just a home, but a legacy property for the discerning buyer seeking the quiet luxury of a life well-lived in the heart of the Lowcountry. With majestic oaks lining the long, river stone driveway, the sense of arrival is unparalleled. This rare offering provides the ultimate canvas for luxury living today, with opportunities to refine or expand in the future and a level of privacy that is increasingly difficult to find. Experience the pinnacle of South Carolina coastal living, where tradition and modern luxury meet in perfect harmony. This is the one you have been waiting for.

5 Sweet Grass Lane, Bluffton

Listing courtesy of Compass Carolinas, LLC.

$550,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505410 MLS
Enjoy the vacation lifestyle in this 2-bedroom, 2-bath villa at 101 Devonshire located in Port Royal of Hilton Head Island. A charming courtyard entry welcomes you into an inviting coastal retreat just moments from Islanders Beach and The Westin Resort. Relax on the dual back porches, accessed from the living room and both bedrooms, overlooking the 9th fairway of the Port Royal Golf Course and located next to the community pool-perfect for enjoying the peaceful setting. Inside, wide-plank LVP flooring runs throughout, tiled showers and a kitchen that opens to the living area with a convenient two-seat bar. Additional highlights include stainless steel kitchen appliances, 2020 HVAC, washer and dryer, a king bed in the primary bedroom, two queen beds in the guest room, and a pull-out sleeper sofa, comfortably accommodating up to eight guests. Offered fully furnished, this villa is move-in ready and ideal as a personal getaway, second home, or income-producing property in one of the area's most desirable coastal communities.

4 Wimbledon Court Unit 101, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$3,950,000
6 Beds ⋅ 7 Baths ⋅ HILTONHEAD-505514 MLS
Discover the ultimate second-row ocean escape in Palmetto Dunes where luxury living meets effortless beach access. This turnkey home, 5 Brigantine, is an exceptional opportunity as a vacation home, rental investment, or primary residence, accommodating up to 18 guests, complete with a private pool & spa and ideally positioned across the street from the dedicated beach path. This expansive property offers 6 bedrooms and 6.5 baths, including a separate guest house for added flexibility and privacy. The first-floor features three spacious bedroom suites: one with its own sitting/TV room and direct pool access for a private retreat, a second with pool access, and a third designed with younger guests in mind, offering two beds plus a trundle. The second floor is the heart of the home making it perfect for entertaining and gathering. A bright, open-concept living room, kitchen, and dining area surrounded by windows and sliding doors flood the space with natural light. Multiple outdoor decks extend from the main living area and bedrooms, creating seamless indoor-outdoor living. This level also includes the primary suite and an additional guest ensuite. For a special vantage point, the third-floor cupola and outdoor sitting area provides a peek of the ocean and coastal breezes, ideal for relaxing evenings and sunset cocktails. Across the breezeway, the guest house offers a private suite with a king bed, sleeper sofa, full bath and mini kitchenette - perfect for visiting family and friends. Additional highlights include LVP flooring throughout, a gas fireplace, quartz countertops, stainless steel appliances, gas cooktop, a two-car garage, and a deep driveway with ample guest parking. All of this within one of Hilton Head Island's most sought-after ocean-oriented communities.

5 Brigantine, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,195,000
6 Beds ⋅ 6 Baths ⋅ HILTONHEAD-505099 MLS
Oceanfront. Irreplaceable. Already Performing. Daufuskie Island, a coastal retreat, where unspoiled beaches, maritime forests, and low-density southern charm create an experience you simply can't replicate on the mainland. Built to perform, this is the largest home in the Melrose Cottage - an irreplaceable footprint in this neighborhood unlikely to be reproduced with current guidelines - offering 6-bedrooms / 6-bathrooms, including two lockout suites with kitchenettes-ideal for accommodating multiple groups, providing guest separation, or maximizing rental versatility. Set on one of the East Coast's most tranquil stretches of shoreline, this Lowcountry oceanfront oasis delivers sunrise views over the Atlantic, sightlines extending to the iconic Harbour Town Lighthouse and spanning to South Beach, home to some of the area's $8M+ oceanfront properties-a compelling value comparison for oceanfront offerings. A standout for buyers seeking both lifestyle and upside, the property sleeps up to 20, has a proven rental history, and future rentals already on the books-making it equally compelling as an investment opportunity or a peaceful coastal second home retreat (rental income 2024: $159,767 & 2025: $101,652). Recently refreshed with new LVP flooring throughout (bathrooms included), various kitchen appliances and furnishings, plumbing and light fixtures, and a new back deck addition to soak in the unobstructed ocean views, this home is positioned for immediate enjoyment and continued rental performance (back deck is not currently stained as the wood requires dry time; staining will be completed prior to closing - enhanced photos included). Situated on a large lot, right next to the resort-style community pool, the home offers a level of privacy that's increasingly hard to find in an oceanfront setting. All of this is set on Daufuskie Island, a private barrier island located between Hilton Head Island and Savannah, accessible only by ferry or boat. Enjoy the benefits of your investment and the rare sense of quiet-surrounded by natural beauty-while remaining close to Hilton Head conveniences. One of the owners is a SC Licensed RE Agent.

152 Ave Of Oaks, Daufuskie Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

$659,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-505493 MLS
Better than new and ready now! This hard-to-find Ibiza Loft in Four Seasons at Carolina Oaks delivers the space, upgrades, and lifestyle buyers want without the builder wait. Built in 2024, this 3-bedroom, 3-bath home offers 2,722 sq. ft., a main-level owner's suite, private upstairs guest retreat, flexible office/hobby space, gas fireplace, chef-inspired kitchen, covered patio, and over $50,000 in completed upgrades. Enjoy resort-style 55+ living in one of Bluffton's most desirable active-adult communities - close to Hilton Head beaches, Savannah, shopping, dining, and Lowcountry lifestyle amenities. Step inside to discover an open-concept floor plan that blends elegance with everyday comfort. The spacious great room flows seamlessly into a chef-inspired kitchen, perfect for entertaining or enjoying quiet evenings at home along side of the beautiful gas fireplace. The main-level owner's suite provides a relaxing retreat, while an additional guest bedroom and flexible space allow for a home office or hobby room. Upstairs, the loft with private bedroom and bath creates an ideal guest suite or additional living area.Outdoor living is just as inviting, with a covered patio overlooking landscaped surroundings, perfect for enjoying the gentle Lowcountry breezes. A two-car garage and professionally landscaped homesite complete this exceptional property. The previous owner has over $50,000 in custom upgrades! Residents of Four Seasons at Carolina Oaks enjoy resort-style amenities, including a clubhouse, fitness center, swimming pool, pickleball and tennis courts, yoga studio, and a vibrant calendar of social activities-all designed for an active and connected lifestyle.Ideally located in Bluffton, South Carolina, just a short drive from Hilton Head Island beaches and the charm of historic Savannah, this home offers the perfect combination of luxury, convenience, and Lowcountry living.Experience the lifestyle, comfort, and community that make Four Seasons at Carolina Oaks one of Bluffton's most desirable active-adult destinations.

71 Jasmine Way, Bluffton

Listing courtesy of The Homesfinder Realty Group.

$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.

$525,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-505274 MLS
Welcome to easy Lowcountry living in the growing community of Washington Square! This desirable end-unit townhome offers the perfect combination of newer construction, thoughtful design, and unbeatable convenience in the heart of Bluffton. Ideally located on Buckwalter Parkway, Washington Square places you just minutes from everyday essentials, popular dining spots, and shopping destinations-making it easy to enjoy everything this vibrant and expanding part of town has to offer. Inside, the home features a bright and open floor plan designed for comfortable living and entertaining. The main-level primary suite provides privacy and convenience, while the spacious living area flows seamlessly into the kitchen and dining space. A dedicated den/office on the second floor offers flexible space for working from home, hobbies, or a quiet retreat. Upstairs, you'll also find two additional bedrooms, a full bath, and a versatile loft area-perfect for guests, a media room, or additional living space. Additional highlights include a powder room, a one-car garage, modern finishes, a screened front porch, a rear covered porch with lagoon views, and the added privacy and natural light that come with an end-unit location. With low-maintenance living, a smart and flexible layout, and a location close to Bluffton's best shopping and restaurants, this home is an outstanding opportunity in one of the area's up-and-coming communities.

320 Bleecker S Street, Bluffton

Listing courtesy of William Raveis - Carolina LLC.

$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.

$749,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-505360 MLS
Welcome to 2204 North Street, where timeless Southern charm meets modern versatility. Lovingly restored, the owners poured their heart and soul into every renovation, thoughtfully preserving the home's original historic character while enhancing it for today's lifestyle. Situated on approximately 0.30 acres and including two additional lots, this rare property offers T4N mixed-use zoning with exciting possibilities for residential, commercial, or potential short-term rental use. The 1930s red-brick cottage features three bedrooms, one-and-a-half baths, a sunroom, beautifully refinished hardwood floors, graceful arched openings, an updated kitchen and baths, a classic cast-iron tub, updated plumbing and electrical, and newer double-pane windows. Adding exceptional value is a fully finished detached one-bedroom, one-bath carriage house with a welcoming front porch-ideal for guests, a home office, multigenerational living, or potential rental income. A floored attic in the main house offers expansion potential, while an 8' x 16' workshop/shed and separate 8' x 8' studio provide space for hobbies, storage, or creative pursuits. The private, fenced backyard is a nature lover's retreat featuring majestic Live Oak trees, a greenhouse, potting area, rain barrels, multiple outdoor gathering spaces, and oversized barnyard gates for easy access. A long private driveway and ample off-street parking complete the package. Located on one of Beaufort's picturesque tree-lined streets with sidewalks, you'll enjoy walking or biking to Historic Downtown Beaufort, Waterfront Park, Bay Street shops and restaurants, the Beaufort River, and the 10-mile Spanish Moss Trail. Offering historic charm, flexible zoning, including two additional lots fronting Ribaut Road, guest accommodations, and an unbeatable location, 2204 North Street is truly a one-of-a-kind Lowcountry opportunity.

2204 North Street, Beaufort

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

$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.

$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.

$599,999
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-505282 MLS
Ask to see the full list of upgrades. Located on conveted Lady's Island in Beaufort, SC - Pond waterview & fully fenced yard, this beautifully designed 4-bedroom home offers the perfect blend of space, comfort, and functionality with a thoughtfully designed open layout ideal for modern living with bright natural lighting and beauitful waterfront outdoor living spaces. The main level features two primary suite bedrooms, each with private ensuite full bathrooms, creating a rare and flexible floor plan perfect for multi-generational living, hosting guests, or office space. Upstairs, you'll find two additional bedrooms connected by a convenient adjoining full bathroom, offering privacy and comfort for family or visitors. At the heart of the home is a chef's gourmet kitchen complete with abundant cabinetry, generous counter space, a large pantry, and an oversized eat-in island designed for both entertaining and everyday cooking. The open-concept design flows seamlessly into the main living and dining areas, creating an inviting atmosphere for gatherings. Step outside to enjoy the expanded screened-in back porch overlooking the tranquil pond - a perfect spot for morning coffee or evening relaxation. The fully fenced backyard provides privacy and room to play, while the bricked patio offers an ideal setting for grilling and outdoor entertaining. This home delivers comfort, versatility, and exceptional entertaining space both indoors and out - all in one stunning package. Covenient to stores and just a few moments from Historic Downtown Beaufort with boutique shopping, dining, marina and waterfront park. List of upgrades and features available upon request.

8 Fox Sparrow Road, Beaufort

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

$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.

$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.

$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.

$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.

$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.

$265,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505005 MLS
FIRST FLOOR with rare fenced in yard! Enjoy easy, single-level living in this beautifully designed end-unit townhome with an open and inviting floor plan. Offering 2 bedrooms and 2 full baths across 1,088 square feet, the home features 9-foot ceilings, a spacious great room, and a bright kitchen with granite countertops and stainless steel appliances. Water and landscape included in POA. Custom woodwork accent walls in the living room and bedroom add character and warmth, while a newly installed walk-in shower enhances the primary suite. Both porches are finished with tile, creating comfortable spaces to relax and unwind. Thoughtful construction details include spray foam insulation, hurricane straps, and wood-frame construction spaced 16 feet on center for efficiency and peace of mind. Carefree flower beds surround the home, adding charm without the maintenance. Residents of Azalea Square enjoy manicured grounds, a community pool with bathrooms and changing rooms, and a children's playground. Ideally located in Beaufort, just minutes from grocery stores, schools, gyms, and the dining and shopping of historic downtown. VA and FHA loan eligible.

238 Admiration Avenue, Beaufort

Listing courtesy of ELEVE PROPERTIES Brokered by EXP 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.

$410,000
5 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504617 MLS
Located in the sought-after Tidewater Creek community on Lady's Island, this 5BR/3BA home sits on a spacious .33-acre cul-de-sac lot with serene pond views and a large wooded homesite for added privacy. A main-level bedroom and full bath are ideal for guests or multi-generational living. Upstairs, a versatile loft at the top of the stairs is perfect for movie nights, gaming, or relaxing with a book. The spacious Owner's Suite features a substantial walk-in closet and private bath. A fully fenced backyard offers the perfect setting for entertaining or unwinding outdoors, all just minutes from shopping, dining,public boat ramps and historic downtown Beaufort.

4915 Breeze Way, Beaufort

Listing courtesy of Real Broker, LLC.

$360,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-504951 MLS
This nicely updated 2nd floor villa at The Breakers is located almost directly on the beach and in front of Coligny Plaza for all your shopping, dining and entertainment needs. The infamous Tiki Hut is just down the beach too! The Breakers amenties include elevators, a solar-heated community pool, direct beach access, a playground and on-site security. Great rental history, as well!

4 N Forest Beach Drive Unit 208, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$559,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504659 MLS
Move-in ready, year-round vacation cottage, located along the Brigantine course in Hilton Head's private Shipyard community. Fully furnished and move-in ready with flooring, kitchen counters, backsplash and appliances updated in 2022. The home has been tastefully decorated with a blend of beach casual and updated finishes. Enjoy lower cost of ownership with Cottages II parking and drive recently resurfaced as well as new roofing installed. Perfect unit for Hilton Head gateway or investment/rental property. Shipyard is a great, gated community with all the amenities one expects such as golf, tennis, pools, beach access. Nearby Sonesta Resort offers use of pool and beach access for a daily fee through Resortpass.com. Convenient access to both William Hilton Parkway and Pope Avenue provide easy access to Hilton Head's popular dining, entertainment, and shopping options. Come see for yourself!

12 Valencia Road Unit 20, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$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.

$2,995,000
6 Beds ⋅ 8 Baths ⋅ HILTONHEAD-504849 MLS
Welcome to 13 Beach Lagoon, a classic 2nd-row home in the coveted "Gold Coast" area of Sea Pines offering an exceptional location just steps to the beach and outstanding investment potential. Situated on a large lot with generous backyard space, this property provides rare room to expand, redesign, or create your ideal outdoor oasis. The fenced yard and expansive outdoor areas add both privacy and versatility. The home features a spacious floor plan with vaulted ceilings, multiple living areas, and abundant natural light, along with wonderful architectural charm throughout. Generous bedrooms are thoughtfully separated for privacy, creating an ideal layout for family and guests. An elevator shaft is already in place, offering future convenience and accessibility. Expansive decking and porch areas overlook the sizable backyard, including one of the largest screened porches you'll find in Sea Pines - an incredible space for relaxing or entertaining. There is ample room to add enhancements such as a pool while still maintaining substantial outdoor living space. Additional highlights include a 2-car side-entry garage and a flexible layout ready for your updates and vision. This is a rare opportunity to renovate and truly make it your own. Whether you're looking to create a custom coastal retreat or invest in a high-demand rental location, the setting, lot size, and layout make this property especially appealing. Enjoy access to Sea Pines' beaches, bike trails, golf, marina, and dining - all from this prime 2nd-row location. 13 Beach Lagoon offers location, space, character, and unlimited potential.

13 Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,875,000
7 Beds ⋅ 7 Baths ⋅ HILTONHEAD-504560 MLS
7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,249,900
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504552 MLS
Experience Lowcountry living at its finest in this bright, airy home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal dining area, perfect for both casual meals and elegant gatherings. Four bedrooms plus a versatile flex room provide plenty of space for family, guests, or a home office. Step outside to your private backyard oasis, complete with a saltwater pool and spa, spacious deck for al fresco dining, and lush landscaping that frames peaceful lagoon views. Ideally located just 1.2 miles from the beach and minutes from world class golf, tennis, and Harbour Town, this residence offers effortless indoor-outdoor living and a lifestyle rich with recreation.

30 Plantation Drive, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

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