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$256,900
HILTONHEAD-511022 MLS
Top-tier opportunity for an oversized RV lot with exceptional rental potential! Located on one of the quietest loops in the resort, this beautifully maintained property features a newer stamped concrete pad, upgraded marine-grade power pedestal, and accommodates a 45' coach plus two vehicles. The outdoor living area is designed for entertaining, complete with an outdoor kitchen, built-in granite bar, stainless steel fixtures, irrigation system, landscape lighting, and storage shed. Optional furnishings include two cushioned swivel chairs with fire table, canopy swing, four bar stools, dining table with four chairs, cantilever umbrellas, and a rear café table with chairs, making this a truly turnkey retreat. Lot 131 has been meticulously maintained and easily has one of the resort's best rental potentials, offering both complete enjoyment and income. Located within Hilton Head Island Motorcoach Resort, a premier luxury motorcoach-only resort for Class A, Class C, and Super C coaches, owners enjoy 50 acres of beautifully landscaped grounds surrounded by majestic live oaks draped in Spanish moss, palms, flowering shrubs, and lush Lowcountry scenery. Resort amenities include a clubhouse, swimming pool, hot tub, fitness center, tennis and pickleball courts, shuffleboard, basketball court, playground, dog park, laundry facilities, Wi-Fi, cable TV, daily trash pickup, lawn maintenance, water & sewer. Conveniently located just a short bike ride from Coligny Beach Park and within near distance to shopping, dining, and entertainment, this exceptional property offers the perfect combination of luxury, convenience, and investment potential

133 Arrow Road Unit 131, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,175,000
3 Beds ⋅ 4 Baths ⋅ 2,842 SqFt. ⋅ HILTONHEAD-510376 MLS
A rare opportunity to create your own Hilton Head Island retreat inside Port Royal Plantation, one of the island's most established private coastal communities. Set on a generous .65-acre homesite, 10 Robbers Row offers 2,842 heated square feet, a spacious setting, and the kind of location, lifestyle, and long-term potential that is increasingly hard to find. Designed by noted Hilton Head architect Kurt Herrman, the home offers architectural character, light-filled living spaces, soaring 10-foot ceilings, and true hard-coat stucco construction. For the buyer with vision, this is more than a renovation opportunity - it is a chance to preserve, refresh, and reimagine a home with island pedigree in a sought-after Port Royal setting. Here is your chance to create something special in Port Royal Plantation - a custom Lowcountry retreat that can be personalized around the way you want to live on Hilton Head Island. Offered as-is and ready for its next chapter, 10 Robbers Row provides thefoundation, setting, and opportunity to bring that vision to life.

10 Robbers Row, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$138,000
HILTONHEAD-510779 MLS
Expansive Perimeter Lot 328 feels more like a private homesite than an RV lot, with open lawn areas surrounding the property and a spacious perimeter location that offers a secluded, park-like setting. The attractive paver surface accommodates up to a 42' coach plus two vehicles. Designed for outdoor living and entertaining, the lot includes a comfortable sectional sofa, fire pit table, and dining area for six. A massive cantilever umbrella provides welcome shade during the summer months, while a cozy outdoor heater extends your enjoyment through the cooler winter season. The rear lawn area serves as a dedicated barbecue retreat and includes both a grill and smoker, making it the perfect spot for gatherings with family and friends. This private setting is within the prestigious Hilton Head Island Motorcoach Resort, a luxury Class A, Class C, and Super C motorcoach community spanning 50 acres of beautifully landscaped woodlands. Located just minutes from the beach, Atlantic Ocean access, miles of leisure pathways, championship golf courses, shopping, and 280 restaurants, this property provides the perfect blend of resort-style ownership and the Hilton Head lifestyle. Consistently recognized among America's premier beach destinations, Hilton Head Island continues to attract discerning buyers seeking a coastal retreat with exceptional amenities and natural beauty. This amenity-rich resort offers a heated and cooled swimming pool, hot tub, pickleball and tennis courts, shuffleboard, fitness center, clubhouse, laundry facilities, basketball court, playground, dog park, cable TV, Wi-Fi, daily trash pickup, lawn maintenance, and water and sewer service.

133 Arrow Road Unit 328, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$45,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510746 MLS
Located in the closest building to the beach, The Westin, and Golf. Ocean Palms @ The Westin Resort & Spa | 2BR/2BA Fractional Ownership. This 1st floor designer-furnished 2 bedroom, 2 bath Sanibel townhouse located in building 1, rarely available, offers 1,328 sqft, w/private porch and screened in porch overlooking a wildlife filled lagoon, the Barony Golf Course, & lush Spanish Moss draped trees. Ocean Palms is a 1/5th deeded fractional ownership community, giving each owner 10 weeks of use per year - structured as 5 rotations of 2 consecutive weeks - on a simple calendar system that's fair, predictable, & flexible.Ownership comes fully loaded. Access to the full Westin Oceanfront Resort & Spa: oceanfront pools, gym, beach access, resort shuttle, free golf/tennis/pickleball daily. The Westin's professional management team handles everything - you just show up.Walking distance to the beach. Model open Monday-Saturday, noon to 5pm. Sundays by appointment.It won't last. New furnishings being installed this year.

14 Wimbledon Court Unit 101-1, Hilton Head Island

Listing courtesy of NorthGroup Real Estate LLC.

$785,000
3 Beds ⋅ 3 Baths ⋅ 2,204 SqFt. ⋅ HILTONHEAD-510698 MLS
Value priced, superbly maintained residence with charming curb appeal and Honey Locust Pond views in popular HHP. Features include soaring vaulted/tray smooth ceilings, LVP flooring, granite counters, custom built-ins, walk-in closets, bath updates, gas fireplace, ceiling fans, recessed lighting, walls of windows/sliding glass doors to view, impressive closet/storage space, expansive brick paver patio & walkways, oversize 2 car garage w/built-in storage, mature plantings and specimen trees. Much desired floor plan offers kitchen (with breakfast bar) open to family room, great room, dining room, powder room, laundry room + excellent BR separation with expansive, well-appointed primary suite, 2 ample guest BR's and bath. All sited on very private corner lot in much desired Hickory Forest, just a short stroll to the boardwalk and Port Royal Sound beach/leisure path.

20 Honey Locust Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,050,000
4 Beds ⋅ 4 Baths ⋅ 3,428 SqFt. ⋅ HILTONHEAD-510654 MLS
Exceptional value on superbly maintained residence with spacious floor plan and expansive private pool in amenity rich Moss Creek. Features include natural stone flooring, granite counters, custom built-ins, vaulted ceilings, walls of windows to pool & grounds, stone surround gas fireplace, stainless steel appliances, max cabinet/counter space, recessed lighting, skylights, impressive storage space including walk-in attic, oversize 2 car garage + newer roof & energy efficient HVAC systems. Very livable/flexible floor plan boasts kitchen with breakfast bar, open to formal/casual dining, den/study, great room, 2 large 4 season Carolina rooms (screened + plexi-glass windows), well-appointed & private primary suite, 2 ample guest BR's & bath, powder room, large laundry room + huge bonus suite with kitchenette/BR/Living Area/Bath and pool view terrace! Owner groomed landscape/hardscape offers mature plantings, specimen trees, stay cool pool deck, secret garden, carriage lighting, and maximum privacy. All on quiet cul-de-sac street with primo central locale close to all this private club community has to offer!

18 Saw Timber Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS
Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,995,000
3 Beds ⋅ 3 Baths ⋅ 2,301 SqFt. ⋅ HILTONHEAD-510509 MLS
Welcome to 151 Mooring Buoy, a classic Palmetto Dunes beach home offering the ideal blend of coastal charm, rental potential, and unbeatable proximity to the Atlantic Ocean! Located just four rows from the ocean, this 3-bedroom, 3-bath property sits on a serene lagoon and features its own private heated pool, creating the perfect setting for relaxation, entertaining, or short-term rental income. Inside, the home offers a bright, open layout with soaring ceilings, abundant natural light, and comfortable gathering spaces. The kitchen and living areas flow seamlessly to the outdoor deck and pool, making indoor-outdoor living effortless. Each bedroom is generously sized, including an inviting primary suite with peaceful lagoon views. The lagoon-front setting provides a tranquil backdrop for morning coffee, kayaking, or simply enjoying the wildlife that makes Palmetto Dunes so special. With strong rentals on the books already, a premier location, and room to update or expand, this property is an exceptional opportunity and value for both personal enjoyment and long-term investment.

151 Mooring Buoy, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,175,000
4 Beds ⋅ 4 Baths ⋅ 2,600 SqFt. ⋅ HILTONHEAD-509808 MLS
Experience breathtaking sunsets, panoramic marsh and deepwater views, and exceptional outdoor living from this one-of-a-kind custom home in Ashton Cove, an exclusive gated community of just 88 homes on Hilton Head's desirable South End. Ideally located near the beach, Cross Island Parkway, golf, parks, shopping, dining, and miles of leisure trails, this hidden gem offers the perfect blend of privacy, convenience, and coastal living.Designed to maximize spectacular views of Broad Creek, Calibogue Sound, and the ever-changing marsh landscape, this custom residence features 4 bedrooms, 3.5 baths, and quality finishes throughout. Outdoor living takes center stage with four covered porches and decks, including three expansive rear decks overlooking the marsh and water. Enjoy outdoor televisions, firepit gathering areas, and a top-level covered deck featuring a vaulted tongue-and-groove ceiling, outdoor bar, and spiral staircase. Whether enjoying morning coffee, entertaining guests, or taking in unforgettable Lowcountry sunsets, every space showcases the beauty of the surrounding landscape.The ground level offers a climate-controlled two-car garage, spacious recreation/game room with custom bar, flexible office or fitness room, abundant storage, and half bath. Outside, a covered tiled patio, custom paver gathering area, and wood-burning firepit sit directly along the marsh.The main living level features an open-concept design with heart pine flooring, abundant natural light, and stunning views. The updated kitchen includes quartz countertops, refinished cabinetry, center island cooktop, and pendant lighting. The family room offers custom built-ins, a gas fireplace, and access to a covered porch overlooking the water. A guest bedroom and full bath complete this level.Upstairs, the primary suite features vaulted ceilings, dual closets, private deck access, and an updated bath with custom tile, walk-in shower, and double vanity. Two additional bedrooms share a beautifully updated hall bath, while a dedicated office provides an ideal work-from-home space with inspiring views. A laundry room completes the level.Recent improvements include exterior painting, new aluminum railings, composite decking, and updated exterior pavers. Ashton Cove amenities include a pool, tennis courts, pickleball courts, playground, and beautifully maintained grounds.A rare opportunity to enjoy some of Hilton Head's most captivating marsh and water views in a truly exceptional custom home.

22 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$9,375,000
5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS
Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,825,000
4 Beds ⋅ 5 Baths ⋅ 3,622 SqFt. ⋅ HILTONHEAD-508280 MLS
Step into exceptional Lowcountry living at this timeless 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

34 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$775,000
2 Beds ⋅ 3 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-509566 MLS
Tucked within the world-renowned community of Sea Pines, this beautifully updated 2-bedroom, 2.5-bath villa offers the perfect blend of Lowcountry charm, investment opportunity, and resort lifestyle. Enjoy tranquil lagoon views from a spacious floor plan featuring a fully renovated lower level designed with today's coastal buyer in mind. Partially furnished with bedroom furnishings included, this turnkey retreat is ideal as a second home, vacation getaway, or income-producing short-term rental. Owners and guests enjoy access to pristine beaches, miles of leisure trails, and three championship golf courses including legendary Harbour Town Golf Links, home of the annual RBC Heritage. Just moments from Harbour Town's iconic marina, dining, shopping, and entertainment, this is an exceptional opportunity to own in one of Hilton Head's most sought-after destinations.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,750,000
4 Beds ⋅ 3 Baths ⋅ 2,806 SqFt. ⋅ HILTONHEAD-509938 MLS
Enjoy the best of Sea Pines living from this beautifully designed water view furnished 4 Bedroom home. Nestled along a tranquil lake, the residence offers a bright, open floor plan with soaring ceilings, expansive living spaces, and an abundance of natural light throughout. The spacious great room flows seamlessly to a screened porch overlooking the water, creating the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry scenery. The well-appointed kitchen boasts stainless steel appliances, granite countertops, and a generous bar area that naturally becomes the gathering place for family and friends. An oversized three-car garage provides exceptional storage for vehicles, bikes, beach gear and large owner's closet. Offering a desirable combination of newly added Pool, fully furnished, and less than a mile to the beach, this exceptional Sea Pines home is ideal as a primary residence, vacation getaway, or investment rental property.

64 Lawton Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509812 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 28, ideally positioned in mid-to-late July when summer on the island is in full swing. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with warm ocean breezes and long summer days, biking beneath towering live oaks along miles of shaded pathways, or spending afternoons on award-winning fairways before unwinding with waterfront sunsets and lively seasonal events across the island. Whether you prefer relaxing by the beach, exploring the island's natural beauty, or soaking in the easygoing energy of peak summer season, everything you need is right at your doorstep - your perfect midsummer getaway with flexibility built in.

70 Lighthouse Road Unit 2905, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$32,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509454 MLS
Fabulous Lagoon view with fountain. New furniture coming this summer. 10 weeks per year in 5 two week increments. Includes golf for four daily for cart fee only. Free tennis and or pickle ball. Shuttle service to the beach, Westin, Golf and tennis center and Shelter Cove

14 Wimbledon Court Unit 708-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,450
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508988 MLS
Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation experience in an unbeatable setting. Perfectly positioned between Harbour Town's famous lighthouse and the sun-filled Beach Club, you're just a short stroll from top-tier golf courses, unspoiled beaches, waterfront restaurants, and a lively arts and culture scene. Imagine starting your days with gentle ocean breezes and warm spring sunshine, exploring miles of shaded bike paths beneath towering live oaks, or spending afternoons on award-winning fairways in ideal weather. However you like to unwind, it's all right at your doorstep, your spring getaway, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2873, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508986 MLS
Enjoy the relaxed charm of Hilton Head Island during deeded Week 11 at Swallowtail at Sea Pines, the last week of March, when spring is in full swing and the island comes alive with mild temperatures, blooming landscapes, and sunny coastal days. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most desirable settings. Ideally located between Harbour Town Lighthouse and the beautiful Beach Club, this desirable end unit next to the pool places you just a short walk from championship golf, pristine beaches, waterfront dining, and the vibrant arts and culture that make Sea Pines so special. Picture starting your mornings with cool ocean breezes and golden spring sunshine, biking beneath moss-draped live oaks along miles of scenic pathways, or enjoying afternoons on award-winning golf courses during one of the island's most comfortable times of year. Whether you're seeking relaxation or adventure, everything you need is right at your doorstep: your perfect spring escape, with the flexibility to enjoy it your way.

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$5,999,000
5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS
Welcome to Refined Coastal Simplicity on the Port Royal Shoreline. Sited on a rare, private .77 acre lot, this custom-built home was designed for an effortless lifestyle where understated luxury is felt, not just seen. Inside discover culinary artistry with a home chef's kitchen anchored by a curated wood-top island and a massive butler's pantry- perfect for seamless entertaining. Dual Primary Ensuites (Main and 2nd Floor) provide flexible sanctuary for guests or multi-generational families. Step outside and transition from the screened porch with its cozy fireplace to the heated and chilled pool, ensuring the perfect temperature regardless of the season. From the boardwalk to the expansive rear veranda, every inch of this Port Royal property is designed to make coastal living entirely uncomplicated. This exceptional seaside home is a must see in private Port Royal Plantation. Click the vidoe link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$373,900
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-508474 MLS
Two-bedroom, two-bath condo with WATER VIEWS in The Spa on Port Royal Sound, located in the CLOSEST BUILDING TO THE BEACH with just a 2-MINUTE WALK TO THE BEACH...this furnished condo has a bright, updated coastal feel, with the CUSTOM KITCHEN setting the tone the moment you walk in...the kitchen feels thoughtfully designed and much more elevated than a typical beach condo, featuring CUSTOM CABINETS, a BEAUTIFUL BACKSPLASH, STAINLESS STEEL APPLIANCES, a CENTER ISLAND with soft-close drawers, and extra countertop and cabinet space beyond the main kitchen wall for added storage, prep space, and everyday convenience...the dedicated bar area with wood backsplash gives the condo another warm, finished detail and creates a natural spot for coffee, drinks, entertaining, or setting up for guests...throughout the interior, the finishes feel coordinated and intentional, with CUSTOM FANS, upgraded window shades, updated curtains and rods, TASTEFUL SHIPLAP detail in the first bedroom, and newer-looking windows in the primary bedroom...both bathrooms have a clean, finished look with attractive vanities, matching mirrors, matching light fixtures, and tubs in great condition...the ENCLOSED PATIO adds another layer of livability, creating a flexible extra space to relax, read, enjoy the water-view setting, or unwind after the beach...overall, the condo feels polished, comfortable, and thoughtfully updated, making it a great fit as a primary residence, investment property, or vacation getaway...The Spa on Port Royal Sound offers BEACH ACCESS, outdoor pools, a heated indoor pool with hot tub, dry sauna, tennis courts, fitness center, security gate, grilling area, picnic area, playground, landscape maintenance, and convenient access to Hilton Head beaches, golf, and dining...monthly regime fee includes cable, internet, water, sewer, pest control, building maintenance, landscaping, garbage service, and insurance.

239 Beach City Road Unit 1225, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,250
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508472 MLS
Enjoy the relaxed coastal charm of Hilton Head Island during deeded Week 34, spanning the final days of August and welcoming the start of September, when summer lingers beautifully and the island begins to settle into a quieter rhythm. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in an unbeatable location. Ideally situated between Harbour Town's iconic lighthouse and the sun-soaked Beach Club, you're just a short walk from championship golf courses, pristine beaches, waterfront dining, and the vibrant arts and culture that make the island so special. Picture starting your mornings with warm ocean breezes and golden coastal sunrises, biking beneath majestic live oaks along miles of shaded paths, or spending afternoons on award-winning fairways while enjoying the tail end of summer. As the season transitions toward fall, the island's pace becomes even more relaxed, creating the perfect setting to unwind and recharge. However you choose to spend your time, it's all right at your doorstep, your late-summer escape, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2874, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,695,000
5 Beds ⋅ 5 Baths ⋅ 4,500 SqFt. ⋅ HILTONHEAD-508204 MLS
Located in the gated community of Moss Creek, this exceptional custom home is set on approximately .84 acres with expansive marsh views, framed by mature live oaks and a sweeping drive that creates a true sense of arrival. Offering approximately 4,500 square feet under air, the home features 4 bedrooms, all en-suite, 4.5 baths, plus a private office and a large exercise room (or bedrooms 5 and 6). The first-floor primary suite is a standout with marsh views, a linear fireplace, and a spa level bath featuring heated floors and a 6'x 9' digital shower with rain head, body sprays, and handhelds. Extensive recent exterior improvements include a new oyster shell and concrete driveway, new front and rear composite decks, aluminum handrails, a new roof, all window sashes replaced, and a full exterior repaint. Outdoor living includes a large, covered deck, pool with sun shelf, outdoor shower, and multiple seating areas overlooking the marsh. Inside, the home reflects a high level of craftsmanship with French oak flooring, Savannah brick, custom millwork, and artisan ironwork. The two-story foyer features a hand forged marsh grass railing with subtle sandpiper detail, setting the tone for the home. A 16 foot sliding glass wall opens the main living area to the rear deck, creating seamless indoor-outdoor flow. The chef's kitchen is equipped with Thermador appliances including two dishwashers and custom cabinetry, opening to the main living area anchored by a substantial brick fireplace with custom built ins and live edge shelving. A separate coffee bar area includes beverage refrigeration, fridge/freezer drawers, and additional storage. Designed for entertaining, the home includes a custom bar with a 130+ bottle wine refrigerator, pellet ice maker, beverage refrigeration, and seating for multiple guests. A separate back pantry and service kitchen features a full size Bosch refrigerator and freezer, an additional dishwasher, large dual basin sink, and exterior access, ideal for hosting or catered events. Additional features include dual staircases, whole home sound system, extensive built ins, custom lighting throughout, and a garage with custom cabinetry, built in shop vac, epoxy floor and endless storage. One of the most thoughtfully designed and highly customized homes in Moss Creek. Property owner is a licensed SC real estate agent.

7 Peninsula Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$30,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508326 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, a spacious back deck, and great lagoon views. Close proximity to back pool area and bbq grills. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 803-3, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$825,000
3 Beds ⋅ 3 Baths ⋅ 1,504 SqFt. ⋅ HILTONHEAD-508219 MLS
Discover this turn-key, updated 3BR/3BA home in the highly sought-after Carolina Place community within Sea Pines. With rental projections exceeding $75,000 annually, this property offers the ideal blend of lifestyle and income potential. Enjoy a short stroll to the private community pool, tennis courts, and pickleball courts-exclusively available to owners and guests. Carolina Place features single-family detached homes with the convenience of low-maintenance living. The HOA ($370/month) includes weekly landscaping, trash service, monthly interior and exterior pest control, as well as pool maintenance and insurance. Inside, the home is light and bright with soaring cathedral ceilings, new luxury vinyl plank flooring, and stainless steel appliances. The updated kitchen showcases quartz countertops and Thomasville cabinetry, while all bathrooms have been tastefully renovated with tile flooring and modern vanities. Relax and unwind with serene "forever" views of open green space backing up to the Sea Pines Forest Preserve footprint, offering both privacy and natural beauty. Whether you're seeking a high-performing investment property or the perfect second home getaway, this is a standout opportunity to own in one of Hilton Head Island's premier gated communities.

78 Shell Ring Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,990,000
5 Beds ⋅ 6 Baths ⋅ 3,965 SqFt. ⋅ HILTONHEAD-507573 MLS
Welcome to 6 Wild Turkey Run, a stunning Lowcountry home completely reimagined and nestled in the desirable Hilton Head Plantation. This exceptional residence features 5 bedrooms, 4 full bathrooms, and 2 half baths, offering nearly 270-degree sweeping views of the marsh and saltwater creek from almost every room. Kayak or fish out of your backyard. The home has been meticulously renovated down to the studs. Every major system has been replaced, including all-new electrical wiring, plumbing, spray foam insulation, and HVAC systems. The exterior has been transformed with fresh board-and-batten & hardcoat stucco siding, complemented by beautiful tabby stucco accents and a new tabby/oyster paver driveway. Essentially, everything is brand new. Inside, abundant natural light floods the thoughtfully redesigned spaces, perfectly blending contemporary comfort and functionality with timeless coastal charm. Set on a spacious, oversized, and truly buildable double lot, the property offers exceptional privacy and tranquility and potential for future growth. Just minutes from Hilton Head's pristine beaches, world-class golf, shopping, and dining. This is coastal living at its finest-elegant, efficient, and deeply connected to the Lowcountry's natural beauty. Listed UNDER appraised value. MOTIVATED SELLER BRING ALL OFFERS.

6 Wild Turkey Run, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,180,000
3 Beds ⋅ 3 Baths ⋅ 3,065 SqFt. ⋅ HILTONHEAD-508218 MLS
Experience Lowcountry living at its finest in this beautifully upgraded 3-bedroom, 2.5-bath home perfectly positioned on a serene lagoon with sweeping views of the 18th hole/fairway at Dolphin Head Country Club. Designed to maximize natural light and scenery, the home features dramatic walls of glass and a stunning wall of sliding glass doors that seamlessly blend indoor and outdoor living.The open floor plan offers both functionality and elegance, with spacious living and dining areas ideal for entertaining. A thoughtfully designed layout provides excellent bedroom separation, ensuring privacy for owners and guests alike.This home has been extensively updated with high-quality improvements, including hurricane-rated DP50 windows, new HVAC units, upgraded plumbing, renovated bathrooms, new water heaters, and a full gutter system with leaf filters. Stylish new wood-look tile flooring runs throughout, complemented by plantation-style shutters and modern sliding blinds for a clean, coastal aesthetic. Step outside to your private screened-in porch overlooking the lagoon and golf course, or enjoy the durability and beauty of Trex decking-perfect for relaxing or hosting gatherings year-round. Plumbing and electrical ready to go for your hot tub enjoyment .Additional features include a convenient dining room closet for extra storage and a move-in-ready condition that reflects true pride of ownership. Ideally located just a short, easy walk to Dolphin Head Recreation Area, the scenic Port Royal Sound and the beaches of Pine Island, this home offers the perfect combination of tranquility, recreation, and modern upgrades .Don't miss this rare opportunity to own a slice of paradise with exceptional views and unmatched enhancements

21 Cottonwood Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508179 MLS
Coastal Retreat! This is your opportunity to own a deeded 2-bedroom, 2-bath quartershare at Brigantine Quarters in Shipyard with 13 rotating weeks yearly. Unit 292 offers serene lagoon from the back porch. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for BQ owners and guests. Maintenance charge covers appliances, furniture, maintenance upkeep, taxes, Shipyard HOA, and more, ensuring a stress-free experience, ideal for personal use, trade, or rentals.

55 Barcelona N Road Unit 292B, Hilton Head Island

Listing courtesy of The Homesfinder Realty Group.

$250,000
HILTONHEAD-508125 MLS
Experience the perfect blend of privacy and convenience on this meticulously maintained, oversized lot. Featuring immaculate stamped concrete pad and extensive & mature landscaping, this site easily accommodates a 45-foot motorcoach. Sold fully furnished with extensive furniture collection, umbrellas, grill, and shed-this is truly a "bring your coach and stay" opportunity. Located just steps from the premier amenities of the #1 resort in America you are perfectly positioned to enjoy the pool, pickleball, clubhouse and the best of the island's south end on foot or bike.

133 Arrow Road Unit 263, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$240,000
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-508086 MLS
Experience the ultimate island lifestyle in this nicely updated 2-bedroom, 2-bathroom villa located in The Spa at Hilton Head. This third-floor gem is situated in one of the most tranquil buildings within the complex, offering peaceful landscape & tennis court views with refreshing coastal breezes from your private balcony. The complex offers 2 outdoor pools, an indoor pool, a hot tub, a dry sauna, multiple tennis courts, a walking track & fitness center. Pickleball courts are soon to come and are currently under construction. The beach and the lookout pier are a short walk from the condo. HVAC and water heater are newer for peace of mind. This is a wonderful short-term rental or second home opportunity for an investor wanting a beach-oriented condo well under 300k on Hilton Head Island. RENTAL PROJECTIONS of $35,000.00 Plus. MOTIVATED SELLERS!

239 Beach City Road Unit 3336, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$269,000
HILTONHEAD-507994 MLS
Widely regarded by owners as the premier layout in the park, Lot 300 offers an unparalleled outdoor experience. Featuring contemporary pavers and a custom border wall, this site defines one of the resort's most expansive private living spaces. Designed for the serious traveler, it provides dedicated parking for a 40' coach plus two additional vehicles. With extensive professional lighting, integrated irrigation, and additional utilities, this lot is as effortless to maintain as it is to enjoy. While cherished exclusively by the current owner for years, its "Paradise" setting and sprawling footprint would make it a high-demand opportunity for the rental market. Steps from the pool, clubhouse, racquet sports, and laundry. Beyond the front gates, enjoy convenient access to shopping, dining, the beach, bike paths, and the town trolley. Experience the #1 Motorcoach Resort on the #1 island destination in America - an exceptional blend of lifestyle and investment.

133 Arrow Rd., #300, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,095,000
1 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-507877 MLS
Searching for a truly private Sea Pines retreat with unmatched views just steps from Harbour Town? 2065 Deer Island Road offers a rare end-of-the-road setting in the coveted Sea Pines Resort, delivering breathtaking views of the marsh and out to the Calibogue Sound. Tucked away at the end of a quiet road, this unique home is surrounded by nature, where walls of windows flood the home with natural light and frame stunning water and wildlife views from every angle. Thoughtfully updated with luxurious finishes, the home features high-end appliances including a Sub-Zero refrigerator, JennAir range, and Bosch dishwasher and microwave, along with quartz countertops and an open-concept living space designed for relaxed coastal living. Heart pine floors upstairs and bamboo flooring on the lower level add warmth and character, while multiple decks provide the perfect setting to take in unforgettable sunsets over the water. The upstairs level of all Deer Island properties are similar and can be re-configured to accommodate various bedroom and bathroom layouts. This flexible layout lives beautifully as a second home or income-producing rental, offering a peaceful, private escape just a short walk or bike ride to the Harbour Town Lighthouse, the Quarterdeck Restaurant, and the shops, dining, and amenities of Harbour Town. A rare opportunity to own one of the most scenic and private homes in Sea Pines.

2065 Deer Island Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

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