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$250,000
2 Beds 2 Baths 917 SqFt. HILTONHEAD-510820 MLS
Turnkey Hilton Head rental-ready villa with an outstanding rental track record and a practical layout designed for easy everyday use, a beach getaway, or income-producing ownership...the interior offers comfortable living space, a defined kitchen area, and an easy flow that keeps the unit simple to use, maintain, and rent...located just a short walk to the ocean, this property gives owners and guests convenient access to Hilton Head beaches, shopping, dining, and resort-style amenities...the community offers BEACH ACCESS, 2 outdoor pool areas, an indoor pool, heated/solar community pool, sauna, fitness center, tennis, pickleball, basketball, walking paths, playground, picnic area, outdoor grilling, security gate, on-site management, continual security, and landscape maintenance...monthly regime fee includes cable, internet, water, sewer, pest control, building maintenance, landscaping, garbage service, and insurance.

239 Beach City Road Unit 3234, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$375,000
4 Beds 3 Baths 1,600 SqFt. HILTONHEAD-511055 MLS
Perfectly positioned between Hilton Head Island and Bluffton, this rare detached home in The Gatherings offers the best of both worlds - single-family living with the ease of a condo association's worry-free exterior maintenance. Nestled on a quiet cul-de-sac, this elevated 4-bedroom home is one of only a few true four-bedroom properties in the community, making it a highly sought-after find in the Hilton Head Island real estate market. Enjoy serene marsh views right from home, plus a 1-car garage and additional storage space beneath. Residents of The Gatherings enjoy access to community amenities, including a pool and tennis courts, all just minutes from the shopping, dining, beaches, and golf that make Hilton Head Island and Bluffton, SC, two of the most desirable places to live on the East Coast.

19 Pine Burr E Road Unit 16, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$999,000
3 Beds 3 Baths 2,410 SqFt. HILTONHEAD-510685 MLS
Beautifully updated and thoughtfully designed, this 3BR/2.5BA home in Hilton Head Plantation offers the kind of light-filled living that never goes out of style. Soaring ceilings, skylights, and expansive windows create an open, airy feel, while mature landscaping and golf course views provide a peaceful backdrop from nearly every room. The updated eat-in kitchen is the heart of the home, featuring plenty of storage, a large island, and an easy flow into the family room, living room, and Carolina Room. The spacious primary suite offers a private retreat with generous closet space and an updated bath complete with dual vanities, a soaking tub, and a large walk-in shower. Two additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to enjoy the expansive patio and beautifully landscaped yard overlooking the golf course, where privacy, nature, and outdoor living come together effortlessly. Complete with a two-car garage and located in amenity-rich Hilton Head Plantation, this is a home that feels as good as it looks.

11 Annabella Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$235,000
HILTONHEAD-511073 MLS
Welcome to Lot #23 and one of the most peaceful areas inside the Hilton Head Island Motorcoach Resort. Located in the highly desirable Phase I, this premium PERIMETER RV LOT offers mature landscaping, a natural balance of shade and sun in a low-traffic area where you can truly enjoy the sights/sounds of nature! The current owners say it is perfect for year-round outdoor enjoyment due to the cooler temperatures in the shade during the summer and the sun coming through the trees in the fall/winter. This spacious PAVER PAD accommodates a 45' motorcoach and tow vehicle with room to entertain in privacy. Designed for outdoor living, the property features two seating areas under large umbrellas including an L-shaped sofa surrounding a fire table. The separate dining table includes four chairs (with cushions and covers). The lighted umbrellas create an inviting gathering space for Lowcountry evenings, where you can sit outside (even in the rain/or at night) and the secure posts promote near constant use for your enjoyment. Lot #23 includes landscape lighting which enhances the ambiance after sunset and an irrigation system for easy maintenance. Current owners upgraded the landscaping with plants designed to fill in each year for added beauty. Take advantage of a shed and additional storage boxes for your convenience. HHIMR's location makes it is easy for rides to the beach, bike paths, Coligny Beach, restaurants, and island shopping. Whether you are seeking a personal retreat or a Hilton Head Island property with rental potential, this offering delivers exceptional value. Hilton Head Island Motorcoach Resort is a gated, amenity-rich community set on lush Lowcountry grounds just minutes from beaches, dining, and shopping. Hilton Head Island has been recognized by Condé Nast Traveler readers as the Best U.S. Island in their Readers' Choice Awards for nine consecutive years (2017 - 2025). HHIMR provides cable, Wi-Fi, water, sewer, and trash pickup, along with amenities such as pool, hot tub, pickleball, tennis, fitness center, clubhouse, and dog park. The resort is designed exclusively for Class A, C and Super C motorcoaches.

133 Arrow Road Unit 23, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$7,950,000
7 Beds 5 Baths 6,034 SqFt. HILTONHEAD-510860 MLS
One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$290,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-511062 MLS
Beautifully REMODELED FIRST-FLOOR villa in the desirable A Building at Hilton Head Beach & Tennis Resort... this light-filled beach condo has been thoughtfully redesigned with a clean coastal feel, smart use of space, and a warm, inviting layout that feels comfortable from the moment you walk in... the kitchen is a true standout with CUSTOM CABINETS extended to the ceiling for a finished designer look, additional CUSTOM CABINETRY surrounding the refrigerator, full-sized stainless steel appliances, TILE BACKSPLASH, beautiful GRANITE countertops, and a large island with stool seating, extra storage, and generous prep space... the island serves as both a dining area and functional gathering space, creating a more open and comfortable floor plan... the layout also features KIDS BUNKS, POCKET DOORS for efficient use of space, SMOOTH CEILINGS, updated lighting, and LVP FLOORING throughout... the updated bathroom offers quality finishes, attractive coastal touches, and excellent craftsmanship... tucked along the quieter wing of the building, this villa enjoys a more private setting with less hallway traffic, refreshing breezes through the bedroom window, and peaceful views toward the Magnolia courtyard... offered FULLY FURNISHED and RENTAL READY, this villa is ideal as a primary residence, vacation home, or investment property... located just steps from the beach, owners and guests enjoy outstanding resort amenities including an oceanfront pool, beach bar and restaurant, tennis courts, pickleball courts, fitness center, playground, bike rentals, on-site laundry, 24-hour gated security, and easy access to one of Hilton Head Island's widest stretches of beachfront.

40 Folly Field Road Unit A145, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$620,000
3 Beds 2 Baths 1,610 SqFt. HILTONHEAD-511050 MLS
Welcome to easy living in the desirable Fernwood community within Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully maintained one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf Course. Offering 1,610 square feet of thoughtfully designed space, plus a spacious screened porch that serves as a true outdoor living room, the home lives much larger than its size. Inside, warm and inviting spaces feature a fireplace, soaring finished ceilings accented with beadboard and wainscoting, a comfortable living room, separate dining area, and an eat-in kitchen perfect for casual mornings or entertaining friends and family. The seamless connection between the indoor living areas and the screened porch creates the perfect setting to enjoy Hilton Head's year-round coastal climate.Fernwood offers the ideal "lock-and-leave" lifestyle. Owners enjoy the privacy and comfort of a detached home while the community's thoughtfully maintained appearance preserves its charm and appeal. Life in Hilton Head Plantation includes some of the island's finest amenities, including the Dolphin Head Recreation Area, Pine Island Beach, community pool with lazy river, fire pits, playground, community centers, restaurant, miles of leisure trails, and 4 championship golf courses. The Plantation's sought-after north-end location also provides convenient access to shopping, dining, entertainment, and the island's main entrance.With no short-term or weekly vacation rentals permitted, Fernwood offers a peaceful residential atmosphere, making it an exceptional choice for a primary residence, second home, or anyone seeking carefree island living.

25 Fernwood Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,850
2 Beds 2 Baths HILTONHEAD-511051 MLS
Enjoy the peaceful elegance of Hilton Head Island during deeded Week 45, perfectly timed for the crisp beauty of late autumn and, in many years, the Thanksgiving holiday. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most coveted 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 the island's rich coastal arts and culture scene.Imagine beginning your mornings with cool ocean breezes and uncrowded beaches, biking beneath majestic live oaks draped in Spanish moss, or spending leisurely afternoons on award-winning fairways before gathering with family and friends for memorable holiday meals or spectacular waterfront sunsets. Whether you're seeking a relaxing seasonal escape, an active golf retreat, or a warm-weather destination for Thanksgiving celebrations, Week 45 offers the perfect blend of tranquility, natural beauty, and island charm; all with the flexibility and convenience of deeded ownership.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$239,000
HILTONHEAD-511041 MLS
NEW NEW NEW! Luxury RV Lot #232 has 1850 square feet of pavers and can accommodate a 40' coach and room for 2 vehicles. This gorgeous LARGE RV Lot comes complete with a NEW kitchen, NEW landscaping with irrigation, three NEW large purple leaf canitlever umbrellas, and a storage shed. This lot is priced to sell and will not last long so do not miss out on this beautiful luxury RV lot. Hilton Head Island Motorcoach Resort is a luxury resort consisting of 50 acres of woodland setting accented with live oaks dripping with Spanish Moss, Palms, Ferns and flowering shrubs and designed for the convenience and enjoyment of Motorcoaches only. Offering tennis courts, pickle ball, shuffleboard, swimming pool, hot tub, clubhouse, laundry facilities, fitness center, basketball courts, playground, dog park, Wi-Fi, cable, daily trash pickup, lawn maintenance, water & sewer.

133 Arrow Road Unit 232, Hilton Head Island

Listing courtesy of View Properties.

$389,000
2 Beds 2 Baths 917 SqFt. HILTONHEAD-511039 MLS
Enjoy breathtaking Port Royal Sound and lagoon views from this beautifully remodeled, prime villa at The Spa. The stunning kitchen features granite countertops, stainless steel appliances, and modern finishes. Both bathrooms have been completely renovated, including a spa-inspired tiled walk-in shower. Luxury vinyl plank flooring flows throughout, creating a fresh, Lowcountry modern feel. Relax on the spacious deck while taking in the peaceful water views. This turnkey property is an exceptional primary residence, vacation getaway, or high-performing rental. Resort-style amenities include 24-hour gated security, three outdoor pools, an indoor heated pool, hot tub, fitness center, tennis courts, and your own private beach just steps from the door. Everything has been thoughtfully updated-simply arrive, unpack, and enjoy coastal living at its best! Move right in and start making memories today!

239 Beach City Road Unit 1221, Hilton Head Island

Listing courtesy of Redfin Corporation.

$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.

$699,999
2 Beds 3 Baths 1,575 SqFt. HILTONHEAD-510759 MLS
Experience ultimate Lowcountry luxury in this fully renovated single-story home inside the private club community of Moss Creek. Completely updated inside and out in 2026, this no steps layout is designed for seamless accessibility and modern living. The open floor plan features two primary suites, a versatile flex room, an expanded laundry room, and an elegant powder bath. Every detail reflects high-end craftsmanship and pristine finishes. Located just minutes from Hilton Head Island, this gated community offers premier resort-style amenities. Enjoy exclusive access to two -18 hole championship Fazio courses, a vibrant tennis and pickleball center, a private deep-water marina, and miles of scenic walking trails. The waterfront clubhouse features recently refreshed dining and social spaces. Whether you're searching for a turn-key golf property, single-level living, or a coastal retreat. This renovated move-in-ready home offers the perfect opportunity.

5 Stable Gate Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$729,000
2 Beds 3 Baths 1,238 SqFt. HILTONHEAD-510644 MLS
Here is the "DOLLHOUSE" you've always dreamed about! Located in the exquisite Carolina Place community in the heart of the Low Country you can live out your dream! This FEE SIMPLE 2 bedroom 2 and 1/2 bath townhome has the ideal layout, location and VIEW! Having been recently updated it is a turn-key opportunity to have a permanent primary, secondary or investment home in Sea Pines Plantation. The first floor is spacious and open with a HUGE screened-in back porch that runs the entire width of the townhome and is fully enclosed. It adds a welcome dimension to the living space and adds a variety of space for hosting friends and family. The view is peaceful and tranquil with the lagoon and the protected forest preserve backdrop behind it with only the natural wildlife as your neighbors. You can sit on your covered fully enclosed back porch and enjoy all the beauty that the Low Country has to offer! Both bedrooms are located upstairs and each have their own private updated bathroom. This home is easy in and located in close proximity to the ample amenities that Carolina Place has to offer! It has a large swimming pool with on sight spa with tennis and pickle ball courts too! Sea Pines Plantation has so much to offer with biking trails that run throughout the area taking you throughout Sea Pines including Harbour Town, South Beach Marina or the Beach Club....there's also a private access beach for owners of Sea Pines Properties.....not to mention the 4 different golf courses, tennis, pickle ball, boating, shopping and all the water sports imaginable!! There's a reason this particular area has so many happy owners.....come see for yourself and become a Sea Pines Residential owner TODAY!!

125 Greenwood Drive Unit APT 3407, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$315,000
2 Beds 2 Baths 757 SqFt. HILTONHEAD-510571 MLS
Tucked among mature landscaping in the highly desirable gated community of Fiddler's Cove Beach & Racquet Club, this beautifully updated and fully furnished second-floor villa offers the perfect blend of comfort, privacy, and coastal charm. With 2 bedrooms, 2 baths, and a strong rental history, this turnkey property is ideal as a vacation getaway, investment opportunity, or full-time island retreat. Natural light fills the open living space where tile flooring and tasteful furnishings create a warm and inviting atmosphere. Step onto the private balcony and enjoy peaceful views of lush landscaping, offering a sense of serenity and seclusion rarely found in resort communities. The kitchen features white cabinetry, beautifully-toned quartz countertops, and an efficient L-shaped design with plenty of workspace, storage, and a sink facing the dining area-a rare feature. A full-size washer and dryer add everyday convenience. The spacious primary bedroom provides a relaxing retreat, while the guest bedroom, furnished with two twin beds, offers privacy and comfort for family and friends. A sleeper sofa allows additional accommodations for guests. Freshly painted and meticulously maintained, this villa is truly move-in ready. Whether you're spending the day at the beach, enjoying the resort amenities, or relaxing on your private balcony, you'll immediately feel at home. Fiddler's Cove offers exceptional amenities, including 24-hour gated security, heated and chilled pools, a hot tub, 10 Har-Tru tennis courts, pickleball courts, two indoor racquetball courts, playgrounds, and gathering areas with both charcoal and gas grills. Just a short walk or bike ride from the beach, this villa captures the relaxed Hilton Head lifestyle so many dream of-where mornings begin with ocean breezes and evenings end surrounded by the beauty and tranquility of the Lowcountry.

45 Folly Field Road Unit 3G, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$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.

$699,000
3 Beds 2 Baths 1,423 SqFt. HILTONHEAD-510563 MLS
Luxury waterfront villa offering one of the largest 3-bedroom, 2-bath floor plan in Village at Skull Creek. Perfectly positioned as a desirable end unit, this exceptional residence captures breathtaking views of Skull Creek Marina and spectacular sunset vistas. The spacious enclosed Carolina Room provides an ideal setting to relax and enjoy the waterfront scenery year-round. Designed for comfort and entertaining, the expansive living room features a cozy fireplace and abundant natural light. With significantly more living space than most comparable units in the community, this villa combines elegance, privacy, and value. This community has a deep-water dock, swimming pool, and the renowned Country Club of Hilton Head. This residence offers the perfect balance of convenience and tranquility. Nestled within one of the area's most sought-after private communities, it provides a peaceful retreat while remaining close to premier amenities. For those seeking panoramic water views, exceptional privacy, and an unparalleled coastal lifestyle, this is a rare opportunity not to be missed. Just outside of the community's gates are some of Hilton Head Island's finest waterfront dining options. Make Hilton Head Island home today!

6 Village North Drive Unit 12, Hilton Head Island

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

$325,000
2 Beds 2 Baths 757 SqFt. HILTONHEAD-510508 MLS
Step into easy COASTAL LIVING with this beautifully updated 2-BEDROOM, 2-BATH TOP-FLOOR VILLA in Fiddler's Cove, just a short walk to FOLLY FIELD BEACH .... Inside, the villa feels bright, open, and refreshed with SMOOTH CEILINGS, FRESH INTERIOR PAINT, NEW FLOORING THROUGHOUT, and an easy, sunlit layout that feels relaxed the moment you walk in .... The CUSTOM KITCHEN is one of the standout features, offering CUSTOM CABINETS, a SMART CUSTOM LAYOUT with more usable space, BEAUTIFUL COUNTERTOP SPACE, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and a stylish BACKSPLASH that pulls the whole space together .... Both bathrooms have been refreshed with updated vanities, and the IN-UNIT WASHER AND DRYER add the everyday convenience buyers want in a beach property .... Located just steps from the pool and an easy stroll to the beach, this villa offers the kind of Hilton Head lifestyle people come here for - simple, comfortable, and close to the ocean .... With flexible SHORT- OR LONG-TERM RENTAL POTENTIAL, it also makes an attractive option for buyers looking for personal use, rental income, or both .... Owners and guests at Fiddler's Cove enjoy TWO LARGE POOLS, 10 CLAY TENNIS COURTS, PLAYGROUND AREAS, 24-HOUR SECURITY, A FRONT GATE, TWO PRIVATE / COMMUNITY BEACH ACCESS WAYS, plus ONE PUBLIC BEACH ACCESS WAY nearby, making this updated top-floor villa a strong option in one of Folly Field's popular ocean-oriented communities.

45 Folly Field Road Unit 11J, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$204,900
2 Beds 3 Baths 1,120 SqFt. HILTONHEAD-510683 MLS
Filtered marsh, sunrise, and partial ocean views set this Cotton Hope villa apart as one of the more compelling ownership opportunities on Hilton Head Island's north end. This 2-bedroom, 2.5-bath villa offers approximately 1,120 heated sq. ft. with a practical two-level layout, upstairs bedrooms, main-level living and dining area, fireplace, smooth ceilings, in-unit washer and dryer, balcony, and under-building parking. Prior updates include Cali bamboo waterproof vinyl flooring, refreshed cabinets and vanities, an opened kitchen-to-living room transition, and an updated fireplace, giving the interior a cleaner, more open feel than many older Cotton Hope villas. Items shown in the listing photos convey, making the property easier to use from day one as a primary residence, second home, or investment option. The balcony captures live oaks, marsh scenery, water views, and a beautiful sunrise view. Regime fee includes building maintenance, common electric, common sewer, common water, flood insurance, insurance, landscaping, management, pest control, pool maintenance, refuse, and water. Cotton Hope offers a community pool, playground, and convenient access to Fish Haul, Beach City Road, schools, shopping, dining, and everyday island services. Per seller, there are no known current assessments or major regime projects. Buyer to verify rental rules, fees, insurance, and all items important to purchase.

156 Dillon Road Unit 225, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,449,000
4 Beds 3 Baths 2,500 SqFt. HILTONHEAD-510645 MLS
Experience the ease of the Sea Pines lifestyle in this beautifully updated Greenwood Forest retreat, where soaring ceilings, walls of glass, and a private wooded setting create a home that feels both spacious and serene. Tucked away on a quiet cul-de-sac, this light-filled 4-bedroom, 3-bath home offers exceptional indoor-outdoor living in one of Sea Pines' most convenient locations. Multiple gathering spaces flow seamlessly together, creating a layout equally suited for everyday living and entertaining. The heart of the home is the stunning kitchen, completely renovated in April 2026. Thoughtfully designed with expansive quartz countertops, abundant cabinetry, a large center island, stainless steel appliances, beverage cooler, and generous workspace, it balances style and function beautifully. Whether hosting friends or enjoying a quiet morning before a day at the beach, this is a space designed to bring people together. Just beyond, the spectacular sunroom serves as the home's signature gathering space. Framed by dramatic windows and vaulted ceilings, it captures peaceful views of the private backyard while flooding the interior with natural light. Morning coffee, afternoon reading, evening conversations-this is the space you'll find yourself drawn to again and again. Outdoor living is equally inviting. An expansive deck, hot tub, mature landscaping, and private wooded backdrop create a setting that feels worlds away while remaining remarkably convenient to everything Sea Pines has to offer. Greenwood Forest's central location is one of its greatest advantages. Residents enjoy access to the private community pool, miles of leisure trails, and a dedicated pathway to Sea Pines Center for coffee, lunch, shopping, and everyday conveniences. Harbour Town, golf, tennis, dining, and the beach are all just a short bike ride away. Whether you're searching for a primary residence, second home, or investment property, this thoughtfully updated home delivers the privacy, convenience, and lifestyle that make Sea Pines one of Hilton Head Island's most sought-after communities.

8 Pine Court, Hilton Head Island

Listing courtesy of Keller Williams 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.

$334,000
4 Beds 3 Baths 1,950 SqFt. HILTONHEAD-510643 MLS
Beautifully remodeled & meticulously maintained 4-bed 3-bath home located in the lovely community of The Gatherings. Conveniently located at the mouth of the Hilton Head bridge, the home boasts a HHI address while being located in Bluffton; the location doesn't get much better. Newer cabinets, subway tile backsplash, and granite countertops invite you into the fresh kitchen space. 52 Salt Marsh offers a first-floor primary w/ a fully renovated bathroom and custom tiled shower, w/ laundry room and second bed/bath across the hall. Upstairs includes its own two-bedroom retreat and bath with a centrally located kitchenette separating the two spaces. A large back deck offers tranquil lagoon views. Technically classified as a condo, you get all the pros of villa living, yet with the space and privacy of a single-family home w/ a true lock and leave opportunity. The Gatherings easily offers the best bang for your buck in the area. Home was fully repainted in July 2026. HVAC replaced in 2022. The home has been fully replumbed w/ PEX and spray foamed with all new flooring. New tubs in both auxiliary bathrooms were added in July 2026. Home receives two assigned parking spots. This is truly a turn key opportuniy for a primary, secondary, or proven investment property.

52 Salt Marsh Drive Unit 52, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,199,500
4 Beds 4 Baths 3,228 SqFt. HILTONHEAD-509532 MLS
Nestled on a quiet cul-de-sac just steps from Port Royal Sound, this 4-bedroom, 3.5-bath home for sale on Hilton Head Island sits within the desirable Hickory Forest community inside the gates of Hilton Head Plantation. And the big-ticket items? Already handled with a 2025 roof and two new 2026's HVACs. Enter the large great room anchored by a gas fireplace and tall ceilings. Beautiful flooring flows throughout the living areas. The spacious kitchen features granite countertops and custom cherry cabinetry. Formal dining room and eat-in kitchen provides options for dining. The first-floor primary suite offers a luxurious renovated bath with a large walk-in shower and custom closet. A Carolina room, and a fabulous screened porch with a new hot tub provide plenty of options for outdoor living. Above the oversized two-car garage, a private guest suite with living area, bedroom, full bath, and private balcony is perfect for multigenerational living. Enjoy all that Hilton Head Plantation has to offer - golf, tennis, pickleball, pools, a private beach on Port Royal Sound, and miles of walking and biking trails - all within a gated community on Hilton Head Island, South Carolina.

2 Hermit Crab Court, Hilton Head Island

Listing courtesy of Keller Williams 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.

$265,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-510535 MLS
Coastal Design and completely updated condo conveniently located on the first floor, just steps away from the pool and beach. Fully equipped kitchen with full sized appliances. This villa was totally redone in 2022, including new LVP floors throughout, smooth ceilings, custom kitchen cabinets with glass backsplash and granite counters. The bathroom features a tiled walk-in shower and new vanity and lights. Owners replaced all interior doors, doorframes, baseboards and crown molding. A king-size bed in the primary bedroom, 2 built in bunk beds and a queen-size sleeper sofa sleeps 6.Owners and guests enjoy a full suite of resort style amenities without having to leave. On-site 24-hoursecurity, an oceanfront Olympic-sized pool, tennis courts, on-site bike rentals, a fitness center, oceanfront beach bar, a sports bar and much more. Enjoy your morning coffee on the private balcony. If you are looking for a getaway, and income producing property, or both, this villa checks all the boxes.

40 Folly Field Road Unit B119, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$925,000
3 Beds 3 Baths 1,965 SqFt. HILTONHEAD-510477 MLS
Nestled on a quiet cul-de-sac in Hilton Head Plantation, this beautifully updated three bedroom, two and a half bath home offers private wooded and golf course views. Reimagined in 2022, the home features an open floor plan filled with abundant natural light, new flooring, fresh interior paint, and a new HVAC system. The spa-inspired bathrooms create a luxurious retreat, while the seamless living spaces are ideal for everyday living and entertaining. Conveniently located near shopping, dining, and healthcare, residents enjoy access to championship golf, tennis, pickleball, a marina, Dolphin Head Beach, leisure trails, and the exceptional amenities that make Hilton Head Plantation one of the island's most desirable communities.

22 King Rail Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$310,000
4 Beds 3 Baths 1,250 SqFt. HILTONHEAD-510380 MLS
Motivated Seller. Nestled among mature trees in the desirable Gatherings community, this spacious 4bedroom, 3bath, 1741sq ft home offers the perfect blend of privacy, comfort and convenience. Soaring vaulted ceilings, abundance natural light, and an inviting fireplace create a warm and welcoming atmosphere. The open concept features hardwood flooring, a spacious kitchen and is a seamless flow between living, dining and entertaining areas. Large windows and sliding doors bring the outdoors in, showcasing peaceful wooded and lagoon views from nearly every room.The primary suite offers a relaxing retreat with generous closet space and an en-suite bath. Step outside to an expansive private deck overlooking a serene natural setting with lagoon.Steps away residents enjoy access to a community swimming pool, tennis courts and playground.Experience Lowcountry living at it's best in this charming home.The house has just been painted on the outside. The landscaping is well maintained by the regime. Security patrol on site. New washer, dryer, dishwasher, and new blinds and ceiling fans throughout the home. Two assigned parking spots, up to four vehicles. Zoned for Hilton Head Island schools. Convenient to Tanger Outlets, Bluffton and Savannah. HOA includes flood insurance.

58 Pine Burr Road Unit 58, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$699,900
3 Beds 2 Baths 2,200 SqFt. HILTONHEAD-509806 MLS
Tucked beneath a canopy of moss-draped oaks in the prestigious Moss Creek community, this exceptional retreat captures serene lagoon views of Night Heron Pond through dramatic walls of glass that flood the home with natural light. Seven Anderson sliding glass doors, all in excellent condition, enhance the seamless connection to the outdoors. Designed for Lowcountry living, the residence features built-in bookshelves and cabinets in two rooms, along with two stunning atrium porches that create private outdoor sanctuaries for morning coffee or evening cocktails. A rare combination of tranquility, architecture, and natural beauty, this home offers an inviting coastal lifestyle surrounded by nature and timeless charm.

33 Victoria Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

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