833 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
$280,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,654 SqFt. ⋅ HILTONHEAD-513039 MLS ⋅ Fairway One SubDv.
Rare co-ownership opportunity in one of Sea Pines' most desirable locations! This offering includes TWO 1/13th ownership shares in a furnished 3-bedroom, 3-bath villa located directly across from the renowned Sea Pines Beach Club and overlooking the first tee of Atlantic Dunes.The two shares provide owners with TWO CONSECUTIVE WEEKS per quarter-8 weeks of use annually-creating the perfect opportunity for extended stays throughout the year. Ownership expenses are shared proportionately, offering an attractive way to enjoy the Sea Pines lifestyle without the expense and responsibility of full ownership.

86 Sea Pines Drive Unit # 6957, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$5,250,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,698 SqFt. ⋅ HILTONHEAD-513037 MLS ⋅ Townhomes At Southshore SubDv.
The perfect amalgam of luxury and privacy, 124 South Shore Drive represents a truly rare oceanfront offering on Hilton Head Island. This four bedroom, four bathroom townhome property showcases exceptional craftsmanship and construction quality throughout. The living area's two-story ceilings capture natural lighting as it shines off the Atlantic Ocean, while the chef's kitchen features the culinary offerings of Sub-Zero and Wolf appliances. Awaken to your beach landscape from the first floor owner's suite, complete with spa bathroom and substantial oceanfront terrace. Family and visitors will delight in the ample en-suite guest rooms and large second floor media room space. A bonus third floor office, flex room offers additional convenience to both owners and guests. A private residential elevator services the entirety of the space. The home's whole bottom floor has been re-imagined by the current owner to create an oasis of private recreation and leisure. A collector's garage showcases a hardwood ceiling and led lighting, leading to a professional grade gym capable of multiple fitness stations. The climate controlled workshop and storage room showcase a commercial grade dehumidifier, custom shelving and access to the property's telecommunications hub. Begin your beach days from the owner's private oceanfront pathway and eventually unwind by the home's pool and spa, complete with cabana-style bathroom. Exceptional upgrades such as twenty-year warranty exterior paint, geothermal HVACs and dual 85 gallon heat pumps ensure lasting quality and comfort. This exceptional real estate offering is located within the private gates of Leamington, restricting any short-term vacation rentals. Additional offerings include an owners only beach pavilion, community pool, day dock on the 11 mile lagoon system and multiple golf courses, all nestled on the southern shores of Hilton Head Island.

124 S Shore Drive Unit 124, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$925,000
ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,211 SqFt. ⋅ HILTONHEAD-512782 MLS ⋅ Oyster Reef SubDv.
Privately situated at the end of a quiet cul-de-sac, this 4-bedroom, 2.5-bath home offers a wonderful setting with wide expansive lagoon view. Built in 1994, the home features a great floor plan with light and bright living spaces and plenty of room for family and guests. A two-car garage provides added storage and convenience. Enjoy the privacy of the cul-de-sac location while taking in the scenic Lowcountry views from your own backyard. A great opportunity to make this well-located home your own!

8 Trails End Road, Hilton Head Island

Listing courtesy of Collins Group Realty.

$639,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,489 SqFt. ⋅ HILTONHEAD-513021 MLS ⋅ Ocean Breeze At Treetops SubDv.
Welcome to this beautifully maintained 3-bedroom, 3-bath townhome offering 1,489 heated sq. ft. in a desirable, pet-friendly community just steps from the beach, Coligny Plaza, and Celebration Park. With a thoughtful layout, extensive updates, and exceptional community amenities, this villa is perfectly suited for full-time living, a vacation getaway, or investment use.The first-floor primary suite provides convenience and privacy, while the two additional bedrooms and bathrooms upstairs offer plenty of space for family and guests. The villa features quartz countertops, new stainless steel appliances (2022), and all-new cabinet and vanity doors with soft-close hinges. Smooth ceilings and fresh interior paint create a clean, modern feel throughout. Major mechanical updates provide added peace of mind, including a new 50-gallon water heater, new HVAC system installed in spring 2026, and a new dual-zone dampening system. Storage is abundant, with a pull-down attic and additional storage areas throughout the Enjoy the outdoors and resort-style amenities without leaving the community, including onsite tennis courts, a community pool, and hot tub. The community is pet-friendly for both owners and guests, making it easy to bring the whole family along. Ideally located within easy reach of the beach, shopping, dining, recreation, and entertainment, this townhome offers the perfect combination of comfort, convenience, and coastal living. Whether you're looking for your own beach retreat or a property with excellent flexibility, this updated townhome is ready to welcome you home.

19 Lemoyne Avenue Unit 69, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$650,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,876 SqFt. ⋅ HILTONHEAD-512957 MLS ⋅ Beach City Place SubDv.
Picture coming home to a place where island life feels easy from the moment you pull through the gates. Tucked inside Beach City Place, 38 Circlewood Drive is a 2019-built, 3-bedroom home with approximately 1,876 square feet of warm, welcoming space designed around the way you actually live.The popular Cumberland floor plan flows naturally from room to room, giving you space to gather, cook, relax, and host without ever feeling crowded. Your first-floor primary suite offers a private retreat at the end of the day, with everything you need on one level. Upstairs, two additional bedrooms and a versatile loft give you room to grow into, whether that means a guest space for visiting friends, a quiet home office, a cozy movie spot, or a corner for the hobbies you love.One of the home's most inviting spaces is the Carolina Room, a bright, relaxing spot to sip your morning coffee, curl up with a book, or simply enjoy the Lowcountry light in every season. From there, step out to your fenced backyard, ready for evening cookouts, a small garden, or lazy weekend afternoons outdoors. A two-car garage keeps bikes, beach chairs, and everyday essentials neatly tucked away. Beach Life in Beach City Place means the beach is part of your routine, easily reached by bike, golf cart, or on foot all less than five minutes. Cable and Wi-Fi are included in the HOA, so settling in is refreshingly simple.With a newer build, first-floor primary living, flexible space, and a location woven into the island's beach lifestyle, 38 Circlewood Drive is ready to welcome you home. Come see it for yourself and imagine the life you could create here.

38 Circlewood Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$569,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,150 SqFt. ⋅ HILTONHEAD-513015 MLS ⋅ Anchorage Villas SubDv.
Stunning top floor unit, turnkey, fully furnished and rental ready! This 2BR, 2BA villa in The Anchorage at Shelter Cove offers 1,150 sq. ft. with an updated kitchen featuring white cabinetry, granite countertops, stainless steel appliances and plenty of storage. The open living and dining area has vaulted ceilings, crown moulding and tons of natural light, with access to a spacious covered balcony overlooking the lagoon and fountain. Unit has designated covered carport space. Recent updates include a new roof and refrigerator in 2026, new carpet in 2025, newer paint and an HVAC installed in 2020 with a 10-year warranty. Enjoy the convenience of being near Palmetto Dunes and right in Shelter Cove, with restaurants, shopping, the marina and entertainment nearby, plus free seasonal beach shuttle service. Whether you're looking for a Hilton Head getaway or an investment property, this one is ready to go!

3 Shelter Cove Lane Unit 7460, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$429,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-513013 MLS ⋅ Springwood Villas SubDv.
Excellent Opportunity! 2BR/2BA 1st floor villa - NO STEPS! Nestled in a serene section of the desirable Springwood Villas complex, this gently used villa offers the ideal blend of comfort & convenience. Whether you're looking for a rental investment or a peaceful primary residence, this villa is the perfect opportunity. Enjoy the spacious patio offering views of the tranquil lagoon. The convenient path provides easy access to the community's large swimming pool, perfect for relaxation. Just a short stroll to the vibrant shops. restaurants, & entertainment of Coligny Plaza, and only steps from Celebration Park, this is coastal living at it's finest-where everyday feels like a vacation. This villa offers the perfect combination of peaceful living in a prime location.

36 Deallyon Avenue Unit 19, Hilton Head Island

Listing courtesy of Charter One Realty.

$850,000
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 1,851 SqFt. ⋅ HILTONHEAD-512930 MLS ⋅ Holiday Homes SubDv.
Located just a short walk from the beach, this detached brick residence sits on an exceptionally spacious coastal homesite and offers an opportunity to create something truly special.The existing home provides a foundation for an extensive renovation, while the size and configuration of the property may offer additional redevelopment possibilities. Buyers may wish to explore renovation, new construction, or potential subdivision of the parcel, subject to applicable zoning, LMO requirements and all necessary governmental and community approvals. Whether your vision includes a thoughtfully redesigned coastal residence, new construction with a pool and expanded outdoor living, or evaluating the site's potential for more than one homesite, this property offers flexibility in a highly desirable beach-oriented location.Buyers and their agents should independently verify zoning, lot dimensions, subdivision potential, building requirements and permitted uses with the appropriate authorities.Bring your architect, builder and vision. Property plat and available information may be provided upon request.

32 Oleander Street, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$775,000
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 1,893 SqFt. ⋅ HILTONHEAD-512998 MLS ⋅ Victoria Square SubDv.
Embrace true resort-style living with mornings by the Saline Pool and Spa, complete with a state-of-the-art heater and chiller for year-round swimming. Experience backyard luxury at its finest. This fully fenced haven boasts a custom outdoor kitchen with 12-foot granite-topped stucco island ready for game day and summer cookouts, complete with a 30" Bull 4-burner grill, extra burner, pot filler, and a double-tap stainless steel kegerator. Surrounded by beautiful Landscape including Palmetto Trees, Bottle brush, Agave, and Guava trees and also 2 Arbors. Victoria Square is an awesome gated community centrally located and close to the beach. This 4 BR 3.5 Bath Has been beautifully updated with KitchenAid- refrigerator, Induction oven, Dishwasher and new LG stackable washer and dryer. Updated Master Bathroom, updated bathroom on the lower level, Hot Water heater is 2022, HVAC is 2021 and 2022 and New Roof is being installed in 2 Weeks. Do not miss out on this GEM of a house!!!!

96 Victoria Square Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$225,000
ACTIVE Status ⋅ HILTONHEAD-512993 MLS ⋅ Outdoor Resort SubDv.
Clubhouse Lot 259 is often admired by many and now offered for sale. This large lot offers an incomparable blend of privacy, outdoor living, and rental appeal. Designed to accommodate a 45-foot motorcoach plus two vehicles, this expansive clubhouse lot is surrounded by mature trees and lush landscaping that creates a peaceful Lowcountry setting. This desired lot features an outdoor kitchen designed for resort-style living. The kitchen includes a built-in grill, prep and cleanup sink, refrigerator, multiple storage drawers and beautiful granite top. The built-in kitchen lighting creates an inviting atmosphere for evening gatherings and outdoor dining. An added plus is the custom cover protecting the kitchen while you're traveling. The long seating area has a sectional sofa and fire table providing the perfect place to relax and enjoy Hilton Head Island evenings. The lot is enhanced with a full irrigation system and large storage shed. Hilton Head Island Motorcoach Resort is an amenity-rich community designed exclusively for Class A, Class C and Super C motorcoaches, offering a heated pool and hot tub, pickleball and tennis courts, fitness center, clubhouse, and dog park, along with cable, Wi-Fi, water, sewer, and trash pickup. Located just minutes from Coligny Beach, Atlantic Ocean access, miles of bike paths, over 250 restaurants, golf courses, and island shopping, this property offers the ideal blend of resort-style living and the Lowcountry lifestyle. Hilton Head Island is recognized by Condé Nast Traveler magazine as the Best U.S. Island and the Hilton Head Island Motorcoach Resort has taken top honors from Motor-Home Magazine, RV Magazine, RV.com, and USA Today reader's choice awards has put the resort as # 1 Luxury Resort in America.

133 Arrow Road Unit 259, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$279,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 757 SqFt. ⋅ HILTONHEAD-512879 MLS ⋅ Fiddlers Cove Villas SubDv.
Priced as the most affordable villa currently available in Fiddler's Cove, 14E offers an excellent opportunity to own a Hilton Head Island getaway, investment property, or full-time residence close to the beach. This villa is being sold unfurnished and is ready for a new owner's updates and personal touches-an ideal option for buyers who want to renovate to their own taste while building value. Enjoy the convenience of Fiddler's Cove amenities and easy access to Hilton Head's beaches, shopping, dining, golf, and miles of leisure trails. A compelling value in a popular island community!

45 Folly Field Road Unit 14E, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$2,875,000
ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 3,376 SqFt. ⋅ HILTONHEAD-512720 MLS ⋅ Heritage Woods SubDv.
Welcome to 11 Gunnery Lane, a beautifully updated and exceptionally spacious 5-bedroom, 4.5-bath Sea Pines residence offering style, comfort, and versatility in a peaceful lagoon setting. Ideal for use as a primary or second home, or as a top tier vacation rental with with established history. Filled with natural light, the home features multiple living and gathering spaces and an easy floor plan equally suited to a primary residence, second home, or vacation property. The main level centers around a bright, open kitchen and living area, complemented by a fabulous bar with wine refrigerator and ice maker-perfect for entertaining. A generous primary suite (with steam shower) plus an additional ensuite guest bedroom provide desirable first-floor accommodations. Upstairs, a second primary suite and flexible family and guest spaces offer exceptional privacy and room for family and friends. Outside, enjoy a private pool and spacious deck overlooking the tranquil lagoon and mature Lowcountry landscape. Direct access to the Sea Pines leisure trail makes exploring the resort by bike or on foot effortless, while the beach is approximately a 10-minute walk away. Additional features include multiple living areas, dedicated office/work space with lagoon views, game and media spaces, full laundry room, two-car garage, abundant storage, and generous parking. Beautifully maintained, thoughtfully updated, and ideally located, 11 Gunnery Lane offers a wonderful combination of space, privacy, proximity to the beach, and effortless Sea Pines living.

11 Gunnery Lane, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$329,000
ACTIVE Status ⋅ 1 Beds ⋅ 1 Baths ⋅ 700 SqFt. ⋅ HILTONHEAD-512958 MLS ⋅ Seascape Villas SubDv.
Beautifully renovated 1BR/1BA Seascape Villa in the heart of South Forest Beach, approximately a 5-minute walk to the beach. Extensively remodeled in 2023, this first-floor villa features a fresh coastal interior with LVP flooring throughout, new interior doors and trim, recessed lighting, and a completely renovated kitchen with new cabinetry, countertops, sink, fixtures and stainless-steel appliances. The bathroom was also fully redesigned with a beautiful tiled walk-in shower, new vanity, fixtures and finishes. Major improvements extend well beyond cosmetics, including a new water heater in 2023, new HVAC system in 2024, new electrical panel in 2025, and new garbage disposal. The regime-required entry door replacement is already underway; the permit has been submitted and accepted, and the seller will cover the cost of the replacement door required by November 2026. Many of the villa's significant interior and mechanical updates have already been completed or addressed for the next owner. The bright living and dining area opens through large sliding glass doors to a private deck, and the villa offers a pool view along with the convenience of first-floor living. The spacious bedroom easily accommodates a king-size bed, while the living room features a sleeper sofa for additional guests. An in-unit washer and dryer provide added convenience. Seascape Villas offers two community pools, landscaped grounds and lagoons, private beach access, and an oceanfront beach cabana with restrooms and rinse facilities. The community is convenient to Hilton Head's bike paths, Coligny Plaza, dining, shopping and Lowcountry Celebration Park. The villa also has an established, long-standing 5-star short-term rental history, offering flexibility as a personal beach retreat, second home or investment property. Offered largely furnished, including the sleeper sofa, kitchenware and most furnishings. Bedroom furnishings are excluded.

42 S Forest Beach Drive Unit 3082, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$675,000
ACTIVE Status ⋅ 1 Beds ⋅ 1 Baths ⋅ 838 SqFt. ⋅ HILTONHEAD-512989 MLS ⋅ Caravel Court SubDv.
WELCOME to a front-row seat in world-renowned Harbour Town in the exclusive Sea Pines Resort. From your private balcony, take in breathtaking views of the iconic Harbour Town Lighthouse, the harbor filled with yachts, and the sparkling waters of Calibogue Sound just beyond. Charming and beautifully appointed, this villa is offered fully furnished and rental-ready, making it an exceptional opportunity for a vacation getaway, investment property, or both. This villa puts you right in the heart of the Harbour Town experience.

18 Lighthouse Lane Unit 1028, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$950,000
ACTIVE Status ⋅ 5 Beds ⋅ 4 Baths ⋅ 3,190 SqFt. ⋅ HILTONHEAD-512873 MLS ⋅ Deerfield SubDv.
Opportunity awaits at 2 Deerfield Road in desirable Hilton Head Plantation. Situated on a large homesite near Dolphin Head, this spacious property offers a peaceful Lowcountry setting with golf course views framed by mature trees. The home provides a great canvas for a buyer looking to renovate, personalize, and add value over time, plus an apartment over the garage offering additional flexible living space. Enjoy the privacy and natural beauty of the generous lot, with convenient access to Dolphin Head Recreation Area and the beach just minutes away. With its desirable location, golf views, substantial homesite, apartment over the garage, and renovation potential, 2 Deerfield Road offers an exciting opportunity to create something special on Hilton Head Island. *Some photos have been virtually staged and/or digitally decluttered to showcase the home's potential.*

2 Deerfield Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$730,000
ACTIVE Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-512531 MLS ⋅ Heritage Villas SubDv.
101 Lighthouse Road #2205 offers an incredible opportunity to own in the heart of Sea Pines! Located in desirable Heritage Villas, this property puts you just minutes from the shops, dining, marina, and iconic charm of Harbour Town. Enjoy the Lowcountry lifestyle with easy access to biking, tennis, golf, dining, and all that Sea Pines has to offer. Heritage Villas features beautifully landscaped grounds and a community pool, making this an ideal Hilton Head retreat, primary residence, second home, or investment property. Whether you're spending the day exploring Sea Pines, relaxing by the pool, or biking into Harbour Town for dinner and sunset views, this villa places you in the center of one of Hilton Head Island's most sought-after destinations.

101 Lighthouse Road Unit 2205, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$450,000
ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-512587 MLS ⋅ Squire Pope Road SubDv.
If you've been searching for a Hilton Head Island property that gives you more than just a place to call home, this is the one to put at the top of your list. Set on a generous over half-acre in the desirable Squire Pope area, this spacious 4-bed, 2.5-bath home delivers something that's increasingly hard to find on HHI: space, flexibility, privacy, and possibilities. Whether you're an entrepreneur looking for room to run your business, a contractor or tradesperson needing garage and storage space, a creative who wants a workshop, or simply someone who refuses to be boxed in by an HOA, this property gives you the freedom to think bigger. The detached garage and multiple sheds provide an abundance of storage and workspace options - perfect for equipment, tools, hobbies, projects, or that business venture you've been dreaming about. And with no HOA, you have the flexibility to personalize and utilize your property in a way that fits your lifestyle. The over a half-acre lot gives you breathing room that's becoming increasingly rare on Hilton Head Island. And then there's the location. Tucked away in the sought-after Squire Pope area, you'll enjoy a peaceful, private setting while still being just minutes from the best of Hilton Head - pristine beaches, restaurants, shopping, boating, entertainment, and all the coastal lifestyle that makes the island so special. This isn't just a home - it's a property with potential. Bring your business, your projects, your toys, your ideas, and your vision. If you're looking for a little more elbow room and a lot more freedom on Hilton Head Island, you've just found it.

58 Cobia Court, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

$500,000
ACTIVE Status ⋅ 1 Beds ⋅ 2 Baths ⋅ 902 SqFt. ⋅ HILTONHEAD-512980 MLS ⋅ St Andrews Common Villas SubDv.
Incredible, unobstructed golf-course views await you - and walk or bike to the beach! This beautifully renovated and well-maintained ground-floor end-unit villa in Palmetto Dunes enjoys panoramic fairway views from every window and the oversized private covered patio - with no buildings or parking lots in sight! Turnkey and furnished, this 1 bedroom, 1.5 bath flat offers easy single-level living with no stairs, wide-plank waterproof and scratch-resistant flooring, smooth ceilings, updated kitchen and baths, and generous outdoor storage. St. Andrews Common features a private community pool and is just minutes from three miles of pristine beach, three championship golf courses, world-class tennis and pickleball, scenic lagoons for kayaking and fishing, and miles of bike paths. Dining, shopping, and resort amenities are also nearby. With a strong short term vacation rental history, this pet-friendly property is an exceptional Hilton Head beach retreat, full-time residence, or investment opportunity.

20 Queens Folly Road Unit 1671, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,975,000
ACTIVE Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 4,800 SqFt. ⋅ HILTONHEAD-512978 MLS ⋅ Spanish E SubDv.
Refined elegance intersects with meticulous craftsmanship in this custom residence designed by renowned Hilton Head Island architect Neil Gordon. Completed in 2024, this 4,800+ sq.ft. home is located in the exclusive and luxurious Spanish Wells community. Upon entering, a grand foyer with 20-foot ceilings transitions into a sprawling, 65-foot open-concept living area. Engineered hardwood floors, shiplap walls, and vaulted shiplap ceilings with exposed beams carry throughout the main floor. The living room anchors the space with a striking black porcelain-tiled fireplace wall and expansive Marvin impact-rated windows and doors. The large dining hall flows seamlessly into the oversized gourmet kitchen. Culinary enthusiasts will appreciate the quartzite perimeters, large center island with black granite, and premium Sub-Zero and Wolf appliances, all illuminated by a cupola skylight. An adjacent wet bar includes a Sub-Zero wine fridge, ice maker, and Miele coffee maker. The primary suite offers a private retreat on the main level, featuring a vaulted ceiling, direct terrace access, and a spa-grade en-suite bathroom equipped with floor warming, dual vanities, a doorless walk-in shower, and a deep Victoria & Albert soaking tub. The main level also hosts a guest suite, a dedicated home office with bespoke cabinetry, a powder room, and an art gallery/hall with specialized lighting. Upstairs, you will find a bunk room with four twin berths, a fourth bedroom/library with a Murphy bed plus private bathroom, and a spacious bonus room located above the three-car garage. Outdoor living is equally inviting and elegant, with a screened porch that transitions to a vast shell stone deck. The fully landscaped 1-acre lot centers around a sleek rectangular pool with a waterfall feature, accompanied by a covered outdoor kitchen pavilion and dining island and pool bathroom. We invite you to schedule a private showing to experience this truly exceptional property firsthand.

69 Widewater Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$280,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 960 SqFt. ⋅ HILTONHEAD-512976 MLS ⋅ Palmetto Commons Condominiums SubDv.
Welcome to 141 Lamotte Drive, Villa F1-an updated first-floor villa offering comfort, convenience, and easy Hilton Head Island living. This two-bedroom, two-bath residence features a desirable split-bedroom floor plan, refreshed paint, luxury vinyl plank flooring, upgraded bathrooms, and a modern kitchen. A stackable washer and dryer adds everyday convenience. Located in the quiet, pet-friendly Palmetto Commons community, residents enjoy access to a swimming pool, 24-hour fitness center, tennis courts, and dedicated dog park. Conveniently situated near Hilton Head Hospital, shopping, restaurants, and the island's beautiful beaches, this villa is an excellent choice for a primary residence, second home, or long-term investment. Seller is SCREA/Broker.

141 Lamotte Drive Unit F1, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$3,495,000
ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 4,418 SqFt. ⋅ HILTONHEAD-512969 MLS ⋅ Harbour Cove SubDv.
Experience exceptional waterfront living in prestigious Windmill Harbour, home to the South Carolina Yacht Club and its 15-acre lock-controlled marina. Framed by magnificent live oaks in both the front and rear, this remarkable residence pairs sophisticated architectural details with an effortless Lowcountry lifestyle and includes a coveted deeded 70-foot attached boat slip. A classic Savannah brick entry welcomes you into a grand foyer, where a striking dual-sided electric fireplace creates an impressive introduction to the home. Wide-plank 7-inch European white oak flooring, black windows and sliders, and dramatic cathedral wood-paneled ceilings establish a warm yet refined aesthetic throughout. Designed for seamless indoor-outdoor living, the great room opens through expansive accordion sliding glass doors to a large rear deck overlooking the harbor. Complete with a fireplace and plumbing for a future outdoor kitchen, this exceptional entertaining space takes full advantage of the waterfront setting.The beautifully appointed kitchen features custom inset-panel and panel-ready cabinetry, stainless JennAir appliances, and an impressive 11-foot quartz countertop. A separate scullery provides additional custom cabinetry and valuable prep and storage space. The expansive dining room is surrounded by floor-to-ceiling windows, filling the space with natural light and showcasing the surrounding landscape. Luxurious bathrooms are finished with floor-to-ceiling Italian marble and custom white oak vanities. The primary suite is complemented by a beautifully designed closet with custom wood shelving extending from floor to ceiling. Upstairs, an additional family room features a Juliet balcony overlooking the great room, adding architectural interest and connection between the living spaces. An elevator provides convenient access throughout the home.The ground level offers a spacious two-bay garage with ample additional storage and direct access to an outdoor flex space overlooking the harbor-ideal for extending the home's waterfront lifestyle. From its custom craftsmanship and elevated finishes to its' harbor views and direct boating access, this extraordinary Windmill Harbour residence offers a rare combination of luxury, thoughtful design, and Lowcountry waterfront living.

92 Harbour Passage, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,699,000
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,458 SqFt. ⋅ HILTONHEAD-512898 MLS ⋅ Elliott Point SubDv.
Wake to sunrise over shimmering water and sun-kissed marsh grasses, with views stretching to Dolphin Head Beach and the Port Royal Sound. From its Bayley Point setting, this 4-bedroom, 3.5-bath home enjoys one of the most stunning Lowcountry views in Hilton Head Plantation and a landscape that changes with the tides, light, and sky throughout the day. Designed to embrace its setting, soaring ceilings and expansive windows bring the outdoors into the main living spaces. Newly updated windows surround the fireplace in the great room, beautifully framing the sweeping landscape, while the dining area offers an equally memorable setting overlooking the water. Step outside to the large deck and pergola for coffee at sunrise, evenings under the stars, or simply watching the tides move through the marsh. The adjacent lot is designated open space to add another layer of privacy and protect the expansive water and marsh views from future development. Mature landscaping, an inviting entry courtyard, and circular drive complete the setting. With approximately 3,458 square feet, the thoughtfully designed floor plan provides space and separation for everyone. The spacious kitchen features a large center island, gas cooking, extensive cabinetry and updated finishes, opening naturally to the casual living areas. Hardwood floors, built-ins and architectural details add warmth and character. The first-floor owner's suite looks out to the water, while a separate main-level office provides dedicated work-from-home space without sacrificing a bedroom. Upstairs, two additional bedrooms with exceptional water views offer privacy for family or guests, plus a separate bonus-room getaway with its own full bath-ideal for guests, a media room, or additional living space. All within Hilton Head Plantation, this is a home that offers room to gather, room to retreat, and a setting that is difficult to duplicate. The view may be what first captures your attention, but the way this home lives is what makes it special.

16 Bayley Point Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,378,000
ACTIVE UNDER CONTRACT Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-512828 MLS ⋅ Oak View Road S/D SubDv.
Welcome to luxury coastal living in the gated Oakview community off Spanish Wells Road. Featuring spectacular, unobstructed views of the tidal marsh and Intracoastal Waterway, this custom-built 3-bedroom, 3.5-bath home showcases over $225,000 in recent indoor and outdoor upgrades. Main Living & Chef's Kitchen Upgraded Interiors: Newly installed luxury plank flooring throughout the main level and an open-concept living room centered around a cozy gas-log marble fireplace. Gourmet Kitchen: Features sleek new shaker cabinets, premium quartz countertops, a dedicated wine bar, and high-end appliances-including a Wolf induction cooktop, wall oven, and microwave, paired with a Thermador refrigerator. Flex Space: A versatile main-floor room with deck access and an adjoining full bath, ideal as an office or additional guest suite. Owner's Sanctuary & Upper-Level Primary Suite: A massive retreat featuring large picture windows, a private Trex deck with sweeping marsh views, two expansive walk-in closets, and an oversized adjacent laundry room. En-Suite Spa Bath: Includes a double vanity, deep soaking tub, custom-tiled walk-in shower, and refined finishes. Guest Suite: Spacious secondary bedroom complete with its own walk-in closet and breathtaking marsh views. Resort-Style Outdoor Oasis Upper Deck: Features a weatherproofed Trex balcony designed to keep the lower living space completely dry. Brand-New Lower Level Patio & Pool: A custom-built Ramon pool, a fully fenced yard, and an expansive stone patio complete with a firepit, outdoor shower, half bath, and outdoor kitchen featuring a gas grill. Lower-Level Storage & Bonus Room: Includes a 2-car garage alongside a climate-controlled flex room perfect for a gym, workshop, or additional storage. This property seamlessly blends high-end modern updates with tranquil, picture-perfect island scenery. The tidal marsh is perfect for kayaking or paddle boarding. Membership available at Spanish Wells Club for golf, tennis, and pickleball.

35 Silver Oak Drive, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$65,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512928 MLS ⋅ Ocean Palms Villa Sh SubDv.
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 each 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 3 bedroom/3 bath designer furnished 2nd floor Barony townhouse floor plan has 1750 htd sq ft and has a magnificent golf & lagoon view. Onsite open house/model villa open most days noon-5:00pm.

14 Wimbledon Court Unit 504-4, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$329,000
ACTIVE Status ⋅ 1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-512927 MLS ⋅ Hhbt Ocean Villas SubDv.
Completely remodeled and income-producing, this Hilton Head Island Beach & Tennis Resort villa offers a smart opportunity for the savvy investor, second-home buyer, or anyone searching for an easy weekend escape near the beach. With over $30,000 in rental income despite significant owner use, this stylish retreat already demonstrates its vacation-rental appeal. One of its standout features is the setting. Rather than the parking lot views commonly found throughout the resort, this villa overlooks the peaceful marsh, with a view of the Atlantic Ocean from the private balcony. Sip your morning coffee surrounded by Lowcountry scenery, listen to the nearby waves, and catch a glimpse of the ocean sparkling beyond the dunes. Inside, thoughtful updates include wood-slat accent walls, durable LVP flooring, newer stainless appliances, and a beautifully remodeled bath with dual freestanding vanities and marble-look tile. Set on 50+ acres, the resort offers direct beach access via four boardwalks, an oceanfront pool and kiddie pool, tennis, pickleball, volleyball, biking, playground and more. On-site dining at CocoNutz Sports Bar and Jamaica Joe'z Beach Bar adds to the true resort experience. Use it. Rent it. Enjoy it. Whether you're looking for vacation-rental income, your own Hilton Head weekend getaway, or the best of both, this remodeled villa combines an appealing rental history with a marsh-facing location and peek of the Atlantic that helps set it apart.

40 Folly Field Road Unit C325, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,500
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512923 MLS ⋅ Coral Sands SubDv.
week 10 on Hilton Head a spring break week! Right on Pope Ave near celebration and loads of great places to dine at. Take this week and don't worry about airbnb anymore your fixed week is only the maint. fee per year.

66 Pope Avenue, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,295,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,340 SqFt. ⋅ HILTONHEAD-512921 MLS ⋅ Cutter Court Villas SubDv.
This 3 bedroom, 2 1/2 bath townhome offers one of Hilton Head Island's most iconic waterfront settings with multiple views of the world-renowned Harbour Town Marina and Lighthouse. Many upgrades including newer stainless steel appliances, countertops and cabinets in the kitchen. Beautiful wood flooring on the first level and new carpeting installed on the 2nd floor. Separate laundry room with a new full-sized washer and dryer. Bathrooms have new countertops and cabinetry. The oversized patio with new furniture is the perfect place to entertain or relax watching the boats come in and out of the harbour. Beautiful sunsets looking out to the Calibogue Sound. This postcard setting is just steps away from the boutique shops and restaurants surrounding the harbour. The Harbour Town Clubhouse (Home of The PGA Heritage Golf Tournament) is located right outside your front door. The property owners pool and the Sea Pines Racquet Club (Smith Stearns Tennis Acadamy) are just steps away. 954 Cutter Court is a premier opportunity to be in one of the most desirable destinations on the entire Island! This floorplan is rarely available and would be a great primary residence, vacation retreat or an investment oppurtunity. Shows beautifully and easy access.

6 Lighthouse Lane Unit 954, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$759,900
ACTIVE Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,289 SqFt. ⋅ HILTONHEAD-512915 MLS ⋅ Water Oak Villas SubDv.
This beautifully updated Water Oaks villa delivers the perfect blend of coastal comfort, modern finishes, and unbeatable walkability to the beach. Located in the heart of Palmetto Dunes, this 2BD retreat offers a bright, open layout, refreshed interiors, and easy access to world-class amenities - all just a short stroll from the beach and Dunes house. The main living area features abundant natural light, updated flooring, and a seamless flow to the dining space and renovated kitchen. Master bedroom located on the first floor and is generously sized. Beautiful golf view from your back patio. Water Oaks is known for peaceful lagoons, winding bike paths, and a community pool. With walk-to-the-beach convenience, strong rental history, and modern updates throughout, this villa is an ideal choice for personal use, investment, or a lock-and-leave coastal getaway. Over $32,000 rental income on the books for 2026. Over $22,000 rental income already for 2027, includes snowbirds!

21 Haul Away Unit 24, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$999,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 2,080 SqFt. ⋅ HILTONHEAD-512621 MLS ⋅ The Lyons Villas SubDv.
Beach days, poolside afternoons, and easy access to everything that makes Hilton Head Island such a sought-after destination. Ideally positioned in Port Royal Village, this spacious four-bedroom, 4.5-bath villa offers a rare combination of size, flexibility, and exceptional proximity to the beach.The open kitchen, dining, and living areas create a natural gathering space, anchored by a beautifully renovated kitchen with custom cabinetry, quartz countertops, an oversized island, and stainless steel appliances. Each of the four bedrooms features its own en-suite full bath, offering privacy and comfort for family and guests, while the upstairs loft adds another flexible space for relaxing, working, or entertaining.Outside, the property is especially well suited for the Hilton Head lifestyle. A massive carport provides ample parking, while dedicated beach-toy storage and an outdoor shower make it easy to come and go from the beach without bringing the sand inside. The villa also overlooks the community pool and sits just a short distance from Islanders Beach Park.Adding even more long-term value to the location, the Town of Hilton Head Island is investing approximately $5.1 million in improvements to Islanders Beach Park, including expanded resident and golf-cart parking, upgraded pathways and drainage, a new playground, picnic areas, bike racks, lighting, and additional site improvements.With the beach close by, pool views, extensive renovations, exceptional parking, and thoughtful features designed around coastal living, 9 Wimbledon Court #7 offers an outstanding opportunity to enjoy-and invest in-the Hilton Head Island lifestyle.

9 Wimbledon Court Unit 7, Hilton Head Island

Listing courtesy of Engel & Volkers.

$1,100,000
ACTIVE UNDER CONTRACT Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 3,204 SqFt. ⋅ HILTONHEAD-512855 MLS ⋅ Myrtle Bank Pheasant SubDv.
This 3BR + office, 3.5BA home has the space and flexibility you are looking for, with tons of natural light and a floor plan that gives everyone room to spread out. Cathedral ceilings, exposed beams, custom built-ins, and smooth ceilings bring character to the main living spaces, while LVP flooring throughout keeps everyday living easy. The eat-in kitchen features newer stainless-steel appliances and plenty of room to gather, with both a living room and separate family room offering options for entertaining, relaxing, or simply finding a quiet space of your own. A dedicated office makes working from home easy without sacrificing a bedroom. Out back, a large deck overlooks the golf course, the perfect spot for morning coffee, dinner outside, or simply enjoying the view. Additional features like a two-car garage, a great location, and a new roof in 2026, check a lot of boxes for many buyers.

13 Pheasant Run, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.