294 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
33 Ruddy Turnstone Road, Hilton Head Island
$8,995,000
5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS
Posіtioned dіrеctlу οn thе Atlаntіc Ocean within thе prеstigious 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.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island
$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.

40 Folly Field Road Unit B102, Hilton Head Island
$257,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-509586 MLS
Beaсhfront Bargаіn - vасаtiοn іn your investment! Mοst bеachfront condos promise the dream. This one delivers. With over $30,000 of short term rental income, this renovated first floor gem at Hilton Head Beach & Tennis Resort is producing income from day one - no setup, no guesswork, no waiting. Just close and collect. Designed for effortless coastal living, this turnkey retreat features a fully stocked kitchen outfitted with full-size stainless steel appliances - everything your guests need from the moment they arrive. Sleek porcelain plank tile floors run throughout, offering a fresh, modern look that's as easy to maintain as it is stylish. First floor convenience and newer HVAC. As part of the gated beachfront community, owners and guests enjoy a full suite of resort amenities - without ever leaving the property: an oceanfront Olympic-size pool, tennis courts, on-site bike rentals, a fitness center, an oceanfront beach bar, a sports bar, and more. Own your slice of Hilton Head paradise - and let it pay for itself.

40 Folly Field Road Unit B102, Hilton Head Island

Listing courtesy of Keller Williams Realty.

14 Wimbledon Court Unit 502-2, Hilton Head Island
$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509911 MLS
Model Open Daily from noon until 4. Best view in all of Ocean Palms overlooking the wide part of the lagoon all the way up the 8th fairway of the Barony golf course. Spectacular view!!! Ownership includes, golf for 4 players daily for cart fee only, free tennis or pickle ball, shuttle service to the beach, the Westin, to the golf and tennis center and Shelter Cove. Brand new furniture coming before the end of August.

14 Wimbledon Court Unit 502-2, Hilton Head Island

Listing courtesy of Hilton Head Properties.

10 Dune House Lane Unit 21, Hilton Head Island
$764,000
2 Beds ⋅ 3 Baths ⋅ 1,251 SqFt. ⋅ HILTONHEAD-508767 MLS
Welcomе to coаѕtal lіvіng аt itѕ fіnest in Palmetto Dunеs! Τhis beautifully remodeled top-floor end-unit villa in The Moorings is perfectly positioned second row to the ocean, offering privacy, style, and easy beach access. Step inside to a stunning shiplap entry foyer with luxury vinyl plank flooring throughout, along with an updated kitchen and bathrooms featuring fresh white and light coastal finishes. This spacious villa offers 2 bedrooms, 3 full baths, two private balcony decks with sliders, and covered parking underneath the building. The community pool is located just steps away, with the Atlantic Ocean moments from your door. Owners and guests will also enjoy easy access to the Dunes House for beachfront dining, food, and libations in one of Hilton Head's most loved oceanfront settings.

10 Dune House Lane Unit 21, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

14 Wimbledon Court Unit 124-1, Hilton Head Island
$63,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-509881 MLS
Perfect vacation retreat overlooking a beautiful pool, walking distance to the beach or shuttle to beach, Westin, Golf and Tennis Center or Shelter Cove. 3 Large bedrooms. Two master suites. Beds can be converted from twins to kings. Bring the whole family down and enjoy the pool, beach and all the services of the Westin Resort and Spa for 10 weeks per year in 5 two week increments.

14 Wimbledon Court Unit 124-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

3 Chestnut Lane, Hilton Head Island
$1,399,000
5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

40 Folly Field Road Unit E24, Hilton Head Island
$326,000
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-508835 MLS
Nicely maintained 2-bedroom, 2-bath Tennis Villa located on the desirable 3rd floor at Hilton Head Beach & Tennis Resort. Top-floor location means no one above you, a feature both owners and guests appreciate for added privacy and quieter enjoyment. This villa has been a strong rental performer with a high number of repeat guests, making it an excellent opportunity for investment, second home, or personal getaway. Conveniently located near the beach, pools, tennis, pickleball, dining, and resort amenities, Hilton Head Beach & Tennis remains one of the island's most popular ocean-oriented communities. Enjoy easy island living in a resort setting close to shopping, dining, golf, and bike paths.

40 Folly Field Road Unit E24, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

21 S Forest Beach Drive Unit 231, Hilton Head Island
$949,900
2 Beds ⋅ 2 Baths ⋅ 1,125 SqFt. ⋅ HILTONHEAD-509820 MLS
Oceanfront beautifully updated and furnished 2-bedroom, 2-bath condo located in the desirable Shorewood Villas just steps to the beach, overlooking the large pool and a short walk to Coligny Plaza. Enjoy ocean breezes and views of the newly enlarged zero-entry heated pool, kiddie pool and hot tub and ocean from the spacious private balcony, perfect for relaxing. Completely renovated with granite countertops and stainless appliances, new wood flooring, new dishwasher, fridge, microwave, washer and dryer. Additional upgrades include smooth ceilings and all new Andersen StormWatch impact-rated windows and sliders, new HW heater, master furniture (see documents for complete list of upgrades) Convenient parking available underneath the building. Established rental property with $56,000 in rentals in 2025. An exceptional opportunity for a beach getaway, second home, or investment property!

21 S Forest Beach Drive Unit 231, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

70 Lighthouse Road Unit 2905, Hilton Head Island
$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.

7 Abalone Lane, Hilton Head Island
$2,790,000
5 Beds ⋅ 7 Baths ⋅ 5,128 SqFt. ⋅ HILTONHEAD-509576 MLS
Expеriencе thе pіnnасle οf сoastal luxury in thіs рrivate, stunning Bradley Beach residence. Unmatched value this close to this beach. Elevator for each floor, new game room addition. Newly painted interior and new premium carpet in bedrooms. Offering 5 oversized bedrooms, 5 full baths, and 2 half baths just steps from the ocean. The heart of the home is an exceptional, newly renovated chef's kitchen: Featuring double islands, premium stainless-steel appliances, a striking counter-height centerpiece, and elegant white quartzite countertops, all complemented by custom cabinetry and abundant workspace, reverse osmosis alkaline filtered water to sink and refrigerator. The open-concept living area flows seamlessly to the outdoor oasis, creating the perfect indoor-outdoor lifestyle. Step outside to your private retreat-a beautifully enclosed lanai with a fully equipped outdoor kitchen, including a Viking professional vent hood and AOG gas grill. The new saltwater pool and spa area have been meticulously upgraded with new tile and plaster, along with a completely resurfaced pool deck. Enjoy a screened-in patio, outdoor bar, and multiple gathering spaces ideal for relaxing or entertaining. Take in the ocean breeze from 5 separate balconies. Additional highlights include a dedicated dining area, game room with foosball, ping-pong, basketball, and video games, as well as thoughtful upgrades throughout. Recent enhancements include poly-aspartic-coated garage and porch floors, square panel LED lighting, dimmable switches, automatic stairwell and pantry lighting, a full alarm system, central vacuum, two garage bays provide ample storage and convenience. Home has approximately 1000 sq feet of locked owner storage and workshop areas, not included in sq footage. Whether you're seeking a primary residence, vacation retreat, or high performing rental investment, this exceptional property delivers unmatched coastal living in one of Hilton Head's most desirable locations. 3-sided privacy.

7 Abalone Lane, Hilton Head Island

Listing courtesy of Woodforest Realty LLC.

40 Folly Field Road Unit G1, Hilton Head Island
$329,500
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-508843 MLS
Preferrеd first floοr Τennіѕ vіllaѕ сurrently on the market, thiѕ rarе END UNIT offering is ideal for those who prefer easy, elevator-free access. Tennis Villas do not offer elevators. Recently updated, the villa features fresh paint and stylish new furnishings in a calming coastal chic palette of blue and gray. The open, functional layout is perfect for both owners and guests to relax and enjoy. PREFERRED END UNIT. Step only to your private rear balcony to take in view of the tennis courts or stroll just a few steps to tranquil fishing ponds. Best of all, the renowned beaches of Hilton Head Island are just a few hundred yards away making this location truly unbeatable. Located in an amenity rich community with a strong short-term rental history, this villa offers incredible convenience and income potential. Whether you're looking for a vacation getaway, investment property, or full-time residence, this is a prime opportunity to own in the heart of Hilton Head Island.

40 Folly Field Road Unit G1, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

1 Sutherland Court, Hilton Head Island
$2,300,000
4 Beds ⋅ 5 Baths ⋅ 3,266 SqFt. ⋅ HILTONHEAD-509024 MLS
Welcomе to 1 Sutherlаnd Cοurt, an ехсeрtіonal ocean-οriеnted retreat on a prime corner lot in the Inverness Section of Palmetto Dunes. Framed by ancient live oaks, swaying palms, and lush mature landscaping, this thoughtfully updated home delivers coastal elegance and generous living spaces just a short stroll from the beach.Soaring cathedral ceilings and a dramatic wall of windows and French doors flood the great room with natural light, while the floor-to-ceiling stone fireplace anchors the space with warmth and character. The gourmet kitchen impresses with light maple cabinetry, quartzite and granite countertops, a large island with seating for four, glass tile backsplash with under-cabinet lighting, stainless double wall ovens, French-door refrigerator, separate cooktop, and a dedicated pantry. The adjacent formal dining room seats ten or more with garden views on three sides.Four bedrooms are spread across two floors to accommodate family and guests with ease. The primary suite features a spa-inspired bath with double vanity, marble soaking tub, frameless glass shower, and separate water closet. A second main-floor bedroom offers ideal flexibility as a guest suite with its own private bath. Upstairs, two large vaulted bedrooms with wide-plank flooring and signature peaked gable windows share a well-appointed en-suite bath - one room currently configured with a king bed and bunk beds, perfect for families.Outside, a freeform heated pool and spacious paver patio create a private retreat shaded by mature trees. An oversized two-car garage, dedicated laundry room, walk-in attic with expansion potential, new roof (2021), and new HVAC (2020) round out this turnkey, move-in and rental-ready gem.

1 Sutherland Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

15 Mangrove Street, Hilton Head Island
$685,000
3 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-508115 MLS
Built in 2021, thіs thoughtfully dеѕignеd hοmе in Τhе Estuary offers mοdern сonstruction and an exceptional location just a short walk to Fish Haul Beach. The open-concept floor plan is designed for both everyday living and effortless entertaining, featuring a spacious kitchen with a large center island that flows seamlessly into the main living areas. A screened lanai extends the living space outdoors, creating the perfect setting for morning coffee or evening gatherings. The first-floor primary suite offers comfort and convenience, while upstairs an expansive great room serves as a versatile second living area, along with two guest bedrooms and a full bath. Located on the north end of Hilton Head Island, The Estuary offers easy access to beaches, parks, shopping, dining, and all the best of island living. **Back on the market, no fault of the seller. House is in excellent condition.**

15 Mangrove Street, Hilton Head Island

Listing courtesy of Keller Williams Realty.

40 Folly Field Road Unit A131, Hilton Head Island
$289,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508831 MLS
Completеly remodеlеd from thе ѕtudѕ, thiѕ fіrst-floor condo іn an οceanfront resort combines custom finishes, a functional layout, and convenient beach access. The thoughtfully redesigned interior features updated flooring, custom cabinetry and doors, stainless steel appliances, a kitchen backsplash, and a peninsula accented with wainscoting. An opened-up flex space offers added versatility with a closing door for privacy, while the former bunk area now provides practical storage. The main bedroom accommodates a king-size bed. Automatic lighting, barn-style doors, a pocket door, and custom sliding doors add thoughtful touches throughout. Double doors surrounding the HVAC and water heater provide easy service access. The refreshed sliding patio door opens to a tiled outdoor space with beautiful views. Located near the front of the resort, less than a minute from the boardwalk and beach access, this first-floor location makes trips to and from the beach effortless. Personally owned, lightly used, and never rented, this move-in-ready condo offers a beautifully updated coastal retreat for personal enjoyment or potential rental use.

40 Folly Field Road Unit A131, Hilton Head Island

Listing courtesy of Real Broker, LLC.

21 S Forest Beach Drive Unit 202, Hilton Head Island
$1,167,500
2 Beds ⋅ 2 Baths ⋅ 1,109 SqFt. ⋅ HILTONHEAD-508277 MLS
This lovely villa offers breathtaking, direct oceanfront views, shows beautifully throughout and is just steps to the beach. This move-in ready villa is fully furnished and part of an established rental program, making it an excellent investment or personal getaway. The property features a recently updated and expanded heated pool and hot tub, perfect for relaxing after a day on the beach.Ideally situated on one of the island's finest stretches of shoreline, you'll enjoy easy access to everything the area has to offer. Walk to nearby restaurants, shops, Coligny Plaza, Celebration Park, and tennis facilities-all just moments away.

21 S Forest Beach Drive Unit 202, Hilton Head Island

Listing courtesy of Charter One Realty.

70 Lighthouse Road Unit 2873, Hilton Head Island
$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.

70 Lighthouse Road Unit 2895, Hilton Head Island
$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.

40 Folly Field Road Unit A124, Hilton Head Island
$349,900
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508844 MLS
Experience oceanfront living at its finest in this beautifully updated first-floor villa at Hilton Head Beach & Tennis Resort. Unit A124 offers direct oceanfront views and immediate access to Hilton Head Island's award-winning beaches, making it the perfect turnkey investment, vacation home, or personal island retreat. Thoughtfully furnished and currently operating as a successful short-term rental, this one-bedroom, one-bath villa is ready to enjoy from day one. The stylish kitchen features full-size stainless steel appliances, quartz countertops, and everything needed for extended stays, while the open living area and private patio provide the perfect place to relax to the sights and sounds of the Atlantic Ocean. Hilton Head Beach & Tennis Resort offers an exceptional coastal lifestyle with private beach access, one of the island's largest oceanfront pools, tennis and pickleball courts, a fitness center, on-site dining, playground, and 24-hour gated security. Conveniently located near Hilton Head's top restaurants, shopping, golf, and entertainment, this is a rare opportunity to own a true direct oceanfront villa in one of the island's most desirable resort communities.

40 Folly Field Road Unit A124, Hilton Head Island

Listing courtesy of Engel & Volkers.

8 Azalea Street, Hilton Head Island
$955,000
3 Beds ⋅ 2 Baths ⋅ 1,545 SqFt. ⋅ HILTONHEAD-508893 MLS
Nestled just steps from the ocean, this charming beach cottage offers the perfect blend of coastal comfort and relaxed seaside living. Three bedrooms and two full baths plus a huge kitchen, breakfast room and light-filled great room. A huge laundry room/mud room is great for extra storage. A one-car carport keeps your car out of the sun. The massive backyard is fenced and has an oversized deck with a hot tub, a sandy area great for your hammock, and a storage shed. The impressive live oak tree welcomes you as you drive up. With sunlit interiors, breezy open spaces, and thoughtfully curated décor inspired by the ocean, the cottage creates a warm and inviting weekend getaway or permanent beach home. Spend mornings on the back deck enjoying a cup of coffee, afternoons spent on sandy beaches, and evenings under stunning coastal sunsets. Whether you're seeking a peaceful getaway or a memorable beachside escape, this cottage provides a cozy haven where every day feels like a vacation. Folly Field is a quaint community just a short stroll to Nalas Beach Bar, a short bike ride to Shelter Cove, and all of its fun spots (restaurants, shopping, nightlife, and waterfront activities). This home has been lovingly updated and you will be totally impressed!

8 Azalea Street, Hilton Head Island

Listing courtesy of Charter One Realty.

663 William Hilton Parkway Unit 2121, Hilton Head Island
$272,000
2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-508845 MLS
Come to Hilton Head Island for the beaches, sunshine and great restaurants. Our 2 bedroom/2 bath updated beach condo on the first floor includes many amenities for your vacation enjoyment. The beach is just a short boardwalk away or take the free golf cart shuttle. New HVAC in 2022 and a total remodel in 2018 with granite countertops, new floors, cabinets and showers. Comes fully furnished with a king size bed, a queen size bed, sofa and two smart tvs- 60" and 42". Just bring your toothbrush and family. The Resort is a complete beach resort with many amenities: an indoor pool and hot tub, sauna, two outdoor pools, six tennis courts, indoor running track, fitness room, private boardwalk - to ocean beach approximately 5 minute walk, and oceanfront bar and grill - Cocos. The Beach Bear and poolside bar offer drinks and food for adults and children. It's also a mini convenience store. Great mid island location on main bike path close to Whole Foods and Kroger with Starbucks.

663 William Hilton Parkway Unit 2121, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

10 Trent Jones Lane, Hilton Head Island
$1
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508837 MLS
Hello Golf fans! Get your week 15 fixed spring break week that lands during Hertigage every year. 2bed 2bath facing trent Jones golf course, driving range, and all the palmetto dunes comes with, walk to the beach 4 minutes slowly. Only 1675.00 per year to own this fixed week, plus you get day usage and parking great for a buyer that lives in the low country.

10 Trent Jones Lane, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

40 Folly Field Road Unit A224, Hilton Head Island
$448,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-508823 MLS
What would be better than a direct oceanfront villa over the marsh and the ocean? The balcony is welcoming any time of day! So quiet and peaceful part of HHBT. Wonderful for families. Bunk beds with protective rail. Ned more room? Buy A 224 and A 225 to accommodate a larger family.

40 Folly Field Road Unit A224, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

3 Wagener Place, Hilton Head Island
$5,499,800
5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS
Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

663 William Hilton Parkway Unit 4127, Hilton Head Island
$259,999
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-508590 MLS
A turn-key Hilton Head Resort villa priced for value. Sold furnished, 4127 Hilton Head Resort is a 2-bedroom/2-bath in a direct beach-access community, offering effortless lock-and-leave ownership without sacrificing island lifestyle. With the added advantage of stepping into an active rental setup with future bookings already in place-and potential for $30K+ gross rentals-this is a smart blend of personal use and investment flexibility. Inside, the standout feature is the oversized kitchen, a rare layout within the resort with ample granite counter space that's ideal for entertaining, longer stays, and everyday comfort. Hilton Head Resort enhances the ownership experience with multiple on-site pools, a fitness center, pickleball courts, and a poolside restaurant-amenities that owners enjoy and renters consistently seek out. Conveniently positioned in the heart of Hilton Head Island, you're close to the beach, dining, and shopping, making this a strong fit for a second home, an investment property, or a combination of the two.

663 William Hilton Parkway Unit 4127, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

239 Beach City Road Unit 1225, Hilton Head Island
$365,000
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-508474 MLS
Enjoy WATER VIEWS and exceptional proximity to the beach from this FULLY FURNISHED, TURN-KEY 2-bedroom, 2-bath condo at The Spa on Port Royal Sound, ideally situated in the CLOSEST BUILDING TO THE BEACH and just a 2-MINUTE WALK TO THE SHORE. The bright, updated interior offers a relaxed coastal feel highlighted by a beautifully designed CUSTOM KITCHEN featuring custom cabinetry, stylish backsplash, stainless steel appliances, a center island with soft-close drawers, and additional countertop and cabinet space for extra storage and everyday convenience. A dedicated bar area with a wood backsplash creates an inviting space for coffee, cocktails, entertaining, or hosting guests. Thoughtful finishes continue throughout with custom fans, upgraded window shades, updated curtains and rods, tasteful shiplap detail in the guest bedroom, and updated-looking windows in the primary bedroom. Both bathrooms feature attractive vanities, coordinating mirrors and light fixtures, and well-maintained tubs. The ENCLOSED PATIO provides flexible additional living space to relax, read, or simply enjoy the water-view setting after a day at the beach. Offered FULLY FURNISHED and TURN-KEY, this well-appointed condo is ready to enjoy as a primary residence, vacation retreat, or investment property. 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 and picnic areas, playground, landscape maintenance, and convenient access to Hilton Head beaches, golf, shopping, and dining. The 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.

70 Lighthouse Road Unit 2874, Hilton Head Island
$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.

14 Wimbledon Court Unit 803-3, Hilton Head Island
$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.

6 Wild Turkey Run, Hilton Head Island
$1,799,000
5 Beds ⋅ 6 Baths ⋅ 3,965 SqFt. ⋅ HILTONHEAD-507573 MLS
PRICED $350,000 UNDER APPRIASED VALUE! Welcome to 6 Wild Turkey Run, a stunning Lowcountry home, completely reimagined, 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. MOTIVATED SELLER; BRING ALL OFFERS.

6 Wild Turkey Run, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

40 Folly Field Road Unit APT D21, Hilton Head Island
$70,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508230 MLS
Great price for 10 weeks per year in Paradise. This is a fifth equity share. Very low fees as all expenses divided 5 ways. Just a few minutes walk to the beach through the resort. This unit has 2 bedrooms 2 bathrooms and is a top floor tennis unit with resort view. It has been upgraded with newer appliances, water heater, HVAC and vinyl flooring. This condo is in a private gated ocean front resort, which is located mid island close to restaurants, shopping, and bike trails. This resort has amenities for everyone including the largest ocean front pool on the island. Amenities include: Ocean front pool, children's pool, Beach side Tiki Bar, 8 tennis courts, 6 pickle ball courts, fitness center, catch and release lagoon, playground, sports bar and restaurant, seasonal pizza/ coffee shop, seasonal bike rentals and 24 hr manned security. Laundry on Site. Don't miss out on this great deal!

40 Folly Field Road Unit APT D21, Hilton Head Island

Listing courtesy of C 21 A Low Country 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.