670 listings, but only 250 max can be displayed.
Sort by
$1,300,000
3 Beds 3 Baths 2,354 SqFt. HILTONHEAD-512318 MLS
Enter through the private gate and natural canopy of majestic oaks to the oceanfront enclave of historic Port Royal Plantation. Tucked back and set on over 1/2 an acre, this 3-bedroom, 3-bath traditional, Lowcountry-inspired modern ranch is move-in ready and the perfect size for full-time living or second-home lock-and-go adventures! Beautiful renovations begin with the welcoming new glass double-door entrance through to an inviting wide foyer anchored by a shiplap-trimmed wet bar and new beverage center perfect for entertaining. The adjoining Great Room features a wall of sliding glass doors, a new gas fireplace and hearth with Savannah brick, and a custom-made solid black Walnut, hand-milled mantel. The kitchen opens to the dining room for a Chef's table experience. Featuring Jenn-Air X-large refrigerator, KitchenAid and GE Monogram oven/micro and 36" gas cooktop, quartz countertops, Charlestown Cabinetry, and generous workspace that flows into an adjoining cozy cafe-setting breakfast area w/ garden view for morning coffee and casual dining. Large primary suite and bath offer a walk-in closet, new tile shower and glass doors w/marble seat and marble countertop, and Charlestown Custom Cabinetry. Two ample guest rooms w/new carpet adjoining bathrooms w/new ceramic tile flooring and bath and shower surrounds. Thoughtfully designed laundry room with shiplap wall and storage closet w/barn door. The resort-style, private outdoor living is replete with a 30 x 15 rectangular pool with paver surround and oversized patio, golf view, fire pit, mature landscaping, and loads of privacy, creating a setting that feels worlds away. Interior upgrades and renovations throughout include rich, dark engineered wood floors in the kitchen, great room, entryway, and dining room; smooth ceilings, quality neutral paint, windows, doors, trim and baseboards, lighting, carpet, and tile. Exterior upgrades include: roof, roofline, water heater, ductwork, lighting, gutters, landscaping, and spray foam insulation. Complete list in documents. Topping off this special residence is the extra-long driveway leading to a unique and highly desirable oversized, dual-opening, "drive-thru" garage with great storage. Enjoy the unmatched bespoke lifestyle of Port Royal Plantation, with 24-hour gated security, a private oceanfront beach club, championship golf, tennis, pickleball, walking trails, and easy access to Hilton Head Island's finest dining, shopping, and marina.

46 Barony Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,495,000
5 Beds 3 Baths 2,504 SqFt. HILTONHEAD-512460 MLS
Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$1,450,000
4 Beds 3 Baths 2,002 SqFt. HILTONHEAD-512678 MLS
Sparkling fresh and move-in-ready! This four-bedroom, three-bath home is ideally located in Greenwood Forest. Just minutes from the beach and walking distance to the shopping, dining and amenities of Sea Pines Center, this inviting property offers the perfect combination of comfort, convenience and potential. Designed for easy island living, with lots of light pouring in from windows and skylights, this home provides tons of space for family and guests. Rare four bedrooms with garage would perfectly serve as a primary residence, second home or income-producing vacation property. 2 large bedroom suites have their own bath, one with private entrance, and two living spaces are ideal for multi-generation living and vacations. Wet bar and wood burning fireplace are perfect for entertaining with access to outdoor dining on the large deck accessible from the primary bedroom as well. There is a large dining area indoors as well as an oversized kitchen island with stools and kitchen sitting area. The garage space has ample storage and access. Enjoy the added appeal of neighborhood amenities, including a community pool, tennis and basketball-perfect for relaxing, staying active and making the most of the Sea Pines lifestyle .With an excellent rental history and strong rental projections, 19 Dewberry Lane presents an outstanding opportunity for buyers seeking both a personal island retreat and an incredible investment. Whether you're looking for a easy getaway close to the beach, a full-time Hilton Head home or a property with attractive rental income potential, this home checks all the boxes. Come experience the convenience, amenities and coastal charm that make this area one of Hilton Head Island's most desirable destinations and this home is a must see.

19 Dewberry Lane, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$2,195,000
4 Beds 5 Baths 4,199 SqFt. HILTONHEAD-512563 MLS
Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerfield Road enjoys captivating marsh and Port Royal Sound views, with the newly renourished sands of Pine Island Beach at Dolphin Head visible from multiple rooms and accessible just steps away via the beach path. Comprehensively refreshed in 2025-2026, this custom residence offers effortless Lowcountry living with every bedroom featuring an ensuite bath, a separate dining room, and a richly wood-paneled den with pocket doors. The primary retreat occupies a private pod all its own; hidden behind a discreet door off the living room, it reveals what may be the most spectacular sunrise view from bed you will ever experience. Outdoor spaces include a private courtyard, screened patio, expansive deck, sunken hot tub, propane-fed grill station, and zero-step ramp access, while a large folding living-room door invites the outdoors in. The well-appointed kitchen features a spacious island with seating, dual ovens-one convection-a five-burner cooktop, generous pantry storage, and an adjacent wet bar. Significant improvements include crawlspace encapsulation, extensive spray-foam insulation, refreshed skylights, three geothermal HVAC systems, a metal roof, PSD water, and well-fed irrigation. With extraordinary privacy, exceptional indoor-outdoor living, beach access, and one of Hilton Head Plantation's most remarkable marsh-to-Sound settings, this is more than a beautiful home-it is a truly special retreat. Select photos are virtually staged. Listing Broker is the Seller and is licensed in South Carolina, Georgia, and Wisconsin.

70 Deerfield Road, Hilton Head Island

Listing courtesy of AIM Real Estate Sales.

$797,000
1 Beds 2 Baths 816 SqFt. HILTONHEAD-512659 MLS
Rare opportunity to create your own Lowcountry retreat on Deer Island with expansive deep water views of the Calibogue Sound. Ready for a new vision, 2017 Deer Island offers incredible potential for someone looking to renovate and make it their own while taking full advantage of its exceptional waterfront setting. Enjoy ever changing views of the Sound, passing boats, and unforgettable sunsets right from home. Tucked beneath a canopy of mature oaks and palms, Deer Island feels wonderfully private while being just a short stroll from the heart of Harbour Town. Enjoy easy access to the marina, restaurants, shopping, golf, tennis, community pool, and miles of leisure trails throughout Sea Pines. An incredible opportunity to own on Deer Island and transform this property into something truly special.

2017 Deer Island Road, Hilton Head Island

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

$369,900
2 Beds 2 Baths 1,080 SqFt. HILTONHEAD-512645 MLS
One of the nicest Marsh Side villas you'll find! This beautifully remodeled 2 bedroom, 2 full bath end-unit villa offers a tranquil lagoon view and exceptional attention to detail throughout. The villa has been thoughtfully updated with a brand-new kitchen featuring stone countertops, new cabinetry, and stainless-steel appliances. Additional improvements include luxury vinyl plank flooring, new windows, completely remodeled bathrooms with tiled showers/baths and new vanities, a newly tiled fireplace, recessed lighting, and new ceiling fans. Beyond the cosmetic updates, this villa has also undergone important structural improvements, including a newly supported subfloor and foundation-adding peace of mind to an already exceptional property. As an end unit, the villa benefits from additional windows and a cathedral ceiling that bring in abundant natural light. Other features include a storage shed and a private back deck overlooking the peaceful lagoon setting. Best of all, this villa is conveniently located just a short distance from the community pool and fitness center. One-level villas with this caliber of remodeling, desirable end-unit location, and tranquil lagoon view rarely come available. This is a special opportunity you won't want to miss!

5 Gumtree Road Unit F-20, Hilton Head Island

Listing courtesy of Charter One Realty.

$699,990
4 Beds 4 Baths 1,871 SqFt. HILTONHEAD-512410 MLS
Welcome to 20 Old Stoney Lane in Old Stoney Village, a beautifully designed 4-bedroom, 3.5-bathroom townhome built in 2023 on Hilton Head Island with a fully fenced backyard and garage. Offering a rare combination of space, functionality, and value, this is an excellent opportunity for buyers looking to be under $700,000 on HHI. The thoughtfully designed floor plan features dual primary suites, with one conveniently located on the main level and a second spacious primary suite with high ceilings upstairs. The upper level also includes two additional bedrooms, a full bathroom, and the laundry room, complete with cabinets above the washer and dryer for added storage. The main level features an inviting kitchen with gorgeous cabinetry, granite countertops, and stainless-steel appliances, opening to the living and dining areas. The living room makes a dramatic impression with a very high, two-story ceiling, creating an exceptionally open and spacious feel. Hard-surface flooring runs through the kitchen and living room. Step outside to the screened-in porch and fully fenced backyard, offering a comfortable private outdoor space for relaxing, entertaining, or enjoying the island lifestyle. With a one-car garage and a driveway that can hold four cars, you'll have plenty of convenient parking and storage. The north end location provides easy access to nearby recreation and conveniences ~ a rowing center, biking and walking trails, and restaurants (like Benny's and Crazy Crab super close by) ~ plus the home is just a short distance from the public-school complex. This is an exceptional value for buyers seeking a better-than-new townhome with plenty of room, flexible living arrangements, and easy access to everything the Lowcountry has to offer! Add charming 20 Old Stoney Lane to your Must See List!

20 Old Stoney Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$499,990
4 Beds 4 Baths 1,936 SqFt. HILTONHEAD-512638 MLS
Pristine, polished, and ready to go! This beautifully maintained 4-bedroom, 3.5-bath townhome in gated Allenwood is an absolute standout. Built in 2019. The main level features a gorgeous white kitchen with granite countertops (all appliances conveying), an inviting living room, half bath, and a large screened-in porch overlooking a lagoon with fountain ~ the perfect spot to start your day or wind down. Upstairs, the primary suite with high ceilings features a walk-in closet, dual sink extra-long vanity, and a view out to the lagoon. You'll also find two additional bedrooms, a full bath, and laundry on the top floor. The fourth bedroom and its full bath are located at the rear of the garage and offer a wonderful bonus: another screened-in porch ~ creating an ideal guest suite, office, or whatever you decide ~ the world is your oyster. All hard-surface flooring means no carpet anywhere. A one-car garage plus an extra-long two-car driveway provides plenty of parking. Allenwood has a great community pool, sidewalks, and is convenient to the public schools and fabulous waterfront restaurants. Available immediately and exceptionally pristine - this one is truly move-in ready and better than new!

207 Ceasar Place, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,395,000
4 Beds 5 Baths 4,200 SqFt. HILTONHEAD-512634 MLS
Fabulous Opportunity in Moss Creek Awaits! This custom built, one-owner, 4 bedroom/4.5 bath home with office boasts never ending panoramic marsh and sunset views situated on a .5 acre lot surrounded by moss draped oaks: A nature lovers delight! Inside you'll find a tremendously designed floor plan, perfect for entertaining! Spacious eat-in kitchen with butler's pantry, large family room, double-sided fireplace, 2nd living area, separate dining room, spacious first floor primary suite, great bedroom separation, all volume ceilings throughout, walls of windows and doors all leading out to a 60' deck with bench seating and a huge covered porch with views as far as you can see, climate controlled storage, and the list goes on. Moss Creek's fabulous amenities include 2 private golf courses, waterfront clubhouse/dining, marina, fitness center, kayak storage, playground, tennis/pickleball, bocce ball, dog park, fishing piers, and more!

15 Peninsula Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$249,000
2 Beds 2 Baths 1,175 SqFt. HILTONHEAD-512633 MLS
Welcome to The Oaks! This inviting 2-bedroom, 1.5 bath condo offers the perfect blend of comfort, convenience, and Lowcountry living. Whether you're looking for a full-time residence, a vacation getaway, or an investment opportunity, this condo is ready to make island living easy. The thoughtfully designed layout provides comfortable living and dining spaces, while the private setting of The Oaks offers a peaceful retreat after a day enjoying everything Hilton Head Island has to offer. Conveniently located near beautiful beaches, golf, dining, shopping, and the island's many recreational activities. Come experience the relaxed lifestyle and charm of Hilton Head Island.

400 Wm Hilton Parkway Unit 92, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$265,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-512619 MLS
Enjoy one of the most desirable locations within Hilton Head Beach & Tennis Resort! This beautifully appointed third-floor Ocean Villas condo offers one of the community's best uninterrupted ocean views and coveted location in the preferred wing, conveniently close to the elevator. Renovated several years ago, condo features updated bathroom, opened-up bedroom area providing additional space and updated kitchen with stainless steel appliances and granite countertops. Coastal furniture and décor create a relaxed Lowcountry atmosphere highlighted by distinctive natural oyster shell backsplash. The inviting living area takes full advantage of the spectacular ocean views, making this an ideal island retreat or vacation rental. Hilton Head Beach & Tennis Resort offers outstanding array of amenities including direct oceanfront beach access, the largest oceanfront swimming pool on Hilton Head Island, tennis and pickleball courts, fitness facilities, playground, bike rentals and on-site dining. B354 combines an exceptional oceanfront setting, desirable private third-floor location, thoughtful renovations and the extensive amenities that make this resort one of Hilton Head's most popular destinations.

40 Folly Field Road Unit B354, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$674,900
4 Beds 3 Baths 1,846 SqFt. HILTONHEAD-512599 MLS
Welcome to this great island home in Hickory Forest, located in HIlton Head Plantation, one of Hilton Head Island's most desirable residential communities. This house is located at the end of a private road & has a well designed floor plan offering a primary suite on the main level plus three additional bedrooms and a spacious loft upstairs, providing plenty of room for family, guests, or a home office. The home offers a newer HVAC (25), newer roof (22) & newer plank flooring. The updated kitchen features granite countertops, a new backsplash, updated lighting, newer appliances, a pantry, & a convenient breakfast/dining area. The inviting great room features a wood burning fireplace, cathedral ceiling & sliding glass doors overlooking a large two-tiered deck. The spacious primary suite offers a dual sink vanity, large walk-in closet & additional storage closet. Upstairs, you will find 3 additional bedrooms plus a versatile loft area. A private backyard retreat, perfect for relaxing, entertaining, or enjoying the Lowcountry lifestyle. Residents enjoy access to a wide range of amenities & outdoor activities, including beautiful leisure & biking trails, community pools, tennis & pickleball, golf & convenient access to the island's beaches, Broad Creek, shipping, dining & everyday services Tandem 2 car garage.

25 Honey Locust Circle, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$459,900
2 Beds 3 Baths 1,250 SqFt. HILTONHEAD-512174 MLS
Discover an ideal Hilton Head Island getaway or investment opportunity at Springwood Villas, just an easy 8-10 minute walk to the beach and close to the shopping, dining, and entertainment of the Coligny area. This two-story townhouse offers a flexible layout designed for island living, weekend escapes, or vacation rental potential. The main level features a fully equipped kitchen with an opening to the dining and living areas, creating an inviting space to gather and unwind. A sleeper sofa provides additional accommodations, while a convenient powder room completes the first floor. Step outside to the private patio, where a spiral staircase provides direct access to the beautifully landscaped courtyard and community pool area. Upstairs, both bedrooms feature private en-suite baths. The spacious primary suite offers a king-size bed, while the second bedroom overlooks the pool and includes a queen bed plus twin-over-full bunk with a pull-out trundle-providing plenty of flexibility for guests. With multiple sleeping options, pool access, and a location minutes from the sand, this villa offers the convenience and lifestyle second-home buyers and investors are looking for on Hilton Head Island.

36 Deallyon Avenue Unit 71, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,045,000
2 Beds 2 Baths 1,171 SqFt. HILTONHEAD-512558 MLS
Wake up to the Atlantic and enjoy the ease of oceanfront living at 110 Barrington Court, ideally situated within Palmetto Dunes on Hilton Head Island. With beautiful direct beach and ocean views, this residence offers the setting buyers come to Hilton Head to find-along with the flexibility to enjoy it as a primary residence, private second home, or short- term rental investment. The Barrington Court building makes an impressive first impression, with an attractive, well-maintained exterior and welcoming common entry that feels more residential and refined than the typical beach condominium. Drive-under parking (and storage) adds everyday convenience while keeping vehicles protected.Inside, the focus is naturally drawn toward the water. Beautiful views of the beach and Atlantic create a true sense of place and provide an ever-changing backdrop-from quiet mornings overlooking the ocean to evenings spent unwinding after a day on the beach.

77 Ocean Lane Unit 110, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$499,900
1 Beds 1 Baths 538 SqFt. HILTONHEAD-512537 MLS
Coastal living at its absolute finest! Step into this beautifully renovated, bright, and airy 1-bedroom, 1-bathroom oceanview condo. Every detail has been thoughtfully updated, featuring luxury vinyl plank flooring throughout, fresh shiplap accents, and a stylish barn door that adds charm and character. Enjoy seamless indoor-outdoor living with brand-new sliding glass doors and windows that showcase scenic ocean views and flood the space with natural light. Modern comfort is assured with newer A/C units and crisp, turnkey updates. Located just steps from direct beach access, this gem is perfect as a private getaway, or investment opportunity. Strong rentals$38,000 in 2024 and $39,558 in 2025. Schedule your tour today !!

43 S Forest Beach Drive Unit 215, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$3,195,000
3 Beds 3 Baths 1,777 SqFt. HILTONHEAD-512346 MLS
Experience elevated oceanfront living from this stunning 3-bedroom, 3-bath Hampton Place penthouse, where breathtaking direct ocean views can be enjoyed from every balcony. This exceptional end unit showcases luxurious finishes and thoughtful design throughout.At the heart of the home, a one-of-a-kind chef's kitchen features high-end appliances, ceramic tile, and beautiful quartz countertops. Each bathroom is exquisitely designed with intricate tilework, distinctive patterns, and sophisticated finishes. Custom cabinetry enhances the stylish bar and media area, adding both beauty and functionality to this remarkable residence.Located within the oceanfront community of Hampton Place in Palmetto Dunes, residents enjoy access to two oceanfront pools, a fitness area, beautifully landscaped grounds, elevator access, exterior storage closets for beach essentials, underground parking, and private beach access. This picture-perfect penthouse offers a rare opportunity to enjoy luxurious coastal living with spectacular views at every turn.

41 Ocean Lane Unit 6501, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$3,125,000
4 Beds 4 Baths 2,522 SqFt. HILTONHEAD-512045 MLS
Third-row Ocean home on one of the most desirable homesites in Sea Pines. Situated on a rare 100' x 160' corner lot, this oversized property offers an uncommon sense of space, privacy, and opportunity just steps from the Atlantic. A private path from the backyard and pool leads directly to the beach walkway, making beach days effortless.Inside, the four-bedroom, three-and-a-half-bath home features an open floor plan with spacious living areas, a granite and stainless kitchen, a wet bar with wine refrigerator, and a bright sunroom designed for easy coastal living. Outside, the private pool and expansive patio provide the perfect setting for entertaining or relaxing after a day at the beach. Two car garage, driveway and unique additional parking area invite friends and family to park with ease.With its oversized lot, exceptional beach access, and prime Sea Pines location near Harbour Town, South Beach Marina, golf, tennis, dining, and miles of leisure trails, 16 Sandhill Crane presents a rare opportunity to own one of the area's most coveted third-row properties.

16 Sandhill Crane Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,899,000
3 Beds 3 Baths 2,643 SqFt. HILTONHEAD-512472 MLS
MASSIVE RENOVATION-EVERY DETAIL REIMAGINED. This is not simply an updated home-it is the result of a complete transformation by a retired luxury homebuilder who purchased the property new in 1986 and, after moving in full-time in 2018, meticulously reimagined virtually every inch of this 3BR+Office home and grounds. The craftsmanship, quality, and attention to detail are evident at every turn. Highlights include a resort-style heated and chilled saltwater pool with waterfall, bubbler, and paver surround; Estate wire-brushed alder hardwood flooring and tile throughout; Sub-Zero and Wolf appliances; Cambria quartz countertops in the kitchen; granite countertops in every bath; extensive custom cabinetry and built-ins; Delta plumbing fixtures; solid-core doors; 5-inch crown molding; vaulted tongue-and-groove ceilings in the living room and screened porch; and a coffered ceiling in the office. Major system improvements include Jeld-Wen Low-E impact-rated windows and doors, HVAC systems, asphalt roof, stairway to large attic over garage, foam attic insulation, garage doors, epoxy garage flooring, paver driveway, and professionally designed landscaping by The Greenery. Perhaps the greatest luxury of all is the lifestyle. Enjoy your own private resort on a picturesque lake, then stroll just ten minutes to one of Hilton Head Island's pristine Atlantic beaches. This is a home where nothing has been overlooked and every day feels like a vacation.

7 Off Shore, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,249,000
3 Beds 3 Baths 2,320 SqFt. HILTONHEAD-512496 MLS
Better act quickly on this immaculate Hilton Head Plantation home, move-in ready and brimming with designer touches. A light-filled open floor plan centers on a wall of windows overlooking a spacious backyard with golf course views. The kitchen showcases white wood cabinets, stainless steel appliances, and a beautiful large island topped with quartz counters. Smooth ceilings and wide-plank wood flooring flow throughout, complemented by high-end appliances and a recently enclosed Carolina room with Pella windows for year-round enjoyment. The spacious primary suite offers two walk-in closets and a beautiful bathroom featuring a large walk-in shower and double vanity. Outside, a wrap-around rear deck and walkways invite relaxed living amid pristine landscaping, backed by the added peace of mind of a newer roof and HVAC systems. 29 Pheasant Run is located on a quiet street and just a short walk to the sound. Hilton Head Plantation is one of the island's premier gated communities, offering resort-style amenities-including access to Dolphin Head Beach, championship golf courses, tennis and pickleball courts, and scenic leisure trails.

29 Pheasant Run, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$299,000
2 Beds 2 Baths 843 SqFt. HILTONHEAD-512334 MLS
Top Floor. Pool Views. Steps from the Beach. Under $300K.If you've been waiting for the right moment to own something on Hilton Head Island, this is it. This 2-bedroom, 2-bath villa sits on the top floor of the building 1 which is closest to the beach at Hilton Head Resort - pool views from the front and no neighbors above you, and ocean air coming right through the door. It's the kind of spot that's hard to find at this price, and even harder to let go of. Enjoy a peaceful private balcony in back as well. Hilton Head Resort gives owners and guests everything they need to fully unplug - beach access, outdoor pools, a heated indoor pool, an on-site restaurant, fitness center, tennis courts, pickleball, bike rentals, and more. It's a full resort experience, which is exactly why rental demand here stays strong. Keep it for yourself, rent it when you're not using it, or both. Either way, you're getting into one of the most desirable resort communities on the island at an affordable price.

663 William Hilton Parkway Unit 1414, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$269,000
2 Beds 1 Baths 950 SqFt. HILTONHEAD-512517 MLS
Arguably one of the best-positioned villas in Palmetto Bay Villas, this upstairs corner unit offers a rare sense of privacy and tranquility. Tucked away among mature foliage, the setting feels like its own private retreat while remaining close to everything that makes Hilton Head Island so desirable. The villa is move-in ready as it stands, while also offering an excellent opportunity for a new owner to update and personalize the space over time. That flexibility makes it equally appealing as a primary residence, Hilton Head getaway, or investment property. Located in the highly sought-after 29928 area of Hilton Head Island, you'll enjoy convenient access to some of the island's most popular destinations. Coligny Plaza, Lowcountry Celebration Park, restaurants, shopping, entertainment, and Hilton Head's award-winning beaches are all just minutes away. Private, peaceful, and exceptionally well located, this Palmetto Bay villa offers the opportunity to own your own piece of Hilton Head Island and make it uniquely yours.

53 Delander Court Unit 40, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$864,958
3 Beds 3 Baths 2,588 SqFt. HILTONHEAD-512467 MLS
Situated on a quiet cul-de-sac with a peninsula-like setting and beautiful long lagoon views, this custom home offers an exceptional opportunity to create something truly special. With three bedrooms, two and a half baths, an office, a family room open to the kitchen, and a separate living room featuring a dramatic wall of glass overlooking the spectacular view, the home offers a wonderful floor plan and an abundance of potential. Ahead of its time in both design and layout, the home features a very large two-car garage with generous perimeter space-ideal for a workshop, storage, or additional workspace. The home is ready for someone to bring their own vision, personalize the finishes, and elevate it to the level of the beautiful homes surrounding it. The location is equally impressive. Enjoy a short walk to Spring Lake, the community's activity center featuring tennis, pickleball, a new pool, multiple gathering areas, and the Plantation House. Just a two-minute drive away is the newly enhanced Dolphin Head Park and beach, with beautifully updated amenities and one of the many outstanding recreational areas within this amenity-rich community. With low POA fees and an unmatched combination of amenities, natural beauty, and location, Hilton Head Plantation remains one of Hilton Head Island's most desirable gated residential communities. The property is approximately 15 minutes from Hilton Head Island Airport, seven minutes from shopping, and 15 minutes from the Atlantic Ocean beaches. Historic Savannah and Savannah/Hilton Head International Airport are approximately an hour away. A special setting, custom design, spectacular views, and tremendous potential make this an opportunity not to be missed. Grass has been enhanced in some photos.

8 Cougar Run, Hilton Head Island

Listing courtesy of Charter One Realty.

$709,999
2 Beds 3 Baths 1,380 SqFt. HILTONHEAD-512547 MLS
This fully furnished 2BR/2.5BA villa at The Greens in Shipyard offers the combination buyers and vacationers are looking for - An easy walk or bike ride to the beach, a peaceful golf setting, and more than $60K in rentals booked this year alone. Inside, LVP flooring runs throughout the main level, where the kitchen, updated in Dec. 2025, is fully loaded with everything you need, features granite countertops, stainless steel appliances, plenty of storage, and an open connection to the living area. Just outside, the back deck overlooks the golf course and gives you a great spot for morning coffee, dinner outside, or winding down after a day at the beach. Upstairs, both bedrooms offer their own updated baths with large tiled showers, creating comfortable spaces for owners and guests. Located in The Greens, approximately 1/4 mile from the beach, and just steps to the community pool. The outdoor storage shed is even loaded with 4 bikes and beach gear for added convenience. This villa puts the Shipyard lifestyle right at your fingertips.

113 Shipyard Drive Unit 182, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$579,000
2 Beds 2 Baths 1,665 SqFt. HILTONHEAD-512420 MLS
One of the Preserve at Indigo Run's most popular model and very nicely updated and upgraded. This a second floor unit with high ceilings, wood burning fireplace, and an over-sized two car attached garage. Private wooded views, an updated kitchen and bathroom add to the appeal of this very special villa adjacent to the prestigious Indigo Run community. The spacious Magnolia floor plan features two nicely-sized bedrooms, two full baths, 1,665 square feet and a great layout with many windows and plenty of natural light. Enjoy a dining area, eat in kitchen with island and pantry, laundry room (washer and dryer convey), and large entry way. Security gate, pool, tennis, club house, cabana and fitness center. No POA fees.

4 Indigo Run Drive Unit 3320, Hilton Head Island

Listing courtesy of Real Estate Five Of The Lowcountry.

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.