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Hilton Head Island Vacation Rentals

616 Hilton Head Island Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Hilton Head Island, Low Country Coast, South Carolina, United States.

Looking for South Carolina vacation rentals in other areas of the state? Click here. Or visit our home page for even more vacation rentals.
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Listings 26 - 50 of 616
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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA ocean front villa. King & 2 Twin beds, Sleep Sofa ( sofa linensprovided for additional $25 fee) Large ocean front pool. Free WI-FI. Easy ... Learn More
Rates
$220 - $220 night
$1100 - $1100 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 2 Sea Spray-New Owners & lots of Renovations, 2nd Row Ocean- New pictures Now 2nd row ocean FUN beach home has 4 bedroom, 3.5 bath home with *PRIV... Learn More
Rates
$256 - $413 night
$1795 - $4995 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island - Beach Front
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 2403 Seacrest - Pretty Ocean Views- Available Nov/Dec Dates - Book Now 2403 SEACREST - Incredible location, this nicely redecorated 1 bedroom, 1.... Learn More
Rates
$99 - $142 night
$695 - $1795 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 26 is a two-story townhouse, one flight above street... Learn More
Rates
$145 - $260 night
$725 - $1300 week


Non Smoking


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: PLENTY OF FEATURES AND AMENITIES AT 1101 VILLAMARE There are many nice features at this 2 bedroom, 2 bath, OCEANFRONT Palmetto Dunes villa, you m... Learn More
Rates
$128 - $171 night
$895 - $2195 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/ 3.5 BA ground level home with golf & lagoon views. 3 King beds. Private Pool. FREE WIFI. Walk to Harbour Town, bike or take FREESeasonal Trol... Learn More
Rates
$300 - $330 night
$1500 - $1650 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA fifth floor oceanfront villa. King & 2 Twin beds plus Sleep Sofa. Sofa linens available for $25. Oceanfront Pool & Baby Pool. Pool is He... Learn More
Rates
$220 - $220 night
$1100 - $1100 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA villa w/ golf & lagoon view. Queen & 2 Twins. Sofa bed. (Sofa linens available $25 fee.) Free S. Beach Pool Membership. Putting Green & ... Learn More
Rates
$155 - $155 night
$775 - $775 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 117 is a two-story townhouse, o... Learn More
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 3 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court 15 is a large spacious townhouse with a second floor entry. This property is is 1 block to the Atlantic Ocean and 1.5 blocks to Van Der... Learn More
Rates
$110 - $215 night
$550 - $1075 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Ocean Dunes Villa 210 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc Beautifully Decorated!!! This villa offers WIRELESS INTERNET, two bedrooms, two... Learn More
Rates
$195 - $305 night
$900 - $1525 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2302 Seacrest-Beautiful Ocean View Villa! Book now for the Fall. Beautiful designer decorated 3 bedroom ocean view villa. This newly renovated vi... Learn More
Rates
$185 - $256 night
$1295 - $3295 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Relax and enjoy your Hilton Head Island experience in this nicely decorated 1 bedroom, 1 bath villa. This villa has a very spacious living area wi... Learn More
Rates
$95 - $135 night
$400 - $675 week


Non Smoking


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This 3 bedroom, 3 bath traditional Sea Pines beach home with private pool is just 3rd row from the ocean. This ranch-style home has a large open k... Learn More
Rates
$142 - $213 night
$995 - $2795 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: This townhouse style 4 Bedroom villa overlooks the beautiful natural marsh and tidal creek of Braddock Cove. It has its own boardwalk and dock for ... Learn More
Rates
$128 - $171 night
$895 - $2195 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2419 Villamare - Beautiful 4th floor Villa - Indoor Heated Pool and More!!! All dressed up and ready for you! This lovely 2 bedroom, 2 bath, 4th f... Learn More
Rates
$114 - $156 night
$795 - $1995 week


Non Smoking   Swimming Pool


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 115 is a ground floor apartment... Learn More
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This ocean view villa is designed onthree levels with wall-to-wall and floor-to-ceiling glass door units on the main (kitchen/dining/living) level ... Learn More
Rates
$275 - $510 night
$1300 - $2550 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Rennovated in 2009!! This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dining area are combined. Add... Learn More
Rates
$105 - $178 night
$400 - $890 week


Non Smoking


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3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three bedrooms, three bath tri-level ocean view condomi... Learn More
Rates
$275 - $510 night
$1300 - $2550 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 1746 Bluff Villas - Beautiful views. Quick walk to South Beach Marina Area. This is a lovely 3 bedroom, 2 bath Sea Pines villa on the water. Next ... Learn More
Rates
$128 - $171 night
$895 - $1795 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/2.5 BA home with wooded view. King, King, 2 Twins +2 Sleep Sofas. (Sofa linens available for $25 fee/sofa) 2 Living Areas, Screened Porch.Pool... Learn More
Rates
$280 - $300 night
$1400 - $1500 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 1106 Seacrest-Oceanviews & quick walk to dining, shopping and activities Located in building 1 this 3 bedroom, 3 bath OCEANVIEW villa looks over t... Learn More
Rates
$185 - $256 night
$1295 - $3295 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Forest Beach Villas 303 is 100 yards from the Coligny Beach Park with one pedestrian friendly road to cross at the Holiday Inn. Guests staying in t... Learn More
Rates
$110 - $210 night
$550 - $1050 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This villa is a 1st floor end unit which has wonderful Ocean AND Pool views from every window!! You'll find this villa offers WIRELESS INTERNET, t... Learn More
Rates
$195 - $305 night
$900 - $1525 week


Non Smoking   High-Speed Internet


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Listings 26 - 50 of 616
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This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
 
There was a day when Hilton Head Island was accessible only by boat or ferry. That was over 50 years ago, and now Hilton Head ranks as one of the most popular destinations not just in South Carolina, but in the United States and the world.

But that popularity has not come at a price. City planners have made sure that Hilton Head doesn't become another beach resort town--not that there's anything wrong with beach resort towns. Sometimes, you just need something a little different, and Hilton Head Island gives it to you.

Planning has ensured that high-quality design is incorporated into the architecture, whether it's a home or business. There are more than 25 miles of bike paths and walking trails, which helps you enjoy the island in a way you never could inside of a car.

Of course, Hilton Head is the place for upscale golf. There are 40 courses in the area, and a few of the must plays are Harbour Town Golf Links, The Robert Trent Jones Course at Palmetto Dunes, Crescent Pointe Golf Club and more. If you're looking for value, try Old South Golf Links, Galleon Course, Brigantine Couse and Clipper Course.

Hilton Head's not just enjoying a bucolic South Carolina coastal town and golf. There are nine miles of baby powder soft beaches along the warm Atlantic Ocean. The average ocean temperature is 82 degrees. Two beaches to check out are Alder Lane and Coligny Beach.

After a day at the beach, enjoy shopping and a great meal in Harbour Town. It's on the marina and features the red and white lighthouse that Hilton Head is famous for. You can also rent wave runners, book dolphin tours, and find just about any souvenir you want.