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Hilton Head Island Vacation Rentals

591 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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Low Country Coast Top Cities
Listings 101 - 125 of 591
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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 4506 Windsor Court - Oceanfront -New On Vrbo - Book Now for Sept & Oct. Beautiful 2 bedroom, 2 bath ocean front corner unit has stunning views of ... Learn More
Rates
$171 - $171 night
$1195 - $2395 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: An incredible 3 bedroom, 4.5 bathroom villa near Hilton Head's famous Harbour Town Yacht Basin will leave you breathless for more. Walking in any ... Learn More
Rates
$142 - $242 night
$995 - $13000 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 104 Northshore Place-100 yrds to the beach, 2 BR villa. 2014 weeks avail Beautiful, new, ocean-oriented, 2 bedroom, 2 bath luxury Forest Beach vil... Learn More
Rates
$85 - $199 night
$595 - $1595 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 7
Location: Hilton Head Island, South Carolina, United States
Description: Recently remodeled, this fabulous 2nd floor, 2 bedroom, 2 bathroom OCEANVIEW SeaCrest condo will knock your socks right off. Located in building 1... Learn More
Rates
$142 - $142 night
$995 - $2595 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 206 Barrington Arms- Oceanfront Views. Available August weeks. Enjoy a fabulous vacation in the luxurious Barrington Villas. This 1 bedroom, 1.5 B... Learn More
Rates
$128 - $128 night
$895 - $1895 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 7 Quail St - 2nd Row Ocean-4 BRs w/ Pool & Hot Tub - So pretty! This lovely 4 bedroom home with *Private Heated POOL and HOT TUBl 2nd row from the... Learn More
Rates
$314 - $314 night
$2195 - $5795 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 8
Location: Hilton Head Island, South Carolina, United States
Description: Plantation Club is on Lighthouse Road between the oceanfront newly renovated 3 level Sea Pines Beach Club and the famous yacht basin at Harbour Tow... Learn More
Rates
$165 - $285 night
$825 - $1425 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: Ocean Dunes Villa 418 - 1 BR 1 BA Oceanfront Flat Hilton Head Rennovated in 2010!! This villa offers WIRELESS INTERNET, a separate bedroom with a... Learn More
Rates
$120 - $195 night
$550 - $975 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: Coastal chic, this newly renovated and updated 5 bedroom home with elevator located 3rd row from the ocean. You will love all the new upgrades incl... Learn More
Rates
$285 - $285 night
$1995 - $5095 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Enjoy a fun vacation in the Barrington Park Villas. This OCEANSIDE Lagoon View villa is 1 Bedroom, 1 1/2 Bath nicely decorated in bright primary co... Learn More
Rates
$71 - $71 night
$495 - $1095 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: SUNNY DECKS, AND LUSH, SUBTROPICAL FOLIAGE make this 2 bedroom, 3 bath, elevated Palmetto Dunes rental one of our favorite villas. Newly redecorate... Learn More
Rates
$85 - $185 night
$595 - $1495 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA 1st Floor Ocean View Villa. King & 2 Twin Beds, Sleep Sofa (Sofa bed linens rentable for $25 fee). Pool, Hot Tub & Kiddie Pool on site. J... Learn More
Rates
$210 - $410 night
$1050 - $2050 week


Non Smoking


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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 8 Bathroom, Sleeps 20
Location: Hilton Head Island, South Carolina, United States
Description: 18 Ibis Street - Wonderful Oceanfront Views. 7 BR Home - Sleeps 20 Magnificent 7 Bedroom, 7 Bath 2nd row ocean home with *Private Heated Pool has ... Learn More
Rates
$4395 - $11295 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/4.5 BA home with Private Pool (cannot be heated) King, King,Queen, 2 Twins plus Sleep sofa. Sleep Sofa Linens available for $25. Walk or Bik... Learn More
Rates
$385 - $770 night
$1925 - $3850 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 - $255 night
$725 - $1275 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bedroom Ocean View Condo Unit Description: This ocean view condo has two bedrooms and bathrooms, full kitchen, living room, and private laundry ... Learn More
Rates
$190 - $550 night
$1330 - $3850 week


Non Smoking


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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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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Within earshot of the rolling surf this two story 2 bedroom, 2.5 Beachwalk villa has been completely renovated and redecorated in a beautiful lowco... Learn More
Rates
$595 - $1395 week


Non Smoking   Swimming Pool


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown & South Beach This spacious and private 4 bd/4.5 bath home overlooks the Sea Pines Ocean C... Learn More
Rates
$171 - $171 night
$1195 - $3195 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 2503 Seacrest - 5th Floor and pretty oceanviews! August weeks available This 1 bedroom, 1.5 bath OCEANVIEW villa located on the 5th floor in buili... Learn More
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking   Swimming Pool   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 7 Bathroom, Sleeps 18
Location: Hilton Head Island, South Carolina, United States
Description: 10 Brigantine-Rent as a 4, 5, 6 or 7 BR in March/April & May. 2ND ROW OCEAN, NEWLY RENOVATED, INCREDIBLE FAMILY GETAWAY Fabulous 7 bedroom, 7 bat... Learn More
Rates
$514 - $514 night
$3595 - $8995 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 6
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 521 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$190 - $419 night
$950 - $2095 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 6304 Hampton Place-Beautiful Oceanfront 1 BR -Available -8/23 & 8/30 wks BEAUTIFUL PALMETTO DUNES RENOVATION This romantic 3rd floor, 1 bedroom,... Learn More
Rates
$128 - $128 night
$995 - $1995 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: 1103 Villamare-1st floor Villa just steps to the pool & ocean Located Oceanfront in Palmetto Dunes, this nice villa looks toward the pool & ocean... Learn More
Rates
$114 - $114 night
$795 - $1895 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 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 62 is a ground floor apartmen... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking   High-Speed Internet


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Listings 101 - 125 of 591
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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.