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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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Listings 1 - 25 of 591
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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Hilton Head Island, South Carolina, United States
Description: The Greens condominiums are within Shipyard Plantation, a private residental and resort community. The complex is within 3 blocks of the Atlantic O... Learn More
Rates
$120 - $189 night
$595 - $945 week


Non Smoking


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Hilton Head Island, South Carolina, United States
Description: Relax and enjoy your Hilton Head Island experience in this charming 1 bedroom, 1 bath villa which has been totally remodeled and updated. This vill... Learn More
Rates
$100 - $155 night
$500 - $775 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Hilton Head Island, South Carolina, United States
Description: 1735 Bluff Villas - 2nd floor Braddock Cove View - 1 BR/ efficiency. This romantic one bedroom efficiency is well appointed and newly decorated, w... Learn More
Rates
$61 - $107 night
$425 - $895 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 3
Location: Hilton Head Island, South Carolina, United States
Description: 1029 Caravel Court-Beautiful Harbourview,Romantic! Available-8/7-10 & 8/30 wk This 1 bedroom, 1.5 bath Caravel Court villa has a spectacular view ... Learn More
Rates
$85 - $142 night
$595 - $2100 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Home in Hilton Head Island
Home: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Hilton Head Island, South Carolina, United States
Description: QUIET INTIMACY OVERLOOKING A LUSH LAGOON. Wow, this updated 1 bedroom, 1 bath compact cottage is located in a pleasant, wooded, sub-tropical setti... Learn More
Rates
$71 - $121 night
$495 - $995 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 1BD/1BA Oceanfront Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oceanfront Pool & Baby Pool on site. Pool is Heated in Ma... Learn More
Rates
$150 - $219 night
$750 - $1095 week


Non Smoking   High-Speed Internet


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Featured


1 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Totally Rennovated in 2010!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, living and dining a... Learn More
Rates
$115 - $195 night
$550 - $975 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 913 Cutter Court - Fully renovated 2nd floor villa. Summer Weeks Available Quality, Comfort, Location in the Heart of Harbour Town This tastefull... Learn More
Rates
$85 - $142 night
$595 - $2100 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: 2301 Seacrest-3rd Floor,1 BR & 2 Full Baths.available Early Aug weeks. This 1 bedroom, 2 bath ANGLED OCEANVIEW villa is very cute. Located in bui... Learn More
Rates
$99 - $99 night
$695 - $1695 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 4
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/ 2.5 BA townhouse overlooking the Calibogue Sound. King & 2 Twins. Harbour Town Pool Access. DSL, Sea Pines Trolley (seasonal) to beach.Bi... Learn More
Rates
$220 - $600 night
$1100 - $3000 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: Beautifully Decorated!! This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dining area are combined. ... Learn More
Rates
$105 - $170 night
$400 - $850 week


Non Smoking


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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: 503 Windsor Place-Oceanfront 5th Floor Book now for late Summer & Fall This gorgeous 5th floor villa with oceanfront views is airy and sophisticat... Learn More
Rates
$128 - $128 night
$895 - $1895 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 4
Location: Hilton Head Island, South Carolina, United States
Description: 1 Bed/1 Bath at 207 The Breakers Unit Description: Just steps from Coligny Beach Park, these recently remodeled 1 bedroom, 1 bath villas come with... Learn More
Rates
$165 - $999 night
$1155 - $6993 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: 709 Barrington Park-Lagoon View & on the Ocean! Available August Weeks Enjoy a fabulous vacation in the luxurious Barrington Park Villas. This OCE... Learn More
Rates
$71 - $71 night
$495 - $1095 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Recently renovated, this 1 bedroom, 1 bath OCEANFRONT villa has everything you'll want for a perfect vacation. Enjoy a wonderful view of the ocean... Learn More
Rates
$71 - $142 night
$495 - $1195 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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: This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dining area are combined. Additional bedding for th... Learn More
Rates
$105 - $170 night
$400 - $850 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 3 Bathroom, Sleeps 4
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 81 is a two-story townhouse, ... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking


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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: 2 BR 11/2 Bath Hilton Head Beach Club - Pool and Courtyard View The Condo is styled as an eclectic beach cottage/villa, in bright, happy colors, w... Learn More
Rates
$115 - $205 night
$550 - $1025 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 4
Location: Hilton Head Island, South Carolina, United States
Description: 204 Northshore Place- Beautiful 2nd Floor Villa - 100 Yards to the beach. WHAT A GREAT NEW BEACH-ORIENTED LUXURY VILLA COMPLEX JUST A BREEZE AWAY ... Learn More
Rates
$85 - $199 night
$595 - $1595 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: Racquet Club is near the Sea Pines Center and the famous Harbour Town Yacht Basin. Both venues offer guests a wide selection of restaurants, shops,... Learn More
Rates
$120 - $189 night
$595 - $945 week


Non Smoking


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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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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: 2203 Seacrest - Prett 2nd Floor Villa. Available 8/16 & 8/23 Wks Enjoy a relaxing retreat at the luxurious oceanfront SeaCrest Resort. 2203 is a s... Learn More
Rates
$85 - $85 night
$595 - $1595 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: TOTALLY RENNOVATED AND BEAUTIFUL!!! This villa offers a separate bedroom with a king size bed, full size kitchen, living and dining area are combi... Learn More
Rates
$110 - $185 night
$475 - $925 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: Seaside Villa 126 - 1 BR 1 BA Direct Oceanfront Flat Hilton Head NEWLY RENOVATED. Many upgrades. Nicely decorated, this villa offers a layout th... Learn More
Rates
$125 - $210 night
$575 - $1050 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: 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


View Details and Book Online Send Inquiry





Listings 1 - 25 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.