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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 Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Courtside 85 is a short walk to the beach and ocean. The unit includes free tennis at Van Der Meer tennis center that is less than 1 block from th... Learn More
Rates
$110 - $199 night
$550 - $995 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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4 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 4 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: Schooner Court is in the heart of Harbour Town ... steps away from the famous Yacht Basin, the candy-striped lighthouse, a myriad of restaurants, s... Learn More
Rates
$260 - $470 night
$1300 - $2350 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: This spacious 2 bedroom is beautifully furnished, with hardwood flooring. Located on the 3rd floor of a 3-story walk up. Bluff Villas are located i... Learn More
Rates
$85 - $171 night
$595 - $1395 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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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3BD/3BA 2nd Floor Villa with Golf & Lagoon Views. King, Queen & 2 Twin Pool & Hot Tub on site. Grilling Area on site. Walk or Bike to the Ship... Learn More
Rates
$190 - $320 night
$950 - $1600 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 18 is a two-story townhouse, on... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking   High-Speed Internet


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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: Ocean Dunes Villa 217 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size kit... Learn More
Rates
$195 - $305 night
$900 - $1525 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/ 2 BA Home with Screened Porch overlooking Lagoon & Golf Course.King, Queen, 2 Twins plus Futon. Multiple TV's. Pool on site. Bike easilyto th... Learn More
Rates
$220 - $330 night
$1100 - $1650 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: 516 Plantation Club-Fully renovated,1st floor Villa-Available 8/2 & 8/9 wks Beautiful 2 bedroom, 2 bath villa in the heart of Sea Pines Plantation... Learn More
Rates
$100 - $185 night
$695 - $1495 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
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Nicely Decorated 1st floor villa close to the pool with Internet Access and Free Long Distance five story building is located on South Forest Beac... Learn More
Rates
$115 - $195 night
$550 - $975 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Seaside Villa 326 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Internet Access!!! More view, more breeze, more privacy, more open balcony! Ocean ... Learn More
Rates
$125 - $210 night
$575 - $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 offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitchen, living and dining area are combined. The bedding would offer ... Learn More
Rates
$195 - $305 night
$900 - $1525 week


Non Smoking


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 107 Oceanwood - Pretty 3 BR Home at Oceanwood - Oceanfront Pool Tucked away in a charming oceanfront community in the North Forest Beach area this... Learn More
Rates
$142 - $142 night
$995 - $2795 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Apartment in Hilton Head Island
Apartment: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This villa is a flat style apartment that offers two bedrooms and two bathrooms and has a fully equipped kitchen with dishwasher, living room and d... Learn More
Rates
$115 - $195 night
$550 - $975 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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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: This 2 Bedroom, 2 bath villa is located on the 5th floor and has an Oceanview, the complex is located Oceanfront in Palmetto Dunes. Newly renovate... Learn More
Rates
$128 - $128 night
$895 - $2195 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Ocean One 419 is OCEAN FRONT on the FOURTH FLOOR of a five story elevator building. This 3 bedroom 3 bathroom has a million dollar view and has be... Learn More
Rates
$250 - $555 night
$1250 - $2775 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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Shorewood 130 enjoy a landscap... Learn More
Rates
$160 - $315 night
$795 - $1575 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 3BD/3BA ground floor ocean front villa. 2 King beds, 2 Double beds plusSleep sofa. (Sofa bed linens rentable for $25 fee) Large pool on site. Free ... Learn More
Rates
$265 - $530 night
$1325 - $2650 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: This 4 bedroom, 4 bath 4th row private home with a *HEATED POOL is an excellent choice for a large family. This wonderful home has 2 living rooms,... Learn More
Rates
$242 - $242 night
$1695 - $4495 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: A charming OCEANFRONT 3rd floor 2 bedroom, 2 bath villa in Palmetto Dunes has everything on your vacation rental checklist: view from all bedrooms ... Learn More
Rates
$128 - $128 night
$895 - $2195 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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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.