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Hilton Head Island Vacation Rentals

590 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 590
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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 6
Location: Hilton Head Island, South Carolina, United States
Description: Ocean Dunes Villa 307 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc " Newly renovated inside and out" This villa offers WIRELESS INTERNET, a separ... Learn More
Rates
$140 - $225 night
$650 - $1125 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 6
Location: Hilton Head Island, South Carolina, United States
Description: This is a gorgeous three bedroom, three bathroom villa with a spacious floor plan that is fitting for your friends or family gatherings! It is loca... Learn More
Rates
$171 - $285 night
$1195 - $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, 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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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 oceanfront villa. King and 2 Twin beds. Sleep Sofa (linens provided for add'l fee) Large oceanfront pool, hot tub & baby pool. Pool ... Learn More
Rates
$240 - $460 night
$1200 - $2300 week


Non Smoking


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 4 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: 458 Plantation Club - 3 BR Townhouse - 5-7 minutes to the beach. Pretty These 3 Bedroom, 3.5 Bath spacious villas are located on the ninth hole of... Learn More
Rates
$99 - $214 night
$695 - $1695 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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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: Internet Access!! This villa is a flat style apartment that offers two bedrooms and two bathrooms and has a fully equipped kitchen with dishwasher... 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, 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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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, 3 Bathroom, Sleeps 7
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 56 is a two-story townhouse, on... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking   High-Speed Internet


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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: Located oceanfront on South Forest Beach Drive this complex offers three bedrooms, three bath tri-level ocean view condominiums with living room-di... Learn More
Rates
$245 - $465 night
$1150 - $2325 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 5
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


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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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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: Breakers 322 is a 3rd floor, non elevator building. Breakers 322 is a 1 bedroom condo with a balcony that looks to the ocean and onsite pool. This... Learn More
Rates
$135 - $230 night
$675 - $1150 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 6 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 77 Mooring Buoy-150 Yards To The Ocean - 20% Off 8/18, 8/23 & 8/30 wks Whippoorwill Cove - This 6,000 square foot 6 bedroom luxury home with **HEA... Learn More
Rates
$428 - $428 night
$2995 - $7795 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This townhome is a three bedroom two bathroom beach getaway that has been completely updated and offers the convenience of wireless internet!! The... Learn More
Rates
$150 - $270 night
$750 - $1350 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court 26 is a two-story townhouse, one flight above street level. This property is 1 to 1.5 blocks to the beach and Van der Meer Tennis Cent... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking   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: Courtside is an ocean-oriented complex with a beautiful landscaped courtyard, lagoon and large pool area. Courtside 86 is a three-story townhouse,... Learn More
Rates
$165 - $279 night
$825 - $1395 week


Non Smoking


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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: EXTRA WINDOWS, EXTRAORDINARY VIEWS! Recently renovated, this 1 bedroom, 1 bath, 2nd floor OCEANFRONT END UNIT villa rental features extra windows... Learn More
Rates
$71 - $71 night
$495 - $1195 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: 2308 Seacrest -3rd Floor & Pretty Views. Available August & Sept Weeks. Just relax and enjoy the sound of rolling waves from this OCEANVIEW 2 Bedr... Learn More
Rates
$142 - $142 night
$995 - $2595 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Fun, family-friendly, 4 bedroom, 3 bath beach home with HEATED* POOL & SPA (*pool can be heated for an additional charge April 2 - November 25), l... Learn More
Rates
$171 - $171 night
$1195 - $3195 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: Completely Renovated - Just Beautiful!!! Incredible OCEANVIEWS from this 4th floor villa in Building 1 of the SeaCrest resort. Cheery colors are... Learn More
Rates
$171 - $171 night
$1200 - $2595 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/3 BA townhouse w/ lagoon view. 2 Kings & 2 Twins. Pool & Tennis on site. Walk to the Forest Preserve. Drive to the Sea Pines Beach Club. Non-... Learn More
Rates
$190 - $330 night
$950 - $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: 2BD/2BA 3rd floor villa overlooking Braddock Cove. King , 2 Twin beds. Sleep Sofa linens available for $25 fee. 3 TV's & FREE WI-FI. Pool access at... Learn More
Rates
$160 - $240 night
$800 - $1200 week


Non Smoking   High-Speed Internet


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Listings 101 - 125 of 590
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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.