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Hilton Head Island Vacation Rentals

630 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 101 - 125 of 630
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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: Seaside Villa 367 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Completely remodeled in 2006, this villa offers WIRELESS INTERNET and has amazing vi... Learn More
Rates
$115 - $198 night
$500 - $990 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: Newly Refurbished!! This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size kitchen, living and dining area are combined. Th... Learn More
Rates
$120 - $240 night
$600 - $1200 week


Pet Friendly   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 320 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Ocean Dunes 320 is a villa you?re sure to want to visit again and again with all... Learn More
Rates
$120 - $205 night
$550 - $1025 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 6 Bedroom, 7 Bathroom, Sleeps 19
Location: Hilton Head Island, South Carolina, United States
Description: 31 Dune Lane -Oceanfront, Brand New Custom Built- September Weeks Avail. Fantastic brand new custom built 6 bedroom, 6.5 bath OCEAN FRONT home wit... Learn More
Rates
$5395 - $13695 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 - $114 night
$595 - $1395 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: Spacious Sea Pines Villa. This wonderfully decorated villa features a great view of the golf course and lagoon. Accessed from the living area and ... Learn More
Rates
$114 - $114 night
$795 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: One of the finest oceanfront accommodations located in the heart of Palmetto Dunes Resort. This 3rd floor 1 bedroom, 2 bath ocean front villa offe... Learn More
Rates
$99 - $128 night
$695 - $1695 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 1 Bd/1 Ba 1st floor Ocean Front Villa. Queen bed & Sleep Sofa. Sleep Sofa linens available for $25. Oceanfront Pool & Baby Pool. Pool is Heated in ... Learn More
Rates
$150 - $150 night
$750 - $750 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: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 431 enjoy a great view of the Atlantic Ocean and the S... Learn More
Rates
$170 - $365 night
$850 - $1825 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 20
Location: Hilton Head Island, South Carolina, United States
Description: 27 Pelican - Rent as a 4, 5 or 6 bedroom Sept thru May. This gorgeous brand new 3rd row ocean custom built 6 bedroom, 5.5 bath home with large (1... Learn More
Rates
$471 - $713 night
$3295 - $8395 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: Two Bedroom Unit Description: These two bedroom units offer a spacious living area with a TV, DVD player, and sleeper sofa, dining area, kitchen, ... Learn More
Rates
Contact Owner
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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: Seascape Villas offers a relaxing atmosphere with naturally landscaped grounds with walking trails, two swimming pools, and a series of lagoons wit... Learn More
Rates
$115 - $205 night
$550 - $1025 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: Sea Pines Home near the Pool & Action, Free Bikes, Tennis, Pet Friendly In the heart of all the action in Sea Pines. 6 Sweet Gum, Greenwood Fores... Learn More
Rates
$128 - $750 night
$895 - $3000 week


Pet Friendly   Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: This 5 bedroom, 4 bath oceanfront home with *heated pool and spa is designed for outdoor beach living. Warmly decorated for family vacations, the u... Learn More
Rates
$2695 - $6995 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 16
Location: Hilton Head Island, South Carolina, United States
Description: 27 Mallard- Just Renovated! 6 BRs - 8/23 & 8/30 Available Weeks This beautifully renovated 6 bedroom, 6 bath home with *Heated Pool and Hot Tub is... Learn More
Rates
$399 - $585 night
$2795 - $7195 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: Stay in an exceptional 2nd floor oceanside condo within a newly built North Forest Beach oceanfront resort. The Sea Crest is a five-story elevator ... Learn More
Rates
$199 - $419 night
$995 - $2095 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 Club Villa 36 - 2 BR 2 BA Oceanside Townhome Hilton Head, Sc Wireless oceanfront complex on South Forest Beach Drive offers two bedrooms, t... Learn More
Rates
$170 - $280 night
$850 - $1400 week


Non Smoking   High-Speed Internet


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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: 71 Gloucester Rd-Beautiful fully renovated home! Available for Aug/Sept dates Wonderful newly renovated & brand newley furnished 3 bedroom, 3 bath... Learn More
Rates
$128 - $199 night
$895 - $2995 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 6 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 6 Laurel Lane - Spacious 5 Br, 5.5 Ba, 3rd Row Ocean Vacation Home Airy and private, this 5 bedroom, 5.5 bath, 3rd row ocean home with *HEATED POO... Learn More
Rates
$199 - $299 night
$1395 - $3795 week


Non Smoking   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 Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Ocean Club Villa 41 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This oceanfront complex on South Forest Beach Drive offers two bedrooms, two bath ... Learn More
Rates
$225 - $385 night
$1050 - $1750 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: Ocean Dunes Villa 404 - 2 BR 2 BA Oceanview Flat Hilton Head, Sc This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size kitc... Learn More
Rates
$150 - $275 night
$750 - $1375 week


Non Smoking


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: Beautifully renovated 4 bedroom townhouse with stunning views of Braddock Cove! This 3 story villa has been dramatically updated to include new har... Learn More
Rates
$142 - $199 night
$995 - $2495 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: 4 BD/3 BA 3rd Row Ocean Home with Private Pool (can be heated for a fee)King, Queen, 2 Twins plus Childrens Loft with Double & 2 Twin beds. Walk ea... Learn More
Rates
$320 - $360 night
$1600 - $1800 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 8
Location: Hilton Head Island, South Carolina, United States
Description: Located Oceanfront in Palmetto Dunes, this nice villa looks toward the pool & ocean and is surrounded by lagoons and paved walkways winding throug... Learn More
Rates
$114 - $142 night
$795 - $1895 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 101 - 125 of 630
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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.