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Hilton Head Island Vacation Rentals

742 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.

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Low Country Coast Top Cities
Listings 101 - 125 of 742
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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: Surf Court is located in Forest Beach just 1 block to the ocean. Surf Court #71 is a ground floor entry with your living room, dining room, kitche...
Rates
$115 - $205 night
$575 - $1025 week


Pet Friendly   Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 6 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: Winner of the 2015 prestigious Lighthouse Awards for BEST EXTERIOR this custom built home has 5 bedrooms, 5 full baths and 2 half baths. Located i...
Rates
$3995 - $10295 week


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2BD/2.5BA Townhouse with Golf Course View. King, 2 Double beds plusSleep Sofa. Sleep Sofa Linens available for $25. Walk easily to the on site Pool...
Rates
$155 - $260 night
$775 - $1300 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 189 Twin Oaks - Beautiful 2 BR Townhouse on the Harbour Town Golf Course This 2 bedroom, 2.5 bath Twin Oaks Villas has an outstanding view of the ...
Rates
$114 - $128 night
$795 - $5000 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Dramatic, Funky & Fun is the best way to describe this 4 bedroom, 4.5 bath house with private *HEATED POOL and SPA located 3rd row from the ocean....
Rates
$1595 - $4295 week


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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 Ocean One 120 enjoy a landscap...
Rates
$165 - $325 night
$825 - $1625 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 7
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 409 enjoy panoramic views of the Atlantic Ocean and its white sandy ...
Rates
$210 - $450 night
$1050 - $2250 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 decks off the living room and master bedroom, guests staying in Ocean One 511 enjoy panoramic views of the Atlantic Ocean and its white sandy ...
Rates
$210 - $450 night
$1050 - $2250 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: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 302 enjoy panoramic views of the Atlantic Ocean and it...
Rates
$175 - $375 night
$875 - $1875 week


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Located on South Forest Beach Drive just across the street from the beach, this two bedroom one and a half bath townhouse style condominium offers ...
Rates
$72 - $72 night
$385 - $385 week


Non Smoking


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Walk to Beach, New Interior, Pet Friendly, Free Bikes, Pool & Tennis Escape to the Beach! Looking for Value? You always get: 4 New Adult Aluminu...
Rates
$114 - $156 night
$695 - $1495 week


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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: Relax and enjoy this inviting, newly renovated 2 bedroom, 2 bathroom town home villa located in the heart of South Forest Beach in Seascape Villas ...
Rates
$77 - $77 night
$435 - $435 week


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Xanadu Villa C5 - 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc This second floor nicely decorated 3 Bedroom, 2 and 1/2 Bathroom condo in the Xa...
Rates
$162 - $162 night
$820 - $820 week


Non Smoking


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4.5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 72 Dune Lane - 2nd Row Ocean (Less than 20 yards to the beach) Very Spacious This pretty 2nd row ocean Low Country design beach home has 5 bedroom...
Rates
$1995 - $5195 week


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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: 2212 Seacrest - 2nd Floor, 3 BR, Oceanviews and more. Beautiful!!! The beach is beckoning you from this pretty 3 bedroom, 3 bath OCEANVIEW villa. ...
Rates
$199 - $199 night
$1395 - $3395 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: Pretty, 3rd floor 2 bedroom, 2 bath villa end unit with wrap around patio has gorgeous views of the Calibogue Sound. Decorated in soothing neutral...
Rates
$128 - $128 night
$895 - $2295 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: Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday check-in required. Saturday check-out required....
Rates
$120 - $230 night
$840 - $1610 week


Non Smoking


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 2 Sea Spray-Just Steps to the Beach 2nd Row Ocean w/ Hot Tub & Pool 2nd row ocean FUN beach home has 4 bedroom, 3.5 bath home with *PRIVATE HEATED...
Rates
$1795 - $4995 week


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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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 12 is a two-story townhouse w...
Rates
$115 - $205 night
$575 - $1025 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
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 60 is a three-story townhouse...
Rates
$165 - $285 night
$825 - $1425 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: 1693 Bluff Villa - Wonderfully updated 1 BR South Beach villa! This lovely and newly updated villa is on the 3rd floor of a 3 story walk up. The w...
Rates
$695 - $1295 week


Non Smoking   Swimming Pool


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/ 2.5 BA townhouse with golf course view. King & 2 Twin beds plus Sleep Sofa ( Sofa linens available for a $25 fee) Large Pool on site. Walkeas...
Rates
$180 - $260 night
$900 - $1300 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/ 2 BA 5th Row Ocean home adjacent to the beach walk. King, King, Double & 2 Twin beds. Free Membership to S.Beach Pool. Pet friendly.FREE WIFI...
Rates
$270 - $440 night
$1350 - $2200 week


Pet Friendly   Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: This gorgeous 5bedroom, 5 bath house has just been completely renovated! All new upgrades including an elevator, stainless steel appliances, grani...
Rates
$2695 - $4795 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 707 Schooner Court-Located in Harbourtown steps to Lighthouse, dining & shops UNPARALLELED VIEWS OF THE CALIBOGUE SOUND, BUOY ROMANCE RIGHT ACROSS...
Rates
$364 - $364 night
$2550 - $4500 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 101 - 125 of 742
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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.