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Hilton Head Island Vacation Rentals

496 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 51 - 75 of 496
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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 one 217 Unit Description: The 2 bedroom/2 bath property features custom finishes and designer decor. The fully equipped kitchen has a breakf... Learn More
Rates
$171 - $999 night
$1197 - $6993 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown & South Beach This spacious and private 4 bd/4.5 bath home overlooks the Sea Pines Ocean C... Learn More
Rates
$171 - $171 night
$1195 - $3195 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 11
Location: Hilton Head Island, South Carolina, United States
Description: 2 Genoa Court - Custom Built 4 BR Home w/ Hot Tub in Harbourtown Area. This newer 4 bedroom, 4.5 bath room home with HOT Tub is located right in t... Learn More
Rates
$156 - $156 night
$1095 - $10500 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Whew! There is so much to say about this 1 BR,1 bath Oceanview villa Totally renovated 2008. This all new 1 bedroom/1 bath.1st floor OCEANFRONT v... Learn More
Rates
$71 - $71 night
$495 - $1195 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/3 BA townhouse with lagoon view. 2 Kings & 2 Twins. Pool & Tennis onsite. Walk or bike to the Forest Preserve. Bike or drive to the Sea Pines ... Learn More
Rates
$190 - $330 night
$950 - $1650 week


Non Smoking


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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 and Sleep Sofa. 3 TV's & WI-FI. Pool Membership at South Beach Pool. Walk to ... Learn More
Rates
$160 - $240 night
$800 - $1200 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Sporty 3 Br, 2 Ba, remodeled villa in the heartbeat of Harbourtown, read on.. Recently renovated, this traditional 3 bedroom, 2 bath Racquet Club ... Learn More
Rates
$85 - $199 night
$595 - $3000 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: Stay ocean-side at Ocean Club, just a short walk to the beach with no roads to cross. You will follow a wooden walkway until you reach the Atlant... Learn More
Rates
$190 - $295 night
$950 - $1475 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 13 Mizzenmast Court-Golf Course View w/ Pool and Quick walk to Harbourtown This beautifully decorated 3 bedroom, 2.5 bath town home with private p... Learn More
Rates
$171 - $299 night
$1195 - $12000 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: 3405 Seacrest - Oceanfront Views - 4th Floor End Villa 5/31-6/7 wk Available. This elegant penthouse style corner unit is OCEANFRONT. The villa ha... Learn More
Rates
$228 - $228 night
$1595 - $4395 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 2 bedroom resort view Unit Description: This 2 bedroom villa is located within the largest plantation of Hilton Head. Just a short bike ride from ... Learn More
Rates
$168 - $999 night
$1176 - $6993 week


Non Smoking


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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 64 - Stunning Beach Condo - Short Walk to the Ocean. Surf Court is an ocean-oriented complex with first-floor apartments, two-story and... Learn More
Rates
$140 - $199 night
$695 - $995 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 131 enjoy a landscap... Learn More
Rates
$200 - $315 night
$995 - $1575 week


Non Smoking


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 2215 SeaCrest OCEANSIDE RENOVATION SENSATION! Lovely 2nd-floor, 3 bedroom, 3 bathroom, villa in Sea Crest resort, building 2, is front and central... Learn More
Rates
$171 - $171 night
$1195 - $2895 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 7
Location: Hilton Head Island, South Carolina, United States
Description: 7627 Huntington- Beautiful 2 BR Villa, Quick walk to the beach. This expertly decorated 2nd floor flat at Huntington is a 2 bedroom, 2 bath villa ... Learn More
Rates
$114 - $242 night
$795 - $1995 week


Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 6 Bedroom, 7 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: WINDOWS ON THE WORLD, DESIGNER LINEN DREAMS This gorgeous and just renovated in 2011 three-story OCEANFRONT 6 bedroom, 6.5 bath North Forest Beach... Learn More
Rates
$7195 - $13295 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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 25 is a ground floor apartmen... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 231 Beachside Homes -4 BRs and close to every South Beach amenity! HILTON HEAD ISLAND AS IT WAS MEANT TO BE ENJOYED! A 4 bedroom, 4 bath Beachside... Learn More
Rates
$156 - $156 night
$1095 - $2995 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 Bd/ 3.5 Ba townhouse with lagoon view. King, Queen & 2 Twin beds.Walk easily to the Beach. Pool, Baby Pool & Hot Tub on site.Free WI FI & Smart T... Learn More
Rates
$270 - $500 night
$1350 - $2500 week


Non Smoking


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 72 Dune Lane - 2nd Row Ocean Rent as 3, 4 or 5 BR March thru May This pretty 2nd row ocean Low Country design beach home has 5 bedrooms plus bonus... Learn More
Rates
$285 - $285 night
$1995 - $5195 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: Within earshot of the rolling surf, this 1 bedroom, 2 bath villa is located in the closest Shipyard villa complex to the beach. This 2nd floor vill... Learn More
Rates
$71 - $142 night
$495 - $1195 week


Non Smoking


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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This is a totally renovated, freshly painted and professionally decorated 1 bedroom, 1 bath 1st-floor BEACHFRONT villa with a wonderful ocean view.... Learn More
Rates
$71 - $71 night
$495 - $1125 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 5BD/4BA ocean front home with Private Pool (can be heated for add'l fee) Queen, Queen, Double, 2 Twins, 2 Twins, Sleep Sofa. Living Room plus Small... Learn More
Rates
$600 - $1200 night
$3000 - $6000 week


Non Smoking   Swimming Pool


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
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 88 is a ground floor apartment ... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking


View Details and Book Online Send Inquiry



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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 106 enjoy a landscap... Learn More
Rates
$230 - $395 night
$1150 - $1975 week


Non Smoking


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Listings 51 - 75 of 496
First Previous
1 2 3 4 5
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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.