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Hilton Head Island Vacation Rentals

624 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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Listings 101 - 125 of 624
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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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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/3.5 BA elevated home with golf course view. 2 Kings & 4 Twins. Private Pool (can be heated for a fee ). Sleep Sofa. Sofa bed linens availab... Learn More
Rates
$330 - $700 night
$1650 - $3500 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: 23 Beach Villas is one of only 30 Villas in a complex situated on 6 acres of oceanfront property. Expansive 2 acre oceanfront courtyard and pool fo... Learn More
Rates
$245 - $465 night
$1150 - $2325 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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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: 1502 Seacrest - 5th Floor, 2 BR Villa overlooking the pool & ocean. This pretty 5th floor Oceanview villa is decorated on bright cheery colors tha... Learn More
Rates
$142 - $142 night
$995 - $2595 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: 3BD/2BA fifth row ocean home with private pool (can be heated for a fee) . 2 Queens, 2 Twins & Sleep Sofa. Sleep Sofa Linens available for $25. Wa... Learn More
Rates
$330 - $660 night
$1650 - $3300 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 4
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA freestanding villa with Landscape view. 2 Queen beds. Pool on site or walk easily to the Beach. Spacious Screened Porch.FREE WIFI. Non-s... Learn More
Rates
$150 - $219 night
$750 - $1095 week


Non Smoking   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: 898 Ketch Court-Steps to Harbourtown, Shopping and so much more Wow! This gorgeous 3 bedroom, 3 ½ bath villa is located in the heart of Harbour To... Learn More
Rates
$99 - $1170 night
$695 - $3600 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: 335 Shorewood Beautiful fully renovated oceanfront villa, Fall weeks availabl Beautifully situated oceanfront in South Forest Beach, Shorewood Vil... Learn More
Rates
$142 - $142 night
$995 - $2595 week


Non Smoking   Swimming Pool   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 95 is a two-story townhouse, on... Learn More
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking   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: Located in the forest beach area 2 1/2 blocks to the beach. This is an end unit at the end of a cul-de-sac. This property features a brick-lined ... Learn More
Rates
$145 - $260 night
$725 - $1300 week


Non Smoking


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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: Newley Rennovated in 2011!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, living and dining ar... Learn More
Rates
$140 - $235 night
$650 - $1175 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Spacious Sea Pines Townhome, Free Bikes, Walk to Beach, Pool, Golfer's Dream THIS VILLA AVAILABLE FOR WEEKLY SATURDAY TO SATURDAY RENTALS ONLY. ... Learn More
Rates
$600 - $600 night
$795 - $2400 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: 2308 Seacrest -3rd Floor & Pretty Views. Fall dates still available. Book Now Just relax and enjoy the sound of rolling waves from this OCEANVIEW ... Learn More
Rates
$142 - $142 night
$995 - $2595 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: AS CLOSE TO EVERYTHING AS YOU WANT TO BE, while maintaining privacy when you are ready to escape to 2113 Sea Crest, a fabulous OCEANSIDE, 2 bedroom... Learn More
Rates
$114 - $114 night
$795 - $2095 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 48 Dune Lane-2nd Row Ocean & Beautifully Renovated- 100 yards to the beach This 2nd row ocean home with 5 bedrooms, 4 baths a *PRIVATE HEATED poo... Learn More
Rates
$342 - $456 night
$2395 - $6095 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: 303 Northshore - Pretty 3rd Floor Villa. Quick 100 yards walk to the beach. This new ocean-oriented 2 bedroom, 2 bath luxury villa is located on t... Learn More
Rates
$85 - $128 night
$595 - $1595 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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 61 is a ground floor apartment ... Learn More
Rates
$110 - $210 night
$550 - $1050 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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 32 is a three-story townhouse... Learn More
Rates
$165 - $290 night
$825 - $1450 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 11 Gunnery Lane-5 BR beach home- 4 minute bike ride to the beach TV?S EVERYWHERE, BIKE PATH PASSES ALONGSIDE YOUR SWIMMING POOL TO THE BEACH? Wh... Learn More
Rates
$170 - $227 night
$1195 - $3195 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Located oceanfront on South Forest Beach Drive, this oceanfront tri-level townhome offers three bedroom, three bath, living room-dining room comb... Learn More
Rates
$583 - $700 night
$3500 - $3500 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: 1BR 1 BA Oceanfront Seaside Villa newly renovated S Forest Beach NEWLY RENOVATED. Many upgrades. Nicely decorated, this villa offers a layout th... Learn More
Rates
$125 - $218 night
$575 - $1090 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-Beautiful fully renovated home with Beautiful Pool & Golf Views 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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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 169 Mooring Buoy - 5th Row Low Country Beach Home w/ Pool & Spa This lovely 3 bedroom, 2.5 bath home with private *HEATED POOL and SPA is just a q... Learn More
Rates
$142 - $214 night
$995 - $2995 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: 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 - $85 night
$495 - $1195 week


Non Smoking   Swimming Pool


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Listings 101 - 125 of 624
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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.