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Hilton Head Island Vacation Rentals

589 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 589
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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 11
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/4 BA, 4th row ocean, two story home. Screened porch. King, Queen, Queen, Queen & Twin beds. Sleep Sofa. Sofa bed linens rented for $25 fee... Learn More
Rates
$420 - $480 night
$2100 - $2400 week


Non Smoking   Swimming Pool   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: 66 Kingston Dunes - 5 Minutes Walk to the Beach w/ Pool -3 BRs -Sleeps 8 This wonderful 3 bedroom, 3 bath home with private *HEATED POOL and SPA h... Learn More
Rates
$128 - $128 night
$895 - $2495 week


Non Smoking   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 6
Location: Hilton Head Island, South Carolina, United States
Description: This is a beautifully situated vacation villa in South Forest Beach, which offers an enviable combination of convenience and privacy in one of the ... Learn More
Rates
$85 - $85 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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean Club 29 enjoy a landscap... Learn More
Rates
$150 - $220 night
$750 - $1095 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 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
$150 - $220 night
$750 - $1095 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 6
Location: Hilton Head Island, South Carolina, United States
Description: Newly renovated. This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, living and dining area are combi... Learn More
Rates
$120 - $135 night
$550 - $700 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Beautiful angled ocean views from this lovely 2 bedroom ocean view villa! Decorated in light, bright beachy colors you will love this lovely villa ... Learn More
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking   Swimming Pool


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4 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: BRIGHT, FAMILY FUN AT 1423 SOUTH BEACH VILLA. OCEAN VIEWS, BEACH TOYS, & BONUS ROOM! A brightly-decorated, 2-story, 4 bedroom, 3 bath town home ... Learn More
Rates
$142 - $142 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, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Beachside is an oceanside complex within steps of the Atlantic Ocean. This beach is one of the most secluded on Hilton Head Island. The home is acr... Learn More
Rates
$300 - $500 night
$1500 - $2495 week


Non Smoking   High-Speed Internet


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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: 120 Ocean Dunes - 1st Floor Oceanfront pretty villa. Summer Weeks Available. This is a totally renovated, freshly painted and professionally decor... Learn More
Rates
$71 - $71 night
$495 - $1125 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 100 is a ground floor apartment... Learn More
Rates
$110 - $175 night
$550 - $875 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: The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a private patio accessible from the living room, guests... Learn More
Rates
$180 - $295 night
$895 - $1475 week


Non Smoking   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: The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. With patios off the living room and master bedr... Learn More
Rates
$230 - $380 night
$1150 - $1895 week


Non Smoking


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 8 Hilton Head Beach Villa-Oceanfront Villa Complex w/ Pool - Pretty Villa! Hilton Head Beach Villas is a spacious 30 unit complex spectacularly lo... Learn More
Rates
$156 - $156 night
$1095 - $2695 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This newly remodeled 1st floor villa has 3 bedrooms and 3 bathrooms and is looking to the pool and ocean and there is covered parking underneath th... 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 8
Location: Hilton Head Island, South Carolina, United States
Description: This beautifully furnished two bedroom, two bathroom, first floor unit has been recently renovated. This villa features a large living area with an... Learn More
Rates
$85 - $114 night
$595 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 3 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 11 Marsh Wren-2nd Row Ocean avail to rent as 3,4 or 5 BR during Spring This wonderful 2nd row, 2 story 5 BR, 3BA home with *HEATED Pool is just st... Learn More
Rates
$256 - $256 night
$1795 - $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 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 306 Tennismaster - 3 BR, Shipyard townhouse- 5 minutes to the beach These Tennismaster Townhouse villas are 3 bedrooms, 3.5 baths. Conveniently... Learn More
Rates
$85 - $128 night
$595 - $1595 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: This top floor penthouse OCEANFRONT villa is the premier 3 bedroom accommodation on Hilton Head Island. Panoramic views allow you to watch the sun... Learn More
Rates
$228 - $228 night
$1595 - $4495 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 5 BD/ 4 BA multi-story Home with Private Pool* & Spa* can be heated for *additional fee. King, King, 2 Queens, 2 Doubles, Queen. FREE Beach Shuttl... Learn More
Rates
$385 - $420 night
$1925 - $2100 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This ocean-oriented townhouse is two-stories with the entry and first floor a few steps above street level. Ocean Gate is within 1 block of the Atl... Learn More
Rates
$110 - $175 night
$550 - $875 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: 257 Captain Quarters - Magnificent views of Broad Creek! New to Vrbo. This lovely 4th floor 2 bedroom, 2 bath villa has breathtaking views of Broa... Learn More
Rates
$99 - $114 night
$695 - $1395 week


Non Smoking   Swimming Pool   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: 5BD/5.5BA Oceanfront Home w/ Private Pool (heated for a fee) 4 King beds,1 Queen & Sleep Sofa. Sofa Linens available for $25. Multiple Living Area... Learn More
Rates
$1000 - $1100 night
$5000 - $5500 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 67 is a ground floor apartment ... Learn More
Rates
$110 - $175 night
$550 - $875 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 101 - 125 of 589
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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.