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Hilton Head Island Vacation Rentals

588 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 76 - 100 of 588
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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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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: 2 BD/2 BA second floor villa. King & 2 Twin beds plus a Sleep Sofa. Sofa linens available for $25. Pool & Hot tub on site. Grilling Area. Walk or ... Learn More
Rates
$155 - $180 night
$775 - $900 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: With decks off the living room and master bedroom, guests staying in Ocean One 411 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$250 - $410 night
$1250 - $2050 week


Non Smoking


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3 bedroom Vacation Rental Apartment in Hilton Head Island
Apartment: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 97 is a first-floor flat with no steps to navigate. ... Learn More
Rates
$145 - $220 night
$725 - $1095 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Courtside is an ocean-oriented complex, about 1 1/2 blocks to the beach. Courtside 110 is a 3 story townhouse with 3 bedrooms and 3 1/2 baths, one... Learn More
Rates
$165 - $230 night
$825 - $1150 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 45 - 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 - $295 night
$1050 - $1400 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: 1127 Harbourtown Green - Spectacular views 3BR penthouse w/ Hot Tub! This spectacular 2 story penthouse has breathtaking views of the world famous... Learn More
Rates
$428 - $428 night
$2995 - $18000 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 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 51 is a two-story townhouse, on... Learn More
Rates
$110 - $175 night
$550 - $875 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This villa is one of the closest villas to the ocean and has a wonderful ocean view. This one bedroom villa offers a separate bedroom with a queen ... Learn More
Rates
$105 - $115 night
$400 - $575 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: This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, living and dining area are combined. Additional ... Learn More
Rates
$120 - $135 night
$550 - $700 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: 1BD/1BA Oceanfront Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oceanfront Pool & Baby Pool on site. Pool is Heated in Ma... Learn More
Rates
$150 - $170 night
$750 - $850 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 1412 South Beach Villa - Oceanfront, 4 BR townhouse - Pretty! Spectacular sunsets abound from this 4 bedroom, 3 bath, two story OCEANFRONT town ho... Learn More
Rates
$199 - $199 night
$1395 - $3395 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
$295 - $295 night
$1475 - $1475 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 107 is a two-story townhouse, o... Learn More
Rates
$110 - $175 night
$550 - $875 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: 1691 Bluff Villas - Cute 1 BR Villa, 2nd floor a quick walk to the beach This 1 bedroom, 1 bath flat is located on the 3rd floor of a 3-story wal... Learn More
Rates
$71 - $85 night
$495 - $1195 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3001 Turtle Lane-Oceanfront Spectacular Views!!! Available Late Aug & Sept. Stay at one of the most exclusive adresses in Sea Pines Plantation. Th... Learn More
Rates
$242 - $242 night
$1695 - $4495 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 56 is a two-story townhouse, on... Learn More
Rates
$110 - $175 night
$550 - $875 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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: Just second row from the ocean this wonderful 2 story beach home features and elevated deck and a private *HEATED pool. On the first floor you will... Learn More
Rates
$171 - $171 night
$1195 - $3295 week


Non Smoking   High-Speed Internet


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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: Recently renovated, this 1 bedroom, 1 bath OCEANFRONT villa has everything you'll want for a perfect vacation. Enjoy a wonderful view of the ocean... Learn More
Rates
$71 - $85 night
$495 - $1195 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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, 2 bath flat with a pretty view of Braddock Cove and is beautifully furnished. This villa is located on the 2nd floor of a ... Learn More
Rates
$85 - $114 night
$595 - $1395 week


Non Smoking   Swimming Pool   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: TOTALLY RENNOVATED AND BEAUTIFUL!!! This villa offers a separate bedroom with a king size bed, full size kitchen, living and dining area are combi... Learn More
Rates
$110 - $125 night
$475 - $650 week


Non Smoking


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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: 3422 Villamare - Fully Renovated -Late October/November dates available. 3422 Villamare is located Oceanfront in Palmetto Dunes, This 2 bedroom, 2... Learn More
Rates
$142 - $142 night
$995 - $2395 week


Non Smoking   Swimming Pool   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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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Located Oceanfront in Palmetto Dunes, This 2 bedroom, 2 bath villa is located on the 4 th floor and has angled ocean views. This bright and boldl... Learn More
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking   Swimming Pool


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 6 Painted Bunting - 3rd Row Ocean - 4 BRs, 4.5 BAs and spacious. Wonderful 4 bedroom, 4.5 bath home with * HEATED Pool in Sea Pines Plantation. L... Learn More
Rates
$228 - $228 night
$1595 - $4295 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 76 - 100 of 588
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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.