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Hilton Head Island Vacation Rentals

631 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 631
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2 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bedroom Resort View Villa Unit Description: This resort view villa has two bedrooms and bathrooms, full kitchen, living room, and private laundr... Learn More
Rates
$155 - $375 night
$1085 - $2625 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: 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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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 6 Bathroom, Sleeps 17
Location: Hilton Head Island, South Carolina, United States
Description: 2 Quail- New & Beautiful- Book Now for September/October weeks. Incredible custom built home located in the North Forest Beach area of Hilton Head... Learn More
Rates
$485 - $756 night
$3395 - $8995 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: Surf Court 74 is an ocean-oriented complex with first-floor entry. This property is a 3 story townhouse with your livingroom, dining room, kitchen... Learn More
Rates
$165 - $260 night
$825 - $1300 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: This newly updated spacious 2 bedroom, 2-bath beachfront villa affords a stunning view from every room. Located on the 2nd floor you view out over ... Learn More
Rates
$128 - $171 night
$895 - $2295 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: 3BD/3BA townhouse with golf and lagoon views. King, Queen & 2 Twins.Pool & Tennis located on site. Walk or bike easily to the beach. Sofa bed.Sofa ... Learn More
Rates
$190 - $190 night
$950 - $950 week


Pet Friendly   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 307 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$190 - $375 night
$950 - $1875 week


Non Smoking   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 - $610 night
$1500 - $3050 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/4 BA two story home with Private Pool* & Spa* (*can be heated for a fee). Golf & Lagoon Views. King, Queen, Queen & 2 Bunk beds. Pet FriendlyW... Learn More
Rates
$330 - $350 night
$1650 - $1750 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: 2 BD/2BA Golf Course view villa on # 1 Fairway of Galleon Course. King & 2 Twin beds plus sleep sofa. (Sofa linens rentable for $25 fee) Nice back... Learn More
Rates
$155 - $155 night
$775 - $775 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Apartment in Hilton Head Island
Apartment: 1 Bedroom, 1 Bathroom, Sleeps 2
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 - $205 night
$550 - $1025 week


Non Smoking


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 5 Troon - Beautiful 5 BR Home - Sleeps 10. Quick Walk to the Beach. Gorgeous 5 bedroom house with *HEATED pool. Located in Palmetto Dunes Plantati... Learn More
Rates
$228 - $342 night
$1595 - $4295 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 10
Location: Hilton Head Island, South Carolina, United States
Description: 2402 Seacrest - 3rd Floor Seacrest villa! Available Aug & Sept Weeks This 4th floor Oceanview 3 bedroom, 3 bath villa is just perfect for your fam... Learn More
Rates
$185 - $256 night
$1295 - $3295 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 4
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 415 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$200 - $395 night
$1000 - $1975 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 - $270 night
$1195 - $3195 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 5
Location: Hilton Head Island, South Carolina, United States
Description: This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dining area are combined. Additional bedding for th... Learn More
Rates
$105 - $178 night
$400 - $890 week


Non Smoking


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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 a balcony accessible by the living room and master bedroom, guests staying in Shorewood 305 enjoy panoramic views of the Atlantic Ocean and it... Learn More
Rates
$195 - $395 night
$975 - $1975 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 6
Location: Hilton Head Island, South Carolina, United States
Description: One Bedroom with Loft Unit Description: These stylish one-bedroom with loft rentals are the perfect retreat for families and couples. Units have 2... Learn More
Rates
Contact Owner
Directly For Rates


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: 1505 Villamare - 2 BR, 2 bath villa has outstanding views of the ocean This beautiful 5th floor Oceanfront villa is located in Palmetto Dunes. Thi... Learn More
Rates
$142 - $185 night
$995 - $2395 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, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 2407 Seacrest -4th Floor,Beautiful Ocean Views - 20% off Aug weeks This 1 bedroom, 1.5 bath OCEANVIEW villa located on the 4th floor in building 2... Learn More
Rates
$114 - $142 night
$795 - $1895 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 - $350 night
$1650 - $1750 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: Recently remodeled, this fabulous 2nd floor, 2 bedroom, 2 bathroom OCEANVIEW SeaCrest condo will knock your socks right off. Located in building 1... Learn More
Rates
$142 - $199 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, 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 504 enjoy a landscap... Learn More
Rates
$159 - $279 night
$795 - $1395 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 is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 58 is a two-story townhouse w... Learn More
Rates
$110 - $180 night
$550 - $900 week


Pet Friendly   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 - $185 night
$995 - $2395 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 51 - 75 of 631
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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.