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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 101 - 125 of 631
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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 - $271 night
$1395 - $3395 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 823 Ketch Court - Sea Pines Townhouse in Harbourtown-Quick walk to the Marina NEWLY RENOVATED - UNBELIEVABLE LOCATION This 2 bedroom, 2.5 bath S... Learn More
Rates
$85 - $128 night
$595 - $2500 week


Non Smoking   Swimming Pool   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 - $260 night
$825 - $1300 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: Ocean Dunes Villa 318 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERNET, a separate bedroom with a new King size bed... Learn More
Rates
$120 - $205 night
$550 - $1025 week


Non Smoking   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 8 Bathroom, Sleeps 20
Location: Hilton Head Island, South Carolina, United States
Description: 18 Ibis Street - Wonderful Oceanfront Views. 7 BR Home - Sleeps 20 Magnificent 7 Bedroom, 7 Bath 2nd row ocean home with *Private Heated Pool has ... Learn More
Rates
$4395 - $11595 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: With an over 660 square ft. rooftop deck, plus a deck off of the living room area, guests staying in Ocean 38 enjoy outstanding views of the Atlant... Learn More
Rates
$230 - $455 night
$1150 - $2275 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: With decks off the living room and master bedroom, guests staying in Ocean One 209 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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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: Nicely Decorated 1st floor villa close to the pool with Internet Access and Free Long Distance five story building is located on South Forest Beac... Learn More
Rates
$115 - $205 night
$550 - $1025 week


Non Smoking   High-Speed Internet


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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 - $214 night
$1095 - $2695 week


Non Smoking   Swimming Pool   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: 26 Canvasback - 4 BR Coastal Living inspired Fully Renovated home. Located 3rd row from the ocean this 4 bedroom, 3 bath home with *HEATED POOL an... Learn More
Rates
$285 - $399 night
$1995 - $5395 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: 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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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 - $360 night
$1650 - $1800 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 w/ Private Pool* (*can be heated for add'l fee) Queen, Queen, Double, 2 Twins, 2 Twins, Sleep Sofa. Living Room & Childre... Learn More
Rates
$600 - $700 night
$3000 - $3500 week


Non Smoking   Swimming Pool


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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: Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Ocean One 424 enjoy a landscape view and won't have to cross a ... Learn More
Rates
$195 - $375 night
$975 - $1875 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 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court is located 1 block to the beach and 1 block to Van Der Meer Tennis center. Vacationers seeking a great value with a short walk to beach... Learn More
Rates
$165 - $260 night
$825 - $1300 week


Non Smoking


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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 1 Bd/1 Ba 1st floor Ocean Front Villa. Queen bed & Sleep Sofa. Sleep Sofa linens available for $25. Oceanfront Pool & Baby Pool. Pool is Heated in ... Learn More
Rates
$150 - $150 night
$750 - $750 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: Racquet Club is near the Sea Pines Center and the famous Harbour Town Yacht Basin. Both venues offer guests a wide selection of restaurants, shops,... Learn More
Rates
$119 - $175 night
$595 - $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: Ocean Dunes Villa 317 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitc... Learn More
Rates
$195 - $305 night
$900 - $1525 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: 174 Beachwalk is located within Shipyard Plantation, a private residental and resort community. This complex is a short walk to the Atlantic Ocean... Learn More
Rates
$170 - $270 night
$850 - $1350 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: New to rental market! Beautiful Renovated Plantation Club Villa Pet Friendly Plantation Club is located in the heart of the Sea Pines Resort. Situ... Learn More
Rates
$71 - $500 night
$495 - $2000 week


Pet Friendly   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: 2 BD/ 2BA oceanfront villa. King & 2 twin beds. Sleep Sofa ( sofa linens provided for $25 fee). Zero Entry Oceanfront Pool, Hot Tub & Baby Pool.Poo... Learn More
Rates
$240 - $240 night
$1200 - $1200 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: 4 BD/4.5BA home with lagoon & golf view. 2 Queens & 4 Twin beds. Private Pool* & Spa* (*can be heated for fee). Multiple Living Areas + Billiard Ro... Learn More
Rates
$700 - $800 night
$3500 - $4000 week


Non Smoking   Swimming Pool


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/ 2.5 BA townhouse with golf course view. King & 2 Twin beds plus Sleep Sofa ( Sofa linens available for a $25 fee) Large Pool on site. Walkeas... Learn More
Rates
$155 - $155 night
$775 - $775 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Located oceanfront on South Forest Beach Drive this complex offers three bedrooms, three bath tri-level ocean view condominiums with living room-di... Learn More
Rates
$245 - $465 night
$1150 - $2325 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 6 Bedroom, 5 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 130 Dune Lane - 2nd Row Ocean - Available 8/30-9/6 week -15% Off This 2nd row ocean 6 bedroom, 5 bath home with *heated pool and spa has all the i... Learn More
Rates
$427 - $585 night
$2995 - $7595 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 101 - 125 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.