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Hilton Head Island Vacation Rentals

591 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 591
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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 211 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$230 - $515 night
$1150 - $2575 week


Non Smoking


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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: This townhome is a three bedroom two bathroom beach getaway that has been completely updated and offers the convenience of wireless internet!! The... Learn More
Rates
$150 - $270 night
$750 - $1350 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: Newly remodeled with WIRELESS INTERNET!!!! This one bedroom, one bath villa includes all new interior, decorated in a relaxing, yet elegant styling... Learn More
Rates
$105 - $170 night
$400 - $850 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 9
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/3 BA 4th row ocean home. 2 Kings, Queen & Twin plus Sleep Sofa.(Sofa linens available for $25 fee)Private Pool can be heated for a fee.Free WI... Learn More
Rates
$350 - $770 night
$1750 - $3850 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This spacious 3 bedroom, 2 bath flat with a spectacular view of Braddock Cove and is beautifully furnished. This villa is located on the 2nd floor ... Learn More
Rates
$99 - $214 night
$695 - $1695 week


Non Smoking   Swimming Pool   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: 1 BD/1 BA freestanding villa with landscape view. Queen bed plus SleepSofa. (Sofa bed linens rentable for $25 fee) Pool on site. Walk or bike eas... Learn More
Rates
$125 - $165 night
$625 - $825 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: Courtside 31 is a ground floor condo with easy access and no steps to navigate. Courtside is located 1 1/2 blocks to the beach and next to the Van... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown & South Beach This spacious and private 4 bd/4.5 bath home overlooks the Sea Pines Ocean C... Learn More
Rates
$171 - $171 night
$1195 - $3195 week


Non Smoking   Swimming Pool   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 - $142 night
$495 - $1195 week


Non Smoking


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/3 Ba Home. King, Queen, 2 Fulls & 2 Twins. Sleep sofa. (Sofa linens available for $25 fee) Private Pool & Hot Tub(can be heated for a fee) ... Learn More
Rates
$400 - $880 night
$2000 - $4400 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/4.5 BA home with Private Pool (cannot be heated) King, King,Queen, 2 Twins plus Sleep sofa. Sleep Sofa Linens available for $25. Walk or Bik... Learn More
Rates
$385 - $770 night
$1925 - $3850 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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 117 is a two-story townhouse, o... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking


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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: 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 - $170 night
$400 - $850 week


Non Smoking


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Outstanding is the thought that comes to mind when describing this lovely 4 bedroom, 4 bath Portside Home. Located in the desirable South Beach Mar... Learn More
Rates
$171 - $171 night
$1195 - $3195 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3503 Seacrest-Direct Oceanfront 5th Floor - 9/20 Week Available This attractive 5th floor PENTHOUSE OCEANFRONT villa has outstanding ocean front v... Learn More
Rates
$228 - $228 night
$1595 - $4495 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: 1205 Villamare - Pretty 2nd Floor Villa overlooking the pool to the ocean. Located Oceanfront in Palmetto Dunes, these luxurious villas are surrou... 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
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: PLENTY OF FEATURES AND AMENITIES AT 1101 VILLAMARE There are many nice features at this 2 bedroom, 2 bath, OCEANFRONT Palmetto Dunes villa, you m... Learn More
Rates
$128 - $128 night
$895 - $2195 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 6
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 - $170 night
$400 - $850 week


Non Smoking


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 4BD/3.5BA home overlooking # 5 Fairway of Harbour Town Golf Linkswith Private Pool & Spa (can be heated for a fee) 3 Kings & 2 Twin beds. Bike easi... Learn More
Rates
$320 - $1200 night
$1600 - $6000 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: Relax and enjoy your Hilton Head Island experience in this nicely decorated 1 bedroom, 1 bath villa. This villa has a very spacious living area wi... Learn More
Rates
$95 - $135 night
$400 - $675 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: Seascape Villas offers a relaxing atmosphere with naturally landscaped grounds with walking trails, two swimming pools, and a series of lagoons wit... Learn More
Rates
$115 - $205 night
$550 - $1025 week


Non Smoking


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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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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/ 3.5 BA 2-story home w/ golf view. King & 2 Queens. Sleep Sofa. (Sofa linens available for $25 fee) Private Pool (not heatable) Walk easil... Learn More
Rates
$300 - $700 night
$1500 - $3500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 18 is a two-story townhouse, on... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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 - $199 night
$550 - $995 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 51 - 75 of 591
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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.