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Hilton Head Island Vacation Rentals

592 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 592
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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: 2BD/2BA ground floor villa with golf & lagoon views. King, 2 Twin beds &Sleep Sofa. Sleep Sofa linens available for $25. Pool & Tennis on site.Bike... Learn More
Rates
$155 - $180 night
$775 - $900 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 4 Bedroom, 4 Bathroom, Sleeps 10
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 202 enjoy a landscap... Learn More
Rates
$250 - $410 night
$1250 - $2050 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 a balcony accessible by the living room and master bedroom, guests staying in Shorewood 438 enjoy a great view of the Atlantic Ocean and the S... Learn More
Rates
$170 - $270 night
$850 - $1350 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 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 - $428 night
$1595 - $4495 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 7
Location: Hilton Head Island, South Carolina, United States
Description: This lovely 3 bedroom, 3 bath townhouse is located in the heart of Harbour Town. Decorated in bright, whimsical colors this villa is sure to please... Learn More
Rates
$85 - $199 night
$595 - $3000 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/ 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 - $300 night
$1200 - $1500 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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 106 enjoy a landscap... Learn More
Rates
$190 - $305 night
$950 - $1525 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 14 is a two-story townhouse, ... Learn More
Rates
$110 - $175 night
$550 - $875 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 - $135 night
$550 - $675 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/ 3 BA 2nd Row Ocean View home. King, Queen, 2 Twins & Double & Twin. FREE WIFI. Multiple TV & DVD players. Private Pool (can be heated for a f... Learn More
Rates
$500 - $550 night
$2500 - $2750 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 115 is a ground floor apartment... Learn More
Rates
$110 - $175 night
$550 - $875 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: Lake Forest is a quiet community adjacent to the 600 acre Sea Pines Forest Preserve which features two large lakes and an Indian shell ring ... the... Learn More
Rates
$140 - $195 night
$695 - $975 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: Seaside Villa 367 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Completely remodeled in 2006, this villa offers WIRELESS INTERNET and has amazing vi... Learn More
Rates
$115 - $130 night
$500 - $650 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: 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 - $140 night
$575 - $725 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 1468 Sound Villas - Quick Walk to South Beach & Views of Calibogue Sound. Completely remodeled, 3 floors of luxurious comfort in Sea Pines. OCEAN... Learn More
Rates
$185 - $342 night
$1295 - $3295 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 7
Location: Hilton Head Island, South Carolina, United States
Description: 2BD/2 BA Ocean View Villa. King, Queen & Twin bed. Sleep sofa. (Sofa bed linens rentable for $25 fee) Oceanfront Zero Entry Pool, Baby Pool & Hot T... Learn More
Rates
$220 - $260 night
$1100 - $1300 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 47 Mooring Buoy - Renovated 5th Row Ocean Home. Fall dates still available. 3 Bedroom + Plus Den, 4th row ocean home (3 minute walk to the beach)... Learn More
Rates
$213 - $427 night
$1495 - $4095 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 1505 Seacrest - 5th Floor and Beautiful Oceanviews! Book Now for the Fall. This Lovely 5th floor villa in building 1 has and outstanding ocean vie... Learn More
Rates
$142 - $271 night
$995 - $2595 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 - $456 night
$1795 - $4795 week


Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 4 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: 6BD/4BA 3rd Row Ocean home with Private Pool (can be heated for fee)4 Kings, 2 Fulls, 2 Twins, Day Bed & Sleep Sofa. (Sofa linens available for a $... Learn More
Rates
$550 - $600 night
$2750 - $3000 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: 117 N. Sea Pines-Quick Walk to Sea Pines Beach Club-Summer Weeks Available. Right in the middle of Sea Pines, you can't go wrong! This 4 bedroom,... Learn More
Rates
$171 - $299 night
$1195 - $3095 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 beautifully decorated, 3 bedroom, 3 bath townhouse has beautiful fairway views. Nicely furnished in British Colonial style and decorated with... Learn More
Rates
$85 - $199 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: 306 Tennismaster. 3 BR Shipyard townhouse- 5 minutes to the beach These Tennismaster Townhouse villas are 3 bedrooms, 3.5 baths. Conveniently l... Learn More
Rates
$85 - $199 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: Beautifully remodeled Forest Beach home rental leaves nothing to chance. 4 bedrooms plus a den ( w/ queen sleeper sofa) , 5 baths, HEATED POOL & H... Learn More
Rates
$342 - $628 night
$2395 - $6095 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 fifth floor oceanfront villa. King & 2 Twin beds plus Sleep Sofa. Sofa linens available for $25. Oceanfront Pool & Baby Pool. Pool is He... Learn More
Rates
$220 - $285 night
$1100 - $1425 week


Non Smoking   High-Speed Internet


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Listings 101 - 125 of 592
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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.