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Hilton Head Island Vacation Rentals

496 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 496
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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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 85 is a two-story townhouse w... Learn More
Rates
$140 - $199 night
$695 - $995 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: 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
$165 - $215 night
$825 - $1075 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 5
Location: Hilton Head Island, South Carolina, United States
Description: 1 bedroom ocean view villa Unit Description: This 1 bedroom, 1 bath ocean view efficiency offers a private bedroom and bath with a living area and... Learn More
Rates
$140 - $325 night
$980 - $2275 week


Non Smoking


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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 (can be heated) & Lagoon View. King, Queen, Queen & 2 Bunk beds. Walk easily to the Lawton Stables. Free... Learn More
Rates
$330 - $550 night
$1650 - $2750 week


Pet Friendly   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: Surf Court 4 - New Unit - Update 2014 - Short Walk to the Beach Surf Court is an ocean-oriented complex with first-floor apartments, two-story and... Learn More
Rates
$140 - $199 night
$695 - $995 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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 25 is a ground floor apartmen... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: With a 5th floor balcony accessible by the living room, guests staying in Shorewood 501 enjoy sweeping views of the Atlantic Ocean, a white sandy ... Learn More
Rates
$325 - $565 night
$1625 - $2825 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 6
Location: Hilton Head Island, South Carolina, United States
Description: This 3 bedroom, 3 bath traditional Sea Pines beach home with private pool is just 3rd row from the ocean. This ranch-style home has a newly renova... Learn More
Rates
$142 - $142 night
$995 - $2795 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: 109 Oceanwood -4 BR Fully Upgraded -Avail wks: 5/24,7/12 & 8/2 4 bedrooms, 4 bathrooms, 4th row from the ocean, this remodeled private homes is ev... Learn More
Rates
$214 - $214 night
$1495 - $3995 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 321 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$285 - $515 night
$1425 - $2575 week


Non Smoking


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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: Enjoy a fabulous vacation in the luxurious Barrington Villas. This 3 bedroom, 3 baths oceanfront villa is beautifully decorated, spacious and ligh... Learn More
Rates
$171 - $171 night
$1195 - $2995 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: 233 Beachside Home-4 BR / renovated & additional 1000 sq ft added. WOW... describes this 2 story 4 bedroom, 4 1/5 bath Beachside home with on-site... Learn More
Rates
$171 - $171 night
$1195 - $3195 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 17 Beachside - 4 BR Home in South Beach, Pool On site. Tennis nearby Warm and cozy is a great way to describe this 4 bedroom, 3 bath Beachside Hom... Learn More
Rates
$171 - $171 night
$1195 - $3195 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: 2 BD/ 2.5 BA townhouse overlooking the Calibogue Sound. King & 2 Twins. Free access to the Harbour Town pool. DSL wireless. Sea Pines Trolley (... Learn More
Rates
$220 - $600 night
$1100 - $3000 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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 10 is a ground floor apartment ... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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: 198 Greens - 1 BR, 2 story townhouse. 7 minutes walk to the beach. This 1 bedroom, 1.5 bath townhouse comes with a spectacular fairway view. Priva... Learn More
Rates
$71 - $142 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, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 1411 South Beach Villa- 4 BR Fully Renovated Pottery Barn Inspired Villa The brightly colored interiors in this villa include a Carolina room, li... Learn More
Rates
$199 - $199 night
$1395 - $3595 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: 508 Windsor Place-Oceanfront 5Th Floor Penthouse! 3 BRs - Sleeps 8 Wow! Is all you can say when you enter this 5th floor OCEANFRONT 3 bedroom, 3 ... Learn More
Rates
$228 - $228 night
$1595 - $3895 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 Condo in Hilton Head Island - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Stay in an exceptional 2nd floor oceanside condo within a newly built North Forest Beach oceanfront resort. The Sea Crest is a five-story elevator ... Learn More
Rates
$235 - $420 night
$1175 - $2100 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: 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
$165 - $215 night
$825 - $1075 week


Non Smoking   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 8
Location: Hilton Head Island, South Carolina, United States
Description: 433 Captains Walk-Oceanfront, walk right from your patio to the pool & ocean. FROM THE 1st FLOOR, EVERYTHING'S EASY TO GET TO! You can't ask for ... Learn More
Rates
$128 - $128 night
$895 - $2195 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Sand shares Unit Description: These bright and charming 2 bedroom/1 bath properties feature a seaside cottage flavor and have a pool view. The uni... Learn More
Rates
$131 - $999 night
$917 - $6993 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: 1457 Sound Villas - This very spacious waterfront villa has two living areas, This very spacious waterfront villa has two living areas, 4 Bedrooms... Learn More
Rates
$242 - $242 night
$1695 - $3795 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 Bd/ 3.5 Ba townhouse with lagoon view. King, Queen & 2 Twin beds.Walk easily to the Beach. Pool, Baby Pool & Hot Tub on site.Free WI FI & Smart T... Learn More
Rates
$270 - $500 night
$1350 - $2500 week


Non Smoking


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Listings 76 - 100 of 496
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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.