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Hilton Head Island Vacation Rentals

590 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 26 - 50 of 590
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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: 3BD/3BA 2nd Floor Villa with Golf & Lagoon Views. King, Queen & 2 Twin Pool & Hot Tub on site. Grilling Area on site. Walk or Bike to the Ship... Learn More
Rates
$190 - $230 night
$950 - $1150 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 3 Bathroom, Sleeps 7
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 95 is a two-story townhouse, on... 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, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court 66 is a two-story townhouse, one flight above street level. These properties are within 1 to 1.5 blocks of the Atlantic Ocean beach and ... Learn More
Rates
$110 - $175 night
$550 - $875 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 70 is a two-story townhouse w... Learn More
Rates
$110 - $175 night
$550 - $875 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: This gorgeous OCEANFRONT, 3 BR, 3 BA villa has endless views of the sunny shores of the Atlantic. Voted one of the best beaches on the East Coast, ... Learn More
Rates
$228 - $428 night
$1595 - $4395 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: 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
$150 - $210 night
$750 - $1050 week


Non Smoking


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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: 2301 Seacrest-3rd Floor,1 BR & 2 Full Baths.available Sept/Oct dates This 1 bedroom, 2 bath ANGLED OCEANVIEW villa is very cute. Located in buili... Learn More
Rates
$99 - $171 night
$695 - $1695 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: 898 Ketch Court-Steps to Harbourtown, Shopping and so much more Wow! This gorgeous 3 bedroom, 3 ½ bath villa is located in the heart of Harbour To... Learn More
Rates
$99 - $1170 night
$695 - $3600 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: Beachwalk condominiums are within Shipyard Plantation, a private residental and resort community. The complex is close to the Atlantic Ocean, the C... Learn More
Rates
$140 - $200 night
$695 - $995 week


Non Smoking


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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 - $228 night
$895 - $2195 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Totally Rennovated in 2010 and Beautifully Decorated!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kit... Learn More
Rates
$115 - $130 night
$550 - $700 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 6
Location: Hilton Head Island, South Carolina, United States
Description: This villa is one of the closest villas to the ocean and has a wonderful ocean view. This one bedroom villa offers a separate bedroom with a queen ... Learn More
Rates
$105 - $115 night
$400 - $575 week


Non Smoking


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2 bedroom Vacation Rental Villa in Hilton Head Island - Beach Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: You can't beat the location in South Forest Beach of this completely renovated 2 bedroom, 2 bath townhouse at # 13 Ocean Club. The Ocean Club Comp... Learn More
Rates
$150 - $171 night
$995 - $1695 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 5
Location: Hilton Head Island, South Carolina, United States
Description: Shorewood Villas is in the heart of South Forest Beach and a short stroll over to Coligny Plaza, where you can find shopping, dining, or maybe just... Learn More
Rates
$170 - $270 night
$850 - $1350 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 5
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 88 is a ground floor apartment ... Learn More
Rates
$110 - $175 night
$550 - $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: 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 10
Location: Hilton Head Island, South Carolina, United States
Description: 3101 Seacrest-Fully Renovated & more! Late Sept/Oct Weeks Available This OCEANFRONT 3 bedroom, 3 bath villa located on the first floor of building... Learn More
Rates
$228 - $428 night
$1595 - $4395 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: The completely renovated 3 bedroom, 3.5 bath Beach Walk villa is one of the closest villas to the pool and beach in Shipyard. Fully Renovated from ... Learn More
Rates
$99 - $228 night
$695 - $1895 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: The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a private patio accessible from the living room, guests... Learn More
Rates
$180 - $295 night
$895 - $1475 week


Non Smoking


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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: Twin Oaks is named for the specimen live oak trees that adorn this community. The complex is surrounded by the 10th and 11th holes of the Harbour T... Learn More
Rates
$165 - $250 night
$825 - $1250 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3.8 Bathroom, Sleeps 7
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 72 is a three-story townhouse, ... Learn More
Rates
$165 - $230 night
$825 - $1150 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 4
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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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: Located oceanfront on South Forest Beach Drive, this tri-level oceanfront townhome offers three bedrooms, three bathrooms, and living room-dining r... Learn More
Rates
$325 - $395 night
$1550 - $1900 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: This villa is a 1st floor end unit which has wonderful Ocean AND Pool views from every window!! You'll find this villa offers WIRELESS INTERNET, t... Learn More
Rates
$195 - $225 night
$900 - $1050 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 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 - $242 night
$895 - $2295 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 26 - 50 of 590
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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.