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Hilton Head Island Vacation Rentals

647 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.

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Listings 26 - 50 of 647
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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 43 is a ground floor apartment ...
Rates
$115 - $200 night
$575 - $1000 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: Ocean Dunes Villa 309 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This charming 3rd floor oceanfront villa offers a SPECTACULAR VIEW from the balc...
Rates
$195 - $305 night
$900 - $1525 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 7
Location: Hilton Head Island, South Carolina, United States
Description: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 305 enjoy panoramic views of the Atlantic Ocean and it...
Rates
$210 - $439 night
$1050 - $2195 week


Non Smoking   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: Tucked away in a charming oceanfront community in the North Forest Beach area this lovely 3 bedroom house is steps to the Atlantic Ocean. The beac...
Rates
$995 - $2795 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This lovely 2 bedroom, 2.5 bath villa is located in the South Beach area of Sea Pines Plantation. The first floor of this lovely villa has the ki...
Rates
$142 - $142 night
$995 - $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, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/3 BA 3rd Row Ocean Home with Private Pool (can be heated for a fee)King, Queen, 2 Twins plus Childrens Loft with Double & 2 Twin beds. Walk ea...
Rates
$320 - $640 night
$1600 - $3200 week


Pet Friendly   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: Deluxe one bedroom oceanview condo Unit Description: This 500 sq. ft. one bedroom unit features a full kitchen, dining area, and is steps away fro...
Rates
$109 - $999 night
$763 - $6993 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: 3422 Villamare-Oceanfront Views, Fully Renovated & ! August weeks available 3422 Villamare is located Oceanfront in Palmetto Dunes, This 2 bedroom...
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
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bed/2.5 Bath Villa at 11 Hickory Cove Unit Description: Unit features a living room, dining area for six, and a fully-equipped kitchen. The spac...
Rates
$159 - $999 night
$1113 - $6993 week


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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: 1BD/1BA Oceanfront Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oceanfront Pool & Baby Pool on site. Pool is Heated in Ma...
Rates
$170 - $219 night
$850 - $1095 week


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: New Renovation Sea Pines Home, Free Internet Bikes Tennis, Pet Friendly NEAR BEACH & OCEAN LAGOON VIEW 26 Gunnery, Sea Pines Private Home Basi...
Rates
$128 - $500 night
$895 - $2000 week


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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: 1022 Caravel Ct-Wow! Views of Harbourtown Lighthouse and so much more. Stunning views of the world famous Harbour Town Lighthouse from this pretty...
Rates
$99 - $128 night
$695 - $1395 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: 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...
Rates
$115 - $200 night
$575 - $1000 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: 2 BR 2 BA Oceanfront Flat at Beachwood Place, Hilton Head, Sc Located on South Forest Beach Drive, this second floor oceanfront villa offers two b...
Rates
$195 - $300 night
$900 - $1425 week


Non Smoking


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: A hop, skip and a jump to the beach and across the street from Coligny Plaza. This adorable 4 bedroom, 3.5 bath home with private *HEATED POOL is ...
Rates
$1395 - $3795 week


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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: 1502 Villamare - $200 discount off the weekly rate 8/8, 8/15 weeks This beautiful 5th floor Oceanfront villa is located in Palmetto Dunes. This lu...
Rates
$156 - $156 night
$1095 - $2695 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 898 Ketch Court-Steps to Harbourtown, pool & dining, Shopping & Activities Wow! This gorgeous 3 bedroom, 3 ½ bath villa is located in the heart of...
Rates
$128 - $1170 night
$895 - $1695 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: This two bedroom oceanfront , 2nd floor villa has been completely renovation with all new cabinets, granite counter tops, sinks, stone floors, sta...
Rates
$1195 - $2595 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 58 is a ground floor apartment ...
Rates
$115 - $200 night
$575 - $1000 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Hilton Head Island, South Carolina, United States
Description: 1846 Beachside Tennis - Beautiful 1 BR sound front villa in Sea Pines! This gorgeous 1 bedroom villa has been totally updated to include tile floo...
Rates
$2295 - $2295 week


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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 5 Bedroom, 5.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 11 Flotilla- Oceanfront, 2 Living Area & Gourmet Kitchen-Book Now for Sept Spectacular OCEANFRONT home that is newly decorated. This lovely 5 bed...
Rates
$4395 - $11095 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 6 Bathroom, Sleeps 13
Location: Hilton Head Island, South Carolina, United States
Description: 1 Kingfisher-25 Yards to the Beach & Beautiful! Screend Porch ,Pool & Hot Tub This beautiful 5 bedroom, 6 bath home with HEATED POOL AND HOT TUB* ...
Rates
$2095 - $5495 week


Non Smoking


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 6.5 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: 6 BD/6.5 BA three story Oceanfront home. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Sleep sofa (Sofa linens for $25 fee) Pool & Spa heated for a fee. ...
Rates
$1000 - $2400 night
$5000 - $12000 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 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 422 enjoy a landscap...
Rates
$190 - $399 night
$950 - $1995 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 4
Location: Hilton Head Island, South Carolina, United States
Description: Renovated in 2008, this beautifully decorated one bedroom villa has a full kitchen, combined living room dining room area and separate bedroom with...
Rates
$115 - $195 night
$550 - $975 week


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Listings 26 - 50 of 647
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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.