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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 26 - 50 of 496
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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: 206 Barrington Arms- Oceanfront Views. Summer weeks available. Enjoy a fabulous vacation in the luxurious Barrington Villas. This 1 bedroom, 1.5 B... Learn More
Rates
$128 - $128 night
$895 - $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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 55 is a ground floor apartment ... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. With patios off the living room and master bedr... Learn More
Rates
$285 - $515 night
$1425 - $2575 week


Non Smoking


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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: 217 Ocean One Unit Description: Minutes away from Coligny Beach Park, restaurants, shopping, Harbourtown, and South Beach in Sea Pines. Ocean One ... Learn More
Rates
$171 - $999 night
$1197 - $6993 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 5 Bedroom, 6 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 11 Flotilla-5 BRs Oceanfront & Beautiful 5/24-31 & Aug. Weeks Available Spectacular OCEANFRONT home that is newly decorated. This lovely 5 bedroo... Learn More
Rates
$571 - $571 night
$3995 - $10295 week


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 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 56 is a two-story townhouse, on... Learn More
Rates
$140 - $199 night
$695 - $995 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: With decks off the living room and master bedroom, guests staying in Ocean One 203 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$305 - $555 night
$1525 - $2775 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 4
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 415 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$235 - $419 night
$1175 - $2095 week


Non Smoking   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: Fun, family-friendly, 4 bedroom, 3 bath beach home with HEATED* POOL & SPA (*pool can be heated for an additional charge April 2 - November 25), l... 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
Villa: 3 Bedroom, 4 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: 458 Plantation Club - 3 BR Townhouse - 5-7 minutes to the beach. Pretty These 3 Bedroom, 3.5 Bath spacious villas are located on the ninth hole of... Learn More
Rates
$99 - $214 night
$695 - $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 6
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 Club 29 enjoy a landscap... Learn More
Rates
$190 - $295 night
$950 - $1475 week


Non Smoking   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: 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 Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2BD/2BA first floor villa with Private Balcony. King, 2 Twins plus Sleep Sofa (linens for SS provided for add'l fee) Large Zero Entry OceanfrontPoo... Learn More
Rates
$190 - $310 night
$950 - $1550 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: Courtside 85 is a short walk to the beach and ocean. The unit includes free tennis at Van Der Meer tennis center that is less than 1 block from th... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking   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: 709 Barrington Park-Lagoon View & on the Ocean! Available 4/19-25 (6 nights) Enjoy a fabulous vacation in the luxurious Barrington Park Villas. Th... Learn More
Rates
$71 - $71 night
$495 - $1095 week


Non Smoking   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: 9 Bald Eagle West-3 BR, 3.5 Bath Beach Home, 5 minute walk to the beach This DRAMATIC 3 bedroom, 3.5 bath home with PRIVATE *HEATED POOL is in a s... Learn More
Rates
$156 - $156 night
$1095 - $2895 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: 1874 Beachside Tennis: Breathtaking waterfront views from every room. Situated on one of the most beautiful beaches in Sea Pines, this lovely 2 be... Learn More
Rates
$128 - $128 night
$895 - $2295 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/ 2 BA 5th Row Ocean home adjacent to the beach walk. King, King, Double & 2 Twin beds. Free Membership to S.Beach Pool. Pet friendly.Wireless ... Learn More
Rates
$270 - $440 night
$1350 - $2200 week


Pet Friendly   Non Smoking


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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: 1416 South Beach Villa-Pretty Beachviews, Quick walk to Marina, Pool & Tennis AMAZING views of the Calibogue Sound from this gorgeous 4 bedroom, 4... Learn More
Rates
$199 - $199 night
$1395 - $3395 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 4
Location: Hilton Head Island, South Carolina, United States
Description: Ocean View Flat with Free Wireless Internet 2 Bedrooms/2 Bathrooms, first floor, ocean view flat on South Forest Beach. This unit was completely re... Learn More
Rates
$114 - $114 night
$795 - $1895 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 1BD/1BA Pool & Ocean View Villa on second floor. Queen bed plus SleepSofa. Pool & Baby Pool on site. Multiple TV's, FREE WIFI. Non-Smoking.Sleeps 4... Learn More
Rates
$145 - $199 night
$725 - $995 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: Located Oceanfront in Palmetto Dunes, This 2 bedroom, 2 bath villa is located on the 4 th floor and has angled ocean views. This bright and boldl... Learn More
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking


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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: 104 Northshore Place-100 yrds to the beach, 2 BR villa. 2014 weeks avail Beautiful, new, ocean-oriented, 2 bedroom, 2 bath luxury Forest Beach vil... Learn More
Rates
$85 - $199 night
$595 - $1595 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: Spacious Sea Pines Villa. This wonderfully decorated villa features a great view of the golf course and lagoon. Accessed from the living area and ... Learn More
Rates
$114 - $171 night
$795 - $1395 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: 66 Dune Lane-2nd Row Ocean & 4 BRs + Den - 5/31, 6/14 & 7/5 weeks avail Beautifully remodeled Forest Beach home rental leaves nothing to chance. ... Learn More
Rates
$342 - $342 night
$2395 - $6095 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 26 - 50 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.