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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 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Waterford is a quiet, golf-oriented community within Shipyard Plantation. By biking along the leisure trails that wind throughout Shipyard, guests ... Learn More
Rates
$155 - $210 night
$775 - $1050 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 spinnaker shipyard townhouse Unit Description: Located along picturesque fairways and Lowcountry lagoons, these luxurious 2 BR/2.5 BA, t... Learn More
Rates
$169 - $999 night
$1183 - $6993 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 6 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 70 S. Sea Pines Drive-6 BRs, Heated Pool & Hot Tub! Braddock Cove Views Newly renovated in May, 2011 this 6 Bedroom, 6 bath home has a PRIVATE HEA... Learn More
Rates
$342 - $342 night
$2395 - $6095 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: 3 BD/3 BA townhouse with lagoon view. 2 Kings & 2 Twins. Pool & Tennis onsite. Walk or bike to the Forest Preserve. Bike or drive to the Sea Pines ... Learn More
Rates
$190 - $330 night
$950 - $1650 week


Non Smoking


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 13 Mizzenmast Court-Golf Course View w/ Pool and Quick walk to Harbourtown This beautifully decorated 3 bedroom, 2.5 bath town home with private p... Learn More
Rates
$171 - $299 night
$1195 - $4925 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 48 Dune Lane- 2nd Row Ocean & Beautiful - 4/19,4/26,5/3 weeks $400 Off This 2nd row ocean home with 5 bedrooms, 4 baths a *PRIVATE HEATED pool an... Learn More
Rates
$328 - $328 night
$2295 - $5895 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/ 4 BA 2nd Row Ocean. King, King, Queen & Trundle, Queen & Trundle. Private Pool (can be heated for a fee). Screened Porch. On Beach P... Learn More
Rates
$500 - $1200 night
$2500 - $6000 week


Non Smoking   Swimming Pool


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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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 51 is a two-story townhouse, on... 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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 100 is a ground floor apartment... 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 4
Location: Hilton Head Island, South Carolina, United States
Description: Forest Beach Villas 303 is 100 yards from the Coligny Beach Park with one pedestrian friendly road to cross at the Holiday Inn. Guests staying in t... Learn More
Rates
$140 - $199 night
$695 - $995 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: 48 Kingston Road - Cute & Renovated 3 BR Home w/ Private Pool - Sleeps 6 WHAT COULD YOU BE WAITING FOR? A perfectly remodeled colonial-style 3 bed... 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, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Beautiful 2nd row ocean-oriented home in Sea Pines, Hilton Head, is located next to the Beach Club. With a SHADED PATHWAY TO THE BEACH, and gorgeou... Learn More
Rates
$242 - $242 night
$1695 - $4495 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2.5 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 18 is a two-story townhouse, on... Learn More
Rates
$140 - $199 night
$695 - $995 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, 2.5 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 65 is a two-story townhouse, on... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking


View Details and Book Online Send Inquiry



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 219 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$305 - $555 night
$1525 - $2775 week


Non Smoking


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5 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: Start de-stressing the moment you walk in on the main floor and see the shaded lagoon view through six-foot windows along the walls of the spacious... Learn More
Rates
$199 - $399 night
$1395 - $3095 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 br/2 ba southwind II Unit Description: Located along picturesque fairways and Lowcountry lagoons, these luxurious 2 bedroom/2 bath villas are aw... Learn More
Rates
$149 - $999 night
$1043 - $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 6
Location: Hilton Head Island, South Carolina, United States
Description: 89 Fairway Lane - Pretty Villa and a 5-7 minute walk to the beach. Spacious 2 bedroom, 2 bath villas on the famous Ocean Course Golf Course, Fair... Learn More
Rates
$85 - $171 night
$595 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: 1 BD/1 BA first floor villa on the beach. Queen bed. (Sofa linens provided for additional fee) Pool on site. Heated in March & April. Walk to Co... Learn More
Rates
$125 - $180 night
$625 - $900 week


Non Smoking


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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: 6 Cassina - 3rd Row Ocean, Newly updated and very spacious - Sleeps 12 Dramatic, Funky & Fun is the best way to describe this 4 bedroom, 4.5 bath... Learn More
Rates
$214 - $214 night
$1495 - $4095 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 10
Location: Hilton Head Island, South Carolina, United States
Description: This 4th floor Oceanview 3 bedroom, 3 bath villa is just perfect for your family vacation. Situated overlooking the beautiful courtyard looking to... Learn More
Rates
$185 - $185 night
$1295 - $3295 week


Non Smoking   Swimming Pool   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 8
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 411 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$305 - $555 night
$1525 - $2775 week


Non Smoking


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 4 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: Schooner Court is in the heart of Harbour Town ... steps away from the famous Yacht Basin, the candy-striped lighthouse, a myriad of restaurants, s... Learn More
Rates
$280 - $470 night
$1400 - $2350 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 174 Beachwalk is located within Shipyard Plantation, a private residental and resort community. This complex is a short walk to the Atlantic Ocean... Learn More
Rates
$200 - $299 night
$995 - $1495 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 is a beautifully situated vacation villa in South Forest Beach, which offers an enviable combination of convenience and privacy in one of the ... Learn More
Rates
$85 - $85 night
$595 - $1595 week


Non Smoking   High-Speed Internet


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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.