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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 Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA freestanding villa with Landscape view. 2 Queen beds. Complex pool on site or walk easily to the Beach. High Speed Internet.Screened Por... Learn More
Rates
$150 - $219 night
$750 - $1095 week


Non Smoking


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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 8 Bathroom, Sleeps 20
Location: Hilton Head Island, South Carolina, United States
Description: 18 Ibis Street - Wonderful Oceanfront Views. 7 BR Home - Sleeps 20 Magnificent 7 Bedroom, 7 Bath 2nd row ocean home with *Private Heated Pool has ... Learn More
Rates
$628 - $628 night
$4395 - $11295 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: Beachside is an oceanside complex within steps of the Atlantic Ocean. This beach is one of the most secluded on Hilton Head Island. The home is acr... Learn More
Rates
$380 - $659 night
$1895 - $3295 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3503 Seacrest - Totally renovated with Great Oceanfront views. This attractive 5th floor PENTHOUSE OCEANFRONT villa has outstanding ocean front vi... Learn More
Rates
$228 - $228 night
$1595 - $4495 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 26 is a two-story townhouse, one flight above street... Learn More
Rates
$175 - $255 night
$875 - $1275 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: 2 BD/2 BA second floor villa. King & 2 Twin beds plus a Sleep sofa (Sofa linens provided for a fee). Pool & Hot tub on site. Walk or bike to beach... Learn More
Rates
$155 - $230 night
$775 - $1150 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: 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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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 5BD/4BA ocean front home with Private Pool (can be heated for add'l fee) Queen, Queen, Double, 2 Twins, 2 Twins, Sleep Sofa. Living Room plus Small... Learn More
Rates
$600 - $1200 night
$3000 - $6000 week


Non Smoking   Swimming Pool


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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: 2419 Villamare - Beautiful 4th floor Villa - Indoor Heated Pool and More!!! All dressed up and ready for you! This lovely 2 bedroom, 2 bath, 4th f... Learn More
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking   Swimming Pool


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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: 1127 Harbourtown Green - Spectacular views 3BR penthouse w/ Hot Tub! This spectacular 2 story penthouse has breathtaking views of the world famous... Learn More
Rates
$428 - $428 night
$2995 - $18000 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: 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 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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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 Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 257 Captain Quarters - Magnificent views of Broad Creek! New to Vrbo. This lovely 4th floor 2 bedroom, 2 bath villa has breathtaking views of Broa... Learn More
Rates
$99 - $156 night
$695 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 72 Dune Lane - 2nd Row Ocean Rent as 3, 4 or 5 BR March thru May This pretty 2nd row ocean Low Country design beach home has 5 bedrooms plus bonus... Learn More
Rates
$285 - $285 night
$1995 - $5195 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: 312 Barrington Court - Oceanfront, 2 BR 3rd Floor Villa. Pretty!!! A charming OCEANFRONT 3rd floor 2 bedroom, 2 bath villa in Palmetto Dunes has e... Learn More
Rates
$128 - $128 night
$895 - $2195 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA 1st Floor Ocean View Villa. King & 2 Twin Beds, Sleep Sofa (linens provided for sofa for a fee). Pool, Hot Tub & Kiddie Pool on site.Jacu... Learn More
Rates
$210 - $410 night
$1050 - $2050 week


Non Smoking


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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 5 is a two-story townhouse, one... 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 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 27 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 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 47 is a two-story townhouse w... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking


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: Surf Court 16 is in an ocean-oriented complex and is situated on the front part of the building closest to the Ocean. Vacationers seeking an easy ... 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, 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 107 is a two-story townhouse, o... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking


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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 112 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



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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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 302 enjoy panoramic views of the Atlantic Ocean and it... Learn More
Rates
$215 - $359 night
$1075 - $1795 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.