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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 101 - 125 of 496
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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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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 31 is a ground floor condo with easy access and no steps to navigate. Courtside is located 1 1/2 blocks to the beach and next to the Van... 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 6
Location: Hilton Head Island, South Carolina, United States
Description: This beautiful 2 bedroom, 2-bathroom 1st floor beachfront villa has just had a new kitchen with Corian counters installed as well as hardwood floo... Learn More
Rates
$199 - $199 night
$1395 - $2500 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: 2nd Floor Oceanfront Views from 412 Captain's Walk Villa in Pd! We cannot overstate the feeling of calm when looking out across the private boardw... Learn More
Rates
$171 - $171 night
$1195 - $2995 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: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 332 enjoy a great view of the Atlantic Ocean and the S... Learn More
Rates
$215 - $359 night
$1075 - $1795 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: The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a private patio accessible from the livingroom, guests... Learn More
Rates
$215 - $379 night
$1075 - $1895 week


Non Smoking


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 BRs. Sleeps 7 Breathtaking ocean views from this 5th floor, 2 bedroom, 2 bathroom Windsor ... Learn More
Rates
$128 - $128 night
$895 - $2195 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 2 bedroom resort view villa Unit Description: This 2 bedroom, 2 bath villa, located just a few minutes from the beach, offers all the amenities of... Learn More
Rates
$145 - $400 night
$1015 - $2800 week


Non Smoking


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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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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 bedroom townhome at the village Unit Description: This spacious townhome features a dining area for 6 people, a kitchen with all the comforts of... Learn More
Rates
$147 - $999 night
$1029 - $6993 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: This 4 bedroom, 4 bath 4th row private home with a *HEATED POOL is an excellent choice for a large family. This wonderful home has 2 living rooms,... Learn More
Rates
$242 - $242 night
$1695 - $4495 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3001 Turtle Lane-Oceanfront Spectacular Views!!! May & August weeks available Stay at one of the most exclusive adresses in Sea Pines Plantation. ... Learn More
Rates
$242 - $242 night
$1695 - $4495 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 6 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 6 Laurel Lane - Spacious 5 Br, 5.5 Ba, 3rd Row Ocean Vacation Home Airy and private, this 5 bedroom, 5.5 bath, 3rd row ocean home with *HEATED POO... Learn More
Rates
$199 - $199 night
$1395 - $3795 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: 2415 Seacrest - 4th Floor, Beautiful Furnishings & Ocean Views. Book Now. This beautiful 4th Floor 3 Bedroom, 3 Bath OCEANVIEW villa offers you a ... Learn More
Rates
$199 - $199 night
$1395 - $3595 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: With decks off the living room and master bedroom, guests staying in Ocean One 311 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 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... Learn More
Rates
$235 - $419 night
$1175 - $2095 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Sand shares Unit Description: These bright and charming 2 bedroom/1 bath properties feature a seaside cottage flavor and have a pool view. The uni... Learn More
Rates
$131 - $999 night
$917 - $6993 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 vacation villa is an end unit overlooking the pool with easy access to the amenities in Harbour Town while being one of the most desired locat... Learn More
Rates
$85 - $199 night
$595 - $2068 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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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: 20 Townhouse Tennis - 3 BRs plus a bonus kids BR. Very Pretty LUSH VIEWS, ON-SITE CLAY COURTS, SCENIC SHIPYARD SECLUSION Located on the lush Brig... Learn More
Rates
$85 - $199 night
$595 - $1595 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 2 bedroom resort view Unit Description: This 2 bedroom villa is located within the largest plantation of Hilton Head. Just a short bike ride from ... Learn More
Rates
$168 - $999 night
$1176 - $6993 week


Non Smoking


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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: 7 Quail St - 2nd Row Ocean-4 BRs w/ Pool & Hot Tub - So pretty! This lovely 4 bedroom home with *Private Heated POOL and HOT TUBl 2nd row from the... Learn More
Rates
$314 - $314 night
$2195 - $5795 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 3221 Villamare - Sunny & Bright 2nd Floor Courtyard View Villa. Sleeps 8 Villamare condo in Palmetto Dunes, Hilton Head is in a gorgeous, oceanfro... Learn More
Rates
$114 - $114 night
$795 - $1995 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 93 Dune Lane - Oceanfront, 5 BRs. Free Pool/Spa heat March thru May. This 5 bedroom, 4 bath OCEANFRONT home with *HEATED POOL and SPA is designed ... Learn More
Rates
$371 - $371 night
$2595 - $6695 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: 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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Listings 101 - 125 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.