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Hilton Head Island Vacation Rentals

591 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 591
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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: 2 BR 11/2 Bath Hilton Head Beach Club - Pool and Courtyard View The Condo is styled as an eclectic beach cottage/villa, in bright, happy colors, w... Learn More
Rates
$115 - $205 night
$550 - $1025 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: Totally Rennovated in 2010!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, living and dining a... Learn More
Rates
$115 - $195 night
$550 - $975 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: This villa is a 1st floor end unit which has wonderful Ocean AND Pool views from every window!! You'll find this villa offers WIRELESS INTERNET, t... Learn More
Rates
$195 - $305 night
$900 - $1525 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 9
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/3 BA 4th row ocean home. 2 Kings, Queen & Twin plus Sleep Sofa.(Sofa linens available for $25 fee)Private Pool can be heated for a fee.Free WI... Learn More
Rates
$350 - $770 night
$1750 - $3850 week


Pet Friendly   Non Smoking   Swimming Pool   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: 184 Beachwalk - Pretty 1 BR, 2nd floor villa - 5 min. walk to the beach. Within earshot of the rolling surf, 1 bedroom, 2 bath villa is located in... Learn More
Rates
$85 - $142 night
$595 - $1195 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: 223 Evian-2nd Floor Flat. Pool, Tennis a Quick Bike Ride to the Beach & more This lovely 2nd floor townhouse is located in the heart of Shipyard P... Learn More
Rates
$85 - $171 night
$595 - $1395 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: 3101 Seacrest-Fully Renovated & more! Late Sept/Oct Weeks Available This OCEANFRONT 3 bedroom, 3 bath villa located on the first floor of building... Learn More
Rates
$228 - $228 night
$1595 - $4395 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 27 is a two-story townhouse, on... Learn More
Rates
$110 - $175 night
$550 - $875 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
$170 - $270 night
$850 - $1350 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: 2 BD/2 BA Oceanview Villa on 2nd Floor. King, 2 Twins, Sleep Sofa linensavailable for $25. Pool, Hot Tub on-site. Jacuzzi Tubs plus Showers in bo... Learn More
Rates
$220 - $440 night
$1100 - $2200 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 15 Avocet Street - 4 BR Home w/ Pool & Spa- Book Nowfor the Fall 15 AVOCET - A BIRD'S SONG ABOUT THE BEACH This remodeled 4 bedroom, 3 bathroom ... Learn More
Rates
$228 - $228 night
$1595 - $4195 week


Non Smoking


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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   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: PANORAMIC VIEW OF THE ATLANTIC OCEAN from this 2nd floor, 2 bedroom, 2 bath, Forest Beach condo, will make you wonder what took you so long getting... Learn More
Rates
$185 - $185 night
$1295 - $3495 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 5 BD/ 5.5 BA Oceanfront home. 2 Kings, Queen, 2 Twins & 2 Full Murphy BedsLarge Oceanfront Pool* & Spa* (* can be heated for a fee). Game Room with... Learn More
Rates
$750 - $1870 night
$3750 - $9350 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: 3 BD/3 BA townhouse w/ lagoon view. 2 Kings & 2 Twins. Pool & Tennis on site. Walk to the Forest Preserve. Drive to the Sea Pines Beach Club. Non-... Learn More
Rates
$190 - $330 night
$950 - $1650 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: 303 Northshore - Pretty 3rd Floor Villa. Quick 100 yards walk to the beach. This new ocean-oriented 2 bedroom, 2 bath luxury villa is located on t... Learn More
Rates
$85 - $199 night
$595 - $1595 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: Located oceanfront on South Forest Beach Drive, this tri-level oceanfront townhome offers three bedrooms, three bathrooms, and living room-dining r... Learn More
Rates
$325 - $565 night
$1550 - $2825 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 7126 Harbourside I-Its all about the View, 4th floor Villa.august weeks Avail This 2 BR/2.5 Bath Harbourside I villa has a spectacular view of the... Learn More
Rates
$85 - $171 night
$595 - $1395 week


Non Smoking   Swimming Pool   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: Just second row from the ocean this wonderful 2 story beach home features and elevated deck and a private *HEATED pool. On the first floor you will... Learn More
Rates
$171 - $171 night
$1195 - $3295 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: 2 BD/2 BA second floor villa. King & 2 Twin beds plus a Sleep Sofa. Sofa linens available for $25. Pool & Hot tub on site. Grilling Area. Walk or ... Learn More
Rates
$155 - $230 night
$775 - $1150 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. Pool on site or walk easily to the Beach. Spacious Screened Porch.FREE WIFI. Non-s... Learn More
Rates
$150 - $219 night
$750 - $1095 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 219 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$250 - $410 night
$1250 - $2050 week


Non Smoking


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: PLENTY OF FEATURES AND AMENITIES AT 1101 VILLAMARE There are many nice features at this 2 bedroom, 2 bath, OCEANFRONT Palmetto Dunes villa, you m... 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: 2BD/2BA townhouse overlooking # 1 Fairway of Galleon Course. King & 2 Twinbeds + Sleep Sofa. (Sofa linens rentable for $25 fee) Pool & FREE Tennis ... Learn More
Rates
$155 - $230 night
$775 - $1150 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
$110 - $199 night
$550 - $995 week


Non Smoking   High-Speed Internet


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Listings 76 - 100 of 591
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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.