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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 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 5th floor ocean view villa. King, Queen & Sleep Sofa. (sofa linens rentable for $25 fee) Zero Entry Oceanfront Pool, Baby Pool & HotTub.... Learn More
Rates
$200 - $350 night
$1000 - $1750 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/3 BA oceanfront villa. King, 2 Twin beds & 2 Twin beds. Zero EntryOceanfront Pool, Hot Tub & Baby Pool. Pool is heated in March, April, Oct & ... Learn More
Rates
$265 - $530 night
$1325 - $2650 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 16 Piping Plover - Oceanfront, Fully Renovated 5 BR Home. Sleeps 12 Amazing oceanfront home in Sea Pines with private heated* pool! Words hardly d... Learn More
Rates
$571 - $571 night
$3995 - $10295 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Ocean Dunes Villa 320 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Ocean Dunes 320 is a villa you?re sure to want to visit again and again with all... Learn More
Rates
$120 - $195 night
$550 - $975 week


Non Smoking   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: WOW! Is all you can say when you enter this home. With 5 Bedrooms, 5.5 bathrooms and *Heated Pool. Located 5th row ocean, your walk to the beach i... Learn More
Rates
$271 - $271 night
$1895 - $4995 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: 1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, Marina & Tennis Light, African touches everywhere in this astoundingly remodeled 4 bedroo... Learn More
Rates
$185 - $299 night
$1295 - $2395 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 10
Location: Hilton Head Island, South Carolina, United States
Description: This townhouse style 4 Bedroom villa overlooks the beautiful natural marsh and tidal creek of Braddock Cove. It has its own boardwalk and dock for ... Learn More
Rates
$128 - $271 night
$895 - $2195 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: 913 Cutter Court - Fully renovated 2nd floor villa. Summer Weeks Available Quality, Comfort, Location in the Heart of Harbour Town This tastefull... Learn More
Rates
$85 - $142 night
$595 - $2100 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 3507 Windsor Court South-Oceanfront 5th Floor 3 BR Penthouse. Wow views This 5th floor OCEANFRONT penthouse villa located in the heart of the Palm... Learn More
Rates
$228 - $228 night
$1595 - $3895 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: This beautiful 5th floor Oceanfront villa is located in Palmetto Dunes. This luxurious villa are surrounded by lagoons and paved walkways winding t... Learn More
Rates
$156 - $156 night
$1095 - $2695 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Seaside Villa 269 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Recently renovated and beautifully decorated, this one bedroom, one bath offers wire... Learn More
Rates
$115 - $190 night
$500 - $950 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: Ocean Dunes Villa 309 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This charming 3rd floor oceanfront villa offers a SPECTACULAR VIEW from the balc... Learn More
Rates
$195 - $305 night
$900 - $1525 week


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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: 2215 Seacrest - 2nd Floor & Pretty! August & September weeks Avail. 2215 SeaCrest OCEANSIDE RENOVATION SENSATION! Lovely 2nd-floor, 3 bedroom, 3 ... Learn More
Rates
$171 - $171 night
$1195 - $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: 1108 Villamare - 1st floor renovated Villamare - 2 BRs/2 baths. Sleeps 6 Located Oceanfront in Palmetto Dunes, this luxurious villa is surrounded ... Learn More
Rates
$114 - $114 night
$795 - $2095 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: This wonderful 4 bedroom, 3.5 bath home with *HEATED POOL is located 5th row from the ocean in North Forest Beach. The Forest Beach area is one of... Learn More
Rates
$228 - $228 night
$1595 - $4095 week


Non Smoking


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Just recently rennovated in April of 2010!! This one bedroom, one bath offers a wonderful view of the ocean and includes all new furnishings, deco... Learn More
Rates
$110 - $185 night
$475 - $925 week


Non Smoking


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 11
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/4 BA, 4th row ocean, two story home. Screened porch. 2 Kings, Queen, Queen & Twin beds. Sleep Sofa. Sofa bed linens rented for $25 fee.Pri... Learn More
Rates
$420 - $920 night
$2100 - $4600 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: 6 Cassina - 3rd Row Ocean, spacious and cute! August Availability Dramatic, Funky & Fun is the best way to describe this 4 bedroom, 4.5 bath hous... Learn More
Rates
$214 - $214 night
$1495 - $4095 week


Non Smoking   Swimming Pool   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: A fifth-row vacation property is ideal for a large family looking for a quiet neighborhood, a private swimming pool, and easy access to the beach w... Learn More
Rates
$310 - $700 night
$1550 - $3500 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 Oceanfront Flat at Beachwood Place, Hilton Head, Sc Located on South Forest Beach Drive, this second floor oceanfront villa offers two b... Learn More
Rates
$195 - $300 night
$900 - $1425 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: Ocean Club Villa 39 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This oceanfront complex on South Forest Beach Drive offers two bedrooms, two bath ... Learn More
Rates
$225 - $385 night
$1050 - $1750 week


Non Smoking


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 8 Hilton Head Beach Villa-Oceanfront Villa Complex w/ Pool - Pretty Villa! Hilton Head Beach Villas is a spacious 30 unit complex spectacularly lo... Learn More
Rates
$156 - $156 night
$1095 - $2695 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 6
Location: Hilton Head Island, South Carolina, United States
Description: Located in the Oceanfront complex of Turtle Lane Club, his lovely 3 bedroom, 3 bath Lagoon Villa is just minutes from the ocean. Overlooking the ... Learn More
Rates
$156 - $156 night
$1095 - $2795 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 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 7 is a two-story townhouse, o... Learn More
Rates
$110 - $199 night
$550 - $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: 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
$170 - $359 night
$850 - $1795 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.