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Hilton Head Island Vacation Rentals

590 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 590
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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: Beautifully Decorated!! This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dining area are combined. ... Learn More
Rates
$105 - $115 night
$400 - $575 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 - $295 night
$1050 - $1400 week


Non Smoking


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This Ocean view 2 bedroom, 2 bath villa is located on the 5th floor in Palmetto Dunes, this beautifully decorated villa is surrounded by lagoons an... Learn More
Rates
$142 - $256 night
$995 - $2395 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 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 - $228 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 8
Location: Hilton Head Island, South Carolina, United States
Description: This newly renovated 2 bedroom, 2 bath villa OCEANVIEW villa located in building 1 on the 3rd floor. This villa is beautifully decorated in Tommy B... Learn More
Rates
$142 - $271 night
$995 - $2595 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: 2 BD/2 BA 5th floor villa with views of Ocean, Pool & Sound. King & 2 Queens. Vaulted ceiling in living area with windows. Two private decks.Wal... Learn More
Rates
$220 - $240 night
$1100 - $1200 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: 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 - $235 night
$950 - $1175 week


Non Smoking   High-Speed Internet


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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.FREE WIFI... Learn More
Rates
$270 - $300 night
$1350 - $1500 week


Pet Friendly   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 411 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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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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 422 enjoy a landscap... Learn More
Rates
$190 - $305 night
$950 - $1525 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Ocean Dunes Villa 404 - 2 BR 2 BA Oceanview Flat Hilton Head, Sc This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size kitc... Learn More
Rates
$150 - $180 night
$750 - $900 week


Non Smoking


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/ 3.5 BA ground level home with golf & lagoon views. 3 King beds. Private Pool. FREE WIFI. Walk to Harbour Town, bike or take FREESeasonal Trol... Learn More
Rates
$300 - $330 night
$1500 - $1650 week


Pet Friendly   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 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
$170 - $260 night
$850 - $1295 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This Harbour Town 3- story townhouse with 4 bedrooms and 4 baths is decorated in the style of Country French with some touches of Southern Living. ... Learn More
Rates
$171 - $327 night
$1195 - $10500 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: This lovely 2 story oceanfront home with private *Heated Pool & Spa is located in Sea Pines Plantation. It is within walking distance to the popula... Learn More
Rates
$314 - $314 night
$2195 - $5595 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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 504 enjoy a landscap... Learn More
Rates
$160 - $235 night
$795 - $1175 week


Non Smoking


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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 70 is a two-story townhouse w... 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: Ocean Dunes Villa 209 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitc... Learn More
Rates
$195 - $225 night
$900 - $1050 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 6
Location: Hilton Head Island, South Carolina, United States
Description: This villa is one of the closest villas to the ocean and has a wonderful ocean view. This one bedroom villa offers a separate bedroom with a queen ... Learn More
Rates
$105 - $115 night
$400 - $575 week


Non Smoking


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4 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: BRIGHT, FAMILY FUN AT 1423 SOUTH BEACH VILLA. OCEAN VIEWS, BEACH TOYS, & BONUS ROOM! A brightly-decorated, 2-story, 4 bedroom, 3 bath town home ... Learn More
Rates
$142 - $256 night
$995 - $2495 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: 4 BD/3 BA 3rd Row Ocean Home with Private Pool (can be heated for a fee)King, Queen, 2 Twins plus Childrens Loft with Double & 2 Twin beds. Walk ea... Learn More
Rates
$320 - $360 night
$1600 - $1800 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bedroom Ocean View Condo Unit Description: This ocean view condo has two bedrooms and bathrooms, full kitchen, living room, and private laundry ... Learn More
Rates
$190 - $550 night
$1330 - $3850 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: 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 - $225 night
$900 - $1050 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This ocean view villa is designed onthree levels with wall-to-wall and floor-to-ceiling glass door units on the main (kitchen/dining/living) level ... Learn More
Rates
$275 - $355 night
$1300 - $1700 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 - $225 night
$900 - $1050 week


Non Smoking   High-Speed Internet


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Listings 101 - 125 of 590
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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.