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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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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This spacious 3 bedroom, 2 bath flat with a spectacular view of Braddock Cove and is beautifully furnished. This villa is located on the 2nd floor ... Learn More
Rates
$99 - $214 night
$695 - $1695 week


Non Smoking   Swimming Pool   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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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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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: 3 bedroom townhome at ocean cove Unit Description: Our luxurious Ocean Cove villas feature waterway views from spacious balconies, as well as priv... Learn More
Rates
$186 - $999 night
$1302 - $6993 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 7
Location: Hilton Head Island, South Carolina, United States
Description: 454 Captains Walk - Oceanfront 5th Floor - Available 4/13-17 & 5/17-24 Weeks You just can't beat this OCEANFRONT, 5th floor, 2 bedroom, 2 bathroom... Learn More
Rates
$171 - $171 night
$1195 - $2645 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Whew! There is so much to say about this 1 BR,1 bath Oceanview villa Totally renovated 2008. This all new 1 bedroom/1 bath.1st floor OCEANFRONT v... Learn More
Rates
$71 - $71 night
$495 - $1195 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: 2 BD/ 2.5 BA townhouse with golf course view. King & 2 Twin beds plus Sleep Sofa ( linens for a fee) Large Pool on site. Walk easily to theBeach an... Learn More
Rates
$155 - $230 night
$775 - $1150 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: 2 BD/2 BA first floor villa with beautiful ocean views. King, 2 Doubles & Sleep Sofa (SS linens for a fee) On site Oceanfront Pool, Baby Pool, Spa ... Learn More
Rates
$240 - $480 night
$1200 - $2400 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 9
Location: Hilton Head Island, South Carolina, United States
Description: 3 bedroom resort view Unit Description: This 3 bedroom villa is located within the largest plantation of Hilton Head. Just a short bike ride from ... Learn More
Rates
$183 - $999 night
$1281 - $6993 week


Non Smoking


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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: 4 BD/4 BA two story home with Private Pool (can be heated) & Lagoon View. King, Queen, Queen & 2 Bunk beds. Walk easily to the Lawton Stables. Free... Learn More
Rates
$330 - $550 night
$1650 - $2750 week


Pet Friendly   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 8
Location: Hilton Head Island, South Carolina, United States
Description: 8 Genoa Court - 4 BR home w/ Pool . Spring Rental Weeks Avail. This Harbour Town 3- story townhouse with 4 bedrooms and 4 baths was recently redec... Learn More
Rates
$171 - $299 night
$1195 - $4496 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 fifth floor oceanfront villa. King and 2 Twin beds. (Sleep sofa linens provided for additional fee). Pool and Baby Pool located on site... Learn More
Rates
$220 - $440 night
$1100 - $2200 week


Non Smoking   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
$140 - $199 night
$695 - $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: 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 6
Location: Hilton Head Island, South Carolina, United States
Description: Courtside is an ocean-oriented complex with a large pool, and beautiful landscaped garden with lagoon. These properties are 1 1/2 blocks to the oc... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking   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: The Greens 200 is a spacious 2 bedroom, 2 1/2 bath townhouse. The complex is just 3 blocks from the Atlantic Ocean and across the street from the ... Learn More
Rates
$165 - $219 night
$825 - $1095 week


Non Smoking   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
$200 - $299 night
$995 - $1495 week


Non Smoking   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: 229 Beachside Homes - 4 Br. 4 Ba winner, in the heart of South Beach, Hhi! This 2-story, 4 bedroom, 4 bathroom home has been UPDATED WITH BRIGHT, ... Learn More
Rates
$156 - $156 night
$1095 - $2995 week


Non Smoking   Swimming Pool


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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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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 73-74 Moorings-Pretty 2 BR villa just a quick 2 mins. walk to the beach This 1st floor 2 bedroom, 3 bath villa is located only a few steps away fr... Learn More
Rates
$85 - $185 night
$595 - $1495 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: 3121 Villamare - 1st Floor beautifully furnished w/ courtyard views. Located Oceanfront in Palmetto Dunes, this luxurious villa is surrounded by l... Learn More
Rates
$114 - $114 night
$795 - $1995 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 7
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 322 enjoy a landscap... Learn More
Rates
$230 - $395 night
$1150 - $1975 week


Non Smoking


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6 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 6 Bedroom, 7 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: WINDOWS ON THE WORLD, DESIGNER LINEN DREAMS This gorgeous and just renovated in 2011 three-story OCEANFRONT 6 bedroom, 6.5 bath North Forest Beach... Learn More
Rates
$7195 - $13295 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
$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 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Stay Oceanside steps to the beach at Ocean Club. Guests staying at Ocean Club enjoy a beautifully landscaped garden and Courtyard. This property ... Learn More
Rates
$190 - $295 night
$950 - $1475 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.