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Hilton Head Island Vacation Rentals

610 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 610
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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 Club Villa 26 - 2 BR 2 BA Oceanside Townhome Hilton Head, Sc This oceanfront complex on South Forest Beach Drive offers two bedrooms, two ba... Learn More
Rates
$170 - $280 night
$850 - $1400 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: 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
$110 - $200 night
$550 - $1000 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: 5BD/5.5BA Oceanfront Home w/ Private Pool (heated for a fee) 4 King beds,1 Queen & Sleep Sofa. Sofa Linens available for $25. Multiple Living Area... Learn More
Rates
$1000 - $1100 night
$5000 - $5500 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: LARGE PRIVATE SEA PINES HOME WITH FENCED YARD 4 Bedroom, 4 Bath Home. 5 Minute Drive To The Beach Club. 5 Minute Drive to Harbour Town Yacht Bas... Learn More
Rates
$128 - $800 night
$895 - $3200 week


Pet Friendly   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: 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 - $156 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, 5 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: Newer custom-built 4 bedroom plus den, 4.5 bath house with *PRIVATE HEATED POOL (*heated for an additional cost, please inquire prior to stay) is l... Learn More
Rates
$271 - $442 night
$1895 - $5495 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: The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. With patios off the living room and master bedr... Learn More
Rates
$230 - $530 night
$1150 - $2650 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: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 202 enjoy panoramic views of the Atlantic Ocean and it... Learn More
Rates
$190 - $419 night
$950 - $2095 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 4 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: Schooner Court is in the heart of Harbour Town ... steps away from the famous Yacht Basin, the candy-striped lighthouse, a myriad of restaurants, s... Learn More
Rates
$260 - $479 night
$1300 - $2395 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown & South Beach This spacious and private 4 bd/4.5 bath home overlooks the Sea Pines Ocean C... Learn More
Rates
$171 - $256 night
$1195 - $3195 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 - $171 night
$895 - $2195 week


Non Smoking   Swimming Pool   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: Located oceanfront on South Forest Beach Drive this complex offers three bedrooms, three bath tri-level ocean view condominiums with living room-di... Learn More
Rates
$245 - $465 night
$1150 - $2325 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 3 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/ 3 BA townhouse with Screened Porch. King, 2 Twins, 2 Twins plus Trundle in bonus room. Walk to Beach & Salty Dog. Non-Smoking.Free WIFI. Slee... Learn More
Rates
$220 - $220 night
$1100 - $1100 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 5 Bedroom, 3 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: What a spectacular ocean view from this 5 bedroom/3 bath corner villa!! This coastal contemporary villa will have you coming back year after year!... Learn More
Rates
$228 - $299 night
$1595 - $3895 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- Spectacular Oceanfront Views with awesome sunrises/sunsets Stay at one of the most exclusive adresses in Sea Pines Plantation. T... Learn More
Rates
$242 - $342 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, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 1411 South Beach Villa- 4 BR Fully Renovated Pottery Barn Inspired Villa The brightly colored interiors in this villa include a Carolina room, li... Learn More
Rates
$199 - $285 night
$1395 - $3595 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: Fantastic newly redecorated 3 bedroom Shorewood Villa! This villa has had a complete overhaul with new granite countertops, stainless steel applian... Learn More
Rates
$128 - $185 night
$895 - $2295 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 7
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 105 is a two-story townhouse, o... Learn More
Rates
$110 - $210 night
$550 - $1050 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 4
Location: Hilton Head Island, South Carolina, United States
Description: 823 Ketch Court - Sea Pines Townhouse in Harbourtown-Quick walk to the Marina NEWLY RENOVATED - UNBELIEVABLE LOCATION This 2 bedroom, 2.5 bath S... Learn More
Rates
$85 - $128 night
$595 - $2500 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3B/2B Townhome at 41 Coligny Villas Unit Description: This 3-story townhome has 3 bedrooms and 2 baths, has an open living room/dining room combin... Learn More
Rates
$199 - $999 night
$1393 - $6993 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: Courtside is an ocean-oriented complex with a beautiful landscaped courtyard, lagoon and large pool area. Courtside 86 is a three-story townhouse,... Learn More
Rates
$165 - $280 night
$825 - $1400 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: Comfortable Beach Townhome In The Heart of all the Hilton Head Action! Escape to the Beach! First Floor Master Bedroom. Looking for a Vacation t... Learn More
Rates
$99 - $156 night
$695 - $1395 week


Pet Friendly   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 is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 46 is a ground floor apartment ... Learn More
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking   High-Speed Internet


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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: With a spectacular view of the Atlantic Ocean from the oceanfront balcony, the villa is just steps to the beach and oceanfront pool. It is ideally ... Learn More
Rates
$140 - $235 night
$650 - $1175 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 4
Location: Hilton Head Island, South Carolina, United States
Description: Cozy Ocean Breeze Villa, Walk to the Beach, Free Bikes, 3 on-site Pools. This spacious townhouse has a spectacular location. It's bordered by the ... Learn More
Rates
$71 - $128 night
$495 - $995 week


Non Smoking   High-Speed Internet


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Listings 76 - 100 of 610
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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.