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Hilton Head Island Vacation Rentals

594 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 594
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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 18 is a two-story townhouse, on... Learn More
Rates
$110 - $175 night
$550 - $875 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 6
Location: Hilton Head Island, South Carolina, United States
Description: With an over 660 square ft. rooftop deck, plus a deck off of the living room area, guests staying in Ocean 38 enjoy outstanding views of the Atlant... Learn More
Rates
$230 - $380 night
$1150 - $1895 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 2BD/2BA ocean front villa located on the 3rd floor. King bed, Queen &Twin bed. Sleep Sofa (Sofa linens provided for $25 fee) Pool, Hot Tub && Zero ... Learn More
Rates
$240 - $240 night
$1200 - $1200 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 4BD/4.5BA Townhouse with breathtaking views of Calibogue Sound.Located in the Heart of Harbourtown, King, Queen, Queen, 2 Twin beds.Multiple TV's &... Learn More
Rates
$275 - $275 night
$1375 - $1375 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 7
Location: Hilton Head Island, South Carolina, United States
Description: 2112 Windsor Place II - Beautiful Villa with Beautiful Landscape Views! This 1st floor 2 bedroom, 2 bath villa looks over the pool to the ocean in... Learn More
Rates
$128 - $171 night
$895 - $2295 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 & 2 Twin beds plus Sleep Sofa. Sofa linens available for $25. Oceanfront Pool & Baby Pool. Pool is He... Learn More
Rates
$220 - $220 night
$1100 - $1100 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: Deluxe two bedroom oceanview condo Unit Description: This 850 sq. ft. two bedroom unit features a full kitchen, dining area and is steps away from... Learn More
Rates
$129 - $999 night
$903 - $6993 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 10
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 - $380 night
$1150 - $1895 week


Non Smoking


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
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 60 is a three-story townhouse... Learn More
Rates
$165 - $230 night
$825 - $1150 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 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, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 305 enjoy panoramic views of the Atlantic Ocean and it... Learn More
Rates
$190 - $310 night
$950 - $1550 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 412 Captains Walk-2nd Floor Oceanfront Views- Book Now for the Fall We cannot overstate the feeling of calm when looking out across the private bo... Learn More
Rates
$171 - $228 night
$1195 - $2995 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2BD/2BA 5th Floor Pool & Ocean Front villa. King, Queen & Twin. Sleep Sofa (sofa linens for a $25 fee) Zero Entry Oceanfront Pool, Hot Tub & Baby ... Learn More
Rates
$220 - $220 night
$1100 - $1100 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 10
Location: Hilton Head Island, South Carolina, United States
Description: This gorgeous OCEANFRONT, 3 BR, 3 BA villa has endless views of the sunny shores of the Atlantic. The SeaCrest complex includes 2 outdoor swimming ... Learn More
Rates
$228 - $428 night
$1595 - $4395 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: Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - Sleeps 10 SeaCrest Penthouse 5 is a stunning OCEANFRONT, 4 bedroom, 4 bathroom dream vill... Learn More
Rates
$471 - $471 night
$2195 - $5695 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 406 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, f... Learn More
Rates
$120 - $205 night
$550 - $1025 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 - $413 night
$1895 - $4995 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 6 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: 27 Mallard- Just Renovated! 6 BRs - 8/23 & 8/30 Available Weeks This beautifully renovated 6 bedroom, 6 bath home with *Heated Pool and Hot Tub is... Learn More
Rates
$399 - $585 night
$2795 - $7195 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: Newley Rennovated in 2011!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, living and dining ar... 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, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 516 Plantation Club-Fully renovated,1st floor Villa. Quick Walk to the Beach. Beautiful 2 bedroom, 2 bath villa in the heart of Sea Pines Plantati... Learn More
Rates
$100 - $114 night
$695 - $1495 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Apartment in Hilton Head Island
Apartment: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Internet Access!! This villa is a flat style apartment that offers two bedrooms and two bathrooms and has a fully equipped kitchen with dishwasher... Learn More
Rates
$115 - $205 night
$550 - $1025 week


Non Smoking   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: 709 Barrington Park-Lagoon View & on the Ocean! Fall dates still available. Enjoy a fabulous vacation in the luxurious Barrington Park Villas. Thi... Learn More
Rates
$71 - $85 night
$495 - $1095 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 4 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: 459 Plantation Club - Quick walk to the Sea Pines Beach Club - 3 BRs. These 3 Bedroom, 3.5 Bath spacious villas are located on the ninth hole of t... Learn More
Rates
$114 - $142 night
$795 - $1795 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 4th floor villa with Pool & Oceanfront views. King, 2 Twins & Sofa bed (sofa linens rentable for $25 fee) Zero Entry Oceanfront Pool,Ho... Learn More
Rates
$200 - $200 night
$1000 - $1000 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 is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 55 is a ground floor apartment ... Learn More
Rates
$110 - $175 night
$550 - $875 week


Non Smoking


View Details and Book Online Send Inquiry





Listings 76 - 100 of 594
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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.