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Hilton Head Island Vacation Rentals

716 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.

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Low Country Coast Top Cities
Listings 101 - 125 of 716
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4 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 4 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 24 Red Cardinal -2nd row Ocean, Quick Walk to New Sea Pines Beach Club Beautiful 2nd row ocean-oriented home in Sea Pines, Hilton Head, is located...
Rates
$2195 - $5595 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: 4 BD/4.5BA home with lagoon & golf view. 2 Queens & 4 Twin beds. Private Pool* & Spa* (*can be heated for fee). Multiple Living Areas + Billiard Ro...
Rates
$700 - $1200 night
$3500 - $6000 week


Non Smoking   Swimming Pool


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: What a great home!! This 4 bedroom, 3 bath home with large *HEATED pool and Spa has an awesome view of the Galleon Golf Course. This is a very spa...
Rates
$1195 - $3095 week


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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: 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...
Rates
$120 - $220 night
$600 - $1100 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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 85 is a two-story townhouse w...
Rates
$115 - $205 night
$575 - $1025 week


Non Smoking


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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: This newly renovated one bedroom villa has a full kitchen, combined living room dining room area and separate bedroom with a queen sized bed and on...
Rates
$93 - $93 night
$470 - $470 week


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Upscale Interior. Private Back Deck. Free Bikes Pool Tennis Pet Friendly Escape to the Beach! New Decor Looking for a Vacation to Remember? Bask...
Rates
$85 - $128 night
$495 - $1095 week


Pet Friendly   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: New to Market, Newly Renovated Luxury Treetops Villa, Free Bikes, Tennis Wifi Beautifully Renovated 3 Bedroom Villa On Site Tennis, 3 Pools, Wire...
Rates
$114 - $156 night
$695 - $1495 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Walk to the beach from this newly updated 3 bedroom, 3 bath Sea Pines home on the 4th hole of the Ocean Course. New private heated pool! Views of t...
Rates
$1195 - $3295 week


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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: 1504 Seacrest - 5th Floor Oceanfront & Renovated. Stunning Views. SOAK UP THE INCREDIBLE SEASCAPE FROM YOUR 2 BEDROOM, 2 BATH FOREST BEACH PENTHOU...
Rates
$142 - $142 night
$995 - $2595 week


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5.5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 48 North Forest Beach- 5th Row Ocean, quick walk to the beach & Coligny WOW! Is all you can say when you enter this home. With 5 Bedrooms, 5.5 bat...
Rates
$1895 - $4995 week


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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: This is a beautifully situated vacation villa in South Forest Beach, which offers an enviable combination of convenience and privacy in one of the ...
Rates
$85 - $85 night
$695 - $1695 week


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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...
Rates
$319 - $720 night
$1595 - $3600 week


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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 nicely decorated two bedroom, two bathroom villa has a full sized kitchen and a combined living room/dining room area. The master bedroom has...
Rates
$157 - $157 night
$785 - $785 week


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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: Xanadu Villa B1 - 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc "Newly renovated top to bottom." This nicely appointed, 3 bedroom 2 1/2 bath, fi...
Rates
$162 - $162 night
$820 - $820 week


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 6 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: Winner of the 2015 prestigious Lighthouse Awards for BEST EXTERIOR this custom built home has 5 bedrooms, 5 full baths and 2 half baths. Located i...
Rates
$3995 - $10295 week


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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: This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroom with a queen sized bed and one bathroom. Thi...
Rates
$93 - $93 night
$470 - $470 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: 1108 Villamare - 1st floor renovated Villamare - 2 BRs/2 baths. Sleeps 6 Located Oceanfront in Palmetto Dunes, this luxurious villa is surrounded ...
Rates
$114 - $114 night
$795 - $2095 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: This beautifully decorated 2 bedroom, 2 bath, 2nd floor beach villa looks straight to the sea. An unbelievable oceanfront view! This vacation ren...
Rates
$128 - $128 night
$1095 - $2395 week


Non Smoking   Swimming Pool


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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...
Rates
$228 - $228 night
$1595 - $3895 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Hilton Head Island, South Carolina, United States
Description: 1 Bedroom Ocean View Condo Unit Description: Ideal for a couple or small family, this 500 square foot, ocean view condo consists of a private bedr...
Rates
$149 - $400 night
$1043 - $2800 week


Non Smoking


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 4BD/3.5BA home overlooking # 5 Fairway of Harbour Town Golf Linkswith Private Pool & Spa (can be heated for a fee) 3 Kings & 2 Twin beds. Bike easi...
Rates
$375 - $1200 night
$1875 - $6000 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4.5 Bathroom, Sleeps 11
Location: Hilton Head Island, South Carolina, United States
Description: 2 Genoa Court - Custom Built 4 BR Home w/ Hot Tub in Harbourtown Area. This newer 4 bedroom, 4.5 bath room home with HOT Tub is located right in t...
Rates
$257 - $257 night
$1095 - $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: 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...
Rates
$320 - $750 night
$1600 - $3750 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island - Beach Front
Villa: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 2403 SEACREST - Incredible location, this pretty, 1 bedroom, 1.5 bathroom Forest Beach villa is central to everything fun about Hilton Head. Light...
Rates
$695 - $1795 week


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Listings 101 - 125 of 716
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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.