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Hilton Head Island Vacation Rentals

591 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 26 - 50 of 591
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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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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 409 - 2 BR 2 BA Oceanfront Flat Hilton Head Completely remodeled, 409 Ocean Dunes has an outstanding oceanfront view on Hilton H... Learn More
Rates
$200 - $335 night
$1000 - $1675 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: Totally Rennovated in 2007 and Beautifully Decorated!!! This villa offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitchen, livin... Learn More
Rates
$150 - $275 night
$750 - $1375 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: Ocean Dunes Villa 302 - 1 BR 1 BA Oceanview Flat Hilton Head, Sc This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, fu... Learn More
Rates
$105 - $170 night
$450 - $850 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3BD/2BA fifth row ocean home with private pool (can be heated) & Tiki Hut. 2 Queens, 2 Twins & Sleep Sofa. Sleep Sofa Linens available for $25. W... Learn More
Rates
$330 - $660 night
$1650 - $3300 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA 1st Floor Ocean View Villa. King & 2 Twin Beds, Sleep Sofa (Sofa bed linens rentable for $25 fee). Pool, Hot Tub & Kiddie Pool on site. J... Learn More
Rates
$210 - $410 night
$1050 - $2050 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: 3BD/3BA townhouse with golf and lagoon views. King, Queen & 2 Twins.Pool & Tennis located on site. Walk or bike easily to the beach. Sofa bed.Sofa ... Learn More
Rates
$190 - $330 night
$950 - $1650 week


Pet Friendly   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 - $170 night
$400 - $850 week


Non Smoking


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Located oceanfront on South Forest Beach Drive, this oceanfront tri-level townhome offers three bedroom, three bath, living room-dining room comb... Learn More
Rates
$583 - $700 night
$3500 - $3500 week


Non Smoking   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 - $128 night
$895 - $2295 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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 32 is a three-story townhouse... Learn More
Rates
$165 - $279 night
$825 - $1395 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: 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 - $199 night
$550 - $995 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 - $460 night
$1200 - $2300 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 7 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 20 Egret Street- 4th Row Ocean- Available: 8/16 ,8/23 - $5000 + taxes per wk Stunning 6 bedroom, 6.5 bath home with *HEATED POOL AND SPA is a cust... Learn More
Rates
$442 - $442 night
$3095 - $7995 week


Non Smoking   Swimming Pool   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: 2 BD/ 2.5 BA townhouse overlooking the Calibogue Sound. King & 2 Twins. Harbour Town Pool Access. DSL, Sea Pines Trolley (seasonal) to beach.Bi... Learn More
Rates
$220 - $600 night
$1100 - $3000 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: 2 Sea Spray-New Owners & lots of Renovations, 2nd Row Ocean- New pictures Now 2nd row ocean FUN beach home has 4 bedroom, 3.5 bath home with *PRIV... Learn More
Rates
$256 - $256 night
$1795 - $4695 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: 2BD/2BA second floor villa overlooking pool & beach. King & 2 Queen beds.Multiple TV's & FREE WIFI. Pool and Poolside Grilling area on site.Walk to... Learn More
Rates
$220 - $440 night
$1100 - $2200 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 3
Location: Hilton Head Island, South Carolina, United States
Description: 1029 Caravel Court-Beautiful Harbourview,Romantic! Available-8/7-10 & 8/30 wk This 1 bedroom, 1.5 bath Caravel Court villa has a spectacular view ... Learn More
Rates
$85 - $142 night
$595 - $2100 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 newly updated spacious 2 bedroom, 2-bath beachfront villa affords a stunning panorama from every room. Located on the 2nd floor you view out ... Learn More
Rates
$128 - $128 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 2419 Villamare - Beautiful 4th floor Villa - Indoor Heated Pool and More!!! All dressed up and ready for you! This lovely 2 bedroom, 2 bath, 4th f... Learn More
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking   Swimming Pool


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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 4 - New Unit - Update 2014 - Short Walk to the Beach Surf Court is an ocean-oriented complex with first-floor apartments, two-story and... Learn More
Rates
$110 - $199 night
$550 - $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: Ocean Dunes Villa 210 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc Beautifully Decorated!!! This villa offers WIRELESS INTERNET, two bedrooms, two... Learn More
Rates
$195 - $305 night
$900 - $1525 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 231 Beachside Homes -4 BRs and close to every South Beach amenity! HILTON HEAD ISLAND AS IT WAS MEANT TO BE ENJOYED! A 4 bedroom, 4 bath Beachside... Learn More
Rates
$156 - $156 night
$1095 - $2995 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 320 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Ocean Dunes 320 is a villa you?re sure to want to visit again and again with all... Learn More
Rates
$120 - $195 night
$550 - $975 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: Coastal chic, this newly renovated and updated 5 bedroom home with elevator located 3rd row from the ocean. You will love all the new upgrades incl... Learn More
Rates
$285 - $285 night
$1995 - $5095 week


Non Smoking   High-Speed Internet


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Listings 26 - 50 of 591
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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.