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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 51 - 75 of 591
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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: Ocean Club Villa 8 - 3 BR 3 BA Oceanside Townhome Hilton Head, Sc Completely Renovated in 2013! This oceanfront complex on South Forest Beach Driv... Learn More
Rates
$235 - $445 night
$1300 - $2200 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 6 Bedroom, 7 Bathroom, Sleeps 19
Location: Hilton Head Island, South Carolina, United States
Description: 31 Dune Lane -Oceanfront, Brand New Custom Built- September Weeks Avail. Fantastic brand new custom built 6 bedroom, 6.5 bath OCEAN FRONT home wit... Learn More
Rates
$5395 - $13695 week


Non Smoking   Swimming Pool   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: Seascape Villas offers a relaxing atmosphere with naturally landscaped grounds with walking trails, two swimming pools, and a series of lagoons wit... Learn More
Rates
$115 - $205 night
$550 - $1025 week


Non Smoking


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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 - $128 night
$895 - $2195 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: 1702 Bluff Villas - Fully renovated and beautiful! 1st floor villa This Charming two bedroom flat is spacious, decorated with bright colors, has a... Learn More
Rates
$85 - $171 night
$595 - $1395 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: 4BD/4BA home on 5th Fairway of Harbour Town Golf Links. King, King, Queen & 2 Twins. Sleep Sofa linens available for $25. Private Pool (can be h... Learn More
Rates
$375 - $1200 night
$1875 - $6000 week


Pet Friendly   Non Smoking   Swimming Pool   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: Waterford is a quiet, golf-oriented community within Shipyard Plantation. By biking along the leisure trails that wind throughout Shipyard, guests ... Learn More
Rates
$135 - $210 night
$675 - $1050 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 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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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/ 2 BA Home with Screened Porch overlooking Lagoon & Golf Course.King, Queen, 2 Twins plus Futon. Multiple TV's. Pool on site. Bike easilyto th... Learn More
Rates
$220 - $330 night
$1100 - $1650 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 9
Location: Hilton Head Island, South Carolina, United States
Description: Stay in an exceptional 5th floor oceanside condo within a newly built North Forest Beach oceanfront resort. The Sea Crest is a five-story elevator ... Learn More
Rates
$265 - $605 night
$1325 - $3025 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilton Head Island - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Sea Crest 2110 - Oceanside 1st Floor Condo - 10% off Aug 9-16 Sea Crest is an Ocean Front resort with all the amenities you could ask for. On-sit... Learn More
Rates
$170 - $359 night
$850 - $1795 week


Non Smoking   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 6 Bathroom, Sleeps 17
Location: Hilton Head Island, South Carolina, United States
Description: Incredible custom built home located in the North Forest Beach area of Hilton Head. This 7 bedroom, 5.5 bath home with ELEVATOR is within steps of... Learn More
Rates
$485 - $485 night
$3395 - $8795 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
$314 - $314 night
$2195 - $5695 week


Non Smoking   Swimming Pool   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 Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilton Head Totally Renovated in 2010 and Beautifully Decorated!! This villa offers WIRELESS ... Learn More
Rates
$200 - $335 night
$1000 - $1675 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 8
Location: Hilton Head Island, South Carolina, United States
Description: Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three bedrooms, three bath tri-level ocean view condomi... Learn More
Rates
$275 - $510 night
$1300 - $2550 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 ... Learn More
Rates
$114 - $114 night
$795 - $2095 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 6 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 6 Laurel Lane - Spacious 5 Br, 5.5 Ba, 3rd Row Ocean Vacation Home Airy and private, this 5 bedroom, 5.5 bath, 3rd row ocean home with *HEATED POO... Learn More
Rates
$199 - $199 night
$1395 - $3795 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/4.5 BA home with Private Pool (cannot be heated) King, King,Queen, 2 Twins plus Sleep sofa. Sleep Sofa Linens available for $25. Walk or Bik... Learn More
Rates
$385 - $770 night
$1925 - $3850 week


Non Smoking   Swimming Pool   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 43 is a ground floor apartment ... 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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 97 is a ground floor apartment ... 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: Beachwalk condominiums are within Shipyard Plantation, a private residental and resort community. The complex is close to the Atlantic Ocean, the C... Learn More
Rates
$140 - $219 night
$695 - $1095 week


Non Smoking


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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, about 1 1/2 blocks to the beach. Courtside 110 is a 3 story townhouse with 3 bedrooms and 3 1/2 baths, one... 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, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Newly Refurbished!! This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size kitchen, living and dining area are combined. Th... Learn More
Rates
$120 - $240 night
$600 - $1200 week


Pet Friendly   Non Smoking   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: WIRELESS INTERNET!!!! This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dining area are combined. Ad... Learn More
Rates
$105 - $170 night
$400 - $850 week


Non Smoking


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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: This beautifully furnished two bedroom, two bathroom, first floor unit has been recently renovated. This villa features a large living area with an... Learn More
Rates
$85 - $171 night
$595 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 51 - 75 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.