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Hilton Head Island Vacation Rentals

589 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 589
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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Port Villas are adjacent to the South Beach Marina and the famous Salty Dog Cafe, a dockside bar and restaurant that has become a favorite among re... Learn More
Rates
$185 - $290 night
$925 - $1450 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: This villa is a 1st floor end unit which has wonderful Ocean AND Pool views from every window!! You'll find this villa offers WIRELESS INTERNET, t... Learn More
Rates
$195 - $225 night
$900 - $1050 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! Fall Dates Available. This 1 bedroom, 1.5 bath Caravel Court villa has a spectacular view of ... Learn More
Rates
$85 - $115 night
$695 - $2400 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 7
Location: Hilton Head Island, South Carolina, United States
Description: 7627 Huntington- Quick 150 yards walk to the beach. Aug/Sept weeks available. This expertly decorated 2nd floor flat at Huntington is a 2 bedroom,... Learn More
Rates
$114 - $156 night
$795 - $1995 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: This newly renovated 2 bedroom, 2 bath villa OCEANVIEW villa located in building 1 on the 3rd floor. This villa is beautifully decorated in Tommy B... Learn More
Rates
$142 - $142 night
$995 - $2595 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 5BD/4BA ocean front home w/ Private Pool (can be heated for add'l fee) Queen, Queen, Double, 2 Twins, 2 Twins, Sleep Sofa. Living Room & Childrens... Learn More
Rates
$600 - $700 night
$3000 - $3500 week


Non Smoking   Swimming Pool


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/2.5 BA 1st floor villa with Pool & Sound views. King, Queen & 2 Twins. 1 HR/Day free tennis at S. Beach Racquest Club. Walk to the S. Beac... Learn More
Rates
$260 - $340 night
$1300 - $1700 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Located Oceanfront in Palmetto Dunes, this luxurious 5th floor villa is surrounded by lagoons and paved walkways winding through the gardens enhanc... Learn More
Rates
$142 - $142 night
$995 - $2595 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 56 is a two-story townhouse, on... Learn More
Rates
$110 - $175 night
$550 - $875 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 4
Location: Hilton Head Island, South Carolina, United States
Description: Forest Beach Villas 303 is 100 yards from the Coligny Beach Park with one pedestrian friendly road to cross at the Holiday Inn. Guests staying in t... Learn More
Rates
$110 - $175 night
$550 - $875 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: This ocean-oriented townhouse is two-stories with the entry and first floor a few steps above street level. Ocean Gate is within 1 block of the Atl... Learn More
Rates
$110 - $175 night
$550 - $875 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 12 is a two-story townhouse w... 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
Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: This Nicely Decorated, three bedroom, two bath villa has all the comforts of home including WIRELESS INTERNET. You?ll find the living room and dini... Learn More
Rates
$150 - $210 night
$750 - $1050 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: 1870 Beachside Tennis - Great Views of Calibogue Sound, 2nd floor villa. This newly updated spacious 2 bedroom, 2-bath beachfront villa affords a ... Learn More
Rates
$128 - $128 night
$895 - $2295 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/3.5Ba 2nd row oceanview home with Private Pool (can be heatedfor add'l fee) 2 Kings, Queen, 2 Twins & Sleep Sofa (Sofa linens availablefor $25)... Learn More
Rates
$550 - $600 night
$2750 - $3000 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 4
Location: Hilton Head Island, South Carolina, United States
Description: TOTALLY RENNOVATED AND BEAUTIFUL!!! This villa offers a separate bedroom with a king size bed, full size kitchen, living and dining area are combi... Learn More
Rates
$110 - $125 night
$475 - $650 week


Non Smoking


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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: A charming OCEANFRONT 3rd floor 2 bedroom, 2 bath villa in Palmetto Dunes has everything on your vacation rental checklist: view from all bedrooms ... Learn More
Rates
$128 - $128 night
$895 - $2195 week


Non Smoking   Swimming Pool   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: 3 BD/3 BA oceanfront villa. King, 2 Twin beds & 2 Twin beds. Zero EntryOceanfront Pool, Hot Tub & Baby Pool. Pool is heated in March, April, Oct & ... Learn More
Rates
$265 - $345 night
$1325 - $1725 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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 55 is a ground floor apartmen... Learn More
Rates
$110 - $175 night
$550 - $875 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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 64 - Stunning Beach Condo - Short Walk to the Ocean. Surf Court is an ocean-oriented complex with first-floor apartments, two-story and... Learn More
Rates
$110 - $175 night
$550 - $875 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 4 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: 6BD/4BA 3rd Row Ocean home with Private Pool (can be heated for fee)4 Kings, 2 Fulls, 2 Twins, Day Bed & Sleep Sofa. (Sofa linens available for a $... Learn More
Rates
$550 - $600 night
$2750 - $3000 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: Ocean Dunes Villa 317 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitc... Learn More
Rates
$195 - $225 night
$900 - $1050 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 433 Captains Walk-Oceanfront, walk right from your patio to the pool & ocean. FROM THE 1st FLOOR, EVERYTHING'S EASY TO GET TO! You can't ask for ... 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 8
Location: Hilton Head Island, South Carolina, United States
Description: Pretty, 3rd floor 2 bedroom, 2 bath villa end unit with wrap around patio has gorgeous views of the Calibogue Sound. Decorated in soothing neutral... Learn More
Rates
$128 - $128 night
$895 - $2295 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Home in Hilton Head Island
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bed/2.5 Bath Villa at 186 The Greens Unit Description: The Greens Villas offer 2-story townhomes with 2 bedrooms and 2.5 bathrooms that are a sh... Learn More
Rates
$239 - $999 night
$1673 - $6993 week


Non Smoking   High-Speed Internet


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Listings 76 - 100 of 589
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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.