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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 76 - 100 of 591
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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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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 2407 Seacrest -4th Floor,Beautiful Ocean Views - $200 Aug weeks This 1 bedroom, 1.5 bath OCEANVIEW villa located on the 4th floor in builiding 2. ... Learn More
Rates
$114 - $114 night
$795 - $1895 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 9 Lands End Road - 4 BRs & Waterfront (Calibogue Sound Views). This lovely 4 bedroom, 3 bathroom villa has one of the most peaceful settings in Hi... Learn More
Rates
$1195 - $3095 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 second floor oceanfront villa. King, Queen and 2 Twin beds.Large oceanfront pool and baby pool on site. Pool is heated Oct, Nov, Mar & Ap... Learn More
Rates
$265 - $530 night
$1325 - $2650 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 5 BD/ 4 BA multi-story Home with Private Pool* & Spa* can be heated for *additional fee. King, King, 2 Queens, 2 Doubles, Queen. FREE Beach Shuttl... Learn More
Rates
$385 - $770 night
$1925 - $3850 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 3rd floor villa overlooking Braddock Cove. King , 2 Twin beds. Sleep Sofa linens available for $25 fee. 3 TV's & FREE WI-FI. Pool access at... Learn More
Rates
$160 - $240 night
$800 - $1200 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 7
Location: Hilton Head Island, South Carolina, United States
Description: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 406 enjoy a landscap... Learn More
Rates
$190 - $395 night
$950 - $1975 week


Non Smoking


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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: Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Ocean One 424 enjoy a landscape view and won't have to cross a ... Learn More
Rates
$190 - $395 night
$950 - $1975 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 31 is a ground floor condo with easy access and no steps to navigate. Courtside is located 1 1/2 blocks to the beach and next to the Van... 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: 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
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 - $242 night
$795 - $1995 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/3.5 BA elevated home with golf course view. 2 Kings & 4 Twins. Private Pool (can be heated for a fee ). Sleep Sofa. Sofa bed linens availab... Learn More
Rates
$295 - $600 night
$1475 - $3000 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/3 Ba Home. King, Queen, 2 Fulls & 2 Twins. Sleep sofa. (Sofa linens available for $25 fee) Private Pool & Hot Tub(can be heated for a fee) ... Learn More
Rates
$400 - $880 night
$2000 - $4400 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 - $1200 night
$3000 - $6000 week


Non Smoking   Swimming Pool


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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 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 53 is a two-story townhouse, on... 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 112 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: With decks off the living room and master bedroom, guests staying in Ocean One 307 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$190 - $419 night
$950 - $2095 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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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 1411 South Beach Villa- 4 BR Fully Renovated Pottery Barn Inspired Villa The brightly colored interiors in this villa include a Carolina room, li... Learn More
Rates
$199 - $199 night
$1395 - $3595 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: 3BD/3BA 2nd Floor Villa with Golf & Lagoon Views. King, Queen & 2 Twin Pool & Hot Tub on site. Grilling Area on site. Walk or Bike to the Ship... Learn More
Rates
$190 - $320 night
$950 - $1600 week


Pet Friendly   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: 5 BD/ 5.5 BA Oceanfront home. 2 Kings, Queen, 2 Twins & 2 Full Murphy BedsLarge Oceanfront Pool* & Spa* (* can be heated for a fee). Game Room with... Learn More
Rates
$750 - $1870 night
$3750 - $9350 week


Non Smoking   Swimming Pool


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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: 1127 Harbourtown Green - Spectacular views 3BR penthouse w/ Hot Tub! This spectacular 2 story penthouse has breathtaking views of the world famous... Learn More
Rates
$428 - $428 night
$2995 - $18000 week


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, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 2403 SEACREST - Incredible location, this nicely redecorated 1 bedroom, 1.5 bathroom Forest Beach villa is central to everything fun about Hilton ... Learn More
Rates
$99 - $99 night
$695 - $1795 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 7
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and two bedrooms, guests staying in Ocean One 319 enjoy panoramic views of the Atlantic Ocean and its white sandy be... Learn More
Rates
$250 - $555 night
$1250 - $2775 week


Non Smoking   High-Speed Internet


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Listings 76 - 100 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.