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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: Deluxe two bedroom resortview condo Unit Description: This 850 sq. ft. two bedroom unit features a full kitchen, dining area and is steps away fro... Learn More
Rates
$159 - $999 night
$1113 - $6993 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 - $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: The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a private patio accessible from the living room, guests... Learn More
Rates
$180 - $379 night
$895 - $1895 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 7 is a two-story townhouse, o... 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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 76 is a ground floor apartmen... 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 4
Location: Hilton Head Island, South Carolina, United States
Description: 4506 Windsor Court - Oceanfront -New On Vrbo - Book Now for Sept & Oct. Beautiful 2 bedroom, 2 bath ocean front corner unit has stunning views of ... Learn More
Rates
$171 - $171 night
$1195 - $2395 week


Non Smoking   Swimming Pool   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 8 Bathroom, Sleeps 17
Location: Hilton Head Island, South Carolina, United States
Description: The very best! Nothing could top the beauty of this 7 bedroom, 7.5 bathroom oceanfront home with *HEATED POOL/ SPA & ELEVATOR. This 5000 sq/ft. h... Learn More
Rates
$5595 - $15195 week


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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: This townhouse style 4 Bedroom villa overlooks the beautiful natural marsh and tidal creek of Braddock Cove. It has its own boardwalk and dock for ... Learn More
Rates
$128 - $271 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: This 2 Bedroom, 2 bath villa is located on the 5th floor and has an Oceanview, the complex is located Oceanfront in Palmetto Dunes. Newly renovate... Learn More
Rates
$128 - $128 night
$895 - $2195 week


Non Smoking   Swimming Pool   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: 48 Dune Lane-2nd Row Ocean & Beautifully Renovated- 100 yards to the beach This 2nd row ocean home with 5 bedrooms, 4 baths a *PRIVATE HEATED poo... Learn More
Rates
$328 - $328 night
$2295 - $5895 week


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/ 3.5 BA 2-story home w/ golf view. King & 2 Queens. Sleep Sofa. (Sofa linens available for $25 fee) Private Pool (not heatable) Walk easil... Learn More
Rates
$300 - $700 night
$1500 - $3500 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: 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


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This newly remodeled 1st floor villa has 3 bedrooms and 3 bathrooms and is looking to the pool and ocean and there is covered parking underneath th... 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
Home: 5 Bedroom, 6 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: WOW! Is all you can say when you enter this home. With 5 Bedrooms, 5.5 bathrooms and *Heated Pool. Located 5th row ocean, your walk to the beach i... Learn More
Rates
$271 - $271 night
$1895 - $4995 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 9 Driftwood - Oceanfront , 4 BR and Large 15 x 34 Pool. Pretty! Outstanding 4 bedroom, 4 bath OCEANFRONT home with *HEATED POOL & SPA and stunning... Learn More
Rates
$2995 - $7695 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/ 2.5 BA townhouse with golf course view. King & 2 Twin beds plus Sleep Sofa ( Sofa linens available for a $25 fee) Large Pool on site. Walkeas... Learn More
Rates
$155 - $230 night
$775 - $1150 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 7
Location: Hilton Head Island, South Carolina, United States
Description: PLENTY OF FEATURES AND AMENITIES AT 1101 VILLAMARE There are many nice features at this 2 bedroom, 2 bath, OCEANFRONT Palmetto Dunes villa, you m... 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: 104 Northshore Place-100 yrds to the beach, 2 BR villa. 2014 weeks avail Beautiful, new, ocean-oriented, 2 bedroom, 2 bath luxury Forest Beach vil... Learn More
Rates
$85 - $199 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: # 3 Beachside Homes - 5 BR Home at The Beachside Homes. Book Now! This gorgeous 5bedroom, 5 bath house has just been completely renovated! All ne... Learn More
Rates
$256 - $256 night
$1795 - $4795 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 92 is a two-story townhouse, on... Learn More
Rates
$110 - $199 night
$550 - $995 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 - $1500 night
$2750 - $7500 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: 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... Learn More
Rates
$205 - $320 night
$950 - $1600 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 8
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court 74 is an ocean-oriented complex with first-floor entry. This property is a 3 story townhouse with your livingroom, dining room, kitchen... Learn More
Rates
$165 - $279 night
$825 - $1395 week


Non Smoking


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 1412 South Beach Villa - Oceanfront, 4 BR townhouse - Pretty! Spectacular sunsets abound from this 4 bedroom, 3 bath, two story OCEANFRONT town ho... Learn More
Rates
$199 - $199 night
$1395 - $3395 week


Non Smoking   Swimming Pool   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.