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Hilton Head Island Vacation Rentals

496 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 496
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4 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/ 3 BA 2nd Row Ocean View home. King, Queen, 2 Twins & Double & Twin. High Speed Internet. Multiple TV & DVD players. Private Pool (can be heat... Learn More
Rates
$500 - $1000 night
$2500 - $5000 week


Non Smoking   Swimming Pool


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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: Stay ocean-side at Ocean Club, just a short walk to the beach with no roads to cross. You will follow a wooden walkway until you reach the Atlant... Learn More
Rates
$190 - $295 night
$950 - $1475 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: 2 br/2 ba southwind II Unit Description: Located along picturesque fairways and Lowcountry lagoons, these luxurious 2 bedroom/2 bath villas are aw... Learn More
Rates
$149 - $999 night
$1043 - $6993 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 4BD/4.5BA Townhouse with breathtaking views of Calibogue Sound.Located in the Heart of Harbourtown, King, Queen, Queen, 2 Twin beds.Multiple TV's &... Learn More
Rates
$275 - $1300 night
$1375 - $6500 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: 1874 Beachside Tennis: Breathtaking waterfront views from every room. Situated on one of the most beautiful beaches in Sea Pines, this lovely 2 be... 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 7
Location: Hilton Head Island, South Carolina, United States
Description: 2112 Windsor Place II -Oceanfront ,Mushroom Water feature in Zero entry pool This 1st floor 2bedroom, 2 bath villa looks over the pool to the ocea... Learn More
Rates
$128 - $128 night
$895 - $2295 week


Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 6 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: This beautifully renovated 6 bedroom, 6 bath home with *Heated Pool and Hot Tub is sure to bring relaxation into your life. Located 3rd row from t... Learn More
Rates
$399 - $399 night
$2795 - $7195 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: Surf Court 66 is a two-story townhouse, one flight above street level. These properties are within 1 to 1.5 blocks of the Atlantic Ocean beach and ... Learn More
Rates
$140 - $199 night
$695 - $995 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: Ocean Club 17- Quaint Oceanside 1st Floor Flat - Steps to the Beach Stay ocean-side and enjoy many benefits of an ocean front complex with easy ac... Learn More
Rates
$190 - $295 night
$950 - $1475 week


Non Smoking


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2 bedroom Vacation Rental Villa in Hilton Head Island - Beach Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: You can't beat the location in South Forest Beach of this completely renovated 2 bedroom, 2 bath townhouse at # 13 Ocean Club. The Ocean Club Comp... Learn More
Rates
$99 - $99 night
$695 - $1695 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 3001 Turtle Lane-Oceanfront Spectacular Views!!! May & August weeks available Stay at one of the most exclusive adresses in Sea Pines Plantation. ... Learn More
Rates
$242 - $242 night
$1695 - $4495 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: PANORAMIC VIEW OF THE ATLANTIC OCEAN from this 2nd floor, 2 bedroom, 2 bath, Forest Beach condo, will make you wonder what took you so long getting... Learn More
Rates
$185 - $185 night
$1295 - $3495 week


Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 7 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 6 BD/6.5 BA fifth row ocean home. Private Pool* & Hot Tub* (*can be heated for a fee) 2 Kings, 1 Queen & 6 Twin beds. Short walk to the Beach.... Learn More
Rates
$500 - $1320 night
$2500 - $6600 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: 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
$140 - $199 night
$695 - $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 add'l fee)4 Kings, 2 Fulls, 2 Twins, Day Bed & Sleep Sofa. Multiple TV's, FREEWI-FI,... Learn More
Rates
$550 - $1500 night
$2750 - $7500 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: Surf Court 15 is a large spacious townhouse with a second floor entry. This property is is 1 block to the Atlantic Ocean and 1.5 blocks to Van Der... Learn More
Rates
$140 - $199 night
$695 - $995 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, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Stay ocean-side at Ocean Club Villas. You will enjoy a lanscaped courtyard and pool view, while being steps to the sandy beaches of the Atlantic O... Learn More
Rates
$190 - $295 night
$950 - $1475 week


Non Smoking


View Details and Book Online Send Inquiry



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 Oceanview 2 bedroom, 2 bath villa is located on the 5th floor in Palmetto Dunes, this beautifully decorated villa is surrounded by lagoons and... Learn More
Rates
$142 - $142 night
$995 - $2395 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 5 Bedroom, 6 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 11 Flotilla-5 BRs Oceanfront & Beautiful 5/24-31 & Aug. Weeks Available Spectacular OCEANFRONT home that is newly decorated. This lovely 5 bedroo... Learn More
Rates
$571 - $571 night
$3995 - $10295 week


Non Smoking   Swimming Pool   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-6 BRs/Sleeps 14-Rent as 4,5,6 BR March/April May Stunning 6 bedroom, 6.5 bath home with *HEATED POOL AND SPA is a custom built hom... 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 263 Stoney Creek - Marsh Views for the Nature Lovers. 2 Bdr Townhouse. This delightful and updated 2 bedroom, 2.5 bathroom townhouse is in the hea... Learn More
Rates
$85 - $171 night
$595 - $2500 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 105 is a two-story townhouse, o... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 41 Coligny Villas Unit Description: This 3-story town home has 3 bedrooms and 2.5 baths, is in walking distance to Coligny Beach Park, and is a pe... Learn More
Rates
$159 - $999 night
$1113 - $6993 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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: Surf Court is located 1 block to the beach and 1 block to Van Der Meer Tennis center. Vacationers seeking a great value with a short walk to beach... Learn More
Rates
$190 - $279 night
$950 - $1395 week


Non Smoking


View Details and Book Online Send Inquiry



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 85 is a two-story townhouse w... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking


View Details and Book Online Send Inquiry





Listings 51 - 75 of 496
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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.