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Hilton Head Island Vacation Rentals

498 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 498
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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 11
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/4 BA, 4th row ocean, two story home. Screened porch. 2 Kings, Queen, Queen & Twin bed. Sleep Sofa. Private Pool & Spa (can be heated ... Learn More
Rates
$420 - $920 night
$2100 - $4600 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: 2419 Villamare - Beautiful 4th floor Villa - Indoor Heated Pool and More!!! All dressed up and ready for you! This lovely 2 bedroom, 2 bath, 4th f... Learn More
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking   Swimming Pool


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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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 18 is a two-story townhouse, on... Learn More
Rates
$140 - $199 night
$695 - $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 40 is a ground floor apartment ... Learn More
Rates
$140 - $199 night
$695 - $995 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: 3422 Villamare is located Oceanfront in Palmetto Dunes, This 2 bedroom, 2 bath villa is located on the 4th floor and has a beautiful oceanfront vie... Learn More
Rates
$142 - $142 night
$995 - $2395 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This spacious 3 bedroom, 2 bath flat with a spectacular view of Braddock Cove and is beautifully furnished. This villa is located on the 2nd floor ... Learn More
Rates
$99 - $214 night
$695 - $1695 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 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
$140 - $199 night
$695 - $995 week


Non Smoking   High-Speed Internet


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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 is an Ocean Front resort with all the amenities you could ask for. On-site gym, restaurant, seasonal outdoor bar, hot tub and 3 swimming... Learn More
Rates
$215 - $359 night
$1075 - $1795 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 16 Piping Plover - Oceanfront, Fully Renovated 5 BR Home. Sleeps 12 Amazing oceanfront home in Sea Pines with private heated* pool! Words hardly d... Learn More
Rates
$571 - $571 night
$3995 - $10295 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 1BD/1BA Oceanfront Villa. Queen bed plus Sleep Sofa. Oceanfront Pool& Baby Pool on site. (Pool is heated Mar 1 - Apr 30) Walk to ColignyPlaza. Non-... Learn More
Rates
$150 - $219 night
$750 - $1095 week


Non Smoking   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: 124 N. Forest Beach Ct-Oceanfront rent as 4,5 or 6 BR weekly March - May Beautiful is the only word that comes to mind when describing this 6 bed... Learn More
Rates
$514 - $514 night
$3595 - $9095 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: 2 Bd/ 2 Ba 4th floor villa with Pool & Oceanfront views. King & 2 Twins & Sleep sofa(sofa linens add'e fee) Large oceanfront Pool, hot tub & b... Learn More
Rates
$200 - $350 night
$1000 - $1750 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 14 is a two-story townhouse, ... 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, 2.5 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 47 is a two-story townhouse w... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking


View Details and Book Online Send Inquiry



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: 1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, Marina & Tennis Light, African touches everywhere in this astoundingly remodeled 4 bedroo... Learn More
Rates
$185 - $299 night
$1295 - $2395 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: 258 Evian - Pretty 2nd floor villa - 5 minute bike ride to the beach. This lovely 2nd floor townhouse is located in beautiful Shipyard Plantation.... Learn More
Rates
$85 - $171 night
$595 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2.5 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
$140 - $199 night
$695 - $995 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 4 Bedroom, 3 Bathroom, Sleeps 9
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 402 enjoy a landscap... Learn More
Rates
$305 - $515 night
$1525 - $2575 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
$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: Waterford is a quiet, golf-oriented community within Shipyard Plantation. By biking along the leisure trails that wind throughout Shipyard, guests ... Learn More
Rates
$155 - $210 night
$775 - $1050 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 6 Bathroom, Sleeps 20
Location: Hilton Head Island, South Carolina, United States
Description: 27 Pelican-New custom built & 3rd row ocean! 2 Summer wks left 5/31 & 8/16 27 Pelican - Rent as a 4, 5 or 6 bedroom Sept thru May. This gorgeous... Learn More
Rates
$442 - $442 night
$3095 - $7995 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 10
Location: Hilton Head Island, South Carolina, United States
Description: 3101 Seacrest - Wow!! Fully Renovated And more!!! 1st Floor 3 BR/3bath This OCEANFRONT 3 bedroom, 3 bath villa located on the first floor of build... Learn More
Rates
$228 - $228 night
$1595 - $4395 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Fantastic newly redecorated 3 bedroom Shorewood Villa! This villa has had a complete overhaul with new granite countertops, stainless steel applian... Learn More
Rates
$128 - $128 night
$895 - $2295 week


Non Smoking   Swimming Pool   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: 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
$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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 100 is a ground floor apartment... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking


View Details and Book Online Send Inquiry





Listings 26 - 50 of 498
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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.