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Hilton Head Island Vacation Rentals

616 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 101 - 125 of 616
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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
$110 - $210 night
$550 - $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: 1654 Bluff Villa - Beautiful first floor villa and fully Renovated! This beautifully furnished two bedroom, two bathroom, first floor unit has bee... Learn More
Rates
$99 - $128 night
$695 - $1495 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 4
Location: Hilton Head Island, South Carolina, United States
Description: Cozy Ocean Breeze Villa, Walk to the Beach, Free Bikes, 3 on-site Pools. This spacious townhouse has a spectacular location. It's bordered by the ... Learn More
Rates
$71 - $128 night
$495 - $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 6
Location: Hilton Head Island, South Carolina, United States
Description: This beautifully decorated 2 bedroom, 2 bath, 2nd floor beach villa looks straight to the sea. An unbelievable oceanfront view! This vacation ren... Learn More
Rates
$128 - $171 night
$895 - $2195 week


Non Smoking   Swimming Pool


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4 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 4 Bedroom, 4 Bathroom, Sleeps 10
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 202 enjoy a landscap... Learn More
Rates
$250 - $530 night
$1250 - $2650 week


Non Smoking   High-Speed Internet


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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 - $339 night
$925 - $1695 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 159 Beachwalk - Fully Renovated Townhouse. Quick walk to the beach! Within earshot of the rolling surf this two story 2 bedroom, 2.5 Beachwalk vil... Learn More
Rates
$85 - $114 night
$595 - $1395 week


Non Smoking   Swimming Pool


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 709 Barrington Park-Lagoon View & on the Ocean! Fall dates still available. Enjoy a fabulous vacation in the luxurious Barrington Park Villas. Thi... Learn More
Rates
$71 - $85 night
$495 - $1095 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 198 Greens - 7 minutes walk to the beach. Cute 1 BR Townhouse This 1 bedroom, 1.5 bath townhouse comes with a spectacular fairway view. Private de... Learn More
Rates
$71 - $85 night
$495 - $1195 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: Beautiful views of the ocean from this 2nd floor, 2 bedroom, 2 bath SeaCrest villa! Newly updated with hardwood flooring, huge flat-panel tv, and ... Learn More
Rates
$185 - $242 night
$1295 - $3495 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 7
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 409 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$200 - $439 night
$1000 - $2195 week


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 233 Beachside Home-4 BR / renovated & additional 1000 sq ft added. WOW... describes this 2 story 4 bedroom, 4 1/5 bath Beachside home with on-site... Learn More
Rates
$171 - $256 night
$1195 - $3195 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: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 302 enjoy panoramic views of the Atlantic Ocean and it... Learn More
Rates
$175 - $365 night
$875 - $1825 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 7
Location: Hilton Head Island, South Carolina, United States
Description: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 305 enjoy panoramic views of the Atlantic Ocean and it... Learn More
Rates
$195 - $439 night
$975 - $2195 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/ 2 BA Home with Screened Porch overlooking Lagoon & Golf Course.King, Queen, 2 Twins plus Futon. Multiple TV's. Pool on site. Bike easilyto th... Learn More
Rates
$220 - $220 night
$1100 - $1100 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: 2BD/2BA first floor villa with Private Balcony. King, 2 Twins plus Sleep Sofa (linens for SS provided for $25 fee) Large Zero Entry OceanfrontPool,... Learn More
Rates
$190 - $190 night
$950 - $950 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: 1108 Villamare - 1st floor renovated Villamare - 2 BRs/2 baths. Sleeps 6 Located Oceanfront in Palmetto Dunes, this luxurious villa is surrounded ... Learn More
Rates
$114 - $156 night
$795 - $2095 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: 23 West Beach Lagoon - 3rd Row Ocean with Pretty Lagoon Views What a great beach home! Located in the ?Gold Coast? area of Sea Pines, this 3 bedr... Learn More
Rates
$171 - $256 night
$1195 - $3295 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 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 - $260 night
$1300 - $1300 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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Shorewood 130 enjoy a landscap... Learn More
Rates
$159 - $319 night
$795 - $1595 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: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 202 enjoy panoramic views of the Atlantic Ocean and it... Learn More
Rates
$190 - $419 night
$950 - $2095 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 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
$110 - $215 night
$550 - $1075 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This ocean view villa is designed onthree levels with wall-to-wall and floor-to-ceiling glass door units on the main (kitchen/dining/living) level ... Learn More
Rates
$275 - $510 night
$1300 - $2550 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 5
Location: Hilton Head Island, South Carolina, United States
Description: Shorewood Villas is in the heart of South Forest Beach and a short stroll over to Coligny Plaza, where you can find shopping, dining, or maybe just... Learn More
Rates
$170 - $365 night
$850 - $1825 week


Non Smoking   High-Speed Internet


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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: Peaceful Townhouse, Walk to Beach, Pet Friendly Pool, Tennis, Free Bikes This Fabulous 3 Bedroom 3 Bathroom Private Villa is tastefully furnished ... Learn More
Rates
$99 - $156 night
$695 - $1395 week


Pet Friendly   Non Smoking   High-Speed Internet


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Listings 101 - 125 of 616
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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.