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Hilton Head Island Vacation Rentals

642 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.

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Listings 1 - 25 of 642
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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: New Listing! Renovated 2 BR Treetops Villa, Free Bikes, Pool, Tennis This newly renovated villa has new carpeting throughout. Updated counters and...
Rates
$71 - $128 night
$495 - $995 week


Pet Friendly   Non Smoking   High-Speed Internet


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Featured


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: 116 Breakers - Cute 1st floor oceanfront North Forest Beach villa! This cute 1 bedroom oceanfront Breakers villa was renovated in 2014! Upgrades i...
Rates
$71 - $71 night
$495 - $1295 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: 217 Breakers-2nd Floor Oceanfront - Available 7/25-81 week, Book Now EXTRA WINDOWS, EXTRAORDINARY VIEWS! This 1 bedroom, 1 bath, 2nd floor OCEAN...
Rates
$71 - $71 night
$495 - $1295 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 2
Location: Hilton Head Island, South Carolina, United States
Description: This romantic one bedroom efficiency is well appointed and newly decorated, with a view of Braddock Cove. Located on the 2nd floor of a 3-story wal...
Rates
$71 - $71 night
$495 - $995 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, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 120 Ocean Dunes-Oceanfront, Renovated & Cute. 20% Off all Summer Rentals This is a totally renovated, freshly painted and professionally decorated...
Rates
$71 - $71 night
$495 - $1125 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Home in Hilton Head Island
Home: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Hilton Head Island, South Carolina, United States
Description: 19 Night Heron - Cute, 1 BR Cottage - 5 minutes walk to the beach QUIET INTIMACY OVERLOOKING A LUSH LAGOON. Wow, this updated 1 bedroom, 1 bath c...
Rates
$71 - $71 night
$495 - $995 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: New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 2 Bedrooms, 2 Bathrooms, Elevator 4 Free Adult Bicycles are included with ...
Rates
$71 - $128 night
$495 - $995 week


Pet Friendly   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 townhome is located just steps from the main pool (one of three on the resort) and a short walk to one of the most beautiful family beaches in...
Rates
$71 - $128 night
$495 - $995 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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: Oversized 2 Bd Jewel, Walk to Beach, Free Tennis, Free Bikes, Pet Friendly This beautiful unit comes with four free bikes, and two hrs per day of ...
Rates
$71 - $142 night
$495 - $1095 week


Pet Friendly   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 6
Location: Hilton Head Island, South Carolina, United States
Description: New to Market! New Interior! Walk to Beach, Shopping, 2 Bd Villa Pet Friendly Features: 2 bedrooms 2 full bathrooms TV in living room and each ...
Rates
$71 - $142 night
$495 - $1095 week


Pet Friendly   Non Smoking   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: Within earshot of the rolling surf, this 1 bedroom, 2 bath villa is located in the closest Shipyard villa complex to the beach. This 2nd floor vill...
Rates
$71 - $71 night
$495 - $1195 week


Non Smoking   Swimming Pool


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Upscale Interior. Private Back Deck. Free Bikes Pool Tennis Pet Friendly Escape to the Beach! New Decor Looking for a Vacation to Remember? Bask...
Rates
$71 - $128 night
$495 - $995 week


Pet Friendly   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 4
Location: Hilton Head Island, South Carolina, United States
Description: Large Ocean Breeze Villa, Walk to Beach, Free Bikes, Wifi, 3 on-site Pools This spacious townhouse has a spectacular location. It's bordered by th...
Rates
$71 - $128 night
$495 - $995 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 198 Greens-Quick walk to the beach. Cute 1 BR Townhouse-Avail 7/4-11 wk This 1 bedroom, 1.5 bath townhouse comes with a spectacular fairway view. ...
Rates
$71 - $71 night
$495 - $1195 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: 313 Breakers-Direct Oceanfront, you can't beat this view! Oceanfront Pool Recently renovated, this 1 bedroom, 1 bath OCEANFRONT villa has everythi...
Rates
$71 - $71 night
$495 - $1295 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Cozy, Private, Spotless Villa, Golf Views, Free Bikes, Pool, Hot Tub This charming villa is located in the Windward Village community in Shipyard ...
Rates
$71 - $128 night
$495 - $995 week


Pet Friendly   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: Comfortable First Floor End Unit. Walk to the Beach, Poolside, Pet Friendly Setting The Price, Amenities and Comfort Standard For a Beach Walk Vil...
Rates
$71 - $128 night
$495 - $995 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Poolside 2nd Story End Unit Villa, Walk to Beach, Free Bikes, Pet Friendly Your next Hilton Head Vacation Doesn't Need to Cost a Fortune to have a...
Rates
$71 - $128 night
$495 - $995 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Enjoy a fun vacation in the Barrington Park Villas. This OCEANSIDE Lagoon View villa is 1 Bedroom, 1 1/2 Bath nicely decorated in bright primary co...
Rates
$71 - $71 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, 1.5 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 709 Barrington Pk- Lagoon/Fountain View & 50 yards to the ocean. Enjoy a fabulous vacation in the luxurious Barrington Park Villas. This OCEANSIDE...
Rates
$71 - $71 night
$495 - $1095 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bedroom Evian Villa 1 King Bed 2 Twin Beds 2 Bathrooms 4 Bicycles Included 4 Beach Chairs This spacious Evian villa is ri...
Rates
$71 - $128 night
$495 - $995 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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: 105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to Shipyard Beach Club Within earshot of the rolling surf, this 1st floor 2 bedroom, 2 bath ...
Rates
$85 - $85 night
$595 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


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Featured


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-Quick bike ride to beach. Pool & Tennis on-site - 15% Off 7/4-11 wk This lovely 2nd floor townhouse is located in beautiful Shipyard Pla...
Rates
$85 - $85 night
$595 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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 is a beautifully situated vacation villa in South Forest Beach, which offers an enviable combination of convenience and privacy in one of the ...
Rates
$85 - $85 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This very cute 1 bedroom, 2 baths SeaCrest Villa is beautifully decorated in bright cheery colors. New for 2013 is the completely renovated maste...
Rates
$85 - $85 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 1 - 25 of 642
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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.