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Hilton Head Island Vacation Rentals

669 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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Low Country Coast Top Cities
Listings 576 - 600 of 669
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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: New Rental, Stunning Remodeled Sea Pines Home. Free Bikes & Tennis 3 Bedrooms, 2.5 Baths, American Leather Queen Plus Sleeper Sofa in 4th Separate...
Rates
$156 - $500 night
$1095 - $2495 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 14
Location: Hilton Head Island, South Carolina, United States
Description: 70 S. Sea Pines-5 Minute Walk to the Beach-Avail. 6/27, 8/15 & 8/26-$500 Off This 6 Bedroom, 6 bath home has a PRIVATE HEATED POOL * & HOT TUB. ...
Rates
$342 - $342 night
$2395 - $6295 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 2 Sea Spray-2nd Row Ocean w/ Hot Tub. Available The Week Of 5/30-6/6 2nd row ocean FUN beach home has 4 bedroom, 3.5 bath home with *PRIVATE HEATE...
Rates
$256 - $256 night
$1795 - $4995 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 898 Ketch Court-Steps to Harbourtown, Shopping and so much more Wow! This gorgeous 3 bedroom, 3 ½ bath villa is located in the heart of Harbour To...
Rates
$128 - $1170 night
$895 - $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, 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 97 is a ground floor apartment ...
Rates
$120 - $210 night
$600 - $1050 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 7
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and two bedrooms, guests staying in Ocean One 319 enjoy panoramic views of the Atlantic Ocean and its white sandy be...
Rates
$259 - $570 night
$1295 - $2850 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 3.5 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...
Rates
$1295 - $2395 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This villa is one of the closest villas to the ocean and has a wonderful ocean view. This one bedroom villa offers a separate bedroom with a queen ...
Rates
$105 - $178 night
$400 - $890 week


Non Smoking


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: New to Market, Newly Renovated Luxury Treetops Villa, Free Bikes, Tennis Wifi Beautifully Renovated 3 Bedroom Villa On Site Tennis, 3 Pools, Wire...
Rates
$99 - $156 night
$695 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 2 Cannon Row-5 Minutes Walk to Beach. Avail 5/30, 7/4, 7/25 & 8/2 weeks Straight out of the pages of Coastal Living magazine this beautiful and ne...
Rates
$228 - $228 night
$1595 - $4295 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: 104 Northshore Place- 2 BR Villa just 100 Yards to the Beach! Beautiful, ocean-oriented, 2 bedroom, 2 bath luxury villa just steps to the beach. ...
Rates
$85 - $85 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, 5.5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: Simply put this is a vacationer?s dream home. 5 bedrooms plus loft and a *PRIVATE POOL this has it all and more! Through the entry way the foyer le...
Rates
$821 - $821 night
$5750 - $5750 week


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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 46 is a ground floor apartment ...
Rates
$115 - $200 night
$575 - $1000 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 47 is a two-story townhouse w...
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroom with a queen sized bed and one bathroom. Thi...
Rates
$120 - $205 night
$550 - $1025 week


Non Smoking


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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: New Listing! Beachfront Ocean Club Villa. Pool, Free Bikes, Wifi This Ocean Club villa is the jewel of South Forest Beach. Located in a small Ocea...
Rates
$114 - $171 night
$795 - $1495 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/4 BA Fourth Row Ocean Home with Private Pool (can be heated for an add'l fee) Multiple Living Areas, Billiard Room, Screened Porch. King, Ki...
Rates
$500 - $1100 night
$2500 - $5500 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 Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 227 Evian - Pretty, 2nd floor villa with pool & tennis on-site. This lovely 2nd level townhouse is located in the heart of beautiful Shipyard Plan...
Rates
$99 - $99 night
$695 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
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 68 is a three-story townhouse...
Rates
$175 - $290 night
$875 - $1450 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 4
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 81 is a two-story townhouse, ...
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5.5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 11 Gunnery Lane-5 BR beach home- 4 minute bike ride to the beach TV?S EVERYWHERE, BIKE PATH PASSES ALONGSIDE YOUR SWIMMING POOL TO THE BEACH? Wh...
Rates
$228 - $228 night
$1595 - $3595 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: 2 BR 2 BA Oceanfront Flat at Beachwood Place, Hilton Head, Sc Located on South Forest Beach Drive, this second floor oceanfront villa offers two b...
Rates
$195 - $300 night
$900 - $1425 week


Non Smoking


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: TOTALLY RENNOVATED AND BEAUTIFUL!!! This villa offers a separate bedroom with a queen size bed, full size kitchen, living and dining area are comb...
Rates
$110 - $193 night
$475 - $965 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3 Night Heron Lakeside-Quick walk to beach & Available 6/27, 7/18 & 7/25 Wks This adorable 3 bedroom, 2.5 bath home located in Night Heron Lakesid...
Rates
$156 - $156 night
$1095 - $2500 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 576 - 600 of 669
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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.