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Hilton Head Island Vacation Rentals

591 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 591
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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 villa w/ golf & lagoon view. Queen & 2 Twins. Sofa bed. (Sofa linens available $25 fee.) Free S. Beach Pool Membership. Putting Green & ... Learn More
Rates
$155 - $230 night
$775 - $1150 week


Pet Friendly   Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 5 BD/5.5 BA 2nd row ocean home with oceanviews. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Private Pool (can be heated for fee) plus Therapeutic Hot ... Learn More
Rates
$700 - $1650 night
$3500 - $8250 week


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 10
Location: Hilton Head Island, South Carolina, United States
Description: Beachside is an oceanside complex within steps of the Atlantic Ocean. This beach is one of the most secluded on Hilton Head Island. The home is acr... Learn More
Rates
$300 - $659 night
$1500 - $3295 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: Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilton Head Totally Renovated in 2010 and Beautifully Decorated!! This villa offers WIRELESS ... Learn More
Rates
$200 - $335 night
$1000 - $1675 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: 3221 Villamare - Sunny & Bright 2nd Floor Courtyard View Villa. Sleeps 8 Villamare condo in Palmetto Dunes, Hilton Head is in a gorgeous, oceanfro... Learn More
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Courtside is an ocean-oriented complex with a beautiful landscaped courtyard, lagoon and large pool area. Courtside 86 is a three-story townhouse,... Learn More
Rates
$165 - $279 night
$825 - $1395 week


Non Smoking


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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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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 898 Ketch Court- Steps to Harbourtown- Available August & September Wow! This gorgeous 3 bedroom, 3 ½ bath villa is located in the heart of Harbou... Learn More
Rates
$99 - $1170 night
$695 - $3600 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 174 Beachwalk is located within Shipyard Plantation, a private residental and resort community. This complex is a short walk to the Atlantic Ocean... Learn More
Rates
$170 - $299 night
$850 - $1495 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 10
Location: Hilton Head Island, South Carolina, United States
Description: 213 Twin Oaks - Close to the pool & available Late Summer & Fall weeks This vacation villa is an end unit overlooking the pool with easy access to... Learn More
Rates
$85 - $199 night
$595 - $4500 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA 1st Floor Ocean View Villa. King & 2 Twin Beds, Sleep Sofa (Sofa bed linens rentable for $25 fee). Pool, Hot Tub & Kiddie Pool on site. J... Learn More
Rates
$210 - $410 night
$1050 - $2050 week


Non Smoking


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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: 3121 Villamare - 1st Floor beautifully furnished w/ courtyard views. Located Oceanfront in Palmetto Dunes, this luxurious villa is surrounded by l... Learn More
Rates
$114 - $114 night
$795 - $1995 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
$190 - $419 night
$950 - $2095 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 6 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: Gorgeous custom built Sea Pines home is ready for your family! 5 bedrooms with a den and a nursery and a private *HEATED pool and spa this house is... Learn More
Rates
$427 - $427 night
$2995 - $7495 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: Beautiful designer decorated 3 bedroom ocean view villa. This newly renovated villa is perfect for your next vacation to Hilton Head. Located in ... Learn More
Rates
$185 - $185 night
$1295 - $3295 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: Recently renovated, this 1 bedroom, 1 bath OCEANFRONT villa has everything you'll want for a perfect vacation. Enjoy a wonderful view of the ocean... Learn More
Rates
$71 - $142 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, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: SUNNY DECKS, AND LUSH, SUBTROPICAL FOLIAGE make this 2 bedroom, 3 bath, elevated Palmetto Dunes rental one of our favorite villas. Newly redecorate... Learn More
Rates
$85 - $185 night
$595 - $1495 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3BD/2BA fifth row ocean home with private pool (can be heated) & Tiki Hut. 2 Queens, 2 Twins & Sleep Sofa. Sleep Sofa Linens available for $25. W... Learn More
Rates
$330 - $660 night
$1650 - $3300 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: Pretty Oceanview 4th Floor Villa!!! This 2 bedroom, 2 bath, Forest Beach OCEANVIEW villa rental located in building 2 on the 4th floor is decorat... Learn More
Rates
$142 - $142 night
$995 - $2495 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: Located oceanfront on South Forest Beach Drive, this tri-level oceanfront townhome offers four bedroom, four bath, living room-dining room combin... Learn More
Rates
$400 - $740 night
$2000 - $3700 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Hilton Head Island, South Carolina, United States
Description: Relax and enjoy your Hilton Head Island experience in this charming 1 bedroom, 1 bath villa which has been totally remodeled and updated. This vill... Learn More
Rates
$100 - $155 night
$500 - $775 week


Non Smoking   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 8 Bathroom, Sleeps 17
Location: Hilton Head Island, South Carolina, United States
Description: 33 Dune Lane-Oceanfront-Available Sept. & October weeks - Sleeps 16 The very best! Nothing could top the beauty of this 7 bedroom, 7.5 bathroom o... Learn More
Rates
$5595 - $15195 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: 89 Fairway Lane -5-7 minute walk to the beach. Available weeks in Aug & Sept Spacious 2 bedroom, 2 bath villas on the famous Ocean Course Golf Co... Learn More
Rates
$85 - $171 night
$595 - $1395 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 3
Location: Hilton Head Island, South Carolina, United States
Description: 1029 Caravel Court-Beautiful Harbourview,Romantic! Available-8/7-10 & 8/30 wk This 1 bedroom, 1.5 bath Caravel Court villa has a spectacular view ... Learn More
Rates
$85 - $142 night
$595 - $2100 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: Located Oceanfront in Palmetto Dunes, these luxurious villas are surrounded by lagoons and paved walkways winding through the gardens enhancing the... Learn More
Rates
$142 - $142 night
$995 - $2395 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 26 - 50 of 591
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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.