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Hilton Head Island Vacation Rentals

671 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 26 - 50 of 671
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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 a 5th floor balcony accessible by the living room, guests staying in Shorewood 501 enjoy sweeping views of the Atlantic Ocean, a white sandy ...
Rates
$265 - $579 night
$1325 - $2895 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 4
Location: Hilton Head Island, South Carolina, United States
Description: Completely remodeled and beautifully decorated in a Tommy Bahamas tropical style, this One Bedroom, One Bath plus a Queen Sleeper Sofa in Living Ro...
Rates
$110 - $193 night
$475 - $965 week


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 2BD/2 BA Ocean View Villa. King, Queen & Twin bed. Sleep sofa. (Sofa bed linens rentable for $25 fee) Oceanfront Zero Entry Pool, Baby Pool & Hot T...
Rates
$260 - $400 night
$1300 - $2000 week


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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: 2302 Seacrest-3rd Floor and Beautiful Ocean Views & Quick walk to Dining, etc Beautiful designer decorated 3 bedroom ocean view villa. This newly...
Rates
$185 - $185 night
$1295 - $3295 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: 404 North Shore Place-Bright and airy 4th Floor Villa-100 yards to the beach. This ocean-oriented 2 bedroom, 2 bath luxury villa is located on th...
Rates
$85 - $85 night
$595 - $1595 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 6
Location: Hilton Head Island, South Carolina, United States
Description: This beautifully decorated, 3 bedroom, 3 bath townhouse has beautiful fairway views. Nicely furnished in British Colonial style and decorated with...
Rates
$85 - $85 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 9 Driftwood - Oceanfront , 4 BR and Large 15 x 34 Pool. Pretty! Outstanding 4 bedroom, 4 bath OCEANFRONT home with *HEATED POOL & SPA and stunning...
Rates
$3195 - $8195 week


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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: 2BD/2BA 5th Floor Pool & Ocean Front villa. King, Queen & Twin. Sleep Sofa (sofa linens for a $25 fee) Zero Entry Oceanfront Pool, Hot Tub & Baby ...
Rates
$300 - $460 night
$1500 - $2300 week


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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...
Rates
$110 - $210 night
$550 - $1050 week


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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...
Rates
$300 - $675 night
$1500 - $3375 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: Renovated in 2009 and beautifully decorated, this villa has two bedrooms, two bathrooms, a full sized kitchen and a combined living room/dining roo...
Rates
$170 - $305 night
$900 - $1525 week


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 15 Avocet Street- Pool/Spa, Quick Walk to Beach & Coligny Plaza 15 AVOCET - A BIRD'S SONG ABOUT THE BEACH This remodeled 4 bedroom, 3 bathroom N...
Rates
$228 - $228 night
$1595 - $4195 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: 3427 Villamare-Oceanview- Loads of Amenities, 4th floor and so much more. Beautiful 2 bedroom, 2 bath corner villa rental on the 4th floor of Vill...
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking   Swimming Pool   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: Ocean Club 17- Oceanside 1st Floor Flat - $100 Off April 11-18 Golf Tourney Stay ocean-side and enjoy many benefits of an ocean front complex with...
Rates
$155 - $299 night
$775 - $1495 week


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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: Courtside is an ocean-oriented complex with a beautiful landscaped courtyard, lagoon and large pool area. Courtside 86 is a three-story townhouse,...
Rates
$165 - $280 night
$825 - $1400 week


Non Smoking


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: This 5 bedroom, 4 bath oceanfront home with *heated pool and spa is designed for outdoor beach living. Warmly decorated for family vacations, the u...
Rates
$2695 - $6995 week


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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 5BD/4BA ocean front home w/ Private Pool* (*can be heated for add'l fee) Queen, Queen, Double, 2 Twins, 2 Twins, Sleep Sofa. Living Room & Childre...
Rates
$600 - $1200 night
$3000 - $6000 week


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
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 406 enjoy a landscap...
Rates
$190 - $399 night
$950 - $1995 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: With decks off the living room and master bedroom, guests staying in Ocean One 511 enjoy panoramic views of the Atlantic Ocean and its white sandy ...
Rates
$200 - $439 night
$1000 - $2195 week


Non Smoking


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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: 1746 Bluff Villas - Beautiful views. Quick walk to South Beach Marina Area. This is a lovely 3 bedroom, 2 bath Sea Pines villa on the water. Next ...
Rates
$128 - $128 night
$895 - $1795 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court is located 1 block to the beach and 1 block to Van Der Meer Tennis center. Vacationers seeking a great value with a short walk to beach...
Rates
$165 - $280 night
$825 - $1400 week


Non Smoking


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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: Beautiful 2 bedroom, 2 bath North Forest Beach villa! Located on the 4th Floor of this 5 story villa complex you are just a hop, skip & a jump from...
Rates
$85 - $85 night
$595 - $1595 week


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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: This beautiful 2 bedroom, 2 bath villa OCEANVIEW villa located in building 1 on the 1st floor. This villa is beautifully decorated with wonderful t...
Rates
$142 - $142 night
$995 - $2595 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: 1205 Villamare - Pretty 2nd Floor Villa overlooking the pool to the ocean. Located Oceanfront in Palmetto Dunes, these luxurious villas are surrou...
Rates
$142 - $142 night
$995 - $2395 week


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Listings 26 - 50 of 671
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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.