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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 76 - 100 of 591
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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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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 31 is a three-story townhouse... Learn More
Rates
$165 - $279 night
$825 - $1395 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: 1103 Villamare-1st floor Villa just steps to the pool & ocean Located Oceanfront in Palmetto Dunes, this nice villa looks toward the pool & ocean... Learn More
Rates
$114 - $114 night
$795 - $1895 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: 6 Painted Bunting - 3rd Row Ocean - 4 BRs, 4.5 BAs and spacious. Wonderful 4 bedroom, 4.5 bath home with * HEATED Pool in Sea Pines Plantation. L... Learn More
Rates
$228 - $228 night
$1595 - $4295 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: Lake Forest is a quiet community adjacent to the 600 acre Sea Pines Forest Preserve which features two large lakes and an Indian shell ring ... the... Learn More
Rates
$140 - $215 night
$695 - $1075 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: 2 BD/2 BA oceanfront villa. King & 2 Twin beds. Sleep Sofa (Sofa bed linens rentable for $25 fee) Oceanfront Pool, Hot Tub & Baby Pool. Pool h... Learn More
Rates
$240 - $460 night
$1200 - $2300 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 Ocean One 504 enjoy a landscap... Learn More
Rates
$160 - $315 night
$795 - $1575 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Ocean Dunes Villa 404 - 2 BR 2 BA Oceanview Flat Hilton Head, Sc This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size kitc... Learn More
Rates
$150 - $275 night
$750 - $1375 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Nicely Decorated!! This 3rd floor offers a great ocean side view of the Atlantic Ocean. **Call for Daily Rates & Availability; some restrictions ma... Learn More
Rates
$130 - $260 night
$650 - $1300 week


Non Smoking


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 12 Beachside-Pretty 3 BR Beach Home in South Beach Marina Area. Sleeps6 Beautiful 3 bedroom, 2 bath, beach cottage located next to private pool an... Learn More
Rates
$185 - $185 night
$1295 - $2895 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 7
Location: Hilton Head Island, South Carolina, United States
Description: 454 Captains Walk - Oceanfront 5th Floor - August Weeks Available. You just can't beat this OCEANFRONT, 5th floor, 2 bedroom, 2 bathroom, Captains... Learn More
Rates
$171 - $171 night
$1195 - $2495 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: This wonderful 4 bedroom, 3.5 bath home with *HEATED POOL is located 5th row from the ocean in North Forest Beach. The Forest Beach area is one of... Learn More
Rates
$228 - $228 night
$1595 - $4095 week


Non Smoking


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 77 Plantation Drive-Beautiful 4 BR Home and a Quick walk to Harbourtown Beautifully decorated 4 bedroom, 4.5 bathroom home with POOL in Sea Pines... Learn More
Rates
$185 - $185 night
$1295 - $14000 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Home in Hilton Head Island
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bed/2.5 Bath Villa at 186 The Greens Unit Description: The Greens Villas offer 2-story townhomes with 2 bedrooms and 2.5 bathrooms that are a sh... Learn More
Rates
$239 - $999 night
$1673 - $6993 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 10
Location: Hilton Head Island, South Carolina, United States
Description: 6 Laurel Lane - Spacious 5 Br, 5.5 Ba, 3rd Row Ocean Vacation Home Airy and private, this 5 bedroom, 5.5 bath, 3rd row ocean home with *HEATED POO... Learn More
Rates
$199 - $199 night
$1395 - $3795 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 115 is a ground floor apartment... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking   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: A fifth-row vacation property is ideal for a large family looking for a quiet neighborhood, a private swimming pool, and easy access to the beach w... Learn More
Rates
$310 - $700 night
$1550 - $3500 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3BD/ 2.5BA home with beautiful Lagoon Views. Easy walk to the Beach. Pool and FREE Tennis on site. Two Living Areas, 5 TV's & Free WIFI. King, Quee... Learn More
Rates
$270 - $440 night
$1350 - $2200 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: 516 Plantation Club-Fully renovated,1st floor Villa-Available 8/2 & 8/9 wks Beautiful 2 bedroom, 2 bath villa in the heart of Sea Pines Plantation... Learn More
Rates
$100 - $185 night
$695 - $1495 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, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This 2 Bedroom, 2 bath villa is located on the 5th floor and has an Oceanview, the complex is located Oceanfront in Palmetto Dunes. Newly renovate... Learn More
Rates
$128 - $128 night
$895 - $2195 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 8
Location: Hilton Head Island, South Carolina, United States
Description: Twin Oaks is named for the specimen live oak trees that adorn this community. The complex is surrounded by the 10th and 11th holes of the Harbour T... Learn More
Rates
$165 - $275 night
$825 - $1375 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: Seaside Villa 226 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Nicely Decorated!! Wireless Internet and Unlimited Long Distance calling available ... Learn More
Rates
$115 - $190 night
$500 - $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: 2 BD/2BA Golf Course view villa on # 1 Fairway of Galleon Course. King & 2 Twin beds plus sleep sofa. (Sofa linens rentable for $25 fee) Nice back... Learn More
Rates
$155 - $230 night
$775 - $1150 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 10
Location: Hilton Head Island, South Carolina, United States
Description: Sandpiper's Flight ? This beautiful new VIP Oceanside home in North Forest Beach is stunning. Bright and airy with 5 bedrooms, 5.5 baths, and *HEA... Learn More
Rates
$314 - $314 night
$2195 - $5695 week


Non Smoking


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Listings 76 - 100 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.