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Hilton Head Island Vacation Rentals

631 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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Listings 101 - 125 of 631
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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... Learn More
Rates
$110 - $193 night
$475 - $965 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 6
Location: Hilton Head Island, South Carolina, United States
Description: Nicely Decorated!! This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dining area are combined. Addit... Learn More
Rates
$105 - $178 night
$400 - $890 week


Non Smoking


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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: 7 Wood Ibis - Beautiful 5 BRs and 125 yards to the beach - Sleeps 12 FAMILY VACATIONERS LOOK NO FURTHER! Really, you won't be disappointed when y... Learn More
Rates
$399 - $599 night
$2795 - $7295 week


Non Smoking   Swimming Pool   High-Speed Internet


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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 ... Learn More
Rates
$142 - $142 night
$995 - $1695 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: 109 Oceanwood -Fully Upgraded - 125 yards to the Oceanfront Pool & Beach. 4 bedrooms, 4 bathrooms, 4th row from the ocean, this remodeled private ... Learn More
Rates
$214 - $328 night
$1495 - $3995 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: This beautifully decorated 2 bedroom, 2 bath, 2nd floor beach villa looks straight to the sea. An unbelievable oceanfront view! This vacation ren... Learn More
Rates
$128 - $171 night
$895 - $2195 week


Non Smoking   Swimming Pool


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 9 Lands End Road - 4 BRs & Waterfront (Calibogue Sound Views). This lovely 4 bedroom, 3 bathroom villa has one of the most peaceful settings in Hi... Learn More
Rates
$1195 - $3095 week


Non Smoking   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: 66 Kingston Dunes - 5 Minutes Walk to the Beach w/ Pool -3 BRs -Sleeps 8 This wonderful 3 bedroom, 3 bath home with private *HEATED POOL and SPA h... Learn More
Rates
$128 - $199 night
$895 - $2495 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 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 106 enjoy a landscap... Learn More
Rates
$190 - $399 night
$950 - $1995 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court 64 - Stunning Beach Condo - Short Walk to the Ocean. Surf Court is an ocean-oriented complex with first-floor apartments, two-story and... Learn More
Rates
$110 - $200 night
$550 - $1000 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: 3427 Villamare - 4th Floor Oceanview- available weeks Aug & Sept. Beautiful 2 bedroom, 2 bath corner villa rental on the 4th floor of Villamare, O... Learn More
Rates
$114 - $156 night
$795 - $1995 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: 2BD/2BA ground floor villa with golf & lagoon views. King, 2 Twin beds &Sleep Sofa. Sleep Sofa linens available for $25. Pool & Tennis on site.Bike... Learn More
Rates
$155 - $155 night
$775 - $775 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 6
Location: Hilton Head Island, South Carolina, United States
Description: Seaside Villa 325 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Internet Access!!!! This villa offers a separate bedroom with a queen size bed, ful... Learn More
Rates
$115 - $198 night
$500 - $990 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: 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 - $156 night
$795 - $1995 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: Located in the Oceanfront complex of Turtle Lane Club, his lovely 3 bedroom, 3 bath Lagoon Villa is just minutes from the ocean. Overlooking the ... Learn More
Rates
$156 - $214 night
$1095 - $2795 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: Deluxe two bedroom resortview condo Unit Description: This 850 sq. ft. two bedroom unit features a full kitchen, dining area and is steps away fro... Learn More
Rates
$109 - $189 night
$763 - $1323 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 two bedroom oceanview condo Unit Description: This 850 sq. ft. two bedroom unit features a full kitchen, dining area and is steps away from... Learn More
Rates
$119 - $209 night
$833 - $1463 week


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 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
$159 - $319 night
$795 - $1595 week


Non Smoking


View Details and Book Online Send Inquiry



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 31 is a ground floor condo with easy access and no steps to navigate. Courtside is located 1 1/2 blocks to the beach and next to the Van... Learn More
Rates
$110 - $210 night
$550 - $1050 week


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: 2503 Seacrest - 5th Floor and pretty oceanviews! Avail. 8/30-9/6 wk This 1 bedroom, 1.5 bath OCEANVIEW villa located on the 5th floor in builiding... Learn More
Rates
$114 - $156 night
$795 - $1995 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 412 Captains Walk-2nd Floor Oceanfront Views- Book Now for the Fall We cannot overstate the feeling of calm when looking out across the private bo... Learn More
Rates
$171 - $228 night
$1195 - $2995 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2.5 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 27 is a two-story townhouse, on... Learn More
Rates
$110 - $200 night
$550 - $1000 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: 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
$139 - $219 night
$695 - $1095 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 6
Location: Hilton Head Island, South Carolina, United States
Description: Newly renovated. This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, living and dining area are combi... Learn More
Rates
$120 - $205 night
$550 - $1025 week


Non Smoking   High-Speed Internet


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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: Totally Rennovated in 2009 and Beautifully Deocrated!! This villa offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitchen, living... Learn More
Rates
$170 - $305 night
$900 - $1525 week


Non Smoking   High-Speed Internet


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Listings 101 - 125 of 631
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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.