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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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Low Country Coast Top Cities
Listings 51 - 75 of 631
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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: Beachwalk condominiums are within Shipyard Plantation, a private residental and resort community. The complex is close to the Atlantic Ocean, the C... Learn More
Rates
$139 - $205 night
$695 - $1025 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: 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 Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 433 Captains Walk-Oceanfront, walk right from your patio to the pool & ocean. FROM THE 1st FLOOR, EVERYTHING'S EASY TO GET TO! You can't ask for ... Learn More
Rates
$128 - $171 night
$895 - $2195 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: Harbour Town Haven, New to Market 3 Bb Villa in the heart of Sea Pines Action #805 Clipper Court Walk out the Front Door to Harbour Town & Golf L... Learn More
Rates
$114 - $800 night
$795 - $3200 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2311 Racquet Club - 3 BR/1st floor flat - Sept/Oct dates available Recently renovated, this traditional 3 bedroom, 2 bath Racquet Club Villa RIGHT... Learn More
Rates
$85 - $128 night
$595 - $3000 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: 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... Learn More
Rates
$165 - $270 night
$825 - $1350 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 - $155 night
$775 - $775 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 8
Location: Hilton Head Island, South Carolina, United States
Description: This charming 2nd floor 3 bedroom, 3 bath villa at Golfmaster has a great golf course view. Tucked back away from the traffic of the plantation yo... Learn More
Rates
$85 - $128 night
$595 - $1595 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: With a 5th floor balcony accessible by the living room and master bedroom, guests staying in Shorewood 537 enjoy an outstanding view of the Atlanti... Learn More
Rates
$180 - $339 night
$900 - $1695 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bedroom Ocean View Condo Unit Description: This ocean view condo has two bedrooms and bathrooms, full kitchen, living room, and private laundry ... Learn More
Rates
$190 - $550 night
$1330 - $3850 week


Non Smoking


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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: This gorgeous OCEANFRONT, 3 BR, 3 BA villa has endless views of the sunny shores of the Atlantic. The SeaCrest complex includes 2 outdoor swimming ... Learn More
Rates
$228 - $314 night
$1595 - $4395 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: Xanadu Villa B9 - 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc Newly remodeled and beautifully decorated!! This three bedroom, two and a half ... Learn More
Rates
$205 - $340 night
$950 - $1700 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 3BD/3BA ground floor ocean front villa. 2 King beds, 2 Double beds plusSleep sofa. (Sofa bed linens rentable for $25 fee) Large pool on site. Free ... Learn More
Rates
$265 - $265 night
$1325 - $1325 week


Non Smoking   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: LARGE PRIVATE SEA PINES HOME WITH FENCED YARD 4 Bedroom, 4 Bath Home. 5 Minute Drive To The Beach Club. 5 Minute Drive to Harbour Town Yacht Bas... Learn More
Rates
$128 - $800 night
$895 - $3200 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 8
Location: Hilton Head Island, South Carolina, United States
Description: New to rental market! Beautiful Renovated Plantation Club Villa Pet Friendly Plantation Club is located in the heart of the Sea Pines Resort. Situ... Learn More
Rates
$71 - $500 night
$495 - $2000 week


Pet Friendly   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 - $470 night
$2195 - $5695 week


Non Smoking


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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: Beautiful 2nd row ocean-oriented home in Sea Pines, Hilton Head, is located next to the Beach Club. With a SHADED PATHWAY TO THE BEACH, and gorgeou... Learn More
Rates
$256 - $399 night
$1795 - $4795 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: 2 BD/2 BA 5th floor villa with views of Ocean, Pool & Sound. King & 2 Queens. Vaulted ceiling in living area with windows. Two private decks.Wal... Learn More
Rates
$220 - $240 night
$1100 - $1200 week


Non Smoking


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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 - $650 night
$1550 - $3250 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 10
Location: Hilton Head Island, South Carolina, United States
Description: The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. With patios off the living room and master bedr... Learn More
Rates
$230 - $455 night
$1150 - $2275 week


Non Smoking


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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 - $270 night
$825 - $1350 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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: 3422 Villamare - Fully Renovated -Late October/November dates available. 3422 Villamare is located Oceanfront in Palmetto Dunes, This 2 bedroom, 2... Learn More
Rates
$142 - $185 night
$995 - $2395 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 6
Location: Hilton Head Island, South Carolina, United States
Description: This newly remodeled 1st floor villa has 3 bedrooms and 3 bathrooms and is looking to the pool and ocean and there is covered parking underneath th... Learn More
Rates
$142 - $199 night
$995 - $2595 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: Surf Court 74 is an ocean-oriented complex with first-floor entry. This property is a 3 story townhouse with your livingroom, dining room, kitchen... Learn More
Rates
$165 - $260 night
$825 - $1300 week


Non Smoking


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4 bedroom Vacation Rental Condo in Hilton Head Island - Ocean Front
Condo: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Ocean One 523 is very spacious with a unique floorplan with the only units at Ocean One with a second floor spiral staircase leading up to spectacu... Learn More
Rates
$350 - $665 night
$1750 - $3325 week


Non Smoking


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Listings 51 - 75 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.