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Hilton Head Island Vacation Rentals

496 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 101 - 125 of 496
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4 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 4 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Everchanging, panoramic views of the Atlantic from any window or deck of this 4 bedroom, 4.5 bath OCEANFRONT private home with hot tub, will send y... Learn More
Rates
$371 - $371 night
$2595 - $6695 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 8 Genoa Court - 4 BR home w/ Pool . Spring Rental Weeks Avail. This Harbour Town 3- story townhouse with 4 bedrooms and 4 baths was recently redec... Learn More
Rates
$171 - $299 night
$1195 - $10500 week


Non Smoking   Swimming Pool   High-Speed Internet


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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
$171 - $171 night
$1195 - $3095 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 10
Location: Hilton Head Island, South Carolina, United States
Description: This 4th floor Oceanview 3 bedroom, 3 bath villa is just perfect for your family vacation. Situated overlooking the beautiful courtyard looking to... Learn More
Rates
$185 - $185 night
$1295 - $3295 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: Surf Court 16 is in an ocean-oriented complex and is situated on the front part of the building closest to the Ocean. Vacationers seeking an easy ... Learn More
Rates
$140 - $199 night
$695 - $995 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
$405 - $750 night
$2025 - $3750 week


Non Smoking


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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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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 5 Troon - Beautiful 5 BR Home - Sleeps 10. Quick Walk to the Beach. Gorgeous 5 bedroom house with *HEATED pool. Located in Palmetto Dunes Plantati... 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: The beach is steps away from an oceanfront ground floor condo in South Forest Beach. With a private patio accessible by the living room and master ... Learn More
Rates
$215 - $379 night
$1075 - $1895 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: This beautifully decorated and spacious 2 bedrooms, 2-bathroom beachfront villa offers breathtaking views from every room. Recently redecorated, th... Learn More
Rates
$200 - $200 night
$1395 - $2500 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/3 BA oceanfront villa. King, 2 Twin beds and 2 Twin beds. Large Oceanfront Pool, Hot Tub & Baby Pool. Pool is heated in March, April, Oct... Learn More
Rates
$265 - $530 night
$1325 - $2650 week


Non Smoking


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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 2 bedoom 1st floor Villa. Beautiful 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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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Sand shares Unit Description: These bright and charming 2 bedroom/1 bath properties feature a seaside cottage flavor and have a pool view. The uni... Learn More
Rates
$131 - $999 night
$917 - $6993 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 1BD/1BA Pool & Ocean View Villa. Queen bed plus Sleep Sofa. Pool& Baby Pool on site. Multiple Flat Screen TV's. Private Ocean & Pool View Balcony. ... Learn More
Rates
$145 - $199 night
$725 - $995 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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 43 is a ground floor apartment ... Learn More
Rates
$140 - $199 night
$695 - $995 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: The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a private patio accessible from the living room, guests... Learn More
Rates
$215 - $379 night
$1075 - $1895 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: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 202 enjoy panoramic views of the Atlantic Ocean and it... Learn More
Rates
$235 - $419 night
$1175 - $2095 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: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 431 enjoy a great view of the Atlantic Ocean and the S... Learn More
Rates
$215 - $359 night
$1075 - $1795 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - Sleeps 10 SeaCrest Penthouse 5 is a stunning OCEANFRONT, 4 bedroom, 4 bathroom dream vill... Learn More
Rates
$314 - $314 night
$2195 - $5695 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 10
Location: Hilton Head Island, South Carolina, United States
Description: This vacation villa is an end unit overlooking the pool with easy access to the amenities in Harbour Town while being one of the most desired locat... Learn More
Rates
$85 - $199 night
$595 - $4500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 4 Bedroom, 3 Bathroom, Sleeps 9
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 402 enjoy a landscap... Learn More
Rates
$305 - $515 night
$1525 - $2575 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: 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 ... Learn More
Rates
$235 - $419 night
$1175 - $2095 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: With decks off the living room and master bedroom, guests staying in Ocean One 521 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$235 - $419 night
$1175 - $2095 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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: 2 bedroom ocean view villa Unit Description: This 2 bedroom, 2 bath ocean view villa offers private bedrooms and baths with a living area, fully e... Learn More
Rates
$169 - $999 night
$1183 - $6993 week


Non Smoking


View Details and Book Online Send Inquiry



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 - $399 night
$2795 - $7295 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 101 - 125 of 496
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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.