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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 26 - 50 of 496
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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 is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 55 is a ground floor apartmen... Learn More
Rates
$140 - $199 night
$695 - $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: 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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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. Large pool on site. Free WI-FI. Non-Smoking. Limit to 2 cars& 1... Learn More
Rates
$265 - $530 night
$1325 - $2650 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: 2 br/2 ba evian 287 Unit Description: Located along picturesque fairways and Lowcountry lagoons, this luxurious and very spacious 2 BR/2BA, 2-stor... Learn More
Rates
$149 - $999 night
$1043 - $6993 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/ 2 BA Home with Screened Porch overlooking Lagoon & Golf Course.King, Queen, 2 Twins plus Futon. Multiple TV's. Pool on site. Bike easilyto th... Learn More
Rates
$220 - $330 night
$1100 - $1650 week


Non Smoking


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2 bedroom Vacation Rental Villa in Hilton Head Island - Beach Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: You can't beat the location in South Forest Beach of this completely renovated 2 bedroom, 2 bath townhouse at # 13 Ocean Club. The Ocean Club Comp... Learn More
Rates
$99 - $99 night
$695 - $1695 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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean Club 12 enjoy a landscap... Learn More
Rates
$190 - $295 night
$950 - $1475 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 Club 29 enjoy a landscap... Learn More
Rates
$190 - $295 night
$950 - $1475 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: 3 bedroom resort view Unit Description: This 3 bedroom villa is located within the largest plantation of Hilton Head. Just a short bike ride from ... Learn More
Rates
$183 - $999 night
$1281 - $6993 week


Non Smoking


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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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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 9 Bald Eagle West-3 BR, 3.5 Bath Beach Home, 5 minute walk to the beach This DRAMATIC 3 bedroom, 3.5 bath home with PRIVATE *HEATED POOL is in a s... Learn More
Rates
$156 - $156 night
$1095 - $2895 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 7
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... Learn More
Rates
$230 - $395 night
$1150 - $1975 week


Non Smoking


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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 - 4 BR Home w/ Pool & Spa-Book Now weeks are going fast 15 AVOCET - A BIRD'S SONG ABOUT THE BEACH This remodeled 4 bedroom, 3 b... Learn More
Rates
$228 - $228 night
$1595 - $4195 week


Non Smoking   Swimming Pool


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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 first floor villa with Private Balcony. King, 2 Twins plus Sleep Sofa (linens for SS provided for add'l fee) Large Zero Entry OceanfrontPoo... Learn More
Rates
$190 - $310 night
$950 - $1550 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 7 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 20 Egret Street-6 BRs/Sleeps 14-Rent as 4,5,6 BR March/April May Stunning 6 bedroom, 6.5 bath home with *HEATED POOL AND SPA is a custom built hom... Learn More
Rates
$442 - $442 night
$3095 - $7995 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: 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
$242 - $242 night
$1695 - $4495 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/ 2BA oceanfront villa. King & 2 twin beds. Sleep Sofa ( linens provided for add'l fee). Large Oceanfront Pool, Hot Tub & Baby Pool.Pool is hea... Learn More
Rates
$240 - $460 night
$1200 - $2300 week


Non Smoking


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 47 Mooring Buoy - 3 BR + Den Fully Renovated 5th Row Ocean Home. 3 Bedroom + Plus Den, 4th row ocean home (3 minute walk to the beach) with *Heat... 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: 2 br/2 ba spinnaker shipyard townhouse Unit Description: Located along picturesque fairways and Lowcountry lagoons, these luxurious 2 BR/2.5 BA, t... Learn More
Rates
$169 - $999 night
$1183 - $6993 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: Spacious Sea Pines Villa. This wonderfully decorated villa features a great view of the golf course and lagoon. Accessed from the living area and ... Learn More
Rates
$114 - $171 night
$795 - $1395 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: 508 Windsor Place-Oceanfront 5Th Floor Penthouse! 3 BRs - Sleeps 8 Wow! Is all you can say when you enter this 5th floor OCEANFRONT 3 bedroom, 3 ... Learn More
Rates
$228 - $228 night
$1595 - $3895 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: 3BD/3BA townhouse situated on #1 Green of Harbour Town Golf Links. King, 2 Queens & 2 Twins. Pool on site. Easy walk to Harbour Town & Lighthouse ... Learn More
Rates
$190 - $1000 night
$950 - $5000 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: 93 Dune Lane - Oceanfront, 5 BRs. Free Pool/Spa heat March thru May. This 5 bedroom, 4 bath OCEANFRONT home with *HEATED POOL and SPA is designed ... Learn More
Rates
$371 - $371 night
$2595 - $6695 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: These Tennismaster Townhouse villas are 3 bedrooms, 3.5 baths. Conveniently located next to the Van Der Meer Tennis Center, the Sonesta Resort a... Learn More
Rates
$85 - $199 night
$595 - $1595 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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Listings 26 - 50 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.