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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 - Ocean View
Home: 5 Bedroom, 6 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 11 Flotilla- Oceanfront & Beautiful-Available 8/30 & 9/6 weeks. Book Now. Spectacular OCEANFRONT home that is newly decorated. This lovely 5 bedr... Learn More
Rates
$4395 - $11095 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: PANORAMIC VIEW OF THE ATLANTIC OCEAN from this 2nd floor, 2 bedroom, 2 bath, Forest Beach condo, will make you wonder what took you so long getting... Learn More
Rates
$185 - $185 night
$1295 - $3495 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 9
Location: Hilton Head Island, South Carolina, United States
Description: What a great home!! This 4 bedroom, 3 bath home with large *HEATED pool and Spa has an awesome view of the Galleon Golf Course. This is a very spa... Learn More
Rates
$171 - $171 night
$1195 - $3095 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3.8 Bathroom, Sleeps 7
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 72 is a three-story townhouse, ... Learn More
Rates
$165 - $279 night
$825 - $1395 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: 11 Myrtle Lane-4 BRs/Quick Walk to Ocean. Fall dates still available. Pretty 4 bedroom, 4 bath home with *PRIVATE HEATED POOL has everything you n... Learn More
Rates
$156 - $156 night
$1095 - $2995 week


Non Smoking   High-Speed Internet


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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: This 5 bedroom, 4 bath OCEANFRONT home with *HEATED POOL and SPA is designed for outdoor beach living. Warmly decorated for family vacations, the... Learn More
Rates
$2595 - $6695 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Apartment in Hilton Head Island
Apartment: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Totally Remodeled in 2009!! This two bedroom, one bath villa offers internet access and a nice oceanside view. Both bedrooms offer a queen size... Learn More
Rates
$130 - $175 night
$650 - $875 week


Non Smoking


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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: 2-E Golfmaster - 3 BR/ Pool & Tennis Onsite - Fall dates are available. This charming 2nd floor 3 bedroom, 3 bath villa at Golfmaster has a great ... Learn More
Rates
$85 - $199 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 4 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: 458 Plantation Club - 3 BR Townhouse - 5-7 minutes to the beach. Pretty These 3 Bedroom, 3.5 Bath spacious villas are located on the ninth hole of... Learn More
Rates
$99 - $214 night
$695 - $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, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/ 2 BA 5th Row Ocean home adjacent to the beach walk. King, King, Double & 2 Twin beds. Free Membership to S.Beach Pool. Pet friendly.FREE WIFI... Learn More
Rates
$270 - $440 night
$1350 - $2200 week


Pet Friendly   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: Shorewood 333 -Renovated Oceanview 3rd Floor Condo with Stunning Views With a balcony accessible by the living room and master bedroom, guests sta... Learn More
Rates
$170 - $359 night
$850 - $1795 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: This villa offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitchen, living and dining area are combined. The bedding would offer ... Learn More
Rates
$195 - $225 night
$900 - $1050 week


Non Smoking


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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: 7627 Huntington- Quick 150 yards walk to the beach. Aug/Sept weeks available. This expertly decorated 2nd floor flat at Huntington is a 2 bedroom,... Learn More
Rates
$114 - $242 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 8
Location: Hilton Head Island, South Carolina, United States
Description: Located Oceanfront in Palmetto Dunes, these luxurious villas are surrounded by lagoons and paved walkways winding through the gardens enhancing the... Learn More
Rates
$142 - $142 night
$995 - $2395 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA ocean front villa. King & 2 Twin beds, Sleep Sofa ( sofa linensprovided for additional $25 fee) Large ocean front pool. Free WI-FI. Easy ... Learn More
Rates
$220 - $440 night
$1100 - $2200 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 Beachwood 1E enjoy a landscape... Learn More
Rates
$135 - $230 night
$675 - $1150 week


Non Smoking


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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 - $156 night
$1095 - $2795 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA first floor villa with beautiful ocean views. King, 2 Doubles & Sleep Sofa (Sofa bed linens available for $25 fee) Oceanfront Pool, Baby ... Learn More
Rates
$240 - $480 night
$1200 - $2400 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 10 is a ground floor apartment ... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 5
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 65 is a two-story townhouse, on... Learn More
Rates
$110 - $199 night
$550 - $995 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: Shorewood 430 - New Unit - Stunning Oceanview 4th Floor Condo With an oversized balcony accessible to by the living room, guests staying in Shorew... Learn More
Rates
$170 - $359 night
$850 - $1795 week


Non Smoking   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: 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
$140 - $219 night
$695 - $1095 week


Non Smoking


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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 Bed/2.5 Bath Villa at 11 Hickory Cove Unit Description: Unit features a living room, dining area for six, and a fully-equipped kitchen. The spac... Learn More
Rates
$174 - $999 night
$1218 - $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: 1874 Beachside Tennis: Breathtaking waterfront views from every room. Situated on one of the most beautiful beaches in Sea Pines, this lovely 2 be... Learn More
Rates
$128 - $128 night
$895 - $2295 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 .book Now for the Fall & Winter This Harbour Town 3- story townhouse with 4 bedrooms and 4 baths was recently re... Learn More
Rates
$171 - $299 night
$1195 - $10500 week


Non Smoking   Swimming Pool   High-Speed Internet


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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.