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Hilton Head Island Vacation Rentals

589 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 589
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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 is located in Forest Beach just 1 block to the ocean. Surf Court #71 is a ground floor entry with your living room, dining room, kitche... Learn More
Rates
$110 - $175 night
$550 - $875 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: A hop, skip and a jump to the beach and across the street from Coligny Plaza. This adorable 4 bedroom, 3.5 bath home with private *HEATED POOL is ... Learn More
Rates
$199 - $199 night
$1395 - $3795 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 - $114 night
$795 - $1395 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 - $380 night
$1150 - $1895 week


Non Smoking


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Ocean Club Villa 8 - 3 BR 3 BA Oceanside Townhome Hilton Head, Sc Completely Renovated in 2013! This oceanfront complex on South Forest Beach Driv... Learn More
Rates
$235 - $285 night
$1300 - $1550 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 - $115 night
$400 - $575 week


Non Smoking


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 231 Beachside Homes -4 BRs and close to every South Beach amenity! HILTON HEAD ISLAND AS IT WAS MEANT TO BE ENJOYED! A 4 bedroom, 4 bath Beachside... Learn More
Rates
$156 - $156 night
$1095 - $2995 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: Wow! Is all you can say when you enter this 5th floor OCEANFRONT 3 bedroom, 3 bath villa is located in the heart of the Palmetto Dunes Resort. Th... Learn More
Rates
$228 - $228 night
$1595 - $3895 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 3rd floor villa overlooking Braddock Cove. King , 2 Twin beds. Sleep Sofa linens available for $25 fee. 3 TV's & FREE WI-FI. Pool access at... Learn More
Rates
$160 - $185 night
$800 - $925 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 4 Bedroom, 4 Bathroom, Sleeps 10
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 202 enjoy a landscap... Learn More
Rates
$250 - $410 night
$1250 - $2050 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: Stay in an exceptional 5th floor oceanside condo within a newly built North Forest Beach oceanfront resort. The Sea Crest is a five-story elevator ... Learn More
Rates
$265 - $420 night
$1325 - $2095 week


Non Smoking


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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 - $128 night
$895 - $2495 week


Non Smoking   High-Speed Internet


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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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 92 is a two-story townhouse, on... Learn More
Rates
$110 - $175 night
$550 - $875 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 4506 Windsor Court - Oceanfront -New On Vrbo - Book Now for Sept & Oct. Beautiful 2 bedroom, 2 bath ocean front corner unit has stunning views of ... Learn More
Rates
$171 - $171 night
$1195 - $2395 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 4
Location: Hilton Head Island, South Carolina, United States
Description: 2 BR 11/2 Bath Hilton Head Beach Club - Pool and Courtyard View The Condo is styled as an eclectic beach cottage/villa, in bright, happy colors, w... Learn More
Rates
$115 - $205 night
$550 - $1025 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This ocean view villa is designed onthree levels with wall-to-wall and floor-to-ceiling glass door units on the main (kitchen/dining/living) level ... Learn More
Rates
$275 - $355 night
$1300 - $1700 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: Nicely decorated, this spacious two bedroom, two bath flat style apartment with a view of the resort. This nicely appointed resort view condominium... Learn More
Rates
$205 - $265 night
$950 - $1250 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: 2BD/2BA second floor villa overlooking pool & beach. King & 2 Queen beds.Multiple TV's & FREE WIFI. Pool and Poolside Grilling area on site.Walk to... Learn More
Rates
$220 - $285 night
$1100 - $1425 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 4BD/3.5BA home overlooking # 5 Fairway of Harbour Town Golf Linkswith Private Pool & Spa (can be heated for a fee) 3 Kings & 2 Twin beds. Bike easi... Learn More
Rates
$375 - $400 night
$1875 - $2000 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 10
Location: Hilton Head Island, South Carolina, United States
Description: Beautifully updated and decorated villa with gorgeous lagoon views! This 3 bedroom, 3.5 bath villa is in the heart of Palmetto Dunes and has just b... Learn More
Rates
$128 - $171 night
$895 - $2195 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
$250 - $410 night
$1250 - $2050 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, 3 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 58 is a two-story townhouse w... Learn More
Rates
$110 - $175 night
$550 - $875 week


Pet Friendly   Non Smoking


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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: 6304 Hampton Place-Beautiful Oceanfront 1 BR -Available - 8/30 - 9/6 BEAUTIFUL PALMETTO DUNES RENOVATION This romantic 3rd floor, 1 bedroom, 2 b... Learn More
Rates
$128 - $128 night
$995 - $1995 week


Non Smoking   Swimming Pool   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: Ocean Dunes Villa 304 - 2 BR 2 BA Oceanview Flat Hilton Head, Sc Renovated and Beautifully Decorated!! This villa offers a fantastic view of the ... Learn More
Rates
$150 - $180 night
$750 - $900 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: Ocean Dunes Villa 316 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitc... Learn More
Rates
$195 - $225 night
$900 - $1050 week


Non Smoking   High-Speed Internet


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Listings 101 - 125 of 589
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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.