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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 51 - 75 of 496
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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 Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This Oceanview 2 bedroom, 2 bath villa is located on the 5th floor in Palmetto Dunes, this beautifully decorated villa is surrounded by lagoons and... Learn More
Rates
$142 - $142 night
$995 - $2395 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 48 Dune Lane- 2nd Row Ocean & Beautiful - 4/19,4/26,5/3 weeks $400 Off This 2nd row ocean home with 5 bedrooms, 4 baths a *PRIVATE HEATED pool an... Learn More
Rates
$328 - $328 night
$2295 - $5895 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3BD/2BA fifth row ocean home with private pool (can be heated) & Tiki Hut. 2 Queens, 2 Twins plus Sleep Sofa. Easy walk to Coligny Plaza and just s... Learn More
Rates
$330 - $660 night
$1650 - $3300 week


Non Smoking   Swimming Pool


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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 1 Bd/1 Ba 1st floor villa with direct Ocean Front view. Queen bed & queensofa bed. Private balcony. Complex pool on site. VCR & DVD players. DSL... Learn More
Rates
$150 - $219 night
$750 - $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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 55 is a ground floor apartment ... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Breakers 322 is a 3rd floor, non elevator building. Breakers 322 is a 1 bedroom condo with a balcony that looks to the ocean and onsite pool. This... Learn More
Rates
$160 - $230 night
$800 - $1150 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
$320 - $1200 night
$1600 - $6000 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: Just relax and enjoy the sound of rolling waves from this OCEANVIEW 2 Bedroom, 2 bath villa. This villa is located in building 2 on the 3rd floor.... Learn More
Rates
$142 - $142 night
$995 - $2595 week


Non Smoking   Swimming Pool   High-Speed Internet


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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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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: 233 Beachside Home-4 BR / renovated & additional 1000 sq ft added. WOW... describes this 2 story 4 bedroom, 4 1/5 bath Beachside home with on-site... Learn More
Rates
$171 - $171 night
$1195 - $3195 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: This two bedroom oceanfront , 2nds floor villa has been completely renovation with all new cabinets, granite countertops, sinks, stone floors, sta... Learn More
Rates
$1195 - $2495 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: 4102 Windsor Court - Beautiful !!! Sunny & Bright 1st Floor Oceanview Villa. Remodeled in 2011, this ground-floor 2 bedroom, 2 bath villa has it a... Learn More
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking   Swimming Pool   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
$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, 2.5 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 47 is a two-story townhouse w... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking


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6 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 6 Bedroom, 5 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 130 Dune Lane-2nd Row Ocean-Available Early May & 6/14-21 week. This 2nd row ocean 6 bedroom, 5 bath home with heated pool and spa has all the ing... Learn More
Rates
$399 - $399 night
$2795 - $7195 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: With decks off the living room and two bedrooms, guests staying in Ocean One 319 enjoy panoramic views of the Atlantic Ocean and its white sandy be... Learn More
Rates
$305 - $555 night
$1525 - $2775 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 Shorewood 131 enjoy a landscap... Learn More
Rates
$200 - $315 night
$995 - $1575 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: 4BD/3.5Ba 2nd row oceanview home with Private Pool (can be heatedfor add'l fee) 2 Kings, Queen, 2 Twins & Sleep Sofa (SS available for an add'l fee... Learn More
Rates
$550 - $1100 night
$2750 - $5500 week


Non Smoking   Swimming Pool   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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 504 enjoy a landscap... Learn More
Rates
$200 - $315 night
$995 - $1575 week


Non Smoking


View Details and Book Online Send Inquiry



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: 8109 Wendover Dunes Spacious 3 BR Villa for May Weekly Rentals $300 off This is a gorgeous 3 bedroom, 3 bath villa with beautiful, serene wooded v... Learn More
Rates
$171 - $285 night
$1195 - $2595 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: 34 Muirfield - Located on the 2nd Fairway of the Harbourtown Golf Links - This 3 bedroom, 3 bath Muirfield townhouse is located on the 2nd fairway... Learn More
Rates
$99 - $214 night
$695 - $2139 week


Non Smoking   Swimming Pool   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 53 is a two-story townhouse, on... 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 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 Oceanview Villa on 2nd Floor. King, 2 Twins, Sleep sofa (no linens provided for sofa bed). Pool, Hot Tub on-site. Jacuzzi Tubs in both ... Learn More
Rates
$220 - $440 night
$1100 - $2200 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/ 3.5 BA ground level home with golf & lagoon views. 3 King beds. Private Pool. FREE WIFI. Walk to Harbour Town, bike or take seasonal Trolley ... Learn More
Rates
$300 - $700 night
$1500 - $3500 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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Listings 51 - 75 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.