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Hilton Head Island Vacation Rentals

590 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 590
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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: # 3 Beachside Homes - 5 BR Home at The Beachside Homes. Book Now! This gorgeous 5bedroom, 5 bath house has just been completely renovated! All ne... Learn More
Rates
$256 - $485 night
$1795 - $4795 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: Ocean Dunes Villa 209 - 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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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/4 BA two story home with Private Pool (can be heated) & Lagoon View. King, Queen, Queen & 2 Bunk beds. Walk to Lawton Stables. FREE WIFI. Pet ... Learn More
Rates
$330 - $350 night
$1650 - $1750 week


Pet Friendly   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 7
Location: Hilton Head Island, South Carolina, United States
Description: 454 Captains Walk - Oceanfront 5th Floor - Its all about the View. You just can't beat this OCEANFRONT, 5th floor, 2 bedroom, 2 bathroom, Captains... Learn More
Rates
$171 - $271 night
$1195 - $2495 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: 3 Braddock Cove Club-Beautiful View of Braddock Cove.quick walk to the marina This 4 Bedroom, 3.5 bathroom villa, has just been updated with all n... Learn More
Rates
$142 - $314 night
$995 - $2495 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: Located Oceanfront in Palmetto Dunes, This 2 bedroom, 2 bath villa is located on the 4 th floor and has angled ocean views. This bright and boldl... Learn More
Rates
$114 - $214 night
$795 - $1995 week


Non Smoking   Swimming Pool


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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: 9 Driftwood - Oceanfront , 4 BR and Large 15 x 34 Pool. Pretty! Outstanding 4 bedroom, 4 bath OCEANFRONT home with *HEATED POOL & SPA and stunning... Learn More
Rates
$456 - $456 night
$3195 - $8195 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: A fifth-row vacation property is ideal for a large family looking for a quiet neighborhood, a private swimming pool, and easy access to the beach w... Learn More
Rates
$310 - $550 night
$1550 - $2750 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: Surf Court 4 - New Unit - Update 2014 - Short Walk to the Beach Surf Court is an ocean-oriented complex with first-floor apartments, two-story and... Learn More
Rates
$110 - $175 night
$550 - $875 week


Non Smoking   High-Speed Internet


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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: 11 Gunnery Lane-5 BR beach home- 4 minute bike ride to the beach TV?S EVERYWHERE, BIKE PATH PASSES ALONGSIDE YOUR SWIMMING POOL TO THE BEACH? Wh... Learn More
Rates
$170 - $313 night
$1195 - $3195 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 7
Location: Hilton Head Island, South Carolina, United States
Description: 4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 BRs. Sleeps 7 Breathtaking ocean views from this 5th floor, 2 bedroom, 2 bathroom Windsor ... Learn More
Rates
$128 - $228 night
$895 - $2195 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, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 2407 Seacrest -4th Floor,Beautiful Ocean Views - 20% off Aug weeks This 1 bedroom, 1.5 bath OCEANVIEW villa located on the 4th floor in building 2... Learn More
Rates
$114 - $199 night
$795 - $1895 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: 2419 Villamare - Beautiful 4th floor Villa - Indoor Heated Pool and More!!! All dressed up and ready for you! This lovely 2 bedroom, 2 bath, 4th f... Learn More
Rates
$114 - $214 night
$795 - $1995 week


Non Smoking   Swimming Pool


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 204 Northshore Place- Beautiful 2nd Floor Villa - 100 Yards to the beach. WHAT A GREAT NEW BEACH-ORIENTED LUXURY VILLA COMPLEX JUST A BREEZE AWAY ... Learn More
Rates
$85 - $199 night
$595 - $1595 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 8
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 203 enjoy panoramic views of the Atlantic Ocean and its white sandy ... 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 - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bedroom Ocean View Condo Unit Description: This ocean view condo has two bedrooms and bathrooms, full kitchen, living room, and private laundry ... Learn More
Rates
$190 - $550 night
$1330 - $3850 week


Non Smoking


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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: Seaside Villa 367 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Completely remodeled in 2006, this villa offers WIRELESS INTERNET and has amazing vi... Learn More
Rates
$115 - $130 night
$500 - $650 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: This Nicely Decorated, three bedroom, two bath villa has all the comforts of home including WIRELESS INTERNET. You?ll find the living room and dini... Learn More
Rates
$150 - $210 night
$750 - $1050 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: Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three bedrooms, three bath tri-level ocean view condomi... Learn More
Rates
$275 - $355 night
$1300 - $1700 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: 4 BD/4.5BA home with lagoon & golf view. 2 Queens & 4 Twin beds. Private Pool* & Spa* (*can be heated for fee). Multiple Living Areas + Billiard Ro... Learn More
Rates
$700 - $800 night
$3500 - $4000 week


Non Smoking   Swimming Pool


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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 One 120 enjoy a landscap... Learn More
Rates
$160 - $235 night
$795 - $1175 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/2.5 BA home with wooded view. King, King, 2 Twins +2 Sleep Sofas. (Sofa linens available for $25 fee/sofa) 2 Living Areas, Screened Porch.Pool... Learn More
Rates
$280 - $300 night
$1400 - $1500 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 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



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
$110 - $175 night
$550 - $875 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 8
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 219 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$250 - $410 night
$1250 - $2050 week


Non Smoking


View Details and Book Online Send Inquiry





Listings 51 - 75 of 590
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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.