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Hilton Head Island Vacation Rentals

498 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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Listings 1 - 25 of 498
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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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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 - $256 night
$1795 - $4795 week


Non Smoking   Swimming Pool   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: # 5 Beachside Homes-4 BRs & Beautiful-100 yards to the beach.sleeps 10 LIVE OUT LOUD WITH YOUR FAMILY in this great 4 bedroom, 4 bathroom beach ge... Learn More
Rates
$199 - $199 night
$1395 - $3795 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 1 bedroom at the village Unit Description: This spacious townhome features a dining area for 4 people, a kitchen with all the comforts of home, an... Learn More
Rates
$139 - $999 night
$973 - $6993 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 5
Location: Hilton Head Island, South Carolina, United States
Description: 1 bedroom ocean view villa Unit Description: This 1 bedroom, 1 bath ocean view efficiency offers a private bedroom and bath with a living area and... Learn More
Rates
$140 - $400 night
$980 - $2800 week


Non Smoking


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: Newer custom-built 4 bedroom plus den, 4.5 bath house with *PRIVATE HEATED POOl (*heated for an additional cost, please inquire prior to stay) is l... Learn More
Rates
$271 - $271 night
$1895 - $5295 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 1 Quail Street- Free Pool Heat when you rent 5/3, 5/17 or 5/24 week This 5 bedroom, 4.5 bath home with *HEATED PRIVATE POOL has all the makings o... Learn More
Rates
$271 - $271 night
$1895 - $4895 week


Non Smoking   Swimming Pool   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 7 Bathroom, Sleeps 18
Location: Hilton Head Island, South Carolina, United States
Description: 10 Brigantine-Rent as a 4, 5, 6 or 7 BR in March/April & May. 2ND ROW OCEAN, NEWLY RENOVATED, INCREDIBLE FAMILY GETAWAY Fabulous 7 bedroom, 7 bat... Learn More
Rates
$514 - $514 night
$3595 - $8995 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 5 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: Beach living at its finest can be found in this modern OCEANFRONT 5 bedroom, 4.5 bathroom home with *HEATED POOL & SPA. The views from almost ever... Learn More
Rates
$514 - $514 night
$3595 - $9295 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Hilton Head Island, South Carolina, United States
Description: 1029 Caravel Court - Beautiful Harbourview 1 BR/1 bath villa. Romantic! This 1 bedroom, 1 bath Caravel Court villa has a spectacular view of the H... Learn More
Rates
$85 - $142 night
$595 - $2100 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: 103 Oceanwood,- Pretty Oceanfront Home - Available 4/20-5/3 & 5/24-31 weeks An ocean-lover's vacation dream come true! This newly updated, OCEANF... Learn More
Rates
$194 - $194 night
$1360 - $3695 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: 104 Northshore Place-100 yrds to the beach, 2 BR villa. 2014 weeks avail Beautiful, new, ocean-oriented, 2 bedroom, 2 bath luxury Forest Beach vil... Learn More
Rates
$85 - $199 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 4 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Everchanging, panoramic views of the Atlantic from any window or deck of this 4 bedroom, 4.5 bath OCEANFRONT private home with hot tub, will send y... Learn More
Rates
$371 - $371 night
$2595 - $6695 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: 105 Beachwalk - Fully Renovated and 5 minutes walk to the beach. Within earshot of the rolling surf, this 1st floor 2 bedroom, 2 bath villa is the... Learn More
Rates
$85 - $171 night
$595 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


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Featured


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: 107 Oceanwood - Pretty 3 BR Home at Oceanwood - Oceanfront Pool Tucked away in a charming oceanfront community in the North Forest Beach area this... Learn More
Rates
$142 - $142 night
$995 - $2795 week


Non Smoking   Swimming Pool   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: 109 Oceanwood -4 BR Fully Upgraded -Avail wks: 5/24,7/12 & 8/2 4 bedrooms, 4 bathrooms, 4th row from the ocean, this remodeled private homes is ev... Learn More
Rates
$214 - $214 night
$1495 - $3995 week


Non Smoking   Swimming Pool   High-Speed Internet


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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-5 BRs Oceanfront & Beautiful 5/24-31 & Aug. Weeks Available Spectacular OCEANFRONT home that is newly decorated. This lovely 5 bedroo... Learn More
Rates
$571 - $571 night
$3995 - $10295 week


Non Smoking   Swimming Pool   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
$156 - $156 night
$1095 - $2895 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: 11 Hickory Cove Unit Description: Our Hickory Cove villas are located near the Dunes House Beach Club, golf, tennis, and resort night spots. Each ... Learn More
Rates
$174 - $999 night
$1218 - $6993 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 3 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 11 Marsh Wren-2nd Row Ocean avail to rent as 3,4 or 5 BR during Spring This wonderful 2nd row, 2 story 5 BR, 3BA home with *HEATED Pool is just st... Learn More
Rates
$256 - $256 night
$1795 - $4795 week


Non Smoking   Swimming Pool   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: Pretty 4 bedroom, 4 bath home with *PRIVATE HEATED POOL has everything you need for a wonderful vacation on Hilton Head Island. On the first floor ... Learn More
Rates
$156 - $156 night
$1095 - $2995 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: 1101 Villamare - Views abound! 1st floor villa with pool/ocean views. PLENTY OF FEATURES AND AMENITIES AT 1101 VILLAMARE There are many nice fea... Learn More
Rates
$128 - $128 night
$895 - $2195 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, this nice villa looks toward the pool & ocean and is surrounded by lagoons and paved walkways winding throug... Learn More
Rates
$114 - $114 night
$795 - $1895 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 10
Location: Hilton Head Island, South Carolina, United States
Description: 1106 Seacrest - Spacious 3 BR/3 Bath Seacrest Oceanview villa. Located in building 1 this 3 bedroom, 3 bath OCEANVIEW villa looks over the wonderf... Learn More
Rates
$185 - $185 night
$1295 - $3295 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: 1108 Villamare - 1st floor renovated Villamare - 2 BRs/2 baths. Sleeps 6 Located Oceanfront in Palmetto Dunes, this luxurious villa is surrounded ... Learn More
Rates
$114 - $114 night
$795 - $2095 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 1 - 25 of 498
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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.