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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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Listings 1 - 25 of 591
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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: 2BD/2BA 5th Floor Pool & Ocean Front villa. King, Queen & Twin. Sleep Sofa (sofa linens for a $25 fee) Zero Entry Oceanfront Pool, Hot Tub & Baby ... Learn More
Rates
$220 - $420 night
$1100 - $2100 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: 105 Beachwalk-Fully Renovated & 5 Minutes walk to the ocean,Avail 7/26-8/2 Within earshot of the rolling surf, this 1st floor 2 bedroom, 2 bath vi... Learn More
Rates
$85 - $171 night
$595 - $1395 week


Non Smoking   Swimming Pool   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: This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, living and dining area are combined. Additional ... Learn More
Rates
$120 - $195 night
$550 - $975 week


Non Smoking   High-Speed Internet


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Featured


1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 1BD/1BA Oceanfront Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oceanfront Pool & Baby Pool on site. Pool is Heated in Ma... Learn More
Rates
$150 - $219 night
$750 - $1095 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min walk to the ocean These cozy, 3 bedroom, 2 bath compact cottages with pool on site are loca... Learn More
Rates
$85 - $85 night
$595 - $1595 week


Non Smoking   Swimming Pool   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: Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Beautifully decorated, this one bedroom, one bath offers wireless internet access an... Learn More
Rates
$115 - $190 night
$500 - $950 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 enjoy a landscaped courtyard pool view and won't... Learn More
Rates
$200 - $395 night
$995 - $1975 week


Non Smoking


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Featured


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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Beach Villas is a gated community. Each unit ha... Learn More
Rates
$200 - $395 night
$995 - $1975 week


Non Smoking   High-Speed Internet


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Featured


3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/2.5 BA 1st floor villa with Pool & Sound views. King, Queen & 2 Twins. 1 HR/Day free tennis at S. Beach Racquest Club. Walk to the S. Beac... Learn More
Rates
$260 - $530 night
$1300 - $2650 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 5 Bedroom, 5.5 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: - Brand New Furniture as of 2011! - 5-5.5 BA (K,K+SS,K+TR,QQ,Q,Q,Bunks+Tr,SS) - 2 bedroom attached cottage is extra in low season - 2nd Row, Steps... Learn More
Rates
$650 - $850 night
$3295 - $9345 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 Bd/ 3.5 Ba townhouse with lagoon view. King, Queen & 2 Twin beds. Walk easily to the Beach. Pool & Baby Pool on site. FREE WIFI & Smart TV with N... Learn More
Rates
$270 - $500 night
$1350 - $2500 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: The perfect place for a beach, tennis, or golf vacation. The unit is just a 5 minute walk from one of Hilton Head Island's most beautiful beaches.... Learn More
Rates
$90 - $150 night
$550 - $675 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Weeks 39 and 40. Sat to Sat rental, spacious 2 floor condo, full kitchen, laundry, Jacuzzi tub, Wi-Fi, wide screen TV, private deck. Complimentar... Learn More
Rates
$1500 - $1500 week


Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 6 Bedroom, 4 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: - Redecorated in 2013! Amazing rates offered! - 6 BR / 4 BA (K, K, K+SS, Q+TR, QQ, Bunk Bed, SS) - 2nd Row, Steps To The Beach, Oceanview Home - He... Learn More
Rates
$550 - $850 night
$2295 - $6495 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, 3 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/ 3 BA 2nd Row Ocean View home. King, Queen, 2 Twins & Double & Twin. FREE WIFI. Multiple TV & DVD players. Private Pool (can be heated for a f... Learn More
Rates
$500 - $1000 night
$2500 - $5000 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: <div id="TA_vrbadge310" class="TA_vrbadge"> <ul id="RQdGTS" class="TA_links vRfrSsjc"> <li id="nh3tq8t" class="GruWZSrI7ofh"><... Learn More
Rates
$1500 - $5800 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 7 Bedroom, 7.5 Bathroom, Sleeps 20
Location: Hilton Head Island, South Carolina, United States
Description: - Brand New Furniture as of 2011! - 7 BR / 7.5 BA (K,K+SS,K+TR,QQ,Q,Q,Bunks+Tr,SS) - 2 bedroom attached cottage is optional in low season - 2nd Ro... Learn More
Rates
$650 - $850 night
$3295 - $8995 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details 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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 422 enjoy a landscap... Learn More
Rates
$190 - $395 night
$950 - $1975 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Hilton Head Island, South Carolina, United States
Description: The Greens condominiums are within Shipyard Plantation, a private residental and resort community. The complex is within 3 blocks of the Atlantic O... Learn More
Rates
$120 - $189 night
$595 - $945 week


Non Smoking


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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 gorgeous OCEANFRONT, 3 BR, 3 BA villa has endless views of the sunny shores of the Atlantic. Voted one of the best beaches on the East Coast, ... Learn More
Rates
$228 - $228 night
$1595 - $4395 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 4
Location: Hilton Head Island, South Carolina, United States
Description: Totally Rennovated in 2010!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, living and dining a... Learn More
Rates
$115 - $195 night
$550 - $975 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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: This villa offers a separate bedroom with a queen size bed, full size kitchen, living and dining area are combined. Additional bedding for this vi... Learn More
Rates
$105 - $170 night
$400 - $850 week


Non Smoking


View Details and Book Online Send Inquiry



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: This cute beach cottage is just a quick bicycle ride to the beach. With 3 bedrooms and 2 baths this elevated cottage with on-site pool has a wonder... Learn More
Rates
$85 - $85 night
$595 - $1595 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 Club 29 enjoy a landscap... Learn More
Rates
$150 - $295 night
$750 - $1475 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, Marina & Tennis Light, African touches everywhere in this astoundingly remodeled 4 bedroo... Learn More
Rates
$185 - $299 night
$1295 - $2395 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 1 - 25 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.