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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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Listings 1 - 25 of 496
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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2.5 BA townhouse overlooking pool. King, 2 Twin beds plus Sleep Sofa (linens for SS provided for add'l fee) Large Pool on site and easy walk t... Learn More
Rates
$160 - $240 night
$800 - $1200 week


Pet Friendly   Non Smoking


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Featured


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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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
$235 - $395 night
$1175 - $1975 week


Non Smoking


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Featured


2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/ 2 BA 5th floor ocean view villa. King, Queen plus Sleep Sofa.(linens not provided for the sleep sofa) Large Oceanfront Pool, Baby Pooland Hot... Learn More
Rates
$200 - $350 night
$1000 - $1750 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: 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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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
$235 - $395 night
$1175 - $1975 week


Non Smoking   High-Speed Internet


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Featured


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: 5BD/5.5BA Oceanfront Home with Private Pool (can be heated for a fee)4 King beds, 1 Queen plus Sleep Sofa. Multiple Living Areas &Balconies.FREE Wi... Learn More
Rates
$1000 - $2200 night
$5000 - $11000 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 5 BD/ 4 BA multi-story Home with Private Pool* & Spa* can be heated for *additional fee. King, King, 2 Queens, 2 Doubles, Queen. Beach Shuttle in ... Learn More
Rates
$385 - $770 night
$1925 - $3850 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: 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 Villa in Hilton Head Island - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 2BD/2BA ocean front villa located on the 3rd floor. King bed, Queen &Twin bed. Sleep Sofa (linens provided for a fee) Pool, Hot Tub & Babypool on s... Learn More
Rates
$240 - $460 night
$1200 - $2300 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: 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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Special Offer Feb 22 - Apr 26   **********20% ADVANCE BOOKING DISCOUNT... ************
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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1 bedroom Vacation Rental Home in Hilton Head Island
Home: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Hilton Head Island, South Carolina, United States
Description: QUIET INTIMACY OVERLOOKING A LUSH LAGOON. Wow, this updated 1 bedroom, 1 bath compact cottage is located in a pleasant, wooded, sub-tropical setti... Learn More
Rates
$71 - $121 night
$495 - $995 week


Non Smoking   Swimming Pool   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 7 Bedroom, 8 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: Dune's Perch - in a league of its own. 7 bedrooms, 7.5 baths with *PRIVATE HEATED POOL AND SPA and premier class features. This exciting new home t... Learn More
Rates
$814 - $814 night
$5695 - $14450 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 12 is a two-story townhouse w... Learn More
Rates
$140 - $199 night
$695 - $995 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: Gorgeous custom built Sea Pines home is ready for your family! 5 bedrooms with a den and a nursery and a private *HEATED pool and spa this house is... Learn More
Rates
$427 - $427 night
$2995 - $7495 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: Completely Renovated - Just Beautiful!!! Incredible OCEANVIEWS from this 4th floor villa in Building 1 of the SeaCrest resort. Cheery colors are... Learn More
Rates
$171 - $171 night
$1200 - $2595 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: 223 Evian - 2nd Floor Flat w/ golf course views, pool & tennis. This lovely 2nd floor townhouse is located in the heart of Shipyard Plantation. De... Learn More
Rates
$85 - $171 night
$595 - $1395 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/3 BA oceanfront villa. King, 2 Twin beds and 2 Twin beds. Large Oceanfront Pool, Hot Tub & Baby Pool. Pool is heated in March, April, Oct... Learn More
Rates
$265 - $530 night
$1325 - $2650 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: 2 br/2 ba spinnaker shipyard townhouse Unit Description: Located along picturesque fairways and Lowcountry lagoons, these luxurious 2 BR/2.5 BA, t... Learn More
Rates
$169 - $999 night
$1183 - $6993 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 7
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 409 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$235 - $419 night
$1175 - $2095 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: 2 bedroom townhome at hickory cove Unit Description: Our Hickory Cove villas are located near the Dunes House Beach Club, golf, tennis, and resort... Learn More
Rates
$174 - $999 night
$1218 - $6993 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 6 Bedroom, 7 Bathroom, Sleeps 19
Location: Hilton Head Island, South Carolina, United States
Description: 31 Dune Lane Fantastic brand new 2014 custom built Oceanfront- Avail 5/24 wk. Fantastic brand new custom built 6 bedroom, 6.5 bath OCEAN FRONT hom... Learn More
Rates
$771 - $771 night
$5395 - $13695 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 9
Location: Hilton Head Island, South Carolina, United States
Description: 459 Plantation Club - Quick walk to the Sea Pines Beach Club - 3 BRs. These 3 Bedroom, 3.5 Bath spacious villas are located on the ninth hole of t... Learn More
Rates
$114 - $228 night
$795 - $1795 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 ground floor villa with golf & lagoon views. King, 2 Twin beds &Sleep Sofa. Pool & Tennis Courts on site. Walk or Bike easily to Beach.High... Learn More
Rates
$155 - $230 night
$775 - $1150 week


Non Smoking


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Listings 1 - 25 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.