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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, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA second floor end unit villa overlooking lagoon and golf course. King + day bed, 2 Twin beds plus sleep sofa. Pool & Tennis on site. Easy ... Learn More
Rates
$160 - $240 night
$800 - $1200 week


Non Smoking


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Featured


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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Featured


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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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


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
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


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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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: 1 BD/ 1 BA freestanding villa with landscape views. Queen bed with TVplus Sleep Sofa (linens provided for additional fee) in Living Room with TV, D... Learn More
Rates
$125 - $165 night
$625 - $825 week


Non Smoking


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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 fee) Oceanfront Pool, Hot Tub & Baby Pool. Pool heate... Learn More
Rates
$220 - $420 night
$1100 - $2100 week


Non Smoking   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. High Speed Internet. Multiple TV & DVD players. Private Pool (can be heat... Learn More
Rates
$500 - $1000 night
$2500 - $5000 week


Non Smoking   Swimming Pool


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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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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 106 enjoy a landscap... Learn More
Rates
$230 - $395 night
$1150 - $1975 week


Non Smoking


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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 first floor villa with Private Balcony. King, 2 Twins plus Sleep Sofa (linens for SS provided for add'l fee) Large Zero Entry OceanfrontPoo... Learn More
Rates
$190 - $310 night
$950 - $1550 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 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 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. Guests staying in Ocean One 424 enjoy a landscape view and won't have to cross a ... Learn More
Rates
$230 - $395 night
$1150 - $1975 week


Non Smoking   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: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 302 enjoy panoramic views of the Atlantic Ocean and it... Learn More
Rates
$215 - $359 night
$1075 - $1795 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 8
Location: Hilton Head Island, South Carolina, United States
Description: Located Oceanfront in Palmetto Dunes, these luxurious villas are surrounded by lagoons and paved walkways winding through the gardens enhancing the... Learn More
Rates
$142 - $142 night
$995 - $2395 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, 7 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: WINDOWS ON THE WORLD, DESIGNER LINEN DREAMS This gorgeous and just renovated in 2011 three-story OCEANFRONT 6 bedroom, 6.5 bath North Forest Beach... Learn More
Rates
$7195 - $13295 week


Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 7 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: 6 BD/6.5 BA three story Oceanfront home. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Sleep sofa. Pool* & Spa* (*can be heated for a fee). Amentities i... Learn More
Rates
$1000 - $2400 night
$5000 - $12000 week


Non Smoking   Swimming Pool


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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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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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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 6
Location: Hilton Head Island, South Carolina, United States
Description: 2BD/2BA townhouse overlooking # 1 Fairway of Galleon Course. King & 2 Twinbeds plus Sleep Sofa. Large back deck with Golf views. Pool & FREE Tennis... Learn More
Rates
$155 - $230 night
$775 - $1150 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 1505 Villamare - 2 BR, 2 bath villa has outstanding views of the ocean This beautiful 5th floor Oceanfront villa is located in Palmetto Dunes. Thi... Learn More
Rates
$142 - $142 night
$995 - $2395 week


Non Smoking   Swimming Pool   High-Speed Internet


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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.