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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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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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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 Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/3 BA 4th row ocean home. 2 Kings, Queen & Twin plus Sleep Sofa.Private Pool (can be heated for a fee) Free WI-FI. Non-Smoking. Pet Friendly. W... Learn More
Rates
$350 - $770 night
$1750 - $3850 week


Pet Friendly   Non Smoking   Swimming Pool   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: 2 BD/2 BA fifth floor oceanfront villa. King and 2 Twin beds. (Sleep sofa linens provided for additional fee). Pool and Baby Pool located on site... Learn More
Rates
$220 - $440 night
$1100 - $2200 week


Non Smoking   High-Speed Internet


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Featured


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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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 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 with golf course view. King & 2 Twin beds plus Sleep Sofa ( linens for a fee) Large Pool on site. Walk easily to theBeach an... Learn More
Rates
$155 - $230 night
$775 - $1150 week


Non Smoking


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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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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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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 Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: EXTRA WINDOWS, EXTRAORDINARY VIEWS! Recently renovated, this 1 bedroom, 1 bath, 2nd floor OCEANFRONT END UNIT villa rental features extra windows... Learn More
Rates
$71 - $71 night
$495 - $1195 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This very cute 1 bedroom, 2 baths SeaCrest Villa is beautifully decorated in bright cheery colors. New for 2013 is the completely renovated maste... Learn More
Rates
$85 - $85 night
$595 - $1595 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 1127 Harbourtown Green - Spectacular views 3BR penthouse w/ Hot Tub! This spectacular 2 story penthouse has breathtaking views of the world famous... Learn More
Rates
$428 - $428 night
$2995 - $18000 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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 92 is a two-story townhouse, on... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
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 31 is a three-story townhouse... Learn More
Rates
$190 - $279 night
$950 - $1395 week


Non Smoking   High-Speed Internet


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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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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: 371 SeaSide Villas Unit Description: Relax in this 1 bedroom condo with a living, dining, and kitchen area with sleeper sofa, cable TV and DVD pla... Learn More
Rates
$109 - $999 night
$763 - $6993 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This 3 bedroom, 3 bath traditional Sea Pines beach home with private pool is just 3rd row from the ocean. This ranch-style home has a newly renova... Learn More
Rates
$142 - $142 night
$995 - $2795 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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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/ 3.5 BA elevated multi-story home with golf course view. 2 Kings & 4 Twins. Private Pool (can be heated for a fee ). Large screened porch.Ja... Learn More
Rates
$295 - $600 night
$1475 - $3000 week


Non Smoking   Swimming Pool


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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 2nd Row Ocean. King, King, Queen & Trundle, Queen & Trundle. Private Pool (can be heated for a fee). Screened Porch. On Beach P... Learn More
Rates
$500 - $1200 night
$2500 - $6000 week


Non Smoking   Swimming Pool


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5 Bathroom, Sleeps 11
Location: Hilton Head Island, South Carolina, United States
Description: 5 BD/ 5 BA home with Private Pool* & Spa* (*can be heated for a fee) King,King, King, Queen & 3 Twins. In the Heart of Harbour Town. Bike, Drive or... Learn More
Rates
$500 - $2000 night
$2500 - $10000 week


Pet Friendly   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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 97 is a ground floor apartment ... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





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.