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Hilton Head Island Vacation Rentals

615 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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Low Country Coast Top Cities
Listings 76 - 100 of 615
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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
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 88 is a ground floor apartment ... Learn More
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking


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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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 57 is a two-story townhouse, ... Learn More
Rates
$110 - $200 night
$550 - $1000 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: Stay Oceanside steps to the beach at Ocean Club. Guests staying at Ocean Club enjoy a beautifully landscaped garden and Courtyard. This property ... Learn More
Rates
$150 - $310 night
$750 - $1550 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown & South Beach This spacious and private 4 bd/4.5 bath home overlooks the Sea Pines Ocean C... Learn More
Rates
$171 - $256 night
$1195 - $3195 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: Harbour Town Haven, New to Market 3 Bb Villa in the heart of Sea Pines Action #805 Clipper Court Walk out the Front Door to Harbour Town & Golf L... Learn More
Rates
$114 - $800 night
$795 - $3200 week


Pet Friendly   Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 5 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 19 Mallard - Book For Summer! Filling up fast! 6 BRs - Sleeps 14 This large Low Country style home with 6 bedroom, 4.5 bathroom with *HEATED POOL ... Learn More
Rates
$342 - $542 night
$2395 - $6195 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 178 Greens- Pretty Golf Course Views and Quick Walk to Beach & Tennis This 3 bedroom, 3 baths townhouse comes with a spectacular fairway view. Th... Learn More
Rates
$85 - $128 night
$595 - $1595 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
$195 - $419 night
$975 - $2095 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: 2308 Seacrest -3rd Floor & Pretty Views. Fall dates still available. Book Now Just relax and enjoy the sound of rolling waves from this OCEANVIEW ... Learn More
Rates
$142 - $199 night
$995 - $2595 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 14
Location: Hilton Head Island, South Carolina, United States
Description: 20 Egret Street- 4th Row Ocean- 2015 is right around the corner. Book Now. Stunning 6 bedroom, 6.5 bath home with *HEATED POOL AND SPA is a custom... Learn More
Rates
$442 - $656 night
$3095 - $8095 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/ 2 BA 5th Row Ocean home adjacent to the beach walk. King, King, Double & 2 Twin beds. Free Membership to S.Beach Pool. Pet friendly.FREE WIFI... Learn More
Rates
$270 - $300 night
$1350 - $1500 week


Pet Friendly   Non Smoking   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: Deluxe one bedroom resortview condo Unit Description: This 500 sq. ft. one bedroom unit features a full kitchen, dining area, and is steps away fr... Learn More
Rates
$109 - $169 night
$763 - $1183 week


Non Smoking   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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 68 is a three-story townhouse... Learn More
Rates
$165 - $290 night
$825 - $1450 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 4
Location: Hilton Head Island, South Carolina, United States
Description: EXTRA WINDOWS, EXTRAORDINARY VIEWS! This1 bedroom, 1 bath, 2nd floor OCEANFRONT END UNIT villa rental features extra windows with views of the oc... Learn More
Rates
$71 - $100 night
$495 - $1295 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Beautiful 2nd row ocean-oriented home in Sea Pines, Hilton Head, is located next to the Beach Club. With a SHADED PATHWAY TO THE BEACH, and gorgeou... Learn More
Rates
$256 - $399 night
$1795 - $4795 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 without paying oceanfront prices. Guests staying in Ocean One 106 enjoy a landscap... Learn More
Rates
$190 - $399 night
$950 - $1995 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: With decks off the living room and master bedroom, guests staying in Ocean One 503 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$190 - $419 night
$950 - $2095 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, 2.5 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 47 is a two-story townhouse w... Learn More
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking


View Details and Book Online Send Inquiry



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: Quiet End Unit Townhome, Pet Friendly, Free Bikes, Tennis Walk to Beach, Pool Be Right in the Middle of all of the Hilton Head Action! Pet Friend... Learn More
Rates
$99 - $156 night
$695 - $1395 week


Pet Friendly   Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 3
Location: Hilton Head Island, South Carolina, United States
Description: This 1 bedroom, 1.5 bath Caravel Court villa has a spectacular view of the Harbour Town Lighthouse and yacht basin. This 2nd floor villa is beauti... Learn More
Rates
$99 - $115 night
$695 - $2400 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 8
Location: Hilton Head Island, South Carolina, United States
Description: Outstanding is the thought that comes to mind when describing this lovely 4 bedroom, 4 bath Portside Home. Located in the desirable South Beach Mar... Learn More
Rates
$171 - $256 night
$1195 - $3195 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 4
Location: Hilton Head Island, South Carolina, United States
Description: Enjoy a relaxing retreat at the luxurious oceanfront SeaCrest Resort. 2203 is a spacious villa boasting over 1000 square feet. It features a full k... Learn More
Rates
$85 - $128 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, 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 - $550 night
$2500 - $2750 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online 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: With decks off the living room and master bedroom, guests staying in Ocean One 311 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$250 - $570 night
$1250 - $2850 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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: Comfortable Beach Townhome In The Heart of all the Hilton Head Action! Escape to the Beach! First Floor Master Bedroom. Looking for a Vacation t... Learn More
Rates
$99 - $156 night
$695 - $1395 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 76 - 100 of 615
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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.