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Hilton Head Island Vacation Rentals


Find and Book Your Vacation Home, Beachfront Rental, Villas, Condos and Places to Rent on Hilton Head Island, SC.



Vacation rentals on Hilton Head Island include secluded villas situated among Southern pine forests, beachfront cottages, luxury vacation homes, and condos and apartments for rent. Picturesque settings and natural surroundings abound, from Harbour Town lodging to the secluded Shipyard area, friendly Forest Beach, and luxurious townhouses and villas along the Atlantic ocean or golf course fairways. All residential developments are environmentally planned and designed to fit so well into the natural landscape, with a maximum of 3-4 stories rise so there are no towering condo-complexes to dominate the scenery. If you can't find the vacation property you're looking for here, please visit our comprehensive directory of Hilton Head rental companies and resorts.

Sea Pines was the first resort developed on Hilton Head, located on the southern end of the island. A place of natural wonder and immense beauty, Sea Pines is home to five miles of wide, sandy beach, colorful villages and marina, championship golf, and smashing tennis. Consistently rated a top tennis and golf resort, Sea Pines has multiple tennis courts, and its junior instructional programs accept children as young as four. The Hilton Head resort's 4,500 acres also hold three golf courses and a Golf Academy, stables, and shopping plazas.

All vacation rental reservations are guaranteed through Booking.com which offers Book Now, Pay Later convenience and Price Matching service so you know you're getting the best deal at the best price. The Booking.com reservation system gathers the best deals from hundreds of local properties and makes them available to you all in one spot, saving you time and money.

Hilton Head Vacation Rental Homes & Cottages Hilton Head Vacation Rental Condos, Villas & Apartments



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Hilton Head Island Vacation Rental Condos, Villas & Apartments
Hilton Head Island Vacation Rental

31 Springwood Villa

Hilton Head Island, SC 29938
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This villa has a fully equipped kitchen, satellite TV, living room and an outdoor pool.
Hilton Head Island Vacation Rental

4302 Windsor Court Villa

51 Ocean Lane
Hilton Head Island, SC 29928
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The villa is equipped with air conditioning and free WiFi. Free private parking is available on site. There is a dining area and a kitchen complete with a dishwasher and an oven. A flat-screen TV is available. Other facilities include a spa bath in the master bathroom. Guests have access to 2 pools, a hot tub, spa, and barbecue facilities during their stay. A children's pool and playground are also available.
Hilton Head Island Vacation Rental

SailMaster - Two Bedroom Condo - 37

37 Sailmaster Common
Hilton Head Island, SC 29928
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Located near 3 9-hole golf courses, this 2-story townhouse features free WiFi and free private parking. Guests have access to the outdoor community swimming pool. The unit offers 2 bedrooms, 2 and a half bathrooms and a patio. A washing machine, dryer and fully-equipped kitchen are available. Flat-screen TVs and DVD players are featured.
Hilton Head Island Vacation Rental

Tennismaster - Three Bedroom Condo - 1102

100 Shipyard Drive
Hilton Head Island, SC 29928
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Located wthin a 5-minute walk of the beach, this air-conditioned pet-friendly apartment features free WiFi and free private parking. A gas grill is available. The unit with resort views has 3 bedrooms, 3 and a half bathrooms, a screened porch and a deck. There is a seating area and a kitchen complete with a dishwasher and an oven. Flat-screen TVs with cable channels and DVD players are provided. Guests can access the outdoor swimming pool.
Hilton Head Island Vacation Rental

5105 Hampton Place Villa

47 Ocean Lane
Hilton Head Island, SC 29928
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There is a dining area and a kitchen as well as a private bathroom. A flat-screen TV with cable channels is available. The villa features free WiFi throughout the property. This property has communal pool, communal hot tub, children's pool, balcony and grill access. The master bedroom has a jetted bathtub as well. Free private parking is available on site.
Hilton Head Island Vacation Rental

Forest Beach Villa - Two Bedroom Condo - 411

10 South Forest Beach Drive
Hilton Head Island, SC 29928
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Within a 5-minute walk of the beach, this air-conditioned villa features free WiFi and free private parking. The unit has 2 bedrooms and 2 and a half bathrooms. A full kitchen, washing machine and dryer are provided, as is a balcony. Flat-screen TVs, DVD players and Blu-Ray are featured. A shared pool and tennis court are accessible and a golf course and mini golf course are located nearby.
Hilton Head Island Vacation Rental

Treetops

137 Cordillo Parkway
Hilton Head Island, SC 29928
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Treetops has a balcony and garden views. Guests staying at this villa can use the free WiFi and a fully equipped kitchen. The villa has 2 bedrooms and 2 bathrooms with a bath. A flat-screen TV with cable channels and a DVD player are offered. The villa has an outdoor pool. Guests at Treetops can enjoy tennis on site, or go snorkeling or diving in the surrounding areas.
Hilton Head Island Vacation Rental

7122 Harbourside I Villa

17 Harbourside Lane
Hilton Head Island, SC 29928
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This villa features a private pool and free WiFi and fully equipped kitchen. With 1 bedroom and 1 bathroom with a bath or shower, this villa comes with a cable flat-screen TV and DVD player.
Hilton Head Island Vacation Rental

2514 Villamere

Hilton Head Island, SC 29928
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This 2-bedroom villa comes with a seating area, balcony, a satellite TV and a kitchen with a dishwasher. Cycling can be enjoyed nearby.
Hilton Head Island Vacation Rental

Shorewood - Two Bedroom Condo - 218

21 South Forest Beach Drive
Hilton Head Island, SC 29928
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This 2-bedroom condo provides free WiFi and private parking available on site. The kitchen has a dishwasher and an oven. Flat-screen TVs with cable channels and DVD are provided. Other facilities include a hot tub, outdoor pool, laundry facilities and patio.
Hilton Head Island Vacation Homes & Cottages
Hilton Head Island Vacation Rental

11 High Rigger Holiday Home

11 High Rigger
Hilton Head Island, SC 29928
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Guests can enjoy the outdoor pool and barbecue grill. Free WiFi and free parking are available. The kitchen has a dishwasher, an oven and a microwave, as well as a coffee machine. A flat-screen TV with cable channels and DVD player is featured. There is a private bathroom with a bath or shower.
Hilton Head Island Vacation Rental

21 Wildwood Rd Holiday Home

21 Wildwood Rd
Hilton Head Island, SC 29928
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This holiday home features 3 separate bedrooms, private pool and patio and includes a kitchen with a dishwasher and a dining area. The holiday home also comes with 3 bathrooms with a bath or shower and a washing machine.
Hilton Head Island Vacation Rental

2 East Wind Home

Hilton Head Island, SC 29928
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This 4-bedroom vacation home features air-conditioned accommodations with a private pool, pool view and a balcony, fully equipped kitchen and a patio, satellite TV, and a grill. A terrace is available on site and both golfing and cycling can be enjoyed within close proximity of the property.
Hilton Head Island Vacation Rental

23 Pelican Home

Hilton Head Island, SC 29928
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This vacation home includes 6 bedrooms and a kitchen with a dishwasher and a coffee machine. A flat-screen TV with cable channels is available, as well as a sauna, private pool on site, and golfing in the surrounding areas.
Hilton Head Island Vacation Rental

102 Baynard Cove

Hilton Head Island, SC 29928
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This vacation home includes 6 bedrooms and a kitchen with a dishwasher and a coffee machine. A flat-screen TV with cable channels is available, as well as a sauna, private pool on site, and golfing in the surrounding areas.

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Hilton Head Island Golf Courses and Online Tee Times

Book Your Hilton Head Golf Tee Times Online

You can now save money and easily book your tee times at local Hilton Head Island golf courses right here on ExploreHiltonHead.com. Featuring golf courses on Hilton Head Island, Bluffton, and Coastal SC golf courses and country clubs.
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Hilton Head Island Fishing Charters

Hilton Head Fishing Charters

The coast of South Carolina offers a vast ecosystem of salt marshes, tidal creeks, winding rivers, sounds and the Atlantic Ocean is unspoiled, healthy, and brimming with fish of all types. For deep sea fishing charters and offshore angling, there are a number of fishing charters and skilled captains who can help you navigate Hilton Head's vast ecosystem of salt marshes, tidal creeks, winding rivers, Calibogue Sound, Harbor River and the expansive Atlantic ocean.
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Hilton Head Island Beaches

Hilton Head Beaches

Hilton Head Island boasts 12 miles of expansive, hard-packed beaches which range up to 600 feet at low tide. The tide levels vary as much as 6-8 feet every 6 hours. All Hilton Head beaches are public, but some access points are private and vary by location.

Our beach guide includes Hilton Head beach information, access points and parking, beach photography, real-time tidal chart, beach rules and regulations, personal watercraft rules, fishing licenses and regulations, and local emergency contact information.
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Hilton Head Island Marians

Hilton Head Marinas

Hilton Head is surrounded by water, so its only natural that there are an extensive array of marinas, harbours, boat ramps, landings and marine service centers located all over the island. Popular facilities include Shelter Cove Marina, Skull Creek Marina, Harbour Town Yacht Basin, South Carolina Yacht Club, Hilton Head Harbor RV Resort and Marina, Yacht Club of Hilton Head, Wexford Harbourmaster and more.

The Calibogue Sound and Harbor River feed into the Atlantic Ocean and provide easy access for yachts and marine vessels of all sizes.
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Search the Map for Current Hotel Rates


Use the interactive Google map below to quickly find all the best rates and places to stay on Hilton Head Island. You may need to scroll or zoom in or out to see all of the available properties and current prices.
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