Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

4br -Direct Oceanfront Home..Private Pool and Spa

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

South Beach Club 1905

Hilton Head Island
3 BD/2.5 BA 1st floor villa with Pool & Sound views. King, Queen & 2 Twins. 1 HR/Day free tennis...
Villa 3 / 2 / 6

*
Online booking available

$260 - $530
Per Night

$1300 - $2650
Per Week

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 6

*
Online booking available

$120 - $195
Per Night

$550 - $975
Per Week

Night Heron 28

Hilton Head Island
2 BD/2 BA freestanding villa with Landscape view. 2 Queen beds. Pool on site or walk easily to the ...
Villa 2 / 2 / 4

*
Online booking available

$150 - $219
Per Night

$750 - $1095
Per Week

Sandpiper 30

Hilton Head Island
6BD/4BA 3rd Row Ocean home with Private Pool (can be heated for fee)4 Kings, 2 Fulls, 2 Twins, Day B...
Home 6 / 4 / 16

*
Online booking available

$550 - $1500
Per Night

$2750 - $7500
Per Week

Beach Villa 13 - Oceanside Townhouse - Recently Updated

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 e...
Condo 3 / 4 / 8

*
Online booking available

$200 - $395
Per Night

$995 - $1975
Per Week

62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min wa...

Hilton Head Island
62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min walk to the ocean These cozy, 3 bedroom, 2 b...
Home 3 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Spinnaker Hilton Head 2 Bdr Condo with Golf / Tennis Package

Hilton Head Island
Weeks 39 and 40. Sat to Sat rental, spacious 2 floor condo, full kitchen, laundry, Jacuzzi tub, Wi-...
Condo 2 / 2.5 / 6

$1500 - $1500
Per Week

Fairway Lane 104

Hilton Head Island
2BD/2BA golf view villa . Queen & 2 Twins. Putting Green & Tennis on site. Sofa bed (sofa linens p...
Villa 2 / 2 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

Beach Villa 9 - Oceanside Townhouse-Gated Community

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. B...
Condo 3 / 3 / 7

*
Online booking available

$200 - $395
Per Night

$995 - $1975
Per Week

105 Beachwalk-Fully Renovated & 5 Minutes walk to the oce...

Hilton Head Island
105 Beachwalk-Fully Renovated & 5 Minutes walk to the ocean,Avail 7/26-8/2 Within earshot of the ro...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Beautifully decorated, this one bedro...
Condo 1 / 1 / 6

*
Online booking available

$115 - $190
Per Night

$500 - $950
Per Week

Windsor Place 107

Hilton Head Island
2 BD/2 BA 1st Floor Ocean View Villa. King & 2 Twin Beds, Sleep Sofa (Sofa bed linens rentable for $...
Villa 2 / 2 / 6

*
Online booking available

$210 - $410
Per Night

$1050 - $2050
Per Week

17 Mizzenmast Court - 3 BRs In Harbourtown - Views and more.

Hilton Head Island
An incredible 3 bedroom, 4.5 bathroom villa near Hilton Head's famous Harbour Town Yacht Basin will ...
Home 3 / 5 / 6

*
Online booking available

$142 - $242
Per Night

$995 - $13000
Per Week

1505 Villamare - 2 BR, 2 bath villa has outstanding views...

Hilton Head Island
1505 Villamare - 2 BR, 2 bath villa has outstanding views of the ocean This beautiful 5th floor Oce...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

2201 Seacrest - 1 BR, 2 Full Bath and Fully Renovated-Aug...

Hilton Head Island
2201 Seacrest - 1 BR, 2 Full Bath and Fully Renovated-August Weeks Avail This very cute 1 bedroom, ...
Villa 1 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Surf Court 63 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 3 / 6

*
Online booking available

$110 - $199
Per Night

$550 - $995
Per Week

2 BR 2 BA Poolside Flat at Xanadu Villas, Hilton Head, Sc

Hilton Head Island
Nicely Decorated 1st floor villa close to the pool with Internet Access and Free Long Distance five...
Condo 2 / 2 / 6

*
Online booking available

$115 - $195
Per Night

$550 - $975
Per Week

Xanadu Villa B1 - 3 BR 2 and 1/2 BA Poolside Flat Hilton ...

Hilton Head Island
Xanadu Villa B1 - 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc "Newly renovated top to bottom." ...
Condo 3 / 3 / 8

*
Online booking available

$205 - $320
Per Night

$950 - $1600
Per Week

1735 Bluff Villas - 2nd floor Braddock Cove View - 1 BR/ ...

Hilton Head Island
1735 Bluff Villas - 2nd floor Braddock Cove View - 1 BR/ efficiency. This romantic one bedroom effi...
Villa 1 / 1 / 2

*
Online booking available

$61 - $107
Per Night

$425 - $895
Per Week

2 Bedroom Resort View Villa

Hilton Head Island
2 Bedroom Resort View Villa Unit Description: This resort view villa has two bedrooms and bathrooms...
Condo 2 / 2 / 6

*
Online booking available

$145 - $400
Per Night

$1015 - $2800
Per Week

3304 Seacrest -3rd Floor/Direct Oceanfront - Book Now for...

Hilton Head Island
3304 Seacrest -3rd Floor/Direct Oceanfront - Book Now for August Beautifully remodeled OCEANFRONT 2...
Villa 2 / 2 / 8

*
Online booking available

$185 - $185
Per Night

$1295 - $3495
Per Week

Courtside 55 - Forest Beach 1st Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$110 - $199
Per Night

$550 - $995
Per Week

Seaside Villa 367 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 367 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Completely remodeled in 2006, this vi...
Condo 1 / 1 / 6

*
Online booking available

$115 - $190
Per Night

$500 - $950
Per Week

Seaside Villa 386 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
The villa offers a separate bedroom with a queen size bed, full size kitchen, living and dining area...
Condo 1 / 1 / 6

*
Online booking available

$105 - $170
Per Night

$400 - $850
Per Week

Hilton Head Island Getaway Information

Once you step onto Hilton Head Island you will immediately understand why it has been such a popular resort town for years. The many golf courses, restaurants, beaches, historical sights, and outdoor activities make a Hilton Head vacation home rental the perfect choice for your next family trip.

Located about an hour and a half south of Charleston, Hilton Head Island is one of the largest barrier islands along the Atlantic coast. The island is rich with history, having been home to ancient Native American inhabitants, explorers from Europe, grand plantations, civil war battles and more. Many sites exist today for visitors to learn about the fascinating history of the island. The island is particularly well known for its golf courses, most notably the Harbour Town Golf Links, which hosts the annual PGA Verizon Heritage Classic. The Harbour Town Lighthouse, which looms behind the 18th hole has come to represent the course and the island. Another symbol of the Harbour Town area is the age old Liberty Oak Tree. With the help of Hilton Head locals, this majestic tree has been carefully preserved and serves as a backdrop for many nights filled with entertainment and friends. Another popular part of the island is the South Beach area. South Beach is home to many specialty shops, restaurants, and a marina. The most famous of the restaurants is undoubtedly the Salty Dog Cafe. Most vacationers would find a trip to Hilton Head incomplete without a visit to this landmark. When it comes to outdoor activities, Hilton Head is in no short supply. The Sea Pines Forester Preserve is a stretching expanse of breathtaking plants and wildlife. You can explore the area on your own or take one of the many guided tours that are offered. The island is also home to freshwater forested wetlands, freshwater marshes, and saltwater marshes, all which enhance the natural beauty of the island. Many people visiting Hilton Head hope for a chance to see the Loggerhead Sea Turtles which make their nests on the ocean shore. The people of the island have gone to great lengths to protect these turtles and ask that all guests enjoy the creatures from a distance. All of the beaches on Hilton Head are open to the public, but a great deal of the beach access is private. To ensure that everyone can easily get to the beach, the town provides seven public beach access sites at various locations around the island. Some of the beaches have designated swimming areas and during the warmer months lifeguards are usually stationed at them and the other crowded beaches. When you feel like getting out onto the water there are many opportunities for sailing, parasailing, and day cruises. Other activities the whole family can partake in include making your way around the island and checking out the nine lighthouses or visiting the Coastal Discovery Museum, a children's museum featuring displays on marine life, outdoor butterfly gardens, and more.

More Getaway Locations and Properties