Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Captains Walk 481

Hilton Head Island
2 BD/2 BA fifth floor oceanfront villa. King & 2 Twin beds plus Sleep Sofa. Sofa linens available f...
Villa 2 / 2 / 6

*
Online booking available

$220 - $220
Per Night

$1100 - $1100
Per Week

Breakers 102

Hilton Head Island
1 BD/1 BA first floor villa on the beach. Queen bed & Day bed plus Sleep Sofa Linens available for ...
Villa 1 / 1 / 5

*
Online booking available

$125 - $125
Per Night

$625 - $625
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 Under Renovation 10/18/201...
Home 3 / 2 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1795
Per Week

Captains Walk 468

Hilton Head Island
3 BD/3 BA second floor oceanfront villa. King, Queen and 2 Twin beds.Large oceanfront pool and baby ...
Villa 3 / 3 / 6

*
Online booking available

$265 - $265
Per Night

$1325 - $1325
Per Week

New Listing! Renovated 2 BR Treetops Villa, Free Bikes, P...

Hilton Head Island
New Listing! Renovated 2 BR Treetops Villa, Free Bikes, Pool, Tennis This newly renovated villa has...
Villa 2 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

South Beach Lane 47

Hilton Head Island
4 BD/ 2 BA 5th Row Ocean home adjacent to the beach walk. King, King, Double & 2 Twin beds. Free Mem...
Home 4 / 2 / 8

*
Online booking available

$270 - $300
Per Night

$1350 - $1500
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

$199 - $375
Per Night

$995 - $1875
Per Week

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

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
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 - $205
Per Night

$550 - $1025
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 - $198
Per Night

$500 - $990
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

$199 - $375
Per Night

$995 - $1875
Per Week

Luxurious Beachfront Villa, Water Views Free Bikes Wifi T...

Hilton Head Island
Luxurious Beachfront Villa, Water Views Free Bikes Wifi Tennis Pet Friendly BEACHFRONT TOWNHOUSE wi...
Villa 4 / 4 / 8

*
Online booking available

$199 - $850
Per Night

$1395 - $3695
Per Week

Beautiful 6 Bedroom 2nd row w/Ocean view on Hilton Head

Hilton Head Island
Gracious in design, the home provides enough room and privacy for just about everything and everyone...
Home 6 / 5 / 14

$600 - $1000
Per Night

$4500 - $6695
Per Week

105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to ...

Hilton Head Island
105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to Shipyard Beach Club Within earshot of the ...
Villa 2 / 2 / 6

*
Online booking available

$85 - $114
Per Night

$595 - $1395
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

Dune Lane 29B

Hilton Head Island
5BD/4BA ocean front home w/ Private Pool* (*can be heated for add'l fee) Queen, Queen, Double, 2 Twi...
Home 5 / 4 / 12

*
Online booking available

$600 - $700
Per Night

$3000 - $3500
Per Week

213 Twin Oaks - Close to the pool & Harbour Town!

Hilton Head Island
This vacation villa is an end unit overlooking the pool with easy access to the amenities in Harbour...
Villa 3 / 3 / 10

*
Online booking available

$85 - $156
Per Night

$595 - $4500
Per Week

21 Windjammer - Completely renovated and beautiful

Hilton Head Island
Overlooking the 10th tee of the Harbour Town Golf Links this wonderfully decorated 3 bedroom, 3.5 ba...
Home 3 / 4 / 8

*
Online booking available

$185 - $313
Per Night

$1295 - $15000
Per Week

Courtside 72 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 3 / 3.8 / 7

*
Online booking available

$165 - $270
Per Night

$825 - $1350
Per Week

One Bedroom

Hilton Head Island
One Bedroom Unit Description: These stylish, one-bedroom units are the perfect retreat for families...
Villa 1 / 1 / 4

*
Online booking available

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1412 South Beach Villa - Oceanfront, 4 BR townhouse - Pre...

Hilton Head Island
1412 South Beach Villa - Oceanfront, 4 BR townhouse - Pretty! Spectacular sunsets abound from this ...
Villa 4 / 3 / 10

*
Online booking available

$199 - $271
Per Night

$1395 - $3395
Per Week

26 Canvasback - 4 BR Coastal Living inspired Fully Renova...

Hilton Head Island
26 Canvasback - 4 BR Coastal Living inspired Fully Renovated home. Located 3rd row from the ocean t...
Home 4 / 3 / 10

*
Online booking available

$285 - $399
Per Night

$1995 - $5395
Per Week

Shorewood 438 - Beautiful Oceanview 4th Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 438 enj...
Condo 2 / 2 / 6

*
Online booking available

$170 - $325
Per Night

$850 - $1625
Per Week

Hilton Head Beach Villa 18 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three be...
Condo 3 / 3 / 8

*
Online booking available

$275 - $510
Per Night

$1300 - $2550
Per Week

33 Dune Lane-Oceanfront-Available weeks Sept. 13 & 20.

Hilton Head Island
The very best! Nothing could top the beauty of this 7 bedroom, 7.5 bathroom oceanfront home with *H...
Home 7 / 8 / 17

*
Online booking available

$5595 - $15195
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