Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Beach Villa 13 - Oceanside Updated 3 Bedroom Townhouse

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

*
Online booking available

$200 - $440
Per Night

$1000 - $2200
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

2 BR Oceanfront 2nd Floor Villa with Private Oceanfront B...

Hilton Head Island
2 BR Oceanfront 2nd Floor Villa with Private Oceanfront Balcony! **Shorewood 203** This lovely 2...
Villa 2 / 2 / 6

*
Online booking available

$240 - $550
Per Night

$1200 - $2765
Per Week

5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Te...

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $141
Per Night

$495 - $995
Per Week

New To Market! Immaculate Shelter Cove Villa, Free Bikes,...

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 2 Bedrooms, 2 Bathrooms, Elev...
Villa 2 / 2 / 8

*
Online booking available

$116 - $155
Per Night

$495 - $1095
Per Week

Fabulous Top Floor Villa on the Beach with Sound/ Ocean V...

Hilton Head Island
Fabulous Top Floor Villa on the Beach with Sound/ Ocean Views at South Beach! **Beachside Tennis 18...
Villa 2 / 2 / 6

*
Online booking available

$220 - $550
Per Night

$1100 - $2765
Per Week

62 Night Heron-Fully renovated top/bottom, super Cute & Q...

Hilton Head Island
62 Night Heron-Fully renovated top/bottom, super Cute & Quick walk to beach Under Renovation 10/18/...
Home 3 / 2 / 6

*
Online booking available

$1052 - $3604
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

$736 - $2513
Per Week

Hilton Head Island Villa

Hilton Head Island
Brigantine Quarters is located on the south end of Hilton Head Island in Shipyard Plantation with gr...
Villa 2 / 2 / 6

$700 - $900
Per Week

Beach Villa 9 -3 bedrooms Oceanside-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 - $440
Per Night

$1000 - $2200
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

$99 - $184
Per Night

$445 - $920
Per Week

3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely...

Hilton Head Island
3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely decorated This nicely decorate villa has ...
Condo 3 / 2 / 8

*
Online booking available

$124 - $274
Per Night

$620 - $1370
Per Week

6 bedroom, ocean front home located in North Forest Beach

Hilton Head Island
WINDOWS ON THE WORLD, DESIGNER LINEN DREAMS This gorgeous and just renovated in 2011 three-story OC...
Home 6 / 6.5 / 14

*
Online booking available

$7044 - $15582
Per Week

Shorewood 333 -Renovated Oceanview 3rd Floor Condo with S...

Hilton Head Island
Shorewood 333 -Renovated Oceanview 3rd Floor Condo with Stunning Views Shorewood is hands down one ...
Condo 2 / 2 / 6

*
Online booking available

$200 - $400
Per Night

$1000 - $2000
Per Week

11 Gunnery Lane-5 BR beach home- 4 minute bike ride to th...

Hilton Head Island
11 Gunnery Lane-5 BR beach home- 4 minute bike ride to the beach TV?S EVERYWHERE, BIKE PATH PASSES ...
Home 5 / 5.5 / 12

*
Online booking available

$1861 - $4235
Per Week

1654 Bluff Villa-Beautiful first floor villa-Quick walk t...

Hilton Head Island
1654 Bluff Villa-Beautiful first floor villa-Quick walk to beach & marina 1654 Bluff Villas is a fi...
Villa 2 / 2 / 6

*
Online booking available

$791 - $2704
Per Week

4 BR Oceanview Home with Private Pool just 20 yards to th...

Hilton Head Island
4 BR Oceanview Home with Private Pool just 20 yards to the Beach! **Dune Lane 116** Ideal for Be...
Home 4 / 3.5 / 10

*
Online booking available

$560 - $1250
Per Night

$2800 - $6265
Per Week

3 BR Beach home with Private Pool and easy Bike ride to t...

Hilton Head Island
3 BR Beach home with Private Pool and easy Bike ride to the Beach! **Topside 6** This charming S...
Home 3 / 3 / 10

*
Online booking available

$320 - $700
Per Night

$1600 - $3010
Per Week

Evian 232

Hilton Head Island
Evian 232 is a two-bedroom villa located in Shipyard Plantation that overlooks the lagoon and golf c...
Villa 2 / 2 / 7

*
Online booking available

$155 - $325
Per Night

$805 - $1610
Per Week

Whistling Swan 11

Hilton Head Island
This beautiful, partial ocean view home offers five bedrooms and five and a half bathrooms. It is lo...
Home 5 / 5 / 15

*
Online booking available

$1060 - $2275
Per Night

$5320 - $11375
Per Week

2 East Wind

Hilton Head Island
4 Bedroom4 Ensuite BathsHuge Pool and Deck3rd Row to the BeachExcellent Beach Cottage Our 2 East Wi...
Home 4 / 4 / 14

*
Online booking available

$670 - $995
Per Night

$4025 - $6965
Per Week

23 Pelican

Hilton Head Island
6 Bedroom7 Full Baths2 Half BathsOver 5,000 sqftGourmet KitchenMedia RoomBillards ParlorScreened Poo...
Home 6 / 7 / 21

*
Online booking available

$980 - $1685
Per Night

$5355 - $11795
Per Week

Plantation Club 537

Hilton Head Island
Drift away to Plantation Club 537 and experience all that Hilton Head Island has to offer. This newl...
Villa 3 / 3 / 8

*
Online booking available

$370 - $630
Per Night

$1890 - $18165
Per Week

St. Andrews Common 1658, 1 Bedroom, Large Pool, Ground Fl...

Hilton Head Island
This Palmetto Dunes 1 bedroom, 1.5 baths, 1st floor, spacious villa is convenient to everything on H...
Condo 1 / 1.5 / 4

*
Online booking available

$93 - $202
Per Night

$993 - $993
Per Week

108 Ocean Dunes - Fully Renovated villa has fabulous views!

Hilton Head Island
Romantic getaway, friend bonding trip or a small family vacation. Our 1 bedroom offers 538 square fe...
Villa 1 / 1 / 4

*
Online booking available

$730 - $2498
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