Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Wood Ibis 4

Hilton Head Island
4BD/3BA 6th row ocean home. King, King, 2 Twins, 2 Twins. SpaciousLiving Room and easy walk to beach...
Home 4 / 3 / 8

*
Online booking available

$330 - $330
Per Night

$1650 - $1650
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

Shorewood 539

Hilton Head Island
2 BD/ 2 BA 5th floor ocean view villa. King, Queen & Sleep Sofa. (sofa linens rentable for $25 fee) ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $250
Per Night

$1000 - $1250
Per Week

Spotted Sandpiper 12

Hilton Head Island
4 BD/ 3 BA 2nd Row Ocean View home. King, Queen, 2 Twins & Double & Twin. FREE WIFI. Multiple TV & D...
Home 4 / 3 / 9

*
Online booking available

$500 - $550
Per Night

$2500 - $2750
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 - $310
Per Night

$995 - $1550
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

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 - $135
Per Night

$550 - $700
Per Week

Shorewood 139

Hilton Head Island
2BD/2BA first floor villa with Private Balcony. King, 2 Twins plus Sleep Sofa (linens for SS provide...
Villa 2 / 2 / 6

*
Online booking available

$190 - $225
Per Night

$950 - $1125
Per Week

Ocean One 103

Hilton Head Island
3BD/3BA ground floor ocean front villa. 2 King beds, 2 Double beds plusSleep sofa. (Sofa bed linens ...
Villa 3 / 3 / 10

*
Online booking available

$265 - $345
Per Night

$1325 - $1725
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 - $130
Per Night

$500 - $650
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

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 - $310
Per Night

$995 - $1550
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 11/1/2014...
Home 3 / 2 / 6

*
Online booking available

$85 - $156
Per Night

$595 - $1595
Per Week

2407 Seacrest -4th Floor,Beautiful Ocean Views - 20% off ...

Hilton Head Island
2407 Seacrest -4th Floor,Beautiful Ocean Views - 20% off Aug weeks This 1 bedroom, 1.5 bath OCEANVI...
Villa 1 / 2 / 4

*
Online booking available

$114 - $199
Per Night

$795 - $1895
Per Week

77 Mooring Buoy-150 Yards To The Ocean - 20% Off 8/18, 8/...

Hilton Head Island
77 Mooring Buoy-150 Yards To The Ocean - 20% Off 8/18, 8/23 & 8/30 wks Whippoorwill Cove - This 6,0...
Home 6 / 6 / 14

*
Online booking available

$428 - $642
Per Night

$2995 - $7795
Per Week

Sea Crest 2509 - Oceanview 5th Floor Condo

Hilton Head Island
Stay in an exceptional 5th floor oceanside condo within a newly built North Forest Beach oceanfront ...
Condo 3 / 3 / 9

*
Online booking available

$265 - $420
Per Night

$1325 - $2095
Per Week

Shorewood 431 - Oceanview 4th Floor

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 431 enj...
Condo 2 / 2 / 6

*
Online booking available

$170 - $270
Per Night

$850 - $1350
Per Week

Shorewood 501 - Oceanfront 5th Floor Penthouse

Hilton Head Island
With a 5th floor balcony accessible by the living room, guests staying in Shorewood 501 enjoy sweep...
Condo 3 / 3 / 7

*
Online booking available

$265 - $430
Per Night

$1325 - $2150
Per Week

Seascape Villa 3239 - 3 bedroom townhome - Resort View

Hilton Head Island
This Nicely Decorated, three bedroom, two bath villa has all the comforts of home including WIRELESS...
Condo 3 / 2 / 10

*
Online booking available

$150 - $210
Per Night

$750 - $1050
Per Week

Seaside Villa 112 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed and 22 inch flat screen tv, fully equipp...
Condo 1 / 1 / 6

*
Online booking available

$105 - $115
Per Night

$400 - $575
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

$150 - $210
Per Night

$750 - $1050
Per Week

89 Fairway Lane - Cute 2 BR Villa - 5 minute Walk to Beach!

Hilton Head Island
Spacious 2 bedroom, 2 bath villas on the Ocean Course Golf Course, Fairway Lane offers close acces...
Villa 2 / 2 / 6

*
Online booking available

$85 - $114
Per Night

$595 - $1395
Per Week

12 Portside - Beautiful Braddock Cove Views - 4 BR Home.

Hilton Head Island
Outstanding is the thought that comes to mind when describing this lovely 4 bedroom, 4 bath Portside...
Home 4 / 4 / 8

*
Online booking available

$171 - $256
Per Night

$1195 - $3195
Per Week

1411 South Beach Villa- 4 BR Fully Renovated Pottery Barn...

Hilton Head Island
1411 South Beach Villa- 4 BR Fully Renovated Pottery Barn Inspired Villa The brightly colored inter...
Villa 4 / 3 / 8

*
Online booking available

$199 - $385
Per Night

$1395 - $3595
Per Week

15-16 Moorings - Beautiful 2 Bedroom Palmetto Dunes Villa!

Hilton Head Island
Lovely 2 bedroom, 3 bath, elevated Palmetto Dunes villa! Recently redecorated, including furnishings...
Villa 2 / 3 / 6

*
Online booking available

$85 - $114
Per Night

$595 - $1495
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