Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

This beautifully decorated 3 BR,3.5bath Cutter Court vill...

Hilton Head Island
Wow! This gorgeous 3 bedroom, 3 ½ bath villa is located in the heart of Harbour Town. Just steps awa...
Villa 3 / 4 / 6

*
Online booking available

$142 - $228
Per Night

$995 - $3600
Per Week

12 Portside

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

$228 - $314
Per Night

$1595 - $2995
Per Week

312 Barrington Court, 2 Br, 2 Ba-Oceanfront, Palmetto Dun...

Hilton Head Island
Lovely 3rd floor, 2 BR, 2 BA OCEANFRONT villa has it all in the way of location and amenities! YEAR-...
Villa 2 / 2 / 6

*
Online booking available

$171 - $171
Per Night

$1195 - $2095
Per Week

6308 Hampton

Hilton Head Island
This is a 3 bedroom, 3 bathroom, third floor villa. 6308 Hampton offers spectacular views of the oce...
Villa 3 / 3 / 8

$459 - $719
Per Night

$2295 - $3595
Per Week

Sep 1 - Dec 31   **********10% ADVANCE BOOKING DISCOUNT... ************

Direct Oceanfront Home -Wks 8/10 8/17 $4640 20% discount

Hilton Head Island
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Home 4 / 3 / 12

$1530 - $5220
Per Week

Lyons #8

Hilton Head Island
This spacious, sunny, and well-planned Lyons townhome offers 4 bedrooms, 4.5 baths, and an ideal isl...
Home 4 / 4.5 / 10

$219 - $599
Per Night

$1095 - $2995
Per Week

This 5 BR, 4 bath Oceanfront home with *heated Pool and Spa

Hilton Head Island
This 5 bedroom, 4 bath OCEANFRONT home with *HEATED POOL and SPA is designed for outdoor beach livin...
Home 5 / 4 / 12

*
Online booking available

$499 - $499
Per Night

$3495 - $6395
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

Glorious views from this lovely villa!

Hilton Head Island
This newly remodeled 1st floor villa has 3 bedrooms and 3 bathrooms and is looking to the pool and o...
Villa 3 / 3 / 6

*
Online booking available

$156 - $156
Per Night

$1095 - $2495
Per Week

Beach Villa 13 - Oceanside Townhouse

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 4 / 8

*
Online booking available

$195 - $390
Per Night

$975 - $1950
Per Week

Amazing Oceanview 2nd Row Home! Steps from Beach!

Hilton Head Island
- Brand New Furniture as of 2011! - 5-5.5 BA (K,K+SS,K+TR,QQ,Q,Q,Bunks+Tr,SS) - 2 bedroom attached ...
Home 5 / 5.5 / 16

$650 - $850
Per Night

$3295 - $9345
Per Week

'Almost' Oceanfront 2nd Row Oceanview House-Redecorated 2012

Hilton Head Island
- Redecorated in 2013! Amazing rates offered! - 6 BR / 4 BA (K, K, K+SS, Q+TR, QQ, Bunk Bed, SS) - 2...
Home 6 / 4 / 16

$550 - $850
Per Night

$2595 - $5995
Per Week

Beach Villa 9 - Oceanside Townhouse

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

*
Online booking available

$195 - $390
Per Night

$975 - $1950
Per Week

7632 Huntington

Hilton Head Island
3 Bd/ 3.5 Ba townhouse with lagoon view. King, Queen & 2 Twin beds.Walk easily to the Beach. Pool, B...
Villa 3 / 4 / 6

*
Online booking available

$240 - $480
Per Night

$1200 - $2400
Per Week

107 Windsor Place

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

*
Online booking available

$195 - $395
Per Night

$975 - $1975
Per Week

114 Breakers

Hilton Head Island
1 Bd/1 Ba 1st floor villa with direct Ocean Front view. Queen bed & queensofa bed. Private balcony...
Villa 1 / 1 / 4

*
Online booking available

$145 - $219
Per Night

$725 - $1095
Per Week

5104 Hampton

Hilton Head Island
Sun, Surf, and Sand are the theme of this 1 bedroom, 2 bath villa in the Hampton Place complex of Pa...
Villa 1 / 2 / 4

$169 - $359
Per Night

$845 - $1795
Per Week

Seaside Villa 325 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Internet Access!!! Beautifully furnished, this 3rd Floor Oceanfront villa with private balcony offe...
Condo 1 / 1 / 6

*
Online booking available

$115 - $180
Per Night

$500 - $900
Per Week

Amazing Oceanview 2nd Row Home! Steps from Beach!

Hilton Head Island
- Brand New Furniture as of 2011! - 7 BR / 7.5 BA (K,K+SS,K+TR,QQ,Q,Q,Bunks+Tr,SS) - 2 bedroom atta...
Home 7 / 7.5 / 20

$650 - $850
Per Night

$3295 - $9345
Per Week

Ocean Dunes Villa 210 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes is a four story complex composed of 84 villas, located on South Forest Beach Drive along...
Condo 2 / 2 / 6

*
Online booking available

$195 - $300
Per Night

$900 - $1425
Per Week

30 Knotts Way

Hilton Head Island
5 BD/5.5 BA 2nd row ocean home with oceanviews. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Private Poo...
Home 5 / 5 / 14

*
Online booking available

$600 - $1650
Per Night

$3000 - $8250
Per Week

136 Shorewood

Hilton Head Island
2 BD / 2 BA ocean view villa. King, Queen & Twin bed. Sleep sofa. Pool, Hot Tub & Baby Pool on site....
Villa 2 / 2 / 7

*
Online booking available

$195 - $395
Per Night

$975 - $1975
Per Week

New! Ocean-Oriented, Forest Beach Condo Complex, 104 Nort...

Hilton Head Island
This fabulous new OCEAN-ORIENTED, 2 bedroom, 2 bath luxury villa complex is barely a windsong from ...
Villa 2 / 2 / 6

*
Online booking available

$114 - $214
Per Night

$795 - $1495
Per Week

1817 Bluff

Hilton Head Island
2BD/2BA 3rd floor villa overlooking Braddock Cove. King , 2 Twin beds and Sleep Sofa. 3 TV's & WI-FI...
Villa 2 / 2 / 6

*
Online booking available

$150 - $240
Per Night

$750 - $1200
Per Week

Ocean Club 40 - Oceanfront Townhouse with Large Deck

Hilton Head Island
With an over 600 square ft. rooftop deck, guests staying in Ocean 40 enjoy outstanding views of the ...
Condo 3 / 3 / 7

*
Online booking available

$225 - $519
Per Night

$1125 - $2595
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