Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
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

Evian is nestled in one of Shipyard's most beautiful sett...

Hilton Head Island
Evian is nestled in one of Shipyard's most beautiful settings. Lovely 2nd level 2 BR, 2BA townhouse ...
Villa 2 / 2 / 6

*
Online booking available

$99 - $180
Per Night

$695 - $1260
Per Week

Renovated and pretty this 1 bedroom,1 bath Oceanfront villa.

Hilton Head Island
Renovated and pretty this 1 bedroom,1 bath OCEANFRONT villa. Located on the 1st floor, the owners ...
Villa 1 / 1 / 4

*
Online booking available

$99 - $146
Per Night

$695 - $1025
Per Week

Beautiful 1 bedroom Oceanview villa in Palmetto Dunes!

Hilton Head Island
Enjoy a fabulous vacation in the luxurious Barrington Villas. This 1 bedroom, 1.5 Bath 2nd floor oce...
Condo 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1595
Per Week

4 Fazio

Hilton Head Island
4 Fazio is a 3 bedroom 3 bathroom villa located in the beautiful Palmetto Dunes plantation. This vil...
Villa 3 / 3 / 6

$159 - $299
Per Night

$795 - $1495
Per Week

186 Evian

Hilton Head Island
2BD/2BA ground floor villa with golf & lagoon views. King, 2 Twin beds &Sleep Sofa. Pool & Tennis Co...
Villa 2 / 2 / 6

*
Online booking available

$145 - $220
Per Night

$725 - $1100
Per Week

101 Dune - A Hilton Head Beauty; Eclectic Oceanfront Fun!

Hilton Head Island
A treasure is the best way to describe this 5 bedroom, 4 bath OCEANFRONT home with POOL & SPA (heate...
Home 5 / 4 / 12

*
Online booking available

$485 - $985
Per Night

$3395 - $6895
Per Week

2 Burns Court

Hilton Head Island
4 BD/4.5 BA home with Private Pool (cannot be heated) King, King,Queen, 2 Twins plus Sleep sofa (s...
Home 4 / 4 / 10

*
Online booking available

$85 - $700
Per Night

$1750 - $3500
Per Week

1923 South Beach Club

Hilton Head Island
3 BD/2.5 BA 3rd floor villa with Sound views. King, Queen & 2 Doubles. Pool on Site. 1 hr/ day fre...
Villa 3 / 2.5 / 8

*
Online booking available

$240 - $525
Per Night

$1200 - $2625
Per Week

84 South Sea Pines

Hilton Head Island
This Sea Pines home is a perfect vacation destination for your family! Directly across the street fr...
Home 3 / 3.5 / 10

$379 - $599
Per Night

$1895 - $2995
Per Week

An unbelievable oceanfront view!

Hilton Head Island
This beautifully decorated 2 bedroom, 2 bath, 2nd floor beach villa looks straight to the sea. An u...
Villa 2 / 2 / 6

*
Online booking available

$169 - $296
Per Night

$1180 - $2075
Per Week

Evian #279

Hilton Head Island
Enjoy this beautiful and comfortable French Country-style villa. Largest stand alone property in Evi...
Home 3 / 3 / 10

$172 - $285
Per Night

$860 - $1425
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

'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

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

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

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

1105 Seacrest

Hilton Head Island
2 BD/2 BA first floor villa with beautiful ocean views. King, 2 Doubles & Sleep Sofa (SS linens for ...
Villa 2 / 2 / 8

*
Online booking available

$220 - $480
Per Night

$1100 - $2400
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

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

116 Dune Lane

Hilton Head Island
4BD/3.5Ba 2nd row oceanview home with Private Pool (cannot be heated),2 Kings, Queen, 2 Twins & Slee...
Home 4 / 4 / 10

*
Online booking available

$420 - $1160
Per Night

$2100 - $5800
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

130 Dune Lane, 6 Br, 5 Ba, with *heated Pool & Spa

Hilton Head Island
This 2nd row ocean 6 bedroom, 5 bath home with heated pool and spa has all the ingredients for a fab...
Home 6 / 5 / 14

*
Online booking available

$454 - $964
Per Night

$3175 - $6750
Per Week

Updated! Great Family Accommodations. Awesome Fairway Vie...

Hilton Head Island
A Shipyard tradition; Greens villas offer lovely fairway views. 2 BR, 2.5 BA, living, dining, and ki...
Villa 2 / 3 / 6

*
Online booking available

$99 - $180
Per Night

$695 - $1260
Per Week

1 Quail, a Hilton Head winner in North Forest Beach.

Hilton Head Island
This 5 bedroom, 4.5 bath home with *HEATED PRIVATE POOL has all the makings of a perfect vacation. ...
Home 5 / 5 / 12

*
Online booking available

$328 - $656
Per Night

$2295 - $4595
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