Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Hilton Head Island
105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to Shipyard Beach Club This 1st floor 2 bedro...
Villa 2 / 2 / 6

*
Online booking available

$120 - $160
Per Night

$451 - $1519
Per Week

Seascape Villa 3088-Beautifully Decorated, Relaxing Atmos...

Hilton Head Island
Seascape Villa 3088-Beautifully Decorated, Relaxing Atmosphere This nicely decorated villa has all ...
Condo 3 / 2 / 8

*
Online booking available

$132 - $284
Per Night

$745 - $1420
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 - $460
Per Night

$1000 - $2300
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

$250 - $400
Per Night

$1100 - $2400
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

$270 - $475
Per Night

$1200 - $2500
Per Week

805 Clipper Court Harbour Town Views, Bike to Beach, Pet ...

Hilton Head Island
805 Clipper Court Harbour Town Views, Bike to Beach, Pet Friendly, Free Bikes Call for Reservations...
Villa 3 / 3 / 6

*
Online booking available

$149 - $800
Per Night

$795 - $3200
Per Week

Seaside Villa 268 - Nicely renovated oceanfront close to ...

Hilton Head Island
Seaside Villa 268 - Nicely renovated oceanfront close to dining & shopping Beautifully decorated, t...
Condo 1 / 1 / 6

*
Online booking available

$88 - $184
Per Night

$445 - $920
Per Week

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 - $460
Per Night

$1000 - $2300
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

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

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach Call for Reservations - Brad: ...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
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

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 Ideally located for a s...
Home 3 / 2 / 6

*
Online booking available

$180 - $180
Per Night

$647 - $2171
Per Week

Seascape Villas 3215 - Cozy ocean oriented town home. sho...

Hilton Head Island
Seascape Villas 3215 - Cozy ocean oriented town home. short walk to beach Seascape Villas offers a ...
Condo 2 / 2 / 6

*
Online booking available

$82 - $202
Per Night

$485 - $1010
Per Week

34 Hilton Head Cabana

Hilton Head Island
Welcome to 34 Hilton Head Cabana, a wonderful villa located in South Forest Beach! This lovely villa...
Villa 2 / 1 / 6

*
Online booking available

$115 - $190
Per Night

$805 - $1330
Per Week

4 Wanderer Lane

Hilton Head Island
Welcome to 4 Wanderer Lane in wonderful North Forest Beach on Hilton Head Island! The home has been ...
Home 6 / 4.5 / 16

*
Online booking available

$595 - $1100
Per Night

$4165 - $7700
Per Week

Oceana

Hilton Head Island
Oceana is a two bedroom, one bathroom vacation rental in the fun  of Forest Beach. Forest Beach, the...
Condo 2 / 1 / 6

*
Online booking available

$60 - $165
Per Night

$350 - $1015
Per Week

Waters Edge

Hilton Head Island
Water’s Edge offers spectacular direct oceanfront views and exudes luxury and elegance. This is the ...
Home 4 / 4.5 / 8

*
Online booking available

$705 - $1825
Per Night

$4305 - $12775
Per Week

Island Getaway

Hilton Head Island
Island Getaway truly lives up to its name and will deliver the vacation of a lifetime. Sleeping a to...
Home 7 / 5.5 / 20

*
Online booking available

$455 - $1605
Per Night

$2730 - $9625
Per Week

Villa de Goulet

Hilton Head Island
This is luxury! This is relaxation! This is Villa de Goulet. 2515 Seacrest in Forest Beach on Hilton...
Condo 3 / 3 / 12

*
Online booking available

$195 - $790
Per Night

$1155 - $4690
Per Week

Point of View

Hilton Head Island
Water views to the beach, comfort and convenience: that’s what you want in a vacation, and that’s wh...
Condo 3 / 2.5 / 8

*
Online booking available

$155 - $530
Per Night

$945 - $3185
Per Week

Laguna Breeze

Hilton Head Island
This sophisticated coastal home boasts 5 bedrooms, 5 bathrooms and sleeps 15. Immediately upon enter...
Home 5 / 5 / 15

*
Online booking available

$475 - $1390
Per Night

$2870 - $9730
Per Week

Sea Pearl

Hilton Head Island
For those seeking an ideal vacation getaway on Hilton Head Island; the Palmetto Dunes Resort and The...
Condo 2 / 2 / 8

*
Online booking available

$115 - $430
Per Night

$700 - $2625
Per Week

Beach Thyme

Hilton Head Island
Located at Sea Crest in North Forest Beach, Beach Thyme is the perfect property to relax sea-side. T...
Condo 1 / 1.5 / 4

*
Online booking available

$115 - $340
Per Night

$735 - $1995
Per Week

Atlantic Bliss

Hilton Head Island
Atlantic Bliss is a wonderful oceanfront 2BR/2BA condo at Barrington Arms in Palmetto Dunes! With st...
Condo 2 / 2 / 8

*
Online booking available

$145 - $495
Per Night

$945 - $2975
Per Week

Island Oasis

Hilton Head Island
Where can you vacation with 20 other family members or friends and still find something special for ...
Home 6 / 6 / 20

*
Online booking available

$475 - $1750
Per Night

$2870 - $10535
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