Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

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

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

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

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

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

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

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

7 Abalone Lane

Hilton Head Island
This home is a grand fourth row home that will make you question leaving, even if it is a short 4 mi...
Home 5 / 6 / 16

*
Online booking available

$595 - $1300
Per Night

$2520 - $9100
Per Week

Luxury Harbour Town 5Br w/ Private Deck & Lounging Pool -...

Hilton Head Island
Luxury Harbour Town 5Br w/ Private Deck & Lounging Pool - Water Views PROPERTY OVERVIEW Located i...
Home 5 / 4.5 / 15

*
Online booking available

$441 - $558
Per Night

$3079 - $6159
Per Week

Tree Top Villas - Wtt6204 - Nicely decorated -short walk ...

Hilton Head Island
Tree Top Villas - Wtt6204 - Nicely decorated -short walk to Beach & Coligny Photos coming soon... ...
Condo 2 / 2.5 / 6

*
Online booking available

$82 - $176
Per Night

$480 - $880
Per Week

91 Singleton Beach Road

Hilton Head Island
This home is a luxurious and spectacular 4 Bedrooms, 4.5 Bathroom, three-story home with private poo...
Home 4 / 4.5 / 11

*
Online booking available

$525 - $960
Per Night

$2415 - $6720
Per Week

7627 Huntington-Quick150 yards walk to the beach.

Hilton Head Island
This expertly decorated 2nd floor flat at Huntington is a 2 bedroom, 2 bath *pet friendly villa with...
Villa 2 / 2 / 10

*
Online booking available

$160 - $220
Per Night

$735 - $1995
Per Week

1423 S. Beach Villa - Catch Glimpse of Calibogue Sound & ...

Hilton Head Island
1423 S. Beach Villa - Catch Glimpse of Calibogue Sound & Beach This delightfully decorated 2-story,...
Villa 4 / 3 / 10

*
Online booking available

$200 - $280
Per Night

$914 - $3145
Per Week

Seaside Villa 283-Beautiful Oceanside Villa w/Tile floor ...

Hilton Head Island
Seaside Villa 283-Beautiful Oceanside Villa w/Tile floor and Granite Counter This villa offers a se...
Condo 1 / 1 / 6

*
Online booking available

$78 - $162
Per Night

$345 - $865
Per Week

Hilton Head Beach Villa 7 - Beautiful Oceanview Townhome ...

Hilton Head Island
Hilton Head Beach Villa 7 - Beautiful Oceanview Townhome with pool Hilton Head Beach Villa 7 has be...
Condo 3 / 3 / 8

*
Online booking available

$232 - $534
Per Night

$1245 - $2670
Per Week

3 Wanderer Lane

Hilton Head Island
Welcome to 3 Wanderer Lane, a gorgeous elevated two story home that is only steps from the beach, lo...
Home 6 / 4.5 / 12

*
Online booking available

$425 - $1070
Per Night

$2975 - $7490
Per Week

Queens Grant 529, 2 Bedroom, Pool, Sleeps 6

Hilton Head Island
A beautiful, luxurious home surrounded by lush palm trees that provide shade during the warmest days...
Condo 2 / 2 / 6

*
Online booking available

$125 - $227
Per Night

$875 - $1586
Per Week

Courtside 100 - Forest Beach 1st Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
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

$185 - $400
Per Night

$925 - $2000
Per Week

6 Collier Beach Road: Oceanfront, Singleton Beach, Pool T...

Hilton Head Island
This over sized oceanfront 6 bedroom/6.75 bathroom home is everything you have been looking for! Wit...
Home 6 / 6.5 / 22

*
Online booking available

$755 - $2080
Per Night

$3255 - $14560
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