Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $141
Per Night

$495 - $995
Per Week

New To Market! Immaculate Shelter Cove Villa, Free Bikes,...

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 2 Bedrooms, 2 Bathrooms, Elev...
Villa 2 / 2 / 8

*
Online booking available

$116 - $155
Per Night

$495 - $1095
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

$736 - $2513
Per Week

St. Andrews Common 1658, 1 Bedroom, Large Pool, Ground Fl...

Hilton Head Island
This Palmetto Dunes 1 bedroom, 1.5 baths, 1st floor, spacious villa is convenient to everything on H...
Condo 1 / 1.5 / 4

*
Online booking available

$93 - $202
Per Night

$993 - $993
Per Week

Canvas Back 12

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) This recently renovated home is on...
Home 5 / 4 / 14

*
Online booking available

$595 - $1310
Per Night

$2975 - $6580
Per Week

280 Evian Villa

Hilton Head Island
Welcome to unit 280 Evian in the heart of Shipyard Plantation! This unit is a flat, so there are no...
Home 2 / 2 / 6

*
Online booking available

$135 - $170
Per Night

$945 - $1190
Per Week

Henry Lane 11, 4 Bedroom, Private Pool, Walk to Beach, Sl...

Hilton Head Island
Henry Lane 11 is a wonderful 4 bedroom house with a private pool in Singleton Beach in the newest ar...
Home 4 / 4.5 / 14

*
Online booking available

$266 - $759
Per Night

$1833 - $2807
Per Week

Fazio 19, 3 Bedrooms, Beautiful Pool View, Sleeps 10

Hilton Head Island
Fazio 19, Palmetto Dunes is a beautiful 3 bedroom condo with pool. Named for the Fazio Golf course i...
Condo 3 / 3 / 10

*
Online booking available

$150 - $318
Per Night

$903 - $1639
Per Week

Gloucester Road 77, 3 Bedrooms, Hot Tub, Golf View, Sleep...

Hilton Head Island
77 Gloucester Road in Shipyard Plantation is a bright, open and beautiful home with expansive golf v...
Home 3 / 3 / 10

*
Online booking available

$208 - $527
Per Night

$1949 - $1949
Per Week

Pet Friendly 5th Row Ocean Home in Sea Pines w/ Pool Acce...

Hilton Head Island
Pet Friendly 5th Row Ocean Home in Sea Pines w/ Pool Access at South Beach **South Beach Lane 47** ...
Home 4 / 2 / 8

*
Online booking available

$280 - $500
Per Night

$1400 - $2485
Per Week

Luxurious Renovated 6 Cannon Row Home. Everything is new!...

Hilton Head Island
Luxurious Renovated 6 Cannon Row Home. Everything is new! Free Bikes & Tennis Lagoon Views Short w...
Home 3 / 2 / 8

*
Online booking available

$183 - $550
Per Night

$1095 - $2495
Per Week

7144 Harbourside II

Hilton Head Island
Welcome to 7144 Harbourside II at Shelter Cove Marina in Palmetto Dunes! The unit is located in a M...
Home 2 / 2 / 8

*
Online booking available

$135 - $190
Per Night

$945 - $1330
Per Week

4 BR Home on the Ocean Side with Private Pool & Pet Friendly

Hilton Head Island
**Seaspray 1** This casual Beach House is just 2 houses from the Beach & offers a large Wrap Arou...
Home 4 / 3 / 10

*
Online booking available

$340 - $700
Per Night

$1700 - $3500
Per Week

Mooring Buoy 48

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) With only a two minute walk to the...
Home 4 / 6 / 14

*
Online booking available

$670 - $1455
Per Night

$3395 - $7315
Per Week

Ketch Court 825

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Ketch Court 825 is a two bedroom ...
Villa 2 / 1 / 6

*
Online booking available

$155 - $545
Per Night

$770 - $2730
Per Week

Anchorage 7472, 3 Bedrooms, Penthouse, Heated Community P...

Hilton Head Island
Anchorage 7472, Penthouse located in the Shelter Cove area of Palmetto Dunes, this top floor three b...
Condo 3 / 3 / 8

*
Online booking available

$99 - $250
Per Night

$598 - $1075
Per Week

13 Moonshell Road

Hilton Head Island
First Floor: Kitchen, Living, Dining Area (table seats 8 and bar seats 2), TV Bedroom 1: First Floo...
Home 4 / 3.5 / 14

*
Online booking available

$535 - $895
Per Night

$2870 - $6265
Per Week

Golfmaster 304, 2 Bedrooms, Large Pool, Tennis, Sleeps 10

Hilton Head Island
304 Golfmaster in Shipyard Plantation is located near the Clipper Golf Course. This 2 bedroom, 2.5 b...
Condo 2 / 2.5 / 10

*
Online booking available

$99 - $239
Per Night

$598 - $1028
Per Week

8 Beach Arbor, End Unit Villa, Pool, Walk to Beach, Free ...

Hilton Head Island
8 Beach Arbor, End Unit Villa, Pool, Walk to Beach, Free Bikes, Pet Friendly Your next Hilton Head ...
Villa 2 / 2.5 / 4

*
Online booking available

$99 - $141
Per Night

$495 - $995
Per Week

Cute Pet Friendly Villa with Golf & Lagoon Views! Walk to...

Hilton Head Island
Cute Pet Friendly Villa with Golf & Lagoon Views! Walk to Beach! **Fairway Lane 71** Enjoy the r...
Villa 2 / 2 / 6

*
Online booking available

$165 - $350
Per Night

$825 - $1505
Per Week

Newly Furnished Beautiful Pet Friendly Vacation Home, 3 B...

Hilton Head Island
Newly Furnished Beautiful Pet Friendly Vacation Home, 3 Bds, 2 Ba 11 Deer Run Completely new furnis...
Home 3 / 2 / 8

*
Online booking available

$183 - $625
Per Night

$1095 - $2500
Per Week

Mizzenmast Court 02

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details & Fee) This three story home is loc...
Home 5 / 4 / 15

*
Online booking available

$420 - $3350
Per Night

$2135 - $16765
Per Week

523 Plantation Club, Beautifully Renovated, Free Bikes, P...

Hilton Head Island
523 Plantation Club, Beautifully Renovated, Free Bikes, Pool, Pet Friendly Plantation Club is locat...
Villa 2 / 2 / 6

*
Online booking available

$116 - $500
Per Night

$595 - $2000
Per Week

2 BR * Pet Friendly * Single Level Villa & Easy Walk to t...

Hilton Head Island
2 BR * Pet Friendly * Single Level Villa & Easy Walk to the Beach! **Beachwalk Villa 204** Situa...
Villa 2 / 2 / 7

*
Online booking available

$160 - $300
Per Night

$800 - $1505
Per Week

30 Crabline Court: Singleton Beach, Near Ocean

Hilton Head Island
30 Crabline Court: 4 BR/ 4.5 BA, Sleeps 10, .6 miles to the beach   First Floor: Kitchen, Living, D...
Home 4 / 4.5 / 10

*
Online booking available

$285 - $680
Per Night

$1995 - $4760
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