Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $149
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

$595 - $1395
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 This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

6 Cassina-3rd Row Ocean, steps to the beach.

Hilton Head Island
Dramatic, Funky & Fun is the best way to describe this 4 bedroom, 4.5 bath house with private *HEAT...
Home 4 / 4.5 / 10

*
Online booking available

$1595 - $4295
Per Week

20 Knotts Way

Hilton Head Island
Welcome to 20 Knotts Way, a beautiful 3 story newer home on a private gated street in North Forest B...
Home 6 / 6.5 / 16

*
Online booking available

$570 - $1440
Per Night

$3990 - $10080
Per Week

40 Hilton Head Cabana

Hilton Head Island
Welcome to 40 Hilton Head Cabana, a nice condo complex located in South Forest Beach. This wonderful...
Home 2 / 1 / 6

*
Online booking available

$125 - $200
Per Night

$875 - $1400
Per Week

Beachwalk 182

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Beach Walk 182 is a lovely two be...
Villa 2 / 2 / 8

*
Online booking available

$180 - $390
Per Night

$945 - $1960
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

Evian 298, Ground Floor, 2 Bedrooms, Pool, Sleeps 8

Hilton Head Island
298 Evian, Shipyard Plantation - This villa is a gem! This 2 bedroom, 2 bath 1st floor updated villa...
Condo 2 / 2 / 8

*
Online booking available

$139 - $250
Per Night

$695 - $1250
Per Week

Dune Lane 101

Hilton Head Island
This lovely oceanfront home offers a pool and spacious deck for enjoying life at the beach! The sec...
Home 5 / 4 / 12

*
Online booking available

$930 - $1940
Per Night

$4690 - $9765
Per Week

Evian 192, 2 Bedroom, Lagoon View, Community Pool, Sleeps 4

Hilton Head Island
Evian 192 in Shipyard Plantation is a Low-Country Cottage. This 2 Bedroom, 2 Bath villa has all the ...
Condo 2 / 2 / 4

*
Online booking available

$179 - $339
Per Night

$895 - $1695
Per Week

Cotton 1, 3 Bedrooms, Private Pool, Pet Friendly, Sleeps 8

Hilton Head Island
1 Cotton Lane in Sea Pines Plantation is completely renovated and absolutely beautiful! The perfect ...
Home 3 / 3 / 8

*
Online booking available

$319 - $797
Per Night

$1595 - $3985
Per Week

Lighthouse Tennis 2374

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Call for Details) Lighthouse Tennis 2374 is a one bedroo...
Villa 1 / 1 / 2

*
Online booking available

$130 - $265
Per Night

$700 - $1365
Per Week

Plantation Club 490

Hilton Head Island
Golf Course Renovation through late September 2016 – Call Office for Details. This is a Pet Friendl...
Villa 3 / 3 / 6

*
Online booking available

$240 - $660
Per Night

$1260 - $3325
Per Week

Village House 307, 2 Bedrooms, Pet Friendly, Elevator, Sl...

Hilton Head Island
307 Village House in Port Royal Plantation is an attractive 2 bedroom 2 bath, 3rd floor, with elevat...
Condo 2 / 2 / 8

*
Online booking available

$150 - $270
Per Night

$750 - $1350
Per Week

Luxurious Sound Villa, Water Views, Beach Free Bikes Wifi...

Hilton Head Island
Luxurious Sound Villa, Water Views, Beach Free Bikes Wifi Tennis Pet Friendly BEACHFRONT TOWNHOUSE ...
Villa 4 / 4 / 8

*
Online booking available

$299 - $449
Per Night

$1395 - $3795
Per Week

6 Sweet Gum Lane, near the Pool & Action, Free Bikes, Ten...

Hilton Head Island
6 Sweet Gum Lane, near the Pool & Action, Free Bikes, Tennis, Pet Friendly New additions for 2016 i...
Home 3 / 2 / 8

*
Online booking available

$166 - $500
Per Night

$895 - $2095
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 - $285
Per Night

$825 - $1500
Per Week

124 N Forest Beach Ct-Oceanfront, Pool & Hot Tub

Hilton Head Island
Beautiful is the only word that comes to mind when describing this 6 bedroom, 6 ½ bath beautiful OC...
Home 6 / 6.5 / 14

*
Online booking available

$3795 - $9495
Per Week

21 Ocean Breeze. Private Back Deck. Free Bikes Pool Tenni...

Hilton Head Island
21 Ocean Breeze. Private Back Deck. Free Bikes Pool Tennis Pet Friendly Escape to the Beach! New De...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

81 Ocean Breeze, All brand new furnishings. Free Bikes, p...

Hilton Head Island
81 Ocean Breeze, All brand new furnishings. Free Bikes, pool, tennis. Dogs Ok This unit is brand ne...
Condo 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
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 / 8

*
Online booking available

$116 - $500
Per Night

$595 - $2000
Per Week

Shell Ring Road 63

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) This spacious ranch-style home off...
Home 3 / 3 / 6

*
Online booking available

$290 - $625
Per Night

$1470 - $3115
Per Week

Slack Tide 6, 4 Bedrooms, Lagoon View, Pet Friendly, Slee...

Hilton Head Island
6 Slack Tide, Palmetto Dunes features 4 bedrooms and awesome views of the lagoon! So bring your fish...
Home 4 / 3.5 / 11

*
Online booking available

$279 - $635
Per Night

$1395 - $3176
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

$170 - $535
Per Night

$840 - $2695
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