Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

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

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

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 7148H Call for Reservations - ...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
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

$743 - $2234
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

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

$510 - $1562
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

Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Beautifully decorated, this one bedro...
Condo 1 / 1 / 6

*
Online booking available

$88 - $184
Per Night

$445 - $920
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

Courtside 97 - 1st Floor Flat - Wonderful Ground Floor Flat

Hilton Head Island
Courtside 97 is a favorite among repeat guests with it's close proximity to the pool and short walk ...
Condo 2 / 2 / 6

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

Seaside Villa 277 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 6

*
Online booking available

$78 - $162
Per Night

$345 - $865
Per Week

Great Location in South Beach with Free Access to South B...

Hilton Head Island
Great Location in South Beach with Free Access to South Beach Pool **South Beach Villa 1402** Th...
Villa 3 / 3 / 9

*
Online booking available

$250 - $450
Per Night

$1100 - $2000
Per Week

Moorings 6162

Hilton Head Island
Moorings 6162 is a two bedroom condo located a quick walk from the beach in Palmetto Dunes. This par...
Villa 2 / 3 / 6

*
Online booking available

$145 - $315
Per Night

$735 - $1575
Per Week

Carolina Place 3416

Hilton Head Island
Carolina Place 3416 is a lagoon view, two-bedroom (plus loft) condo located in Sea Pines. This is a ...
Villa 2 / 3 / 8

*
Online booking available

$160 - $315
Per Night

$840 - $1575
Per Week

Breakers 136, 1 Bedroom, Ocean View, Pool, Sleeps 4

Hilton Head Island
Breakers 136 is a fully furnished and renovated vacation property with an updated kitchen, living ar...
Condo 1 / 1 / 4

*
Online booking available

$113 - $225
Per Night

$788 - $1575
Per Week

75 Baynard Cove - Luxurious modern 4 BR Sea Pines home wi...

Hilton Head Island
75 Baynard Cove - Luxurious modern 4 BR Sea Pines home with private pool Unbelievable art deco home...
Home 4 / 3.5 / 8

*
Online booking available

$2095 - $9995
Per Week

27 Mallard- 3rd row from the ocean - Less than 50 yards t...

Hilton Head Island
27 Mallard- 3rd row from the ocean - Less than 50 yards to the beach. This contemporary coastal hom...
Home 6 / 6 / 16

*
Online booking available

$560 - $560
Per Night

$2582 - $8011
Per Week

223 Evian-Pool, Tennis a Quick Bike Ride to Beach

Hilton Head Island
This lovely 2nd floor villa has golf course views is located in the heart of Shipyard Plantation. Th...
Villa 2 / 2 / 6

*
Online booking available

$140 - $160
Per Night

$561 - $1515
Per Week

258 Stoney Creek. Lovely 3 Bedroom Townhouse in Harbour Town

Hilton Head Island
This lovely 3 bedroom, 3 bath townhouse is located in the heart of Harbour Town. Decorated in bright...
Villa 3 / 3 / 7

*
Online booking available

$180 - $600
Per Night

$700 - $3000
Per Week

Oceanfront 1 Bedroom Villa with Private Oceanfront Balcony!

Hilton Head Island
**Breakers 114** This charming one bedroom villa boasts spectacular Oceanfront Views and a Privat...
Villa 1 / 1 / 4

*
Online booking available

$170 - $200
Per Night

$750 - $1195
Per Week

Deer Run Lane 48

Hilton Head Island
This single story three bedroom, home offers a peaceful wooded view from its back deck. It’s located...
Home 3 / 3 / 6

*
Online booking available

$235 - $505
Per Night

$1190 - $2555
Per Week

Ketch Court 824

Hilton Head Island
Ketch Court 824 is a three bedroom condo located in the heart of Harbour Town in Sea Pines. This is ...
Villa 3 / 2 / 8

*
Online booking available

$145 - $530
Per Night

$735 - $2660
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