Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely...

Hilton Head Island
3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely decorated This nicely decorate villa has ...
Condo 3 / 2 / 8

*
Online booking available

$107 - $290
Per Night

$620 - $1320
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

$85 - $142
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 Within earshot of the ...
Villa 2 / 2 / 6

*
Online booking available

$595 - $1395
Per Week

"Makin Memrees" at Evian in Shipyard Plantation, Hilton Head

Hilton Head Island
Welcome to “Makin Memrees”, a vacation rental villa in the Evian Resort area of Shipyard Plantation ...
Villa 2 / 2 / 5

$800 - $1250
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

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

$240 - $525
Per Night

$1200 - $2300
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

$205 - $430
Per Night

$1025 - $2150
Per Week

Hilton Head Beach Villa 18 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three be...
Condo 3 / 3 / 8

*
Online booking available

$232 - $515
Per Night

$1170 - $2470
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 Under Renovation 10/18/...
Home 3 / 2 / 6

*
Online booking available

$895 - $1895
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

$220 - $500
Per Night

$1100 - $2400
Per Week

Beach Villa 13 - Oceanside Townhouse - Recently Updated

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

$205 - $430
Per Night

$1025 - $2150
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

$85 - $156
Per Night

$495 - $1095
Per Week

Surf Court 7 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2.5 / 6

*
Online booking available

$125 - $220
Per Night

$625 - $1100
Per Week

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$93 - $210
Per Night

$495 - $970
Per Week

Seaside Villa 391 - 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 - $154
Per Night

$345 - $825
Per Week

1103 Villamare-1st floor Villa just steps to the beach!

Hilton Head Island
Located Oceanfront in Palmetto Dunes, this nice villa looks toward the pool & ocean and is surround...
Villa 2 / 2 / 8

*
Online booking available

$795 - $1895
Per Week

3 Night Heron Lakeside-Quick walk to beach, Pool & Tennis...

Hilton Head Island
3 Night Heron Lakeside-Quick walk to beach, Pool & Tennis On-Site This adorable 3 bedroom, 2.5 bath...
Home 3 / 2.5 / 8

*
Online booking available

$1095 - $2500
Per Week

12 N. Live Oak-8 min easy walk to beach -August Weeks Ava...

Hilton Head Island
12 N. Live Oak-8 min easy walk to beach -August Weeks Available Starting 8/20 Walk to the beach fro...
Home 3 / 3 / 10

*
Online booking available

$1195 - $3295
Per Week

Seaside Villa 327 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Looking for a beautiful villa with a spectacular view of the ocean? Look no farther!!! This villa ...
Villa 1 / 1 / 6

*
Online booking available

$83 - $173
Per Night

$420 - $920
Per Week

Beautiful 34 Ocean Breeze beach oriented. Pet friendly, f...

Hilton Head Island
Beautiful 34 Ocean Breeze beach oriented. Pet friendly, free bikes and tennis The following ameniti...
Condo 2 / 2.5 / 6

*
Online booking available

$85 - $142
Per Night

$495 - $995
Per Week

113 Seaside Villas

Hilton Head Island
Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday ...
Villa 1 / 1 / 4

*
Online booking available

$120 - $225
Per Night

$805 - $1260
Per Week

Beautiful Views of Private Pool, Spa, Lagoon & Golf. Pet ...

Hilton Head Island
Beautiful Views of Private Pool, Spa, Lagoon & Golf. Pet Friendly Home! **Red Maple 20** This ch...
Home 4 / 4 / 12

*
Online booking available

$380 - $750
Per Night

$1900 - $3500
Per Week

5 BR Eclectic Home with Fabulous Pool & just 1 House from...

Hilton Head Island
5 BR Eclectic Home with Fabulous Pool & just 1 House from the Beach! **Spotted Sandpiper 12** Th...
Home 5 / 3 / 11

*
Online booking available

$500 - $1375
Per Night

$2500 - $6000
Per Week

Sandhill Crane 03

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 03 2016 - Aug 05 2016 : Saturday ...
Home 5 / 5 / 12

*
Online booking available

$725 - $1530
Per Night

$3640 - $7665
Per Week

Queens Grant

Hilton Head Island
This is a wonderful two bedroom, two bath - Queens Grant Condo, located in the heart of Palmetto Dun...
Villa 2 / 2 / 8

*
Online booking available

$195 - $250
Per Night

$1225 - $1750
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