Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

$139 - $179
Per Night

$495 - $1095
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

Anchorage 7486, 2 BRs, Lagoon View, Pool, Hot Tub, Sleeps 6

Hilton Head Island
7486 Anchorage, Shelter Cove. This 2 bedroom, 2 bath villa offers a unique split level floor plan f...
Villa 2 / 2 / 6

*
Online booking available

$119 - $179
Per Night

$595 - $1095
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

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

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

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

Beach & Tennis Ar105, 1 BR, Ocean View, 2 Pools, Sleeps 6

Hilton Head Island
105 Admirals Row, Hilton Head Beach and Tennis, Folly Field Beach. The Island's Most Popular Famil...
Villa 1 / 1 / 6

*
Online booking available

$136 - $190
Per Night

$695 - $1250
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

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

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

$119 - $159
Per Night

$495 - $995
Per Week

1106 Seacrest-Oceanviews, walk to dining, shopping & acti...

Hilton Head Island
1106 Seacrest-Oceanviews, walk to dining, shopping & activities. Located in building 1 this 3 bedro...
Villa 3 / 3 / 10

*
Online booking available

$1295 - $3295
Per Week

6 Bayberry - Family Friendly, 3rd Row Ocean & 4 Bedrooms

Hilton Head Island
In November of 2015 this wonderful 3rd row home with private *heated pool & spa was updated with all...
Home 4 / 3 / 12

*
Online booking available

$1495 - $3995
Per Week

3501 Seacrest - Oceanfront 5th Floor Penthouse. Wow views!

Hilton Head Island
This top floor penthouse OCEANFRONT villa is the premier 3 bedroom accommodation on Hilton Head Isla...
Villa 3 / 3 / 6

*
Online booking available

$2095 - $4895
Per Week

Ocean One 209 - Complete Renovation in 2016 - Spectacular...

Hilton Head Island
Ocean One 209 - Complete Renovation in 2016 - Spectacular Oceanfront Gem! This unit sold in late 20...
Condo 2 / 2 / 6

*
Online booking available

$215 - $450
Per Night

$1075 - $2250
Per Week

Ocean Dunes Villa 103 - Deluxe 1 BR 1 BA Oceanview Condo

Hilton Head Island
Renovated in 2008, this beautifully decorated one bedroom villa has a full kitchen, combined living ...
Condo 1 / 1 / 4

*
Online booking available

$88 - $199
Per Night

$495 - $915
Per Week

15 Avocet Street- Pool/Spa, Quick Walk to Beach & Coligny...

Hilton Head Island
15 Avocet Street- Pool/Spa, Quick Walk to Beach & Coligny Plaza 15 AVOCET - A BIRD'S SONG ABOUT THE...
Home 4 / 3 / 12

*
Online booking available

$1595 - $4195
Per Week

6 Wanderer Lane-Pretty Renovated, 2nd Row Ocean beach hom...

Hilton Head Island
6 Wanderer Lane-Pretty Renovated, 2nd Row Ocean beach home w/ views of beach. Beautiful and newly u...
Home 5 / 3 / 10

*
Online booking available

$2195 - $5695
Per Week

New Remodel! 78 Ocean Breeze Villa Free Bikes Tennis Pool...

Hilton Head Island
New Remodel! 78 Ocean Breeze Villa Free Bikes Tennis Pool Beach Pet Friendly Newly Renovated Kitche...
Condo 3 / 3 / 6

*
Online booking available

$159 - $219
Per Night

$695 - $1495
Per Week

2 Bedroom Oceanside Villa with Partial Ocean Views

Hilton Head Island
**Shorewood 139** This charming first floor; single level villa with partial Ocean Views features...
Villa 2 / 2 / 6

*
Online booking available

$190 - $400
Per Night

$950 - $1700
Per Week

Harbourside 7123

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Villa 1 / 1.5 / 4

*
Online booking available

$155 - $290
Per Night

$805 - $1470
Per Week

Mooring Buoy 48

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Home 4 / 6 / 14

*
Online booking available

$625 - $1335
Per Night

$3150 - $6720
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