Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Water Oak 33

Hilton Head Island
3BD/3BA home with Private Pool & Billiard Room. King, King, Queen,Twin & Trundle. Multiple Flat Scre...
Home 3 / 3.5 / 8

*
Online booking available

$440 - $600
Per Night

$2200 - $3000
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 / 3.5 / 8

*
Online booking available

$199 - $419
Per Night

$995 - $2095
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

$115 - $198
Per Night

$500 - $990
Per Week

New Listing! Renovated 2 BR Treetops Villa, Free Bikes, P...

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

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Beach Villa 9 - Oceanside-Gated Community-Take $100 Off A...

Hilton Head Island
Beach Villa 9 - Oceanside-Gated Community-Take $100 Off All Summer Weeks Stay ocean-side and enjoy ...
Condo 3 / 3 / 7

*
Online booking available

$199 - $419
Per Night

$995 - $2095
Per Week

Red Maple 20

Hilton Head Island
4 BD/4 BA two story home with Private Pool* & Spa* (*can be heated for a fee). Golf & Lagoon Views. ...
Home 4 / 4 / 12

*
Online booking available

$330 - $600
Per Night

$1650 - $3000
Per Week

4br -Direct Oceanfront Home..Private Pool and Spa

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

Schooner Court 704

Hilton Head Island
4BD/4.5BA Townhouse with breathtaking views of Calibogue Sound.Located in the Heart of Harbourtown, ...
Villa 4 / 4.5 / 8

*
Online booking available

$360 - $550
Per Night

$1800 - $2750
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

$85 - $85
Per Night

$595 - $1395
Per Week

Breakers 102

Hilton Head Island
1 BD/1 BA first floor villa on the beach. Queen bed & Day bed plus Sleep Sofa Linens available for ...
Villa 1 / 1 / 5

*
Online booking available

$135 - $180
Per Night

$675 - $900
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

$128 - $128
Per Night

$895 - $1895
Per Week

Windsor Place 107

Hilton Head Island
2 BD/2 BA 1st Floor Ocean View Villa. King & 2 Twin Beds, Sleep Sofa (Sofa bed linens rentable for $...
Villa 2 / 2 / 6

*
Online booking available

$265 - $410
Per Night

$1325 - $2050
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

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

$120 - $205
Per Night

$550 - $1025
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

Luxurious Beachfront Villa, Water Views Free Bikes Wifi T...

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

*
Online booking available

$199 - $625
Per Night

$1395 - $3695
Per Week

Beachwood 1G - Ocean View Forest Beach Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$155 - $299
Per Night

$775 - $1495
Per Week

73-74 Moorings-Pretty 2 BR Villa Just Steps to the Beach!

Hilton Head Island
This 1st floor 2 bedroom, 3 bath villa is located only a few steps away from the beach of the Atlant...
Villa 2 / 3 / 8

*
Online booking available

$99 - $99
Per Night

$695 - $1595
Per Week

Dune Lane 116

Hilton Head Island
4BD/3.5Ba 2nd row oceanview home with Private Pool* (*can be heated for add'l fee) 2 Kings, Queen, 2...
Home 4 / 3.5 / 10

*
Online booking available

$550 - $1100
Per Night

$2750 - $5500
Per Week

231 Beachside Homes -4 BRs and close to every South Beach...

Hilton Head Island
231 Beachside Homes -4 BRs and close to every South Beach amenity! HILTON HEAD ISLAND AS IT WAS MEA...
Home 4 / 4 / 8

*
Online booking available

$156 - $156
Per Night

$1095 - $2995
Per Week

Ocean One 105 - Wonderful Oceanfront 1st Floor Condo

Hilton Head Island
The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. ...
Condo 3 / 3 / 8

*
Online booking available

$239 - $530
Per Night

$1195 - $2650
Per Week

New to Market, Newly Renovated Luxury Treetops Villa, Fre...

Hilton Head Island
New to Market, Newly Renovated Luxury Treetops Villa, Free Bikes, Tennis Wifi Beautifully Renovated...
Villa 3 / 3 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

2419 Villamare - Beautiful 4th floor Villa - Indoor Heate...

Hilton Head Island
2419 Villamare - Beautiful 4th floor Villa - Indoor Heated Pool and More!!! All dressed up and read...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

Forest Beach Villa 303 - Forest Beach One Level Flat

Hilton Head Island
Forest Beach Villas 303 is 100 yards from the Coligny Beach Park with one pedestrian friendly road t...
Condo 2 / 2 / 4

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

Shorewood 537 - Oceanview 5th Floor Condo

Hilton Head Island
With a 5th floor balcony accessible by the living room and master bedroom, guests staying in Shorewo...
Condo 2 / 2 / 6

*
Online booking available

$190 - $379
Per Night

$950 - $1895
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