Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Tennismaster 302

Hilton Head Island
3BD/3.5BA Townhouse with Pool Views, Screened Porch & easy walk to the Beach. King, King & Twin, 3 T...
Villa 3 / 3.5 / 10

*
Online booking available

$190 - $330
Per Night

$950 - $1650
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 - $850
Per Night

$1395 - $3695
Per Week

Beach Villa 9 - Oceanside Townhouse-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

$199 - $419
Per Night

$995 - $2095
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

62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min wa...

Hilton Head Island
62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min walk to the ocean Under Renovation 10/18/201...
Home 3 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

Breakers 112

Hilton Head Island
1 BD/1 BA Oceanfront villa on the 1st floor. Queen bed plus Sleep Sofa. Sleep Sofa Linens available...
Villa 1 / 1 / 4

*
Online booking available

$170 - $219
Per Night

$850 - $1095
Per Week

Collier Beach 16

Hilton Head Island
5BD/5.5BA Oceanfront Home w/ Private Pool (heated for a fee) 4 King beds,1 Queen & Sleep Sofa. Sofa ...
Home 5 / 5.5 / 12

*
Online booking available

$1000 - $2200
Per Night

$5000 - $11000
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

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

Shorewood 308

Hilton Head Island
2 BD/ 2BA oceanfront villa. King & 2 twin beds. Sleep Sofa ( sofa linens provided for $25 fee). Zero...
Villa 2 / 2 / 6

*
Online booking available

$300 - $460
Per Night

$1500 - $2300
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

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

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
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

Wood Ibis 4

Hilton Head Island
4BD/3BA 6th row ocean home. King, King, 2 Twins, 2 Twins. SpaciousLiving Room and easy walk to beach...
Home 4 / 3 / 8

*
Online booking available

$330 - $800
Per Night

$1650 - $4000
Per Week

2519 Villamare - 5th Floor upgraded 2 BR villa - Sleeps 8.

Hilton Head Island
This 2 Bedroom, 2 bath villa is located on the 5th floor and has an Ocean view, the complex is locat...
Villa 2 / 2 / 8

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

24 Red Cardinal - 4 Br, 4.5 Ba 2nd row Ocean - Book Now.

Hilton Head Island
Beautiful 2nd row ocean-oriented home in Sea Pines, Hilton Head, is located next to the Beach Club. ...
Home 4 / 4.5 / 10

*
Online booking available

$313 - $313
Per Night

$2195 - $5395
Per Week

Shorewood 507

Hilton Head Island
3 BD/3 BA oceanfront villa. King, 2 Twin beds & 2 Twin beds. Zero EntryOceanfront Pool, Hot Tub & Ba...
Villa 3 / 3 / 6

*
Online booking available

$265 - $530
Per Night

$1325 - $2650
Per Week

Ocean One 422 - Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 8

*
Online booking available

$190 - $399
Per Night

$950 - $1995
Per Week

Hilton Head Cabana 65 - 2 BR 1 and 1/2 BA Poolside Townhome

Hilton Head Island
Located on South Forest Beach Drive just across the street from the beach, this two bedroom one and ...
Condo 2 / 1.5 / 6

*
Online booking available

$110 - $190
Per Night

$500 - $945
Per Week

Kingston Cove 23

Hilton Head Island
3 BD/ 2 BA Home with Screened Porch overlooking Lagoon & Golf Course.King, Queen, 2 Twins plus Futon...
Home 3 / 2 / 7

*
Online booking available

$240 - $330
Per Night

$1200 - $1650
Per Week

6 Wanderer Lane - 2nd Row Ocean and renovated. $500 Off S...

Hilton Head Island
6 Wanderer Lane - 2nd Row Ocean and renovated. $500 Off Spring Rental Rates Beautiful and newly upd...
Home 5 / 3 / 10

*
Online booking available

$314 - $314
Per Night

$2195 - $5695
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

$71 - $128
Per Night

$495 - $995
Per Week

3001 Turtle Lane- Spectacular Oceanfront Views with aweso...

Hilton Head Island
3001 Turtle Lane- Spectacular Oceanfront Views with awesome sunrises/sunsets Stay at one of the mos...
Villa 4 / 4 / 8

*
Online booking available

$242 - $242
Per Night

$1695 - $4495
Per Week

2112 Windsor Place II - Beautiful Villa with Beautiful La...

Hilton Head Island
2112 Windsor Place II - Beautiful Villa with Beautiful Landscape Views! This 1st floor 2 bedroom, 2...
Villa 2 / 2 / 7

*
Online booking available

$128 - $128
Per Night

$895 - $2295
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