Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$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 Within earshot of the ...
Villa 2 / 2 / 6

*
Online booking available

$595 - $1395
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

$116 - $149
Per Night

$495 - $1095
Per Week

38 Crabline Court- Near Ocean, Pet Friendly, Pool

Hilton Head Island
38 Crabline Court: 5 BR/ 4 BA, Sleeps 14, .6 miles to the beach   First Floor: Kitchen, Living, Din...
Home 5 / 4 / 14

*
Online booking available

$400 - $760
Per Night

$2800 - $5320
Per Week

8 Osprey - Oceanviews from your porch & 25 steps to the b...

Hilton Head Island
8 Osprey - Oceanviews from your porch & 25 steps to the beach. Just steps to the beach! This newly ...
Home 5 / 3.5 / 11

*
Online booking available

$3095 - $6295
Per Week

Within earshot of the rolling surf

Hilton Head Island
Within earshot of the rolling surf, this 1 bedroom, 2 bath villa is located in the closest Shipyard ...
Villa 1 / 2 / 4

*
Online booking available

$595 - $1195
Per Week

New to Market 2017 3 Br Pet Friendly Villa Golf Views Fre...

Hilton Head Island
New to Market 2017 3 Br Pet Friendly Villa Golf Views Free Bikes 53 Woodbine 53 Woodbine Villas Pr...
Villa 3 / 3 / 6

*
Online booking available

$133 - $400
Per Night

$695 - $1600
Per Week

8 Windjammer Harbour Town Home Private Pool, Free Bikes, ...

Hilton Head Island
8 Windjammer Harbour Town Home Private Pool, Free Bikes, Tennis, Pet Friendly T Bike to Beach, Vac...
Home 4 / 4 / 8

*
Online booking available

$266 - $1750
Per Night

$1395 - $7000
Per Week

Pet Friendly 5th Row Ocean Home in Sea Pines w/ Pool Acce...

Hilton Head Island
Pet Friendly 5th Row Ocean Home in Sea Pines w/ Pool Access at South Beach **South Beach Lane 47** ...
Home 4 / 2 / 8

*
Online booking available

$280 - $380
Per Night

$1400 - $2500
Per Week

Turnberry 211

Hilton Head Island
Turnberry 211 is a beautifully updated two bedroom town home, with a private deck overlooking the la...
Villa 2 / 2 / 5

*
Online booking available

$170 - $355
Per Night

$840 - $1785
Per Week

805 Clipper Court Harbour Town Views, Bike to Beach, Pet ...

Hilton Head Island
805 Clipper Court Harbour Town Views, Bike to Beach, Pet Friendly, Free Bikes #805 Clipper Court W...
Villa 3 / 3 / 6

*
Online booking available

$149 - $800
Per Night

$795 - $3200
Per Week

4 BR Home on the Ocean Side with Private Pool & Pet Friendly

Hilton Head Island
**Seaspray 1** This casual Beach House is just 2 houses from the Beach & offers a large Wrap Arou...
Home 4 / 3 / 10

*
Online booking available

$340 - $520
Per Night

$1700 - $4000
Per Week

Belted Kingfisher 3

Hilton Head Island
Just a two minute walk to the beach, Belted Kingfisher 3 is a newly renovated home with upgrades thr...
Home 4 / 4 / 13

*
Online booking available

$625 - $1335
Per Night

$3150 - $6720
Per Week

1 Collier Beach Road: Oceanview, Singleton Beach, Pet Fri...

Hilton Head Island
1 Collier Beach Road: 5 BR/ 6.5 BA, Sleeps 16, 215 feet to the beach First Floor: Living Area (Slee...
Home 5 / 6.5 / 16

*
Online booking available

$550 - $1250
Per Night

$3570 - $8750
Per Week

Moorings 0910

Hilton Head Island
This is a Pet Friendly Condo! (Dogs Only - Must Call for Details) Moorings 0910 is a resort view, t...
Villa 2 / 3 / 8

*
Online booking available

$180 - $355
Per Night

$945 - $1785
Per Week

16 Ibis Street

Hilton Head Island
Welcome to 16 Ibis Lane situated on the corner of Dune Lane which runs parallel to the beach in the ...
Home 4 / 3 / 10

*
Online booking available

$345 - $700
Per Night

$2415 - $4900
Per Week

7144 Harbourside II

Hilton Head Island
Welcome to 7144 Harbourside II at Shelter Cove Marina in Palmetto Dunes! The unit is located in a M...
Home 2 / 2 / 8

*
Online booking available

$135 - $190
Per Night

$945 - $1330
Per Week

Village House 303, 2 Bedrooms, Pet Friendly, Elevator, Sl...

Hilton Head Island
303 Village House in Port Royal Plantation is a bright, and spacious 2 bedroom, 2 bath corner villa....
Condo 2 / 2 / 6

*
Online booking available

$159 - $299
Per Night

$795 - $1495
Per Week

Tupelo Road 28

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) This adorable ranch style, four-be...
Home 4 / 3 / 8

*
Online booking available

$440 - $945
Per Night

$2205 - $4725
Per Week

New for 2017! Pet Friendly Sea Pines Home, Free Bikes, Po...

Hilton Head Island
New for 2017! Pet Friendly Sea Pines Home, Free Bikes, Pool, 12 Fern Court This home features: * G...
Home 3 / 3 / 8

*
Online booking available

$166 - $750
Per Night

$895 - $3000
Per Week

New to Market! Pet Friendly Evian Villa. Free Bikes, Tenn...

Hilton Head Island
New to Market! Pet Friendly Evian Villa. Free Bikes, Tennis, Pool Sleeps 6 2 Bedroom Evian Villa...
Villa 2 / 2.5 / 6

*
Online booking available

$116 - $166
Per Night

$595 - $1195
Per Week

North Sea Pines Drive 82, 3 Bedroom, Golf View, Sleeps 7

Hilton Head Island
82 North Sea Pines Drive is a cozy 3 bedroom, 2 bath charming Sea Pines home with an excellent locat...
Home 3 / 2 / 7

*
Online booking available

$230 - $497
Per Night

$1150 - $2483
Per Week

4 Ocean Breeze Townhome, 3 Pools, Tennis, Beach, Pet Frie...

Hilton Head Island
4 Ocean Breeze Townhome, 3 Pools, Tennis, Beach, Pet Friendly Escape to the Beach! First Floor Mas...
Condo 3 / 3 / 8

*
Online booking available

$133 - $183
Per Night

$695 - $1495
Per Week

Low Country Manor, 6 Bedroom, Heated Pool, 3rd Row to Bea...

Hilton Head Island
This third row, 6 bedroom, 6.5 bathroom pet friendly, home with heated pool and hot tub is ready for...
Home 6 / 6.5 / 16

*
Online booking available

$419 - $1385
Per Night

$2096 - $6924
Per Week

St. Andrews Common 1753, 2 Bedrooms, Pet Friendly, Sleeps 7

Hilton Head Island
1753 St. Andrews Commons in Palmetto Dunes. Enter this property and let your cares slip away! Cozy a...
Condo 2 / 2 / 7

*
Online booking available

$150 - $259
Per Night

$750 - $1295
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