Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $265
Per Night

$1325 - $1325
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 - $330
Per Night

$1650 - $1650
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

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

Singleton Beach 5

Hilton Head Island
6 BD/6.5 BA three story Oceanfront home. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Sleep sofa (Sofa li...
Home 6 / 7 / 16

*
Online booking available

$1000 - $1000
Per Night

$5000 - $5000
Per Week

Beautiful 6 Bedroom 2nd row w/Ocean view on Hilton Head

Hilton Head Island
Gracious in design, the home provides enough room and privacy for just about everything and everyone...
Home 6 / 5 / 14

$600 - $1000
Per Night

$4500 - $6695
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

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

$99 - $142
Per Night

$695 - $1795
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

Shorewood 433

Hilton Head Island
2 Bd/ 2 Ba 4th floor villa with Pool & Oceanfront views. King, 2 Twins & Sofa bed (sofa linens rent...
Villa 2 / 2 / 6

*
Online booking available

$200 - $200
Per Night

$1000 - $1000
Per Week

Waterford D-4

Hilton Head Island
2 BD/2BA Golf Course view villa on # 1 Fairway of Galleon Course. King & 2 Twin beds plus sleep sof...
Villa 2 / 2 / 6

*
Online booking available

$155 - $155
Per Night

$775 - $775
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 / 4 / 8

*
Online booking available

$199 - $419
Per Night

$995 - $2095
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 - $114
Per Night

$595 - $1395
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 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
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

104 Oceanwood - Beautiful Oceanfront 4 Bedroom home.

Hilton Head Island
Everchanging, panoramic views of the Atlantic from any window or deck of this 4 bedroom, 4.5 bath OC...
Home 4 / 5 / 10

*
Online booking available

$2595 - $6995
Per Week

2407 Seacrest -4th Floor,Beautiful Ocean Views - Steps to...

Hilton Head Island
2407 Seacrest -4th Floor,Beautiful Ocean Views - Steps to the beach! This 1 bedroom, 1.5 bath OCEAN...
Villa 1 / 2 / 4

*
Online booking available

$114 - $114
Per Night

$795 - $1895
Per Week

77 Mooring Buoy-150 Yards To The Ocean - Large Pool & Awe...

Hilton Head Island
77 Mooring Buoy-150 Yards To The Ocean - Large Pool & Awesome Views Whippoorwill Cove - This 6,000 ...
Home 6 / 6 / 14

*
Online booking available

$428 - $599
Per Night

$2995 - $7795
Per Week

Shorewood 430 - New Unit - Stunning Oceanview 4th Floor C...

Hilton Head Island
Shorewood 430 - New Unit - Stunning Oceanview 4th Floor Condo With an oversized balcony accessible ...
Condo 2 / 2 / 6

*
Online booking available

$180 - $379
Per Night

$900 - $1895
Per Week

Beachwalk 125 - 3 BR Short Walk to the Beach - Renovatedt...

Hilton Head Island
Beachwalk 125 - 3 BR Short Walk to the Beach - Renovatedtownhouse Beachwalk condominiums are within...
Condo 3 / 4 / 8

*
Online booking available

$170 - $310
Per Night

$850 - $1550
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

$220 - $220
Per Night

$1100 - $1100
Per Week

220 Shorewood - Beautifully updated 2 BR Shorewood villa!

Hilton Head Island
This cute 2 bedroom unit was renovated in early June 2010. Located in the heart of very popular and ...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1895
Per Week

New to rental market! Beautiful Renovated Plantation Club...

Hilton Head Island
New to rental market! Beautiful Renovated Plantation Club Villa Pet Friendly Plantation Club is loc...
Villa 2 / 2 / 8

*
Online booking available

$71 - $500
Per Night

$495 - $2000
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