Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $400
Per Night

$1100 - $2750
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

$99 - $141
Per Night

$495 - $995
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 - $1995
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

$124 - $184
Per Night

$620 - $1370
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

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 - $380
Per Night

$1200 - $2750
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

$99 - $139
Per Night

$445 - $920
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

$113 - $155
Per Night

$495 - $1095
Per Week

Hilton Head Island Villa

Hilton Head Island
Brigantine Quarters is located on the south end of Hilton Head Island in Shipyard Plantation with gr...
Villa 2 / 2 / 6

$700 - $900
Per Week

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

$200 - $440
Per Night

$1000 - $2200
Per Week

Beach Villa 13 - Oceanside Updated 3 Bedroom Townhouse

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

$200 - $440
Per Night

$1000 - $2200
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

24 Red Cardinal -2nd row Ocean, Quick Walk to New Sea Pin...

Hilton Head Island
24 Red Cardinal -2nd row Ocean, Quick Walk to New Sea Pines Beach Club Beautiful 2nd row ocean-orie...
Home 4 / 4.5 / 10

*
Online booking available

$2195 - $5595
Per Week

Port Villa 1612 - Townhouse near South Beach Marina

Hilton Head Island
Port Villas are adjacent to the South Beach Marina and the famous Salty Dog Cafe, a dockside bar and...
Condo 3 / 3.5 / 8

*
Online booking available

$210 - $350
Per Night

$1050 - $1750
Per Week

3401 Seacrest- 4th Floor & Direct Oceanfront. Sunrise/Sun...

Hilton Head Island
3401 Seacrest- 4th Floor & Direct Oceanfront. Sunrise/Sunset Views This gorgeous OCEANFRONT, 3 BR, ...
Villa 3 / 3 / 10

*
Online booking available

$1995 - $4695
Per Week

3 bedroom 2 bath Seascape Villa 3234 - newly renovated

Hilton Head Island
This townhome is a three bedroom two bathroom beach getaway that has been completely updated and off...
Condo 3 / 2 / 8

*
Online booking available

$124 - $184
Per Night

$620 - $1370
Per Week

Ocean Club Villa 41 - 2 BR 2 BA Oceanfront Flat Hilton He...

Hilton Head Island
Ocean Club Villa 41 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This direct oceanfront villa on Sou...
Condo 2 / 2 / 6

*
Online booking available

$202 - $257
Per Night

$935 - $1635
Per Week

Ocean Dunes Villas 415 - 1 BR 1 BA 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 / 4

*
Online booking available

$199 - $259
Per Night

$995 - $1295
Per Week

1 Bedroom 1 Bathroom Oceanfront Flat at Ocean Dunes Villas

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 5

*
Online booking available

$114 - $166
Per Night

$560 - $1075
Per Week

Windsor Place

Hilton Head Island
Oceanfront Complex Palmetto Dunes ResortOcean Views from Every RoomThe Perfect GetawayCentrally loca...
Villa 2 / 2 / 7

*
Online booking available

$300 - $460
Per Night

$1610 - $3220
Per Week

Gleneagle Green 2535

Hilton Head Island
Gleneagle Green 2535 is a two-bedroom town house located in Sea Pines that overlooks the golf course...
Villa 2 / 2 / 4

*
Online booking available

$180 - $790
Per Night

$910 - $3990
Per Week

Sandhill Crane 22

Hilton Head Island
Sandhill Crane 22 is an oceanfront home that offers six bedrooms, six and a half baths. This home fe...
Home 6 / 6 / 18

*
Online booking available

$2060 - $4445
Per Night

$10325 - $22260
Per Week

Waterford D-5, 2 Bedrooms, Pool, Golf View, Tennis, Sleeps 6

Hilton Head Island
Waterford D-5 is a lovely villa that has the most beautiful pine floors, bay windows, and an enviabl...
Condo 2 / 2 / 6

*
Online booking available

$133 - $250
Per Night

$695 - $1250
Per Week

31 Mallard St - 2nd Row Ocean, Pool/Spa & Outside Living ...

Hilton Head Island
31 Mallard St - 2nd Row Ocean, Pool/Spa & Outside Living Area Newly renovated this 6 bedroom, 6.5 b...
Home 6 / 6.5 / 20

*
Online booking available

$3595 - $8995
Per Week

Ocean Dunes Villa 408 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 408 - 1 BR 1 BA Oceanfront Flat Hilton Head This villa offers WIRELESS INTERNET, ...
Condo 1 / 1 / 6

*
Online booking available

$114 - $166
Per Night

$560 - $1075
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