Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Seascape Villa 3088-Beautifully Decorated, Relaxing Atmos...

Hilton Head Island
Seascape Villa 3088-Beautifully Decorated, Relaxing Atmosphere This nicely decorated villa has all ...
Condo 3 / 2 / 8

*
Online booking available

$132 - $284
Per Night

$745 - $1420
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

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

$270 - $475
Per Night

$1200 - $2500
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

$88 - $184
Per Night

$445 - $920
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 Ideally located for a s...
Home 3 / 2 / 6

*
Online booking available

$180 - $180
Per Night

$687 - $2207
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 7148H Call for Reservations - ...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
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 Call for Reservations - Brad: ...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
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 - $460
Per Night

$1000 - $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 This 1st floor 2 bedro...
Villa 2 / 2 / 6

*
Online booking available

$120 - $160
Per Night

$478 - $1544
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

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 - $460
Per Night

$1000 - $2300
Per Week

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

$250 - $400
Per Night

$1100 - $2400
Per Week

130 Dune Lane -2nd Row Ocean just steps to the beach.

Hilton Head Island
Located 2nd row from the ocean, this 6 bedroom, 5 bathroom home with private *heated pool and spa ha...
Home 6 / 5 / 14

*
Online booking available

$600 - $600
Per Night

$2647 - $8393
Per Week

11 Marsh Wren-2nd Row Ocean with Pool - Coastal Fun.

Hilton Head Island
This wonderful 2nd row, 2 story 5 bedroom, 3 bath home with *heated pool is just steps to the beach!...
Home 5 / 3 / 14

*
Online booking available

$460 - $460
Per Night

$2275 - $6450
Per Week

Ocean Dunes Villa 314 - Steps to the beautiful Hilton Hea...

Hilton Head Island
Ocean Dunes Villa 314 - Steps to the beautiful Hilton Head beach & Of pool This one bedroom villa h...
Condo 1 / 1 / 6

*
Online booking available

$101 - $203
Per Night

$560 - $1075
Per Week

2302 Seacrest- Fully Renovated with Oceanviews .

Hilton Head Island
This stunning 3 bedroom, 3 bath ocean view villa is located in building 2 on the 3rd floor at SeaCre...
Villa 3 / 3 / 8

*
Online booking available

$260 - $360
Per Night

$1295 - $3525
Per Week

77A Dune-New Homes with Awesome Ocean Views, Pool, Spa & ...

Hilton Head Island
77A Dune-New Homes with Awesome Ocean Views, Pool, Spa & So Much More This custom built home with o...
Home 5 / 6 / 16

*
Online booking available

$800 - $800
Per Night

$3990 - $10354
Per Week

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

Hilton Head Island
Stay at beautiful 1 Collier Beach Road just steps to Singleton Beach! This house has 5 bedrooms, 6.5...
Home 5 / 6.5 / 16

*
Online booking available

$490 - $1150
Per Night

$3045 - $8050
Per Week

Exquisite Home on 11 Mile Lagoon with Private Pool & Spa ...

Hilton Head Island
Exquisite Home on 11 Mile Lagoon with Private Pool & Spa + Dock **Mooring Buoy 121** Situated in...
Home 4 / 4.5 / 10

*
Online booking available

$700 - $1000
Per Night

$3500 - $7000
Per Week

Oceanwood 112

Hilton Head Island
This recently renovated home is conveniently located just three rows back from the ocean, which make...
Home 5 / 4 / 10

*
Online booking available

$385 - $1000
Per Night

$1960 - $5005
Per Week

1408 South Beach Villa

Hilton Head Island
Welcome to 1408 South Beach Villa, located across from South Beach Marina in Sea Pines Plantation! ...
Home 3 / 3 / 8

*
Online booking available

$205 - $410
Per Night

$1435 - $2870
Per Week

Yacht Club 7515, 3 Bedrooms, Ground Floor Large Pool, Spa...

Hilton Head Island
The world is your oyster with this fabulous 3 bedroom, 3 bathroom villa. Yacht Club 7515 is located ...
Condo 3 / 3 / 8

*
Online booking available

$143 - $299
Per Night

$998 - $2094
Per Week

204 Shipmaster. Spacious 3 bedroom Shipyard townhouse!

Hilton Head Island
Lovely fairway views from this beautifully decorated 3 bedroom, 3 bath townhouse. Furnished in the B...
Villa 3 / 3 / 6

*
Online booking available

$120 - $180
Per Night

$499 - $1727
Per Week

223 Evian-Pool, Tennis a Quick Bike Ride to Beach

Hilton Head Island
This lovely 2nd floor villa has golf course views is located in the heart of Shipyard Plantation. Th...
Villa 2 / 2 / 6

*
Online booking available

$140 - $160
Per Night

$695 - $1515
Per Week

2403 Seacrest-4th Floor/ Ocean Views& Newly Updated

Hilton Head Island
Gorgeous 1 bedroom, 1.5 bath villa at the SeaCrest Oceanfront Resort. Beaufitully decorated and clos...
Villa 1 / 1.5 / 4

*
Online booking available

$220 - $260
Per Night

$840 - $2421
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