Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

$470 - $1522
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

Seaside Villa 268 - Nicely renovated oceanfront close to ...

Hilton Head Island
Seaside Villa 268 - Nicely renovated oceanfront close to dining & shopping Beautifully decorated, t...
Condo 1 / 1 / 6

*
Online booking available

$88 - $184
Per Night

$445 - $920
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

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

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

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

$672 - $2175
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

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

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

10 Curlew- Direct Oceanfront with Pool & Spa

Hilton Head Island
The beautiful beach life is here, in this lavish 5 bedroom oceanfront home, including 4 full bathroo...
Home 5 / 4.5 / 12

*
Online booking available

$1020 - $1020
Per Night

$4200 - $12200
Per Week

Deluxe 2 bedroom, 2 bath Ocean View Ocean Dunes 101

Hilton Head Island
Renovated in 2009 and beautifully decorated, this villa has two bedrooms, two bathrooms, a full size...
Condo 2 / 2 / 6

*
Online booking available

$165 - $312
Per Night

$900 - $1560
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 Call for Reservations...
Home 4 / 4 / 8

*
Online booking available

$266 - $1750
Per Night

$1395 - $7000
Per Week

8 Beach Arbor, End Unit Villa, Pool, Walk to Beach, Free ...

Hilton Head Island
8 Beach Arbor, End Unit Villa, Pool, Walk to Beach, Free Bikes, Pet Friendly Call for Reservations ...
Villa 2 / 2.5 / 4

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

Fabulous Home with Private Pool & Spa plus views of Harbo...

Hilton Head Island
Fabulous Home with Private Pool & Spa plus views of Harbour Town Golf Links! **Battery Road 25** ...
Home 4 / 3.5 / 8

*
Online booking available

$390 - $1200
Per Night

$1950 - $6000
Per Week

Canvas Back 12

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) This recently renovated home is on...
Home 5 / 4 / 14

*
Online booking available

$545 - $1210
Per Night

$2730 - $6055
Per Week

Heritage Villas 2307

Hilton Head Island
Heritage Villa 2307 is a four-bedroom town home located a short walk from Harbour Town in Sea Pines....
Villa 4 / 3 / 8

*
Online booking available

$170 - $820
Per Night

$875 - $4095
Per Week

Ocean Walk 513

Hilton Head Island
This two bedroom condo is just minutes from the beach, in the South Forest Beach area. It is located...
Condo 2 / 2 / 8

*
Online booking available

$135 - $280
Per Night

$665 - $1435
Per Week

2 Cassina Lane

Hilton Head Island
Welcome to 2 Cassina Lane, a wonderfully updated beach cottage in South Forest Beach! This beautifu...
Home 3 / 3 / 7

*
Online booking available

$275 - $560
Per Night

$1925 - $3920
Per Week

16 Heron - Castle By The Sea - 90 yards to the beach!

Hilton Head Island
Castle By The Sea is a luxury 7 bedroom, 8 bath home in North Forest Beach. Located just 90 yards fr...
Home 7 / 8 / 18

*
Online booking available

$780 - $780
Per Night

$3298 - $10565
Per Week

Xanadu 6-C, 1 Bedroom, Large Pool, Tennis, Walk to Beach

Hilton Head Island
Walk to the beach or stroll among lush greenery and a meandering stream when you stay at this charmi...
Condo 1 / 1 / 4

*
Online booking available

$102 - $209
Per Night

$717 - $1464
Per Week

Beachside Tennis 1895, 2 Bedrooms, Large Pool

Hilton Head Island
Beachside Tennis 1895 - The Ultimate Place for Vacation and Lovely Timeouts. Are you looking forwar...
Condo 2 / 2 / 6

*
Online booking available

$220 - $481
Per Night

$1538 - $3369
Per Week

189 Beachwalk - Fully Renovated and Just steps to the beach.

Hilton Head Island
This lovely 3 bedroom, 3.5 bath Beach Walk villa is one of the closest villas to the pool and short ...
Villa 3 / 3.5 / 8

*
Online booking available

$160 - $240
Per Night

$635 - $2063
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