Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

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

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 - $440
Per Night

$1000 - $2200
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

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

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

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 - $133
Per Night

$495 - $995
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

3204 Seacrest - Direct Oceanfront -and completely renovated.

Hilton Head Island
Beautiful views of the ocean from this 2nd floor, 2 bedroom, 2 bath SeaCrest villa! Newly updated w...
Villa 2 / 2 / 8

*
Online booking available

$1695 - $3795
Per Week

1402 Seacrest - Fully renovated, Oceanview and More.

Hilton Head Island
Completely Renovated - Just Beautiful!!! Incredible OCEANVIEWS from this 4th floor villa in Buildi...
Villa 2 / 2 / 8

*
Online booking available

$1200 - $2595
Per Week

Luxurious Sound Villa, Water Views, Beach Free Bikes Wifi...

Hilton Head Island
Luxurious Sound Villa, Water Views, Beach Free Bikes Wifi Tennis Dog Friendly BEACHFRONT TOWNHOUSE ...
Villa 4 / 4 / 8

*
Online booking available

$299 - $625
Per Night

$1395 - $3795
Per Week

328 Breakers,Newly Remodeled, Beautiful Oceanfront Beach ...

Hilton Head Island
328 Breakers,Newly Remodeled, Beautiful Oceanfront Beach Villa STEPS FROM THE SAND. This unit has ...
Villa 1 / 1 / 4

*
Online booking available

$121 - $154
Per Night

$725 - $1150
Per Week

SeaCrest 2408

Hilton Head Island
SeaCrest 2408 is a two bedroom condo that offers views of the Atlantic and is located in Forest Beac...
Villa 2 / 2 / 6

*
Online booking available

$325 - $680
Per Night

$1645 - $3430
Per Week

1B Sea Lane

Hilton Head Island
1B Sea Lane is the place for Game On! We are setting this home up to be so much fun for the entire ...
Home 5 / 5 / 19

*
Online booking available

$505 - $1185
Per Night

$2695 - $8295
Per Week

11 Beachside Drive

Hilton Head Island
Welcome to 11 Beachside Drive in Sea Pines Plantation, the home is located in the South Beach area a...
Home 4 / 4 / 8

*
Online booking available

$325 - $645
Per Night

$2275 - $4515
Per Week

Village House 102, 2 Bedrooms, Pet Friendly, Pool, Sleeps 6

Hilton Head Island
102 Village House in Port Royal Plantation. Welcome to this exquisite first-floor condo (elevated 1 ...
Condo 2 / 2 / 6

*
Online booking available

$150 - $270
Per Night

$750 - $1350
Per Week

Captains Walk 484, 2 Bedrooms, Oceanfront, Large Pool, Sl...

Hilton Head Island
484 Captains Walk is located in Palmetto Dune with amazing ocean front views on Hilton Head Island. ...
Condo 2 / 2 / 6

*
Online booking available

$270 - $550
Per Night

$1350 - $2750
Per Week

1833 Beachside Tennis - Gorgeous views of the Calibogue S...

Hilton Head Island
1833 Beachside Tennis - Gorgeous views of the Calibogue Sound! This charming 2 bedroom, 2 bath soun...
Villa 2 / 2 / 8

*
Online booking available

$895 - $2295
Per Week

108 Ocean Dunes - Fully Renovated villa has fabulous views!

Hilton Head Island
Romantic getaway, friend bonding trip or a small family vacation. Our 1 bedroom offers 538 square fe...
Villa 1 / 1 / 4

*
Online booking available

$1095 - $1595
Per Week

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

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

*
Online booking available

$695 - $1395
Per Week

Surf Court 55 -Charming Ground Floor 2 bedroom Condo!

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2 / 6

*
Online booking available

$120 - $210
Per Night

$600 - $1050
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