Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$85 - $142
Per Night

$495 - $995
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

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

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 - $500
Per Night

$1100 - $2400
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

$205 - $430
Per Night

$1025 - $2150
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 / 3 / 8

*
Online booking available

$205 - $430
Per Night

$1025 - $2150
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

$85 - $156
Per Night

$495 - $1095
Per Week

"Makin Memrees" at Evian in Shipyard Plantation, Hilton Head

Hilton Head Island
Welcome to “Makin Memrees”, a vacation rental villa in the Evian Resort area of Shipyard Plantation ...
Villa 2 / 2 / 5

$800 - $1250
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 - $1895
Per Week

Hilton Head Beach Villa 18 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three be...
Condo 3 / 3 / 8

*
Online booking available

$232 - $483
Per Night

$1170 - $2470
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

$107 - $258
Per Night

$620 - $1320
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 - $525
Per Night

$1200 - $2300
Per Week

5 Troon- 5 minutes walk to beach. Available 6/18-23 & 7/9-16

Hilton Head Island
Gorgeous 5 bedroom house with *HEATED pool. Located in Palmetto Dunes Plantation this lovely 5 bedro...
Home 5 / 4.5 / 10

*
Online booking available

$1795 - $4695
Per Week

66 Kingston Dunes-Short Bike Ride to the Beach w/ Pool & ...

Hilton Head Island
66 Kingston Dunes-Short Bike Ride to the Beach w/ Pool & Lagoon View This wonderful 3 bedroom, 3 ba...
Home 3 / 3 / 8

*
Online booking available

$895 - $2495
Per Week

Ocean One 319 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and two bedrooms, guests staying in Ocean One 319 enjoy panoramic vie...
Condo 3 / 3 / 7

*
Online booking available

$265 - $580
Per Night

$1325 - $2900
Per Week

Ocean Club 49 - Oceanfront Renovated 1st Floor Flat

Hilton Head Island
The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a priva...
Condo 2 / 2 / 6

*
Online booking available

$180 - $375
Per Night

$900 - $1875
Per Week

48 Kingston Road - Cute & Renovated 3 BR Home w/ Pool - L...

Hilton Head Island
48 Kingston Road - Cute & Renovated 3 BR Home w/ Pool - Lagoon View WHAT COULD YOU BE WAITING FOR? ...
Home 3 / 3 / 6

*
Online booking available

$995 - $2795
Per Week

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

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 25 2016 - Aug 05 2016 : Saturday ...
Home 5 / 6.5 / 16

*
Online booking available

$665 - $1195
Per Night

$3570 - $8365
Per Week

Captains Walk 476

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 03 2016 - Aug 05 2016 : Saturday ...
Villa 2 / 2 / 8

*
Online booking available

$320 - $715
Per Night

$1680 - $3570
Per Week

Lagoon Villas 1586

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 03 2016 - Aug 05 2016 : Saturday ...
Villa 3 / 2 / 6

*
Online booking available

$220 - $470
Per Night

$1120 - $2380
Per Week

57 Dune Lane

Hilton Head Island
Dune's Perch - in a league of its own. 7 bedrooms, 7.5 baths with *PRIVATE HEATED POOL AND SPA and p...
Home 7 / 7.5 / 16

*
Online booking available

$5695 - $14450
Per Week

2 BR 2 BA Poolside Flat at Xanadu Villas, Hilton Head, Sc

Hilton Head Island
Internet Access!! This villa is a flat style apartment that offers two bedrooms and two bathrooms a...
Condo 2 / 2 / 6

*
Online booking available

$77 - $186
Per Night

$460 - $960
Per Week

1654 Bluff Villa-Beautiful first floor villa-Quick walk t...

Hilton Head Island
1654 Bluff Villa-Beautiful first floor villa-Quick walk to beach & marina This beautifully furnishe...
Villa 2 / 2 / 8

*
Online booking available

$795 - $1495
Per Week

52 Gloucester - Zero Entry Pool w/ Spa all at a private h...

Hilton Head Island
52 Gloucester - Zero Entry Pool w/ Spa all at a private home. Old meets new in this wonderful newly...
Home 4 / 3 / 12

*
Online booking available

$1295 - $3495
Per Week

1606 Port Villa - Stunning views from this 3 bedroom villa!

Hilton Head Island
This lovely 3 bedroom, 3 bath townhouse is located in the South Beach area of Sea Pines Plantation....
Villa 3 / 3 / 6

*
Online booking available

$995 - $1895
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