Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

$736 - $2513
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

$1052 - $3604
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

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

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 - $184
Per Night

$445 - $920
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

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 - $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

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 - $274
Per Night

$620 - $1370
Per Week

Shorewood 501-3Br 1 Week Still Open 7/29-8/5 $200 Off

Hilton Head Island
With a 5th floor balcony accessible by the living room, guests staying in Shorewood 501 enjoy sweep...
Condo 3 / 3 / 8

*
Online booking available

$330 - $720
Per Night

$1650 - $3600
Per Week

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

Hilton Head Island
Nicely Decorated 1st floor villa close to the pool with Internet Access and Free Long Distance five...
Condo 2 / 2 / 6

*
Online booking available

$92 - $192
Per Night

$460 - $960
Per Week

15 Avocet Street- Pool/Spa, Quick Walk to Beach & Coligny...

Hilton Head Island
15 Avocet Street- Pool/Spa, Quick Walk to Beach & Coligny Plaza 15 AVOCET - A BIRD'S SONG ABOUT THE...
Home 4 / 3 / 12

*
Online booking available

$2195 - $5883
Per Week

Courtside 94 - Updated Ground Floor 2 bedroom

Hilton Head Island
Courtside 94 has been remodeled with all the modern amenities. New bathrooms, flooring and all new ...
Condo 2 / 2 / 8

*
Online booking available

$130 - $219
Per Night

$650 - $1095
Per Week

3 BR 2 bath Seascape Villa S Forest Beach Dr Hilton Head ...

Hilton Head Island
3 BR 2 bath Seascape Villa S Forest Beach Dr Hilton Head Island Seascape 3030 is a nicely decorated...
Condo 3 / 2 / 6

*
Online booking available

$124 - $274
Per Night

$620 - $1370
Per Week

181 Seaside Villas

Hilton Head Island
Located in South Forest Beach this adorable remodeled 1 bedroom villa is great for a getaway. Step o...
Villa 1 / 1 / 4

*
Online booking available

$120 - $225
Per Night

$805 - $1260
Per Week

3rd Row Ocean Home with Private Pool & Limited Ocean View...

Hilton Head Island
3rd Row Ocean Home with Private Pool & Limited Ocean Views from Decks **Sandpiper 30** * 3rd R...
Home 6 / 5 / 16

*
Online booking available

$600 - $1200
Per Night

$3000 - $8500
Per Week

128 Dune Ln- 2nd row ocean, get a glimpse of the ocean fr...

Hilton Head Island
128 Dune Ln- 2nd row ocean, get a glimpse of the ocean from the porch. Completely renovated in spri...
Home 3 / 3 / 8

*
Online booking available

$2865 - $7681
Per Week

Vip 3 Bedroom Villa with Spectacular 270 Degree Ocean Views!

Hilton Head Island
# WINDSOR PLACE 108 Recently purchased, this 3 Bedroom, 3 Bath First Floor Villa has been completel...
Villa 3 / 3 / 8

*
Online booking available

$390 - $875
Per Night

$1950 - $4500
Per Week

Lighthouse Tennis 2395, 2 Bedroom, Lagoon View, Pool, Sle...

Hilton Head Island
2395 Lighthouse Tennis Villa in Sea Pines Plantation is a delightful 2 bedroom, 2 bath villa close t...
Condo 2 / 2 / 4

*
Online booking available

$99 - $339
Per Night

$598 - $1695
Per Week

6 Laurel Lane - Spacious 5 Br, 5.5 Ba, 3rd Row Ocean Vaca...

Hilton Head Island
6 Laurel Lane - Spacious 5 Br, 5.5 Ba, 3rd Row Ocean Vacation Home Airy and private, this 5 bedroom...
Home 5 / 5.5 / 10

*
Online booking available

$1986 - $4165
Per Week

258 Stoney Creek. Lovely 3 Bedroom Townhouse in Harbour Town

Hilton Head Island
This lovely 3 bedroom, 3 bath townhouse is located in the heart of Harbour Town. Decorated in bright...
Villa 3 / 3 / 7

*
Online booking available

$833 - $3000
Per Week

Courtside 51 - Updated Delightful Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 6

*
Online booking available

$130 - $219
Per Night

$650 - $1095
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