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

$99 - $133
Per Night

$495 - $995
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

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

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 - $1900
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 - $300
Per Night

$744 - $2796
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

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

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

New To Market! Immaculate Shelter Cove Villa, Free Bikes,...

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 7148H 2 Bedrooms, 2 Bathrooms,...
Villa 2 / 2 / 8

*
Online booking available

$113 - $149
Per Night

$495 - $1095
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 - $274
Per Night

$620 - $1370
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

$120 - $160
Per Night

$518 - $1953
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 - $2000
Per Week

2212 Seacrest - 2nd Floor, 3 BR, Oceanviews and more. Bea...

Hilton Head Island
2212 Seacrest - 2nd Floor, 3 BR, Oceanviews and more. Beautiful!!! The beach is beckoning you from ...
Villa 3 / 3 / 8

*
Online booking available

$280 - $500
Per Night

$1264 - $4683
Per Week

1411 S. Beach Villa-Beachfront & Pottery Barn Inspired.

Hilton Head Island
This Pottery Barn inspired 4 Bedroom, 3 Bathroom OCEANFRONT townhouse includes a Carolina room, livi...
Villa 4 / 3 / 8

*
Online booking available

$320 - $580
Per Night

$1457 - $5410
Per Week

6 Cassina-3rd Row Ocean with Pool/Spa & Steps to the Beach.

Hilton Head Island
Enjoy this dramatic, funky, and fun 4 Bedroom, 4.5 bath beach house with *heated pool and spa. Locat...
Home 4 / 4.5 / 10

*
Online booking available

$320 - $700
Per Night

$1595 - $5014
Per Week

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

Hilton Head Island
Xanadu C11 is a flat style, 4th floor, beautifully furnished two bedroom, two bath villa. The villa...
Condo 2 / 2 / 6

*
Online booking available

$77 - $192
Per Night

$460 - $960
Per Week

Seascape Villas - 42 South Forest Beach Drive - Ws3036

Hilton Head Island
The first floor of the villa has updated furnishings, an entertainment center with TV, VCR and DVD m...
Condo 2 / 2 / 6

*
Online booking available

$82 - $192
Per Night

$485 - $960
Per Week

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

Hilton Head Island
328 Breakers,Newly Remodeled, Beautiful Oceanfront Beach Villa This unit has been updated inside an...
Villa 1 / 1 / 4

*
Online booking available

$117 - $154
Per Night

$701 - $1150
Per Week

Beachwalk 181

Hilton Head Island
Beachwalk 181 is a resort view, three-bedroom townhouse that has been recently remodeled. An open c...
Villa 3 / 3 / 8

*
Online booking available

$215 - $445
Per Night

$1085 - $2240
Per Week

Racquet Club Villas 2351

Hilton Head Island
Racquet Club Villa 2351 is a two bedroom condo located just a short walk from Harbour Town in Sea Pi...
Villa 2 / 2 / 8

*
Online booking available

$140 - $455
Per Night

$770 - $2310
Per Week

2 BR Ground Floor Villa in Sea Pines. Walk or Bike to the...

Hilton Head Island
2 BR Ground Floor Villa in Sea Pines. Walk or Bike to the Beach! **159 Fairwood Villa** This gro...
Villa 2 / 2 / 8

*
Online booking available

$165 - $300
Per Night

$825 - $1400
Per Week

7627 Huntington-Quick150 yards walk to the beach.

Hilton Head Island
This expertly decorated 2nd floor flat at Huntington is a 2 bedroom, 2 bath villa with a beautiful l...
Villa 2 / 2 / 7

*
Online booking available

$160 - $220
Per Night

$735 - $2170
Per Week

9 Driftwood-Oceanfront w/ Large 15 x 34 Pool

Hilton Head Island
Outstanding 4 bedroom, 4 bath oceanfront home with private *heated pool and stunning oceanfront view...
Home 4 / 4.5 / 8

*
Online booking available

$700 - $700
Per Night

$3495 - $14512
Per Week

1423 S. Beach Villa - Catch Glimpse of Calibogue Sound & ...

Hilton Head Island
1423 S. Beach Villa - Catch Glimpse of Calibogue Sound & Beach BRIGHT, FAMILY FUN AT 1423 SOUTH BEA...
Villa 4 / 3 / 10

*
Online booking available

$200 - $380
Per Night

$995 - $4025
Per Week

1205 Seacrest- Pretty Villa, Beach & Ocean Views

Hilton Head Island
This fabulous 2nd floor, 2 bedroom, 2 bathroom OCEANVIEW SeaCrest condo will knock your socks off. ...
Villa 2 / 2 / 7

*
Online booking available

$200 - $380
Per Night

$967 - $3628
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