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 - $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

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

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

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

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 - $149
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

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

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

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

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

$113 - $164
Per Night

$495 - $1095
Per Week

2419 Villamare - Beautiful 4th floor Villa - Great Februa...

Hilton Head Island
2419 Villamare - Beautiful 4th floor Villa - Great February Specials! All dressed up and ready for ...
Villa 2 / 2 / 8

*
Online booking available

$795 - $1995
Per Week

Ocean One 311 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 311 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$270 - $595
Per Night

$1350 - $2975
Per Week

New to Market Pet Friendly 4 BR Home. Free Bikes Pool Ten...

Hilton Head Island
New to Market Pet Friendly 4 BR Home. Free Bikes Pool Tennis 21 Spartina AMENITIES INCLUDE: * 4 Be...
Home 4 / 3.5 / 10

*
Online booking available

$266 - $750
Per Night

$1395 - $3000
Per Week

313 Breakers-Direct Oceanfront, you can't beat this view!...

Hilton Head Island
313 Breakers-Direct Oceanfront, you can't beat this view! Oceanfront Pool Recently renovated, this ...
Villa 1 / 1 / 4

*
Online booking available

$495 - $1295
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

$1395 - $3395
Per Week

Ocean One 315 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 315 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$220 - $460
Per Night

$1100 - $2300
Per Week

Surf Court 16 - Forest Beach 1st Floor Flat

Hilton Head Island
Surf Court 16 is in an ocean-oriented complex and is situated on the front part of the building clos...
Condo 2 / 2 / 6

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

3202 Seacrest- Direct Oceanfront and Full Renovated

Hilton Head Island
Fully renovated in the Fall of 2015, this 2 bedroom, 2 bath SeaCrest OCEANFRONT villa is located in ...
Villa 2 / 2 / 8

*
Online booking available

$1695 - $3795
Per Week

Surf Scoter 02

Hilton Head Island
The superb layout of this single level home includes great bedroom separation each with its own bath...
Home 4 / 4 / 10

*
Online booking available

$455 - $975
Per Night

$2310 - $4865
Per Week

Mizzenmast Court 02

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details & Fee) This three story home is loc...
Home 5 / 4 / 15

*
Online booking available

$420 - $3350
Per Night

$2135 - $16765
Per Week

3 Sweet Gum Court

Hilton Head Island
Welcome to 3 Sweet Gum Court located in the heart of Sea Pine Plantation! This wonderfully update s...
Home 3 / 3 / 8

*
Online booking available

$210 - $360
Per Night

$1470 - $2520
Per Week

New Owners and Updates! 1 BR, Free Bikes, Pool, Beach 321...

Hilton Head Island
New Owners and Updates! 1 BR, Free Bikes, Pool, Beach 3211 Seascape Seascape 3211, Same Great Locat...
Villa 1 / 1 / 5

*
Online booking available

$98 - $119
Per Night

$495 - $795
Per Week

Seaside Villa 310 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa has a separate bedroom with a queen size bed, fully equipped kitchen, the living and dini...
Condo 1 / 1 / 6

*
Online booking available

$89 - $165
Per Night

$345 - $825
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