Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

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 - $508
Per Night

$1170 - $2570
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

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

$200 - $440
Per Night

$1000 - $2200
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

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

"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

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

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

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 - $268
Per Night

$620 - $1370
Per Week

Ocean One 307 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 307 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$215 - $460
Per Night

$1075 - $2300
Per Week

Ocean Dunes Villas 314 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$93 - $203
Per Night

$495 - $1075
Per Week

27 Pelican-3rd Row Ocean home w/ Hot Tub & *heated Pool

Hilton Head Island
27 Pelican - Rent as a 4, 5 or 6 bedroom Sept thru May. This gorgeous brand new 3rd row ocean cust...
Home 6 / 5.5 / 20

*
Online booking available

$3295 - $8395
Per Week

Seaside Villa 138 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Recently renovated... This villa offers a separate bedroom with a queen size bed, fully equipped kit...
Condo 1 / 1 / 6

*
Online booking available

$78 - $154
Per Night

$345 - $825
Per Week

Bluff Villas 1811

Hilton Head Island
Bluff 1811 is a one-bedroom, water view villa located near the South Beach area of Sea Pines and is ...
Villa 1 / 1 / 4

*
Online booking available

$155 - $290
Per Night

$805 - $1470
Per Week

Beachwalk 167

Hilton Head Island
Beachwalk 167 is a three-bedroom condo that overlooks the 5th hole of the Galleon Golf Course in Shi...
Villa 3 / 3 / 6

*
Online booking available

$230 - $425
Per Night

$1155 - $2170
Per Week

Hickory Cove 39

Hilton Head Island
Hickory Cove 39 is a two bedroom villa located just a short walk from the beach in Palmetto Dunes. ...
Villa 2 / 3 / 6

*
Online booking available

$180 - $355
Per Night

$945 - $1750
Per Week

108 North Shore Place

Hilton Head Island
Welcome to 108 North Shore Place located directly across the street from the beach in North Forest B...
Home 2 / 2 / 6

*
Online booking available

$155 - $305
Per Night

$1085 - $2135
Per Week

1205 Villamare - Pretty 2nd Floor Villa overlooking the p...

Hilton Head Island
1205 Villamare - Pretty 2nd Floor Villa overlooking the pool to the ocean. Located Oceanfront in Pa...
Villa 2 / 2 / 8

*
Online booking available

$995 - $2195
Per Week

Ocean Club Villa 8 - 3 BR 3 BA Oceanside Townhome Hilton ...

Hilton Head Island
Ocean Club Villa 8 - 3 BR 3 BA Oceanside Townhome Hilton Head, Sc Completely Renovated in 2013! Thi...
Condo 3 / 3 / 8

*
Online booking available

$192 - $413
Per Night

$1170 - $2070
Per Week

Fabulous Marsh & Braddock Cove views!. Walk to the Beach ...

Hilton Head Island
Fabulous Marsh & Braddock Cove views!. Walk to the Beach & the Salty Dog! **Bluff Villas 1817** ...
Villa 2 / 2 / 6

*
Online booking available

$165 - $285
Per Night

$825 - $1500
Per Week

Exquisite Home on 11 Mile Lagoon with Private Pool & Spa ...

Hilton Head Island
Exquisite Home on 11 Mile Lagoon with Private Pool & Spa + Dock & Canoe **Mooring Buoy 121** Sit...
Home 4 / 4.5 / 10

*
Online booking available

$700 - $1000
Per Night

$3500 - $7500
Per Week

319 Breakers, Fully Remodeled in 2016! Beautiful Oceanfro...

Hilton Head Island
319 Breakers, Fully Remodeled in 2016! Beautiful Oceanfront, Pool, Beach BEACHFRONT BEAUTY This vi...
Villa 1 / 1 / 4

*
Online booking available

$121 - $154
Per Night

$725 - $1150
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