Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

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

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

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 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

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

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

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

"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

8 Lark - Cute 2nd Row From The Ocean with Pretty Views

Hilton Head Island
Just second row from the ocean this wonderful 2 story beach home features and elevated deck and a pr...
Home 3 / 2 / 8

*
Online booking available

$1295 - $3495
Per Week

312 Barrington Court- 3rd Floor Oceanfront!

Hilton Head Island
A charming oceanfront 3rd floor 2 bedroom, 2 bath villa in Palmetto Dunes has everything on your vac...
Villa 2 / 2 / 6

*
Online booking available

$895 - $2195
Per Week

6 Lark - 3rd Row Ocean-3rd Row Ocean w/ Private Pool

Hilton Head Island
Gorgeous 3 bedroom, 2 bath home with *Private HEATED Pool located 3rd row from the ocean. No further...
Home 3 / 2 / 6

*
Online booking available

$1195 - $3200
Per Week

Surf Court 70 - Forest Beach Townhouse

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

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

Ocean Dunes Villas 411 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 6

*
Online booking available

$93 - $203
Per Night

$495 - $1075
Per Week

537 Shorewood- 5th floor Oceanfront - Beautiful Oceanfron...

Hilton Head Island
537 Shorewood- 5th floor Oceanfront - Beautiful Oceanfront Views This FULLY RENOVATED beautiful 2 b...
Villa 2 / 2 / 7

*
Online booking available

$895 - $2295
Per Week

Hilton Head Resorts

Hilton Head Island
This newly renovated two bedroom, two bath villa is conveniently located in building four close to t...
Condo 2 / 2 / 6

*
Online booking available

$105 - $195
Per Night

$735 - $1365
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

Heritage Villas 2307

Hilton Head Island
Heritage Villa 2307 is a four-bedroom town home located a short walk from Harbour Town in Sea Pines....
Villa 4 / 3 / 8

*
Online booking available

$230 - $880
Per Night

$1155 - $4445
Per Week

S. Sea Pines Dr. 97

Hilton Head Island
This beautifully appointed third row ocean home in Sea Pines is just steps away from the beach walk ...
Home 4 / 4 / 10

*
Online booking available

$625 - $1310
Per Night

$3115 - $6580
Per Week

Villamare 3133

Hilton Head Island
Villamare 3133 is an ocean view, three bedroom condo located in Palmetto Dunes. This condo is locate...
Villa 3 / 3 / 10

*
Online booking available

$420 - $885
Per Night

$2135 - $4445
Per Week

Island House 110, 4 Bedroom, Pool, Short Walk to Beach, S...

Hilton Head Island
110 Island House is located in the heart of South Forest Beach. This amazing four bedroom, three bat...
Condo 4 / 3 / 8

*
Online booking available

$250 - $490
Per Night

$1250 - $2450
Per Week

Roadrunner 5, 7 Bedrooms, Oceanfront, Pool, Sleeps 20

Hilton Head Island
5 Roadrunner in North Forest Beach is a spectacular, 7 bedroom, 7.5 bath oceanfront, luxury home wit...
Home 7 / 7.5 / 20

*
Online booking available

$756 - $2475
Per Night

$5295 - $17325
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