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

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

$139 - $179
Per Night

$495 - $1095
Per Week

Beach & Tennis Ar105, 1 BR, Ocean View, 2 Pools, Sleeps 6

Hilton Head Island
105 Admirals Row, Hilton Head Beach and Tennis, Folly Field Beach. The Island's Most Popular Famil...
Villa 1 / 1 / 6

*
Online booking available

$136 - $190
Per Night

$695 - $1250
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

$205 - $430
Per Night

$1025 - $2150
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

$119 - $159
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 - $500
Per Night

$1100 - $2400
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 - $515
Per Night

$1170 - $2470
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

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 - $525
Per Night

$1200 - $2300
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 - $290
Per Night

$620 - $1320
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

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

$205 - $430
Per Night

$1025 - $2150
Per Week

Anchorage 7486, 2 BRs, Lagoon View, Pool, Hot Tub, Sleeps 6

Hilton Head Island
7486 Anchorage, Shelter Cove. This 2 bedroom, 2 bath villa offers a unique split level floor plan f...
Villa 2 / 2 / 6

*
Online booking available

$119 - $179
Per Night

$595 - $1095
Per Week

11 Marsh Wren-2nd Row Ocean beach home - Coastal Fun -

Hilton Head Island
This wonderful 2nd row, 2 story 5 BR, 3BA home with *HEATED Pool is just steps to the beach! Located...
Home 5 / 3 / 14

*
Online booking available

$2295 - $5995
Per Week

2203 Seacrest- Pretty! Newly Updated 2nd Floor Villa!

Hilton Head Island
Enjoy a relaxing retreat at the luxurious oceanfront SeaCrest Resort. 2203 is a spacious villa boast...
Villa 1 / 1.5 / 4

*
Online booking available

$595 - $1595
Per Week

2308 Seacrest -3rd Floor & Pretty Views and Beautiful Dec...

Hilton Head Island
2308 Seacrest -3rd Floor & Pretty Views and Beautiful Decor/Coastal Chic Just relax and enjoy the s...
Villa 2 / 2 / 8

*
Online booking available

$995 - $2595
Per Week

34 Muirfield. Quick walk to all Harbour Town has to offer

Hilton Head Island
This property accesses the Harbour Town pool which is heated from 3/12 to 5/1, 2016! This 3 bedroom...
Villa 3 / 3 / 8

*
Online booking available

$895 - $4500
Per Week

458 Plantation Club - 3 BR Townhouse - 5-7 minutes to the...

Hilton Head Island
458 Plantation Club - 3 BR Townhouse - 5-7 minutes to the beach. These 3 Bedroom, 3.5 Bath spacious...
Villa 3 / 3.5 / 9

*
Online booking available

$895 - $1695
Per Week

Ocean One 211 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 211 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$245 - $540
Per Night

$1225 - $2700
Per Week

Seaside Villa 234 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Seaside 234 is a beautifully decorated villa that offers a separate bedroom with a queen size bed, f...
Condo 1 / 1 / 4

*
Online booking available

$83 - $128
Per Night

$420 - $695
Per Week

Brand New Beautiful Breakers Villa. Sleeps 4, Free Wifi, ...

Hilton Head Island
Brand New Beautiful Breakers Villa. Sleeps 4, Free Wifi, Pool Beachfront Paradise The best kitchen...
Villa 1 / 1 / 4

*
Online booking available

$145 - $185
Per Night

$725 - $1150
Per Week

227 Breakers

Hilton Head Island
Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday ...
Villa 1 / 1 / 6

*
Online booking available

$130 - $230
Per Night

$770 - $1610
Per Week

128 Dune Ln- 2nd row ocean. New To Rental Market

Hilton Head Island
Completely renovated in spring 2016, 128 Dune is just steps away from the glimmering Atlantic Ocean!...
Home 3 / 3 / 8

*
Online booking available

$2095 - $5495
Per Week

Marsh Drive 17

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Home 5 / 5 / 16

*
Online booking available

$845 - $5250
Per Night

$4235 - $26250
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