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

"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

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

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

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

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

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

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

$139 - $190
Per Night

$695 - $1250
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

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

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 - $312
Per Night

$1170 - $1595
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 - $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 - $167
Per Night

$620 - $920
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

Shorewood 305 - Oceanfront 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 305 enj...
Condo 2 / 2 / 7

*
Online booking available

$215 - $450
Per Night

$1075 - $2250
Per Week

11 Corine Lane: Oceanview, Singleton Beach

Hilton Head Island
Please note these Check-in Day Requirements for this property: Aug 13 2016 - Aug 19 2016 : Saturday ...
Home 5 / 5.5 / 15

*
Online booking available

$580 - $1035
Per Night

$3780 - $7245
Per Week

3 BR Villa with Views of the Pool, Beach & Calibogue Soun...

Hilton Head Island
3 BR Villa with Views of the Pool, Beach & Calibogue Sound! Free Tennis! **South Beach Club 1905** ...
Villa 3 / 2.5 / 6

*
Online booking available

$270 - $565
Per Night

$1350 - $2800
Per Week

Bluff Villas 1724

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Villa 2 / 2 / 6

*
Online booking available

$195 - $375
Per Night

$1015 - $1960
Per Week

Water Oak 15

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Villa 4 / 5 / 16

*
Online booking available

$215 - $415
Per Night

$1120 - $2135
Per Week

Flagg 01

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Home 4 / 4 / 11

*
Online booking available

$415 - $880
Per Night

$2100 - $4445
Per Week

Villamare 2412, 2 BRs, Outdoor & Indoor Pool, Spa, Gym, S...

Hilton Head Island
Villamare 2412, 2 BRs, Outdoor & Indoor Pool, Spa, Gym, Sleeps 8 2412 Villamare, Palmetto Dunes. T...
Villa 2 / 2 / 8

*
Online booking available

$250 - $339
Per Night

$1250 - $2450
Per Week

9 Bald Eagle West- 5 minute walk to the beach and Fully R...

Hilton Head Island
9 Bald Eagle West- 5 minute walk to the beach and Fully Renovated This DRAMATIC 3 bedroom, 3.5 bath...
Home 3 / 3.5 / 8

*
Online booking available

$1195 - $3395
Per Week

1508 Villamare-5th Floor Awesome Oceanview

Hilton Head Island
Located Oceanfront in Palmetto Dunes, this luxurious 5th floor villa is surrounded by lagoons and pa...
Villa 2 / 2 / 8

*
Online booking available

$995 - $2595
Per Week

10 Brigantine- 2nd Row Ocean, Large/Open & Beautiful, Lot...

Hilton Head Island
10 Brigantine- 2nd Row Ocean, Large/Open & Beautiful, Lots of Great features 2ND ROW OCEAN, NEWLY R...
Home 7 / 7 / 18

*
Online booking available

$3795 - $9495
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