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

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

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

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

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

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

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

"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

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

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

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 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

2112 Windsor Place II- 1st Floor, Overlooking Pool & Ocean

Hilton Head Island
This 1st floor 2 bedroom, 2 bath villa looks over the pool to the ocean in the wonderful Windsor Pla...
Villa 2 / 2 / 7

*
Online booking available

$895 - $2295
Per Week

263 Stoney Creek-Pretty, Peaceful Marsh Views for the Nat...

Hilton Head Island
263 Stoney Creek-Pretty, Peaceful Marsh Views for the Nature Lovers. This delightful and updated 2 ...
Villa 2 / 2.5 / 6

*
Online booking available

$795 - $2500
Per Week

19 Egret St -Family Fun & 25 yards to the beach.

Hilton Head Island
19 Egret is a 4 bedroom, 3 bath home located just 20 yards from the beach. This lovely home has so m...
Home 4 / 3 / 10

*
Online booking available

$1995 - $5395
Per Week

449 Plantation Club Townhome, Free Bikes, Walk to Beach, ...

Hilton Head Island
449 Plantation Club Townhome, Free Bikes, Walk to Beach, Pool, Golfer's Dream Amazing Golf Course V...
Villa 3 / 3.5 / 8

*
Online booking available

$149 - $600
Per Night

$795 - $2400
Per Week

Paradise found! Amazing Renovated 5 Hollyberry Lane, Free...

Hilton Head Island
Paradise found! Amazing Renovated 5 Hollyberry Lane, Free Bikes, Pool, Tennis A beautifully remodel...
Home 3 / 2 / 9

*
Online booking available

$166 - $550
Per Night

$895 - $2200
Per Week

Shorewood 338 - Ocean View - 2 BR 3rd Floor Spacious Condo

Hilton Head Island
Shorewood is a five story elevator building located in South Forest Beach. Among the amenities offer...
Condo 2 / 2 / 6

*
Online booking available

$180 - $380
Per Night

$900 - $1900
Per Week

Fantastic Sunset Vews of the Calibogue Sound from this Be...

Hilton Head Island
Fantastic Sunset Vews of the Calibogue Sound from this Beautiful Townhouse **Schooner Court 704** ...
Villa 4 / 4.5 / 8

*
Online booking available

$300 - $1000
Per Night

$1500 - $5000
Per Week

Villamare 1109

Hilton Head Island
Villamare 1109 is a resort view two bedroom condo located in Palmetto Dunes. It is located on the fi...
Villa 2 / 2 / 8

*
Online booking available

$285 - $535
Per Night

$1435 - $2695
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

$190 - $360
Per Night

$1330 - $2520
Per Week

2 H Beachwood Place

Hilton Head Island
Welcome to 2H Beachwood, a wonderfully updated direct oceanfront single story corner 2 bedroom, 2 ba...
Villa 2 / 2 / 4

*
Online booking available

$155 - $285
Per Night

$1085 - $1995
Per Week

Tennismaster 1203, 2 Bedrooms, Pool, Walk to Beach, Sleeps 6

Hilton Head Island
1203 Tennismaster in Shipyard Plantation. Welcome to BEACH Central! Step into the foyer of this brig...
Condo 2 / 2.5 / 6

*
Online booking available

$139 - $259
Per Night

$695 - $1295
Per Week

Cotton 1, 3 Bedrooms, Private Pool, Pet Friendly, Sleeps 8

Hilton Head Island
1 Cotton Lane in Sea Pines Plantation is completely renovated and absolutely beautiful! The perfect ...
Home 3 / 3 / 8

*
Online booking available

$319 - $797
Per Night

$1595 - $3985
Per Week

12 Beachside-Pretty 3 BR Beach Home in South Beach Marina...

Hilton Head Island
12 Beachside-Pretty 3 BR Beach Home in South Beach Marina Area. Sleeps6 Beautiful 3 bedroom, 2 bath...
Home 3 / 2 / 6

*
Online booking available

$1295 - $2895
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