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

$85 - $85
Per Night

$595 - $1395
Per Week

Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Beautifully decorated, this one bedro...
Condo 1 / 1 / 6

*
Online booking available

$115 - $198
Per Night

$500 - $990
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

Shorewood 139

Hilton Head Island
2BD/2BA first floor villa with Private Balcony. King, 2 Twins plus Sleep Sofa (linens for SS provide...
Villa 2 / 2 / 6

*
Online booking available

$225 - $310
Per Night

$1125 - $1550
Per Week

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom 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

$120 - $205
Per Night

$550 - $1025
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

$199 - $419
Per Night

$995 - $2095
Per Week

Night Heron 28

Hilton Head Island
2 BD/2 BA freestanding villa with Landscape view. 2 Queen beds. Pool on site or walk easily to the ...
Villa 2 / 2 / 4

*
Online booking available

$170 - $219
Per Night

$850 - $1095
Per Week

Beachwalk 175

Hilton Head Island
2BD/2.5BA Townhouse with Golf Course View. King, 2 Double beds plusSleep Sofa. Sleep Sofa Linens ava...
Villa 2 / 2.5 / 8

*
Online booking available

$180 - $230
Per Night

$900 - $1150
Per Week

"Makin Memrees" at Evian in Shipyard Plantation, Hilton Head

Hilton Head Island
After Checking Our Availability Calendar, Email or call us to obtain a special discounted rate for a...
Villa 2 / 2 / 5

$800 - $1250
Per Week

Ocean One 407

Hilton Head Island
2 BD/2 BA ocean front villa. King & 2 Twin beds, Sleep Sofa ( sofa linensprovided for additional $25...
Villa 2 / 2 / 6

*
Online booking available

$285 - $440
Per Night

$1425 - $2200
Per Week

Shorewood 308

Hilton Head Island
2 BD/ 2BA oceanfront villa. King & 2 twin beds. Sleep Sofa ( sofa linens provided for $25 fee). Zero...
Villa 2 / 2 / 6

*
Online booking available

$300 - $460
Per Night

$1500 - $2300
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

$199 - $419
Per Night

$995 - $2095
Per Week

New Listing! Renovated 2 BR Treetops Villa, Free Bikes, P...

Hilton Head Island
New Listing! Renovated 2 BR Treetops Villa, Free Bikes, Pool, Tennis This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
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

Luxurious Beachfront Villa, Water Views Free Bikes Wifi T...

Hilton Head Island
Luxurious Beachfront Villa, Water Views Free Bikes Wifi Tennis Pet Friendly BEACHFRONT TOWNHOUSE wi...
Villa 4 / 4 / 8

*
Online booking available

$199 - $625
Per Night

$1395 - $3695
Per Week

4br -Direct Oceanfront Home..Private Pool and Spa

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

1411 South Beach Villa- 4 BR Fully Renovated Pottery Barn...

Hilton Head Island
1411 South Beach Villa- 4 BR Fully Renovated Pottery Barn Inspired Villa The brightly colored inter...
Villa 4 / 3 / 8

*
Online booking available

$199 - $199
Per Night

$1395 - $3595
Per Week

Haul Away 33

Hilton Head Island
4 BD/3.5 BA home with golf course view. 2 Kings & 4 Twins. FREE Pool heats in Apr, May, Sep & Oct...
Home 4 / 3.5 / 10

*
Online booking available

$330 - $700
Per Night

$1650 - $3500
Per Week

Courtside 105 - Charming Updated Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 7

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

2205 Seacrest-Pretty 1 BR villa on the ocean, New to Vrbo -

Hilton Head Island
This lovely 1 bedroom, 1.5 bath SeaCrest villa has been recently updated to include all living room ...
Villa 1 / 1.5 / 5

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

48 North Forest Beach- 5th Row Ocean, quick walk to the b...

Hilton Head Island
48 North Forest Beach- 5th Row Ocean, quick walk to the beach & Coligny WOW! Is all you can say whe...
Home 5 / 5.5 / 12

*
Online booking available

$1895 - $4995
Per Week

3405 Seacrest - 4th Floor Oceanfront & Wow views of the o...

Hilton Head Island
3405 Seacrest - 4th Floor Oceanfront & Wow views of the ocean & pools This elegant penthouse style ...
Villa 3 / 3 / 8

*
Online booking available

$228 - $228
Per Night

$1595 - $4395
Per Week

1502 Villamare - 5th Floor & Beautiful Pool/Oceanviews - ...

Hilton Head Island
1502 Villamare - 5th Floor & Beautiful Pool/Oceanviews - Book Now for Aug. This beautiful 5th floor...
Villa 2 / 2 / 8

*
Online booking available

$156 - $156
Per Night

$1095 - $2695
Per Week

Deluxe two bedroom oceanview condo

Hilton Head Island
Deluxe two bedroom oceanview condo Unit Description: This 850 sq. ft. two bedroom unit features a f...
Condo 2 / 2 / 6

*
Online booking available

$129 - $999
Per Night

$903 - $6993
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

$142 - $142
Per Night

$995 - $2395
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