Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

New To Market! Immaculate Shelter Cove Villa, Free Bikes,...

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 7148H 2 Bedrooms, 2 Bathrooms,...
Villa 2 / 2 / 8

*
Online booking available

$104 - $149
Per Night

$495 - $1095
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 Ideally located for a s...
Home 3 / 2 / 6

*
Online booking available

$180 - $180
Per Night

$725 - $2414
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 - $350
Per Night

$1200 - $2500
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

$120 - $160
Per Night

$506 - $1689
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

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

$89 - $133
Per Night

$495 - $995
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

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

$88 - $184
Per Night

$445 - $920
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

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

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 - $2400
Per Week

Hilton Head Island Villa

Hilton Head Island
Brigantine Quarters is located on the south end of Hilton Head Island in Shipyard Plantation with gr...
Villa 2 / 2 / 6

$700 - $900
Per Week

33 Dune Lane- Oceanfront & Beautiful!

Hilton Head Island
The very best! Nothing could top the beauty of this 7 bedroom, 7.5 bathroom oceanfront home with *H...
Home 7 / 7.5 / 17

*
Online booking available

$1120 - $1120
Per Night

$5839 - $18654
Per Week

3 Scaup - Quick walk to the beach & to South Beach Marina

Hilton Head Island
This charming 3 bedroom, 3 bathroom vacation home is located in the South Beach area of Sea Pines. *...
Home 3 / 3 / 8

*
Online booking available

$240 - $240
Per Night

$1247 - $4093
Per Week

Surf Court 32 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 3 / 2.5 / 8

*
Online booking available

$185 - $310
Per Night

$925 - $1550
Per Week

Seaside Villa 225 - Direct Oceanfront 1 BR 1 bath flat Hi...

Hilton Head Island
Seaside Villa 225 - Direct Oceanfront 1 BR 1 bath flat Hilton Head, Sc Newly renovated in November ...
Condo 1 / 1 / 6

*
Online booking available

$98 - $214
Per Night

$520 - $1070
Per Week

6 Red Cardinal-4th Row & Steps to the beach & Sea Pines B...

Hilton Head Island
6 Red Cardinal-4th Row & Steps to the beach & Sea Pines Beach Club Location, location, location! Th...
Home 5 / 5 / 16

*
Online booking available

$460 - $460
Per Night

$2398 - $8237
Per Week

32 Singleton Beach: 50 yards to the Beach

Hilton Head Island
Beautiful 32 Singleton Beach Place is conveniently located just steps away from Singleton Beach! Enj...
Home 6 / 7.5 / 16

*
Online booking available

$705 - $1780
Per Night

$4375 - $12460
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...
Condo 2 / 2 / 4

*
Online booking available

$140 - $275
Per Night

$980 - $1925
Per Week

33 Hilton Head Cabana

Hilton Head Island
This Property can sleeps up to 6 people, with 2 Bedrooms and 1 Bathroom. There is King Bed on Bedroo...
Home 2 / 1 / 6

*
Online booking available

$105 - $180
Per Night

$735 - $1260
Per Week

8 Ocean Gate - Beach Haven! Newly Furnished & 200 yards t...

Hilton Head Island
8 Ocean Gate - Beach Haven! Newly Furnished & 200 yards to the beach. "Beach Haven" is a beautiful ...
Villa 2 / 2.5 / 6

*
Online booking available

$160 - $160
Per Night

$461 - $1467
Per Week

3401 Seacrest- 4th Floor & Direct Oceanfront. Sunrise/Sun...

Hilton Head Island
3401 Seacrest- 4th Floor & Direct Oceanfront. Sunrise/Sunset Views This gorgeous OCEANFRONT, 3 BR, ...
Villa 3 / 3 / 10

*
Online booking available

$400 - $580
Per Night

$2085 - $5586
Per Week

Seaside Villa 369 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 369 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Recently renovated and beautifully de...
Condo 1 / 1 / 6

*
Online booking available

$88 - $128
Per Night

$445 - $695
Per Week

Seaside Villa 370 =- 1 BR 1 BA Oceanfront Flat Hilton Hea...

Hilton Head Island
Seaside Villa 370 =- 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Beautifully decorated one bedroom, o...
Condo 1 / 1 / 4

*
Online booking available

$98 - $148
Per Night

$520 - $795
Per Week

8109 Wendover Dunes-100 yards to the beach, Pool & Spa on...

Hilton Head Island
8109 Wendover Dunes-100 yards to the beach, Pool & Spa on-site This is a gorgeous three bedroom, th...
Villa 3 / 3 / 6

*
Online booking available

$240 - $300
Per Night

$966 - $3137
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