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 2 Bedrooms, 2 Bathrooms, Elev...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
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

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 - $274
Per Night

$620 - $1370
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

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

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 - $480
Per Night

$1100 - $2200
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

$945 - $1995
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

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 - $500
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

$630 - $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

$88 - $184
Per Night

$445 - $920
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

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

$5880 - $16275
Per Week

1735 Bluff Villas- July Weeks Available- Braddock Cove Vi...

Hilton Head Island
1735 Bluff Villas- July Weeks Available- Braddock Cove View - This romantic one bedroom efficiency ...
Villa 1 / 1 / 2

*
Online booking available

$420 - $895
Per Week

410 Captain's Walk

Hilton Head Island
410 Captain's Walk is a beautiful two bedroom two full bath oceanfront condo. This condo is immacula...
Villa 2 / 2 / 6

*
Online booking available

$320 - $500
Per Night

$2030 - $3500
Per Week

Captain's Walk 467

Hilton Head Island
Captain's Walk 467 is an oceanfront, two-bedroom condo located Palmetto Dunes. This condo is located...
Villa 2 / 2 / 8

*
Online booking available

$310 - $660
Per Night

$1575 - $3325
Per Week

Ketch Court 825

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Ketch Court 825 is a two bedroom ...
Villa 2 / 1 / 6

*
Online booking available

$155 - $545
Per Night

$770 - $2730
Per Week

Villamare 2213

Hilton Head Island
Villamare 2213 is a beautifully updated two bedroom condo located in an oceanfront complex in Palmet...
Villa 2 / 2 / 8

*
Online booking available

$260 - $550
Per Night

$1330 - $2800
Per Week

30 Knotts Way

Hilton Head Island
Welcome to 30 Knotts Way, a beautiful home located in North Forest Beach in a private gated area wit...
Home 5 / 5 / 14

*
Online booking available

$685 - $1555
Per Night

$4795 - $10885
Per Week

25 Sandpiper Street

Hilton Head Island
25 Sandpiper is a beautiful Oceanside new construction offering a wonderful floor plan. The home is ...
Home 3 / 3 / 8

*
Online booking available

$475 - $795
Per Night

$3325 - $5565
Per Week

Tennismaster 1201, 3 Bedrooms, Pool, Tennis, Porch, Sleep...

Hilton Head Island
1201 Tennismaster is nestled in the lovely Shipyard landscape with a golf and lagoon view is this sp...
Condo 3 / 3.5 / 10

*
Online booking available

$143 - $318
Per Night

$1561 - $1561
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 / 4

*
Online booking available

$115 - $200
Per Night

$805 - $1400
Per Week

12 Ocean Gate - 2 bedroom villa just steps to the beach!

Hilton Head Island
This beautiful 2 bedroom, 2.5 bath Ocean Gate villa is located just a short 3 minute walk to one of ...
Villa 2 / 2 / 6

*
Online booking available

$634 - $1253
Per Week

6 Turtle Ln- Lagoon View & Fully Renovated! Available 7/2...

Hilton Head Island
6 Turtle Ln- Lagoon View & Fully Renovated! Available 7/29 Week Located in the Oceanfront complex o...
Villa 3 / 3 / 6

*
Online booking available

$1533 - $3150
Per Week

9 Lands End Rd - Fully renovated & Back open for Rentals ...

Hilton Head Island
9 Lands End Rd - Fully renovated & Back open for Rentals for July Right out of the pages of Coastal...
Home 4 / 3 / 8

*
Online booking available

$1785 - $4095
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