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

$595 - $1395
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

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

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 - $380
Per Night

$1200 - $2750
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

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

$249 - $319
Per Night

$1170 - $2570
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 - $400
Per Night

$1100 - $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

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

$124 - $184
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

Seaside Villa 152 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 6

*
Online booking available

$89 - $165
Per Night

$345 - $825
Per Week

Ocean Dunes Villas 204 - 2 Bedroom 2 Bathroom Oceanview Flat

Hilton Head Island
This nicely decorated villa has two bedrooms, two bathrooms, a full sized kitchen and a combined liv...
Condo 2 / 2 / 6

*
Online booking available

$132 - $280
Per Night

$660 - $1400
Per Week

8 H H Beach Villa -Beautiful Pool Side Villa ? Oceanfront...

Hilton Head Island
8 H H Beach Villa -Beautiful Pool Side Villa ? Oceanfront Complex 8 Hilton Head Beach Villa: Hilto...
Villa 3 / 3 / 8

*
Online booking available

$1095 - $2695
Per Week

Brand New Beautiful Breakers Villa. Sleeps 4, Free Bikes,...

Hilton Head Island
Brand New Beautiful Breakers Villa. Sleeps 4, Free Bikes, Pool Beachfront Paradise The best kitche...
Villa 1 / 1 / 4

*
Online booking available

$121 - $154
Per Night

$725 - $1150
Per Week

D-16 Xanadu

Hilton Head Island
Large 3 bedroom villa on the 4th floor at Xandu. Enjoy a quiet getaway with plenty of room for every...
Villa 3 / 3 / 6

*
Online booking available

$125 - $220
Per Night

$875 - $1540
Per Week

4 BR Home with Private Pool just 1 House from the Beach!

Hilton Head Island
**Gadwall 3** This lovely home is just steps from the Beach & features a Professional Kitchen wit...
Home 4 / 4 / 12

*
Online booking available

$500 - $960
Per Night

$2500 - $6500
Per Week

324 Breakers, Ocean Front! Free Bikes, Relax in Paradise.

Hilton Head Island
324 Breakers Oceanfront Villa Watch the activity on the ocean, beach and pool from the convenience ...
Villa 1 / 1 / 5

*
Online booking available

$121 - $154
Per Night

$725 - $1150
Per Week

Barrington Court 112

Hilton Head Island
Barrington Court 112 is a two-bedroom oceanfront condo located Palmetto Dunes. This condo is located...
Villa 2 / 2 / 7

*
Online booking available

$285 - $600
Per Night

$1470 - $3045
Per Week

Hickory Cove 18

Hilton Head Island
Hickory Cove 18 is a two bedroom townhome located just a short walk from the beach in Palmetto Dunes...
Villa 2 / 3 / 8

*
Online booking available

$180 - $355
Per Night

$945 - $1750
Per Week

201 Ocean Dunes

Hilton Head Island
This is a fantastic two bedroom, two bath condo located in South Forest Beach and only steps from th...
Condo 2 / 2 / 4

*
Online booking available

$175 - $280
Per Night

$1225 - $1960
Per Week

Evian 109, Updated 2 Bedrooms, Pool, Tennis, Sleeps 7

Hilton Head Island
109 Evian in Shipyard Plantation is a beautifully updated 2 bedroom 2.5 bathrooms, 2 story villa. Ev...
Condo 2 / 2.5 / 7

*
Online booking available

$139 - $250
Per Night

$695 - $1250
Per Week

51 Ocean Club - 2 bedroom Ocean Front villa

Hilton Head Island
You can't beat the location in South Forest Beach of this beautiful 2 bedroom, 2 bath ground level t...
Villa 2 / 2 / 8

*
Online booking available

$1195 - $1995
Per Week

2-E Golfmaster-Pool and tennis courts on site! Quick bike...

Hilton Head Island
2-E Golfmaster-Pool and tennis courts on site! Quick bike ride to the beach. This charming 2nd floo...
Villa 3 / 3 / 8

*
Online booking available

$895 - $1595
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