Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

105 Beachwalk-Fully 1st Floor. Quick walk to Beach Club &...

Hilton Head Island
105 Beachwalk-Fully 1st Floor. Quick walk to Beach Club & Fido Friendly This 1st floor 2 bedroom, 2...
Villa 2 / 2 / 6

*
Online booking available

$120 - $120
Per Night

$595 - $1582
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

$250 - $550
Per Night

$1100 - $2750
Per Week

Crown Reef 2 bed 2 bath villa minutes from the beach.

Hilton Head Island
Our relaxing 2 bedroom, 2 bath Crown Reef villa is a first floor end unit in family-centered Port Ro...
Villa 2 / 2 / 8

$111 - $154
Per Night

$780 - $1080
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

$270 - $475
Per Night

$1200 - $2500
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

$220 - $460
Per Night

$1100 - $2300
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

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

$217 - $275
Per Night

$938 - $2261
Per Week

Seascape Villa 3088-Beautifully Decorated, Relaxing Atmos...

Hilton Head Island
Seascape Villa 3088-Beautifully Decorated, Relaxing Atmosphere This nicely decorated villa has all ...
Condo 3 / 2 / 8

*
Online booking available

$132 - $267
Per Night

$745 - $1420
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

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

$220 - $460
Per Night

$1100 - $2300
Per Week

Seaside Villa 268 - Nicely renovated oceanfront close to ...

Hilton Head Island
Seaside Villa 268 - Nicely renovated oceanfront close to dining & shopping Beautifully decorated, t...
Condo 1 / 1 / 6

*
Online booking available

$88 - $184
Per Night

$445 - $920
Per Week

Port Villa 1612 - Townhouse near South Beach Marina

Hilton Head Island
Port Villas are adjacent to the South Beach Marina and the famous Salty Dog Cafe, a dockside bar and...
Condo 3 / 3.5 / 8

*
Online booking available

$220 - $360
Per Night

$1100 - $1800
Per Week

Xanadu Villa B9 - 3 BR 2 and 1/2 BA Poolside Flat Hilton ...

Hilton Head Island
Xanadu Villa B9 - 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc Newly remodeled and beautifully d...
Condo 3 / 2.5 / 8

*
Online booking available

$132 - $278
Per Night

$745 - $1370
Per Week

5A Hickory Lane-Beautiful/New Beach Compound, Quick acces...

Hilton Head Island
5A Hickory Lane-Beautiful/New Beach Compound, Quick access to the beach Stunning 5th-row ocean 5 Be...
Home 5 / 5 / 18

*
Online booking available

$2492 - $7924
Per Week

4 BR Oceanview Home with Private Pool just 20 yards to th...

Hilton Head Island
4 BR Oceanview Home with Private Pool just 20 yards to the Beach! **Dune Lane 116** Ideal for Be...
Home 4 / 3.5 / 10

*
Online booking available

$560 - $900
Per Night

$2800 - $6000
Per Week

2 Cassina Lane

Hilton Head Island
Welcome to 2 Cassina Lane, a wonderfully updated beach cottage in South Forest Beach! This beautifu...
Home 3 / 3 / 7

*
Online booking available

$275 - $575
Per Night

$1925 - $4025
Per Week

Barrington Court 417, 1 Bedroom, Large Pool, Spa, Sleeps 4

Hilton Head Island
You’re just steps from the sandy shores of the Atlantic when you take your vacation at Barrington Co...
Condo 1 / 1.5 / 4

*
Online booking available

$125 - $227
Per Night

$875 - $1586
Per Week

Harbourside One 7129, 3 Bedroom, Marina View, Sleeps 6

Hilton Head Island
7129 Harbourside One in Shelter Cove Harbor is a 3 bedroom, 3 bath penthouse that has it all! With i...
Condo 3 / 3 / 6

*
Online booking available

$158 - $341
Per Night

$960 - $960
Per Week

Seascape Villa 3007-Completely Remodeled and steps to bea...

Hilton Head Island
Seascape Villa 3007-Completely Remodeled and steps to beach and pool!! Seascape 3007 has been tota...
Condo 3 / 2 / 8

*
Online booking available

$172 - $324
Per Night

$945 - $1620
Per Week

5 Ocean Gate - 200 yards to the beach, On-Site Pool & Tennis

Hilton Head Island
This beautiful 2 bedroom, 2.5 bath Ocean Gate villa is located just a short walk to one of the quiet...
Villa 2 / 2.5 / 7

*
Online booking available

$160 - $160
Per Night

$795 - $1351
Per Week

Ocean Dunes Villas 415 - Spectacular 4th Floor Direct Vie...

Hilton Head Island
Ocean Dunes Villas 415 - Spectacular 4th Floor Direct View of Ocean and Pool Ocean Dunes 415, Direc...
Condo 1 / 1 / 4

*
Online booking available

$133 - $259
Per Night

$665 - $1295
Per Week

Sunswept

Hilton Head Island
Sunswept is a beautifully renovated, 2 BR/2 BA condo within Captain's Walk in Palmetto Dunes.  With ...
Apartment 2 / 2 / 7

*
Online booking available

$190 - $610
Per Night

$1155 - $3710
Per Week

Ocean One 323 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 323 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$220 - $460
Per Night

$1100 - $2300
Per Week

Surf Court 55 -Charming Ground Floor 2 bedroom Condo!

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2 / 6

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

Shorewood 202 - Direct Oceanfront Beautiful Condo!!

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 202 enj...
Condo 2 / 2 / 6

*
Online booking available

$240 - $480
Per Night

$1200 - $2400
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