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 Call for Reservations - ...
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

$250 - $400
Per Night

$1100 - $2400
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

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

$143 - $284
Per Night

$745 - $1420
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 Call for Reservations - Brad: ...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $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

105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to ...

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

*
Online booking available

$120 - $160
Per Night

$469 - $1521
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

$95 - $184
Per Night

$445 - $920
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

$200 - $460
Per Night

$1000 - $2300
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 - $460
Per Night

$1000 - $2300
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

$672 - $2175
Per Week

17 Beachside - 50 yards to the beach and steps to S. Beac...

Hilton Head Island
17 Beachside - 50 yards to the beach and steps to S. Beach Marina/Salty Dog Just a short walk to th...
Home 4 / 3 / 8

*
Online booking available

$260 - $260
Per Night

$1045 - $3635
Per Week

Ocean One 203 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 203 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$270 - $620
Per Night

$1350 - $3100
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

$210 - $360
Per Night

$1050 - $1800
Per Week

2366 Racquet Club-On-Site Pool & Har-Tru Tennis Courts.

Hilton Head Island
This lovely 1 bedroom villa is located right in the heart of Sea Pines and is within walking distanc...
Villa 1 / 1 / 4

*
Online booking available

$140 - $460
Per Night

$525 - $2300
Per Week

6 Sweet Gum Lane, near the Pool & Action, Free Bikes, Ten...

Hilton Head Island
6 Sweet Gum Lane, near the Pool & Action, Free Bikes, Tennis, Pet Friendly Call for Reservations - ...
Home 3 / 2 / 8

*
Online booking available

$166 - $625
Per Night

$895 - $2500
Per Week

Breakers 110 - 1st Floor Updated Ocean Front

Hilton Head Island
This is a spectacular fully updated 1 bedroom Ocean Front Condo. The owners have decorated it beaut...
Condo 1 / 1 / 4

*
Online booking available

$150 - $265
Per Night

$750 - $1325
Per Week

Fantastic Sunset Vews of the Calibogue Sound from this Be...

Hilton Head Island
Fantastic Sunset Vews of the Calibogue Sound from this Beautiful Townhouse **Schooner Court 704** ...
Villa 4 / 4.5 / 8

*
Online booking available

$330 - $1000
Per Night

$1500 - $5000
Per Week

Hickory Cove 08

Hilton Head Island
Hickory Cove 8 is a lovely two bedroom villa located just a short walk from the beach in Palmetto Du...
Villa 2 / 3 / 9

*
Online booking available

$160 - $325
Per Night

$770 - $1645
Per Week

Sailmaster 37, 2 Bedrooms, Pool, Patio, Sleeps 6

Hilton Head Island
37 Sailmaster Commons, Shipyard - Located in the popular gated community of Shipyard Plantation, thi...
Condo 2 / 2.5 / 6

*
Online booking available

$98 - $209
Per Night

$689 - $1464
Per Week

8 Windjammer Harbour Town Home Private Pool, Free Bikes, ...

Hilton Head Island
8 Windjammer Harbour Town Home Private Pool, Free Bikes, Tennis, Pet Friendly Call for Reservations...
Home 4 / 4 / 8

*
Online booking available

$266 - $1750
Per Night

$1395 - $7000
Per Week

3 BR 2 bath Seascape Villa S Forest Beach Dr Hilton Head ...

Hilton Head Island
3 BR 2 bath Seascape Villa S Forest Beach Dr Hilton Head Island Seascape 3030 is a nicely decorated...
Condo 3 / 2 / 6

*
Online booking available

$143 - $284
Per Night

$745 - $1420
Per Week

307 Shorewood -Direct Oceanfront with Beautiful Pool, Spa...

Hilton Head Island
307 Shorewood -Direct Oceanfront with Beautiful Pool, Spa & Kiddy Pool Stunning views from this ama...
Villa 3 / 3 / 8

*
Online booking available

$260 - $420
Per Night

$1365 - $3693
Per Week

Wendover Dunes 8136

Hilton Head Island
This is a Pet Friendly Condo! (Dogs Only - Must Call for Details) Wendover Dunes 8136 is a second f...
Condo 2 / 2 / 8

*
Online booking available

$205 - $470
Per Night

$1015 - $2380
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