Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

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

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

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

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

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

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

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

209 Shorewood - Direct Oceanfront! Unbelievable views.

Hilton Head Island
This beautifully decorated 2 bedroom, 2 bath, 2nd floor beach villa looks straight to the sea. An u...
Villa 2 / 2 / 6

*
Online booking available

$1095 - $2395
Per Week

2203 Seacrest- Pretty! Newly Updated 2nd Floor Villa!

Hilton Head Island
Enjoy a relaxing retreat at the luxurious oceanfront SeaCrest Resort. 2203 is a spacious villa boast...
Villa 1 / 1.5 / 4

*
Online booking available

$795 - $1795
Per Week

50 Harleston Green

Hilton Head Island
Simply put this is a vacationer?s dream home. 5 bedrooms plus loft and a *PRIVATE POOL this has it a...
Home 5 / 5.5 / 12

*
Online booking available

$5950 - $12000
Per Week

1105 Seacrest - Gorgeous ocean views- Steps to the Beach,...

Hilton Head Island
1105 Seacrest - Gorgeous ocean views- Steps to the Beach, Dining & Shopping. This beautiful 2 bedro...
Villa 2 / 2 / 8

*
Online booking available

$995 - $2595
Per Week

Evian 206

Hilton Head Island
Evian 206 is a two-bedroom, two-bath villa located in Shipyard Plantation. This villa is accessed by...
Villa 2 / 2 / 8

*
Online booking available

$170 - $315
Per Night

$840 - $1575
Per Week

Racquet Club Villas 2327

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) This beautifully updated two bedr...
Villa 2 / 2 / 8

*
Online booking available

$155 - $450
Per Night

$805 - $2240
Per Week

1 Curlew-5th Row Ocean& quick walk to Coligny Plaza.

Hilton Head Island
Newer custom-built 4 bedroom plus den, 4.5 bath house with *PRIVATE HEATED POOL (*heated for an addi...
Home 4 / 4.5 / 14

*
Online booking available

$1895 - $5995
Per Week

6 Lark - 3rd Row Ocean-3rd Row Ocean w/ Private Pool

Hilton Head Island
Gorgeous 3 bedroom, 2 bath home with *Private HEATED Pool located 3rd row from the ocean. No further...
Home 3 / 2 / 6

*
Online booking available

$1195 - $3200
Per Week

Shorewood 302 - Oceanfront 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 302 enj...
Condo 2 / 2 / 6

*
Online booking available

$180 - $380
Per Night

$900 - $1900
Per Week

Hilton Head Beach Villa 27 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
This villa is very close to the ocean with a beautiful view and it opens out onto the courtyard and ...
Condo 3 / 3 / 8

*
Online booking available

$219 - $269
Per Night

$1020 - $2370
Per Week

452 Captains Walk-5 Bedroom Oceanfront Penthouse

Hilton Head Island
What a spectacular ocean view from this 5 bedroom/3 bath corner villa!! This coastal contemporary v...
Villa 5 / 3 / 12

*
Online booking available

$1195 - $3895
Per Week

8006 Treetops, Newly Renovated Villa, Walk to Beach, Free...

Hilton Head Island
8006 Treetops, Newly Renovated Villa, Walk to Beach, Free Bikes, Tennis, Pool Beautifully Renovated...
Villa 3 / 3 / 6

*
Online booking available

$133 - $183
Per Night

$695 - $1495
Per Week

Seascape Villa 3005 - 1 bedroom villa - Resort View

Hilton Head Island
Newly furnished and a beautifully sure you'll agree this villa is a true gem!! The villa provides ...
Condo 1 / 1 / 4

*
Online booking available

$84 - $109
Per Night

$420 - $745
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