Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$85 - $114
Per Night

$495 - $995
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

$160 - $160
Per Night

$623 - $1617
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 - $284
Per Night

$745 - $1420
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

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

$921 - $2313
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 - $2750
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

805 Clipper Court Harbour Town Views, Bike to Beach, Pet ...

Hilton Head Island
805 Clipper Court Harbour Town Views, Bike to Beach, Pet Friendly, Free Bikes Call for Reservations...
Villa 3 / 3 / 6

*
Online booking available

$128 - $800
Per Night

$795 - $3200
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

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 - $2750
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

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

Surf Court 14 - Impressive Must See!! Forest Beach Townhouse

Hilton Head Island
Surf Court 14 is a two-story townhouse, one flight above street level. These properties are within 1...
Condo 2 / 2.5 / 8

*
Online booking available

$140 - $239
Per Night

$700 - $1195
Per Week

Seaside Villa 124-Newly Renovated Direct Ocean Front; Clo...

Hilton Head Island
Seaside Villa 124-Newly Renovated Direct Ocean Front; Close to Coligny Plaza. **Weekly rentals only...
Condo 1 / 1 / 4

*
Online booking available

$103 - $214
Per Night

$570 - $1070
Per Week

Oceanfront 2 BR Villa with Panoramic Views & Private Ocea...

Hilton Head Island
Oceanfront 2 BR Villa with Panoramic Views & Private Oceanfront Balcony! **Captains Walk 481** T...
Villa 2 / 2 / 6

*
Online booking available

$250 - $360
Per Night

$1100 - $2600
Per Week

Moorings 7778

Hilton Head Island
Moorings 7778 is a two bedroom condo located a quick walk from the beach in Palmetto Dunes. This par...
Condo 2 / 3 / 9

*
Online booking available

$125 - $315
Per Night

$665 - $1575
Per Week

Old Military Road 15

Hilton Head Island
This newly updated ranch style home offers a peaceful island retreat with a private pool. Heating is...
Home 3 / 2 / 7

*
Online booking available

$270 - $650
Per Night

$1365 - $3255
Per Week

Sea Oak Lane 05

Hilton Head Island
This second row vacation home has a spacious floor plan and is located in a great spot on the island...
Home 5 / 4 / 12

*
Online booking available

$470 - $1220
Per Night

$2380 - $6090
Per Week

Seaside Villa 252 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Seaside Villas 252 has a nice view of the ocean and is steps to the beach and swimming pool. This vi...
Condo 1 / 1 / 6

*
Online booking available

$78 - $162
Per Night

$345 - $865
Per Week

403 Ocean Dunes Villas - 1 Bedroom 1 Bathroom Oceanview Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 6

*
Online booking available

$83 - $170
Per Night

$445 - $905
Per Week

1 Sandy Beach Trail

Hilton Head Island
This home is a captivating 6 bedroom, 5 1/2 bathroom home with private pool, just one short block to...
Home 6 / 5.5 / 14

*
Online booking available

$660 - $1450
Per Night

$3045 - $10150
Per Week

1503 Villamare - 5th Floor and Pretty Oceanviews

Hilton Head Island
Oceanfront 5th floor 2 bedroom, 2 bath Villamare villa in Palmetto Dunes with breathtaking views. Th...
Villa 2 / 2 / 8

*
Online booking available

$260 - $260
Per Night

$1043 - $2778
Per Week

Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton Head Completely remodeled, 409 Ocean Dunes...
Condo 2 / 2 / 6

*
Online booking available

$187 - $372
Per Night

$1010 - $1860
Per Week

Walk to Beach, Large Pool, Free Bikes, 33 Ocean Breeze

Hilton Head Island
Call for Reservations - Brad: Escape to the Beach! Looking for Value? You always get: 4 New Adult...
Condo 3 / 3 / 8

*
Online booking available

$114 - $156
Per Night

$795 - $1495
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