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 This 1st floor 2 bedro...
Villa 2 / 2 / 6

*
Online booking available

$120 - $160
Per Night

$479 - $1544
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 7148H Call for Reservations - ...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
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

48 Hilton Head Cabana

Hilton Head Island
Welcome to 48 Hilton Head Cabana a beautiful ocean oriented 2 story townhome located in North Forest...
Home 2 / 2.5 / 4

*
Online booking available

$120 - $190
Per Night

$840 - $1330
Per Week

Sand Dollar 32

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) Welcome to your new vacation getaw...
Home 4 / 4 / 10

*
Online booking available

$720 - $1545
Per Night

$3570 - $7735
Per Week

Plantation Club 490

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Plantation Club 490 is a newly re...
Villa 3 / 3 / 6

*
Online booking available

$205 - $625
Per Night

$1085 - $3150
Per Week

Greens 190, 3 Bedrooms, Corner Unit, Large Pool, Walk to ...

Hilton Head Island
190 The Greens in Shipyard Plantation is the ultimate villa for a peaceful and serene escape. This 3...
Condo 3 / 3 / 10

*
Online booking available

$134 - $292
Per Night

$940 - $2042
Per Week

New to Market, New Everything! Golf Views, Free Bikes, Po...

Hilton Head Island
New to Market, New Everything! Golf Views, Free Bikes, Pool Access. 24 Willow Call for Reservations...
Home 3 / 3 / 8

*
Online booking available

$166 - $625
Per Night

$895 - $2500
Per Week

Canvas Back 12

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) This recently renovated home is on...
Home 5 / 4 / 14

*
Online booking available

$545 - $1210
Per Night

$2730 - $6055
Per Week

Village House 303, 2 Bedrooms, Pet Friendly, Elevator, Sl...

Hilton Head Island
303 Village House in Port Royal Plantation is a bright, and spacious 2 bedroom, 2 bath corner villa....
Condo 2 / 2 / 6

*
Online booking available

$119 - $249
Per Night

$835 - $1744
Per Week

Newly Updated, Private Back Deck. Free Bikes Pool Tennis ...

Hilton Head Island
Newly Updated, Private Back Deck. Free Bikes Pool Tennis Pet Friendly 21Ob Call for Reservations - ...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

New To Market! Pet Friendly 3 BR Villa, Free Bikes and Te...

Hilton Head Island
New To Market! Pet Friendly 3 BR Villa, Free Bikes and Tennis! 2301H Call for Reservations - Brad: ...
Villa 3 / 3 / 8

*
Online booking available

$158 - $750
Per Night

$845 - $3000
Per Week

Moorings 0910

Hilton Head Island
This is a Pet Friendly Condo! (Dogs Only - Must Call for Details) Moorings 0910 is a resort view, t...
Villa 2 / 3 / 8

*
Online booking available

$145 - $325
Per Night

$770 - $1610
Per Week

Award-Winning Palmetto Dunes 6Br w/ Private Pool, Hot Tub...

Hilton Head Island
Award-Winning Palmetto Dunes 6Br w/ Private Pool, Hot Tub & Multiple Decks Luxurious beach vacation...
Home 6 / 6.5 / 17

*
Online booking available

$525 - $739
Per Night

$3662 - $7847
Per Week

Beachwalk 185, 2 Bedrooms, Pool, Near Beach, Sleeps 6

Hilton Head Island
185 Beachwalk, Shipyard. This is a charming 2 bedroom, 2 bath first-floor villa located on the end o...
Condo 2 / 2 / 6

*
Online booking available

$113 - $233
Per Night

$788 - $1628
Per Week

Egret 5, Luxury 6 Bedroom, Elevator, Private Pool, Spa, S...

Hilton Head Island
5 Egret in North Forest Beach is a spacious and extraordinary 6 Bedroom/6.5 baths, over 4,000 square...
Home 6 / 6.5 / 20

*
Online booking available

$404 - $1193
Per Night

$2830 - $8348
Per Week

3 BR/ 3 Bath, 2nd floor Pet Friendly Villa with Pool & Sp...

Hilton Head Island
3 BR/ 3 Bath, 2nd floor Pet Friendly Villa with Pool & Spa on site. **Colonnade Club 196** Situa...
Villa 3 / 3.5 / 6

*
Online booking available

$230 - $400
Per Night

$1000 - $1800
Per Week

Queens Grant 765

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Queens Grant 765 is a lovely thre...
Villa 3 / 3 / 6

*
Online booking available

$160 - $350
Per Night

$840 - $1750
Per Week

71 Heritage Road

Hilton Head Island
Welcome to 71 Heritage Road located in the heart of Sea Pines Plantation! This beautiful single flo...
Home 3 / 2 / 8

*
Online booking available

$255 - $440
Per Night

$1785 - $3080
Per Week

Village House 102, 2 Bedrooms, Pet Friendly, Pool, Sleeps 6

Hilton Head Island
102 Village House in Port Royal Plantation. Welcome to this exquisite first-floor condo (elevated 1 ...
Condo 2 / 2 / 6

*
Online booking available

$113 - $225
Per Night

$788 - $1575
Per Week

Village House 307, 2 Bedrooms, Pet Friendly, Elevator, Sl...

Hilton Head Island
307 Village House in Port Royal Plantation is an attractive 2 bedroom 2 bath, 3rd floor, with elevat...
Condo 2 / 2 / 8

*
Online booking available

$113 - $225
Per Night

$788 - $1575
Per Week

Evian 135, 2 Bedroom, Golf Views, Pool, Pet Friendly, Sle...

Hilton Head Island
135 Evian in Shipyard is a beautiful 2nd floor Evian unit that is spacious, quiet and has great view...
Condo 2 / 2 / 6

*
Online booking available

$104 - $208
Per Night

$730 - $1458
Per Week

4 Hilton Head Cabana

Hilton Head Island
This wonderful 2 story villa is located at 4 Hilton Head Cabana which is located in the South Forest...
Villa 2 / 1.5 / 6

*
Online booking available

$115 - $190
Per Night

$805 - $1330
Per Week

10 Knotts Way

Hilton Head Island
Welcome to 10 Knotts Way a beautifully appointed 3 story home in a gated community in North Forest B...
Home 6 / 6.5 / 16

*
Online booking available

$510 - $1290
Per Night

$3570 - $9030
Per Week

Lagoon Road 29, 4 Bedroom, Wooded View, Close to Beach, S...

Hilton Head Island
29 Lagoon Road in North Forest Beach is amazing! Located on a lagoon and only 2 blocks from the beac...
Home 4 / 3 / 10

*
Online booking available

$158 - $403
Per Night

$1103 - $2823
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