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

$99 - $133
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

$120 - $160
Per Night

$482 - $1559
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

114 Beachwalk - 3 Minutes walk to the beach & Tennis

Hilton Head Island
Within earshot of the rolling surf, this 1 bedroom, 2 bath is a charming villa across from the Sones...
Villa 1 / 2 / 4

*
Online booking available

$120 - $120
Per Night

$414 - $1336
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

16 Sea Oak Lane

Hilton Head Island
Welcome to 16 Sea Oak Lane, a gorgeous 2 story oceanfront home located in South Forest Beach! This ...
Home 6 / 6 / 14

*
Online booking available

$560 - $1525
Per Night

$3920 - $10675
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 - $560
Per Night

$1925 - $3920
Per Week

Fiddler's Cove 28C, 2 Bedroom, Sleeps 6, Pool

Hilton Head Island
Hilton Head Island's best-kept secret! You can experience an economic vacation near the beach, golf,...
Condo 2 / 2 / 6

*
Online booking available

$104 - $239
Per Night

$1028 - $1028
Per Week

3 BR Pet Friendly Townhouse with Lagoon & Golf Views. Bik...

Hilton Head Island
3 BR Pet Friendly Townhouse with Lagoon & Golf Views. Bike to the Beach! **Evian 240** This char...
Villa 3 / 3 / 8

*
Online booking available

$230 - $400
Per Night

$1000 - $1800
Per Week

Carolina Place 3417, 3 Bedrooms, Sea Pines, Pool, Tennis,...

Hilton Head Island
If you are looking for a bright, airy floor plan and an end unit with a tranquil setting overlooking...
Condo 3 / 3 / 8

*
Online booking available

$143 - $359
Per Night

$1544 - $1544
Per Week

3 Azalea Street, 3 Bedrooms, Pet Friendly, Garage, Sleeps 6

Hilton Head Island
On a quiet, tree-lined street between Harbor River and the Hilton Head Beach sits your ideal vacatio...
Home 3 / 1.5 / 6

*
Online booking available

$242 - $637
Per Night

$2739 - $2739
Per Week

Periwinkle Lane 9 Upper Unit, 2 Bedrooms, Flat Panel Tv, ...

Hilton Head Island
All of Hilton Head Island awaits your discovery when you vacation in the well-located upper unit of ...
Home 2 / 1 / 7

*
Online booking available

$143 - $373
Per Night

$1603 - $1603
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

Mizzenmast Court 02

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details & Fee) This three story home is loc...
Home 5 / 4 / 15

*
Online booking available

$380 - $3105
Per Night

$1925 - $15540
Per Week

Plantation Club 528, 2 Bedroom, 2 Large Pools, Elevator, ...

Hilton Head Island
528 Plantation Club in Sea Pines Plantation is a charming and well-appointed villa is close to every...
Condo 2 / 2 / 7

*
Online booking available

$113 - $270
Per Night

$1036 - $1161
Per Week

Belted Kingfisher 3

Hilton Head Island
Just a two minute walk to the beach, Belted Kingfisher 3 is a newly renovated home with upgrades thr...
Home 4 / 4 / 13

*
Online booking available

$655 - $1310
Per Night

$3290 - $6545
Per Week

Golfmaster 304, 2 Bedrooms, Large Pool, Tennis, Sleeps 10

Hilton Head Island
304 Golfmaster in Shipyard Plantation is located near the Clipper Golf Course. This 2 bedroom, 2.5 b...
Condo 2 / 2.5 / 10

*
Online booking available

$94 - $219
Per Night

$942 - $942
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

3 Scaup - Quick walk to the beach & to South Beach Marina

Hilton Head Island
This charming 3 bedroom, 3 bathroom vacation home is located in the South Beach area of Sea Pines. *...
Home 3 / 3 / 8

*
Online booking available

$240 - $240
Per Night

$1195 - $3987
Per Week

St. Andrews Common 1861, 2 Bedroom, Pet Friendly, Sleeps 6

Hilton Head Island
1861 St. Andrews in Palmetto Dunes. What a positively delightful, charming and whimsical 1BR, 1 Loft...
Condo 2 / 2 / 6

*
Online booking available

$98 - $219
Per Night

$942 - $942
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 - $461
Per Night

$1982 - $1982
Per Week

St. Andrews Common 1658, 1 Bedroom, Large Pool, Ground Fl...

Hilton Head Island
This Palmetto Dunes 1 bedroom, 1.5 baths, 1st floor, spacious villa is convenient to everything on H...
Condo 1 / 1.5 / 4

*
Online booking available

$89 - $202
Per Night

$993 - $993
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

$385 - $1022
Per Night

$5860 - $5860
Per Week

3 Sweet Gum Court

Hilton Head Island
Welcome to 3 Sweet Gum Court located in the heart of Sea Pine Plantation! This wonderfully update s...
Home 3 / 3 / 8

*
Online booking available

$240 - $325
Per Night

$1190 - $2275
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

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