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 Within earshot of the ...
Villa 2 / 2 / 6

*
Online booking available

$595 - $1395
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

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

Island House 110, 4 Bedroom, Pool, Short Walk to Beach, S...

Hilton Head Island
110 Island House is located in the heart of South Forest Beach. This amazing four bedroom, three bat...
Condo 4 / 3 / 8

*
Online booking available

$250 - $490
Per Night

$1250 - $2450
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

$200 - $360
Per Night

$1000 - $2000
Per Week

Bradley Beach 44, 6 Bedrooms, Private Pool, Wifi, Sleeps 13

Hilton Head Island
Bradley Beach 44 is a 6 Bedroom, 4.5 Bathroom family vacation home, sleeps 13 and has a fabulous 16'...
Home 6 / 4.5 / 13

*
Online booking available

$399 - $982
Per Night

$1995 - $4909
Per Week

Sandhill Crane 16

Hilton Head Island
This is a Dog Friendly Home! (Off Season Only - Must Call for Details & Restrictions) The recently ...
Home 4 / 3 / 10

*
Online booking available

$625 - $1310
Per Night

$3115 - $6580
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

$99 - $190
Per Night

$645 - $1328
Per Week

Singleton Beach 11B, 3 Bedrooms, Oceanfront, Pool, Elevator

Hilton Head Island
11B Singleton Place, Singleton Beach. Once in a lifetime opportunity to stay in this luxurious ocean...
Home 3 / 3 / 8

*
Online booking available

$499 - $1223
Per Night

$2495 - $6116
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

$111 - $239
Per Night

$555 - $1195
Per Week

Ketch Court 825

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Ketch Court 825 is a two bedroom ...
Villa 2 / 1 / 6

*
Online booking available

$170 - $535
Per Night

$840 - $2695
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

$210 - $484
Per Night

$1050 - $2420
Per Week

124 N Forest Beach Ct-Oceanfront, Pool & Hot Tub

Hilton Head Island
Beautiful is the only word that comes to mind when describing this 6 bedroom, 6 ½ bath beautiful OC...
Home 6 / 6.5 / 14

*
Online booking available

$3795 - $9495
Per Week

Bluff Villas 1657, Ground Floor, 2 Bedrooms, Pool, Sleeps 4

Hilton Head Island
Bluff Villas 1657, is a Ground Floor, 2 Bedrooms, Pool, Sleeps 4 is located in the heart of the Sout...
Condo 2 / 2 / 4

*
Online booking available

$170 - $319
Per Night

$850 - $1595
Per Week

Lighthouse Tennis 2395, 2 Bedroom, Lagoon View, Pool, Sle...

Hilton Head Island
2395 Lighthouse Tennis Villa in Sea Pines Plantation is a delightful 2 bedroom, 2 bath villa close t...
Condo 2 / 2 / 4

*
Online booking available

$115 - $339
Per Night

$610 - $1695
Per Week

4 Ocean Breeze Townhome, 3 Pools, Tennis, Beach, Pet Frie...

Hilton Head Island
4 Ocean Breeze Townhome, 3 Pools, Tennis, Beach, Pet Friendly Escape to the Beach! First Floor Mas...
Condo 3 / 3 / 8

*
Online booking available

$133 - $183
Per Night

$695 - $1495
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

$159 - $299
Per Night

$795 - $1495
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

$305 - $625
Per Night

$2135 - $4375
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

$125 - $200
Per Night

$875 - $1400
Per Week

Port Au Prince 12, 3 Bedroom, Private Pool, Sleeps 8

Hilton Head Island
12 Port Au Prince in Shipyard has fabulous golf views and a huge elbow shaped heated private pool. O...
Home 3 / 2.5 / 8

*
Online booking available

$259 - $566
Per Night

$1295 - $2830
Per Week

26 Gunnery, Nicely Updated, Free Internet Bikes Tennis, P...

Hilton Head Island
26 Gunnery, Nicely Updated, Free Internet Bikes Tennis, Pet Friendly NEAR BEACH & OCEAN LAGOON VIE...
Home 3 / 3.5 / 8

*
Online booking available

$166 - $500
Per Night

$895 - $2095
Per Week

21 Ocean Breeze. Private Back Deck. Free Bikes Pool Tenni...

Hilton Head Island
21 Ocean Breeze. Private Back Deck. Free Bikes Pool Tennis Pet Friendly Escape to the Beach! New De...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
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

$570 - $1440
Per Night

$3990 - $10080
Per Week

Low Country Manor, 6 Bedroom, Heated Pool, 3rd Row to Bea...

Hilton Head Island
This third row, 6 bedroom, 6.5 bathroom pet friendly, home with heated pool and hot tub is ready for...
Home 6 / 6.5 / 16

*
Online booking available

$419 - $1385
Per Night

$2096 - $6924
Per Week

Great Vacation Home on Canal in Palmetto Dunes with Golf ...

Hilton Head Island
Great Vacation Home on Canal in Palmetto Dunes with Golf Views & Private Pool **Promontory Court 15...
Home 4 / 4 / 8

*
Online booking available

$550 - $700
Per Night

$2750 - $4750
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