Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

$945 - $2069
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

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

$630 - $1445
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

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 - $500
Per Night

$1200 - $2500
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 - $480
Per Night

$1100 - $2200
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

$107 - $274
Per Night

$620 - $1370
Per Week

Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Beautifully decorated, this one bedro...
Condo 1 / 1 / 6

*
Online booking available

$88 - $184
Per Night

$445 - $920
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

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

312 Barrington Court- 3rd Floor Oceanfront!

Hilton Head Island
A charming oceanfront 3rd floor 2 bedroom, 2 bath villa in Palmetto Dunes has everything on your vac...
Villa 2 / 2 / 6

*
Online booking available

$945 - $2275
Per Week

Hilton Head Beach Villa 12 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Located oceanfront on South Forest Beach Drive this complex offers three bedrooms, three bath tri-le...
Condo 3 / 3 / 8

*
Online booking available

$202 - $474
Per Night

$1020 - $2370
Per Week

Ocean Dunes Villas 312 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$103 - $203
Per Night

$560 - $1075
Per Week

8 Windjammer Harbour Town Home Private Pool, Free Bikes, ...

Hilton Head Island
8 Windjammer Harbour Town Home Private Pool, Free Bikes, Tennis, Pet Friendly Bike to Beach, Vacati...
Home 4 / 4 / 8

*
Online booking available

$266 - $1750
Per Night

$1395 - $7000
Per Week

462 Plantation Club End Unit, Golf Views, Close to Beach,...

Hilton Head Island
462 Plantation Club End Unit, Golf Views, Close to Beach, Pet Friendly *KITCHEN, BATHROOMS, TELEVIS...
Villa 2 / 2 / 6

*
Online booking available

$116 - $500
Per Night

$595 - $2000
Per Week

32 Singleton Beach: 50 yards to the Beach

Hilton Head Island
First Floor: Kitchen, Living, Dining (table seats 10 and bar seats 4), TV, Half Bath, Laundry Room, ...
Home 6 / 7.5 / 16

*
Online booking available

$875 - $1745
Per Night

$4235 - $12215
Per Week

Heath 20

Hilton Head Island
This pleasant, four bedroom home includes a private loft with sleeping area and is a great choice fo...
Home 5 / 4 / 14

*
Online booking available

$445 - $995
Per Night

$2240 - $5005
Per Week

Lake Forest 3316

Hilton Head Island
Lake Forest 3316 is a two bedroom, two bathroom condo located in Sea Pines overlooking the lagoon. T...
Villa 2 / 2 / 4

*
Online booking available

$140 - $310
Per Night

$770 - $1575
Per Week

W. Beach Lagoon 18

Hilton Head Island
West Beach Lagoon 18 is located only three rows away from the beach in the Sea Pines and overlooks t...
Home 5 / 5 / 12

*
Online booking available

$865 - $2060
Per Night

$4340 - $10325
Per Week

Bradley Beach 38, 4 Bedrooms Private Pool, Near Ocean, Sl...

Hilton Head Island
Bradley Beach 38 is a 4 bedroom, 3 bath home, with a small pool. It offers fun, charm, and excitemen...
Home 4 / 3 / 12

*
Online booking available

$224 - $659
Per Night

$2833 - $2833
Per Week

176 Mooring Buoy- 4th row ocean! 7/22-29 Week Available

Hilton Head Island
176 Mooring Buoy offers some of the most spectacular lagoon and golf views from every room! Only a 3...
Home 5 / 6.5 / 12

*
Online booking available

$3570 - $9366
Per Week

109 Oceanwood-Fully Renovated w/ Community Oceanfront Poo...

Hilton Head Island
109 Oceanwood-Fully Renovated w/ Community Oceanfront Pool. 7/29 Week Avail. This 3rd row ocean 4 b...
Home 4 / 4 / 10

*
Online booking available

$1575 - $4097
Per Week

3429 Villamare

Hilton Head Island
Located Oceanfront in Palmetto Dunes, This 2 bedroom, 2 bath villa is located on the 4 th floor and...
Villa 2 / 2 / 8

*
Online booking available

$840 - $2049
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