Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

407 Ocean Dunes Villas - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
With a spectacular view of the Atlantic Ocean from the oceanfront balcony, this villa is just steps ...
Apartment 1 / 1 / 2

*
Online booking available

$140 - $235
Per Night

$650 - $1175
Per Week

The Greens 204 - Shipyard Townhouse

Hilton Head Island
The Greens condominiums are within Shipyard Plantation, a private residental and resort community. T...
Condo 1 / 2 / 2

*
Online booking available

$119 - $195
Per Night

$595 - $975
Per Week

1 bedroom Forest Beach Villa

Hilton Head Island
Relax and enjoy your Hilton Head Island experience in this charming 1 bedroom, 1 bath villa which ha...
Condo 1 / 1 / 2

*
Online booking available

$100 - $160
Per Night

$525 - $800
Per Week

1735 Bluff Villas - 2nd floor Braddock Cove View - 1 BR/ ...

Hilton Head Island
1735 Bluff Villas - 2nd floor Braddock Cove View - 1 BR/ efficiency. This romantic one bedroom effi...
Villa 1 / 1 / 2

*
Online booking available

$71 - $71
Per Night

$495 - $995
Per Week

1846 Beachside Tennis - Beautiful 1 BR sound front villa ...

Hilton Head Island
1846 Beachside Tennis - Beautiful 1 BR sound front villa in Sea Pines! This gorgeous 1 bedroom vill...
Villa 1 / 1 / 2

*
Online booking available

$2295 - $2395
Per Week

1029 Caravel Court - Beautiful view of Harbour Town! 5/23...

Hilton Head Island
1029 Caravel Court - Beautiful view of Harbour Town! 5/23-30 Available This 1 bedroom, 1.5 bath Car...
Villa 1 / 1.5 / 3

*
Online booking available

$99 - $99
Per Night

$695 - $2400
Per Week

19 Night Heron - Cute, 1 BR Cottage - 5 minutes walk to t...

Hilton Head Island
19 Night Heron - Cute, 1 BR Cottage - 5 minutes walk to the beach QUIET INTIMACY OVERLOOKING A LUSH...
Home 1 / 1 / 3

*
Online booking available

$71 - $71
Per Night

$495 - $995
Per Week

Breakers 320

Hilton Head Island
1BD/1BA Pool & Ocean View Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oce...
Villa 1 / 1 / 4

*
Online booking available

$155 - $199
Per Night

$775 - $995
Per Week

Ocean One 415 - Oceanfront 4th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 415 enjoy panoramic v...
Condo 2 / 2 / 4

*
Online booking available

$200 - $439
Per Night

$1000 - $2195
Per Week

116 Breakers - Cute 1st floor oceanfront North Forest Bea...

Hilton Head Island
116 Breakers - Cute 1st floor oceanfront North Forest Beach villa! This cute 1 bedroom oceanfront B...
Villa 1 / 1 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1295
Per Week

Racquet Club 2312 - Harbour Town Area One Level Condo

Hilton Head Island
Racquet Club is near the Sea Pines Center and the famous Harbour Town Yacht Basin. Both venues offer...
Condo 1 / 1 / 4

*
Online booking available

$119 - $195
Per Night

$595 - $975
Per Week

1BR 1Bath Newly renovated Xanadu Villa S. Forest Beach Dr...

Hilton Head Island
1BR 1Bath Newly renovated Xanadu Villa S. Forest Beach Dr. Hilton Head Newly renovated one bedroom ...
Condo 1 / 1 / 4

*
Online booking available

$100 - $155
Per Night

$500 - $775
Per Week

Night Heron 28

Hilton Head Island
2 BD/2 BA freestanding villa with Landscape view. 2 Queen beds. Pool on site or walk easily to the ...
Villa 2 / 2 / 4

*
Online booking available

$170 - $219
Per Night

$850 - $1095
Per Week

1691 Bluff Villas-Fully Renovated, Quick Walk to the beac...

Hilton Head Island
1691 Bluff Villas-Fully Renovated, Quick Walk to the beach & Marina Area This 1 bedroom, 1 bath fla...
Villa 1 / 1 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1295
Per Week

2503 Seacrest - 5th Floor, Pretty Ocean views and Beautif...

Hilton Head Island
2503 Seacrest - 5th Floor, Pretty Ocean views and Beautiful Interior This 1 bedroom, 1.5 bath OCEAN...
Villa 1 / 1.5 / 4

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

913 Cutter Court-Fully renovated 2nd floor villa & a quic...

Hilton Head Island
913 Cutter Court-Fully renovated 2nd floor villa & a quick walk to the Marina Quality, Comfort, Loc...
Villa 1 / 1 / 4

*
Online booking available

$107 - $107
Per Night

$750 - $2300
Per Week

206 Barrington Arms-Oceanfront Views. Fall at the beach i...

Hilton Head Island
206 Barrington Arms-Oceanfront Views. Fall at the beach is warm & beautiful Enjoy a fabulous vacati...
Villa 1 / 1.5 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

2403 Seacrest - Pretty Ocean Views and very spacious

Hilton Head Island
2403 SEACREST - Incredible location, this pretty, 1 bedroom, 1.5 bathroom Forest Beach villa is cen...
Villa 1 / 1.5 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1795
Per Week

2301 Seacrest-3rd Floor,1 BR & 2 Full Baths. Awesome Beac...

Hilton Head Island
2301 Seacrest-3rd Floor,1 BR & 2 Full Baths. Awesome Beach Location This 1 bedroom, 2 bath ANGLED O...
Villa 1 / 2 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1695
Per Week

Gorgeous views of Harbour Town from this cute 1 BR Sea Pi...

Hilton Head Island
Gorgeous views of Harbour Town from this cute 1 BR Sea Pines villa! Stunning views of the world fam...
Villa 1 / 1 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $2400
Per Week

2203 Seacrest- Newly Updated 2nd Floor Villa!

Hilton Head Island
Enjoy a relaxing retreat at the luxurious oceanfront SeaCrest Resort. 2203 is a spacious villa boast...
Villa 1 / 1.5 / 4

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

The Village Studio with Loft

Hilton Head Island
The Village Studio with Loft Unit Description: Units have either a kitchenette or full-size kitchen...
Villa 0 / 1 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

Cozy, Private, Spotless Villa, Golf Views, Free Bikes, Po...

Hilton Head Island
Cozy, Private, Spotless Villa, Golf Views, Free Bikes, Pool, Hot Tub This charming villa is located...
Villa 2 / 2.5 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

503 Windsor Place-Oceanfront 5th Floor & Fully renovated....

Hilton Head Island
503 Windsor Place-Oceanfront 5th Floor & Fully renovated. 4/11 Wk available This gorgeous 5th floor...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

Seaside Villa 226 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 226 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Nicely Decorated!! Wireless Internet...
Condo 1 / 1 / 4

*
Online booking available

$115 - $198
Per Night

$500 - $990
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