Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$61 - $107
Per Night

$425 - $895
Per Week

Wow, this completely renovated 1 BR, 1 bath compact cottage

Hilton Head Island
QUIET INTIMACY OVERLOOKING A LUSH LAGOON. Wow, this updated 1 bedroom, 1 bath compact cottage is lo...
Home 1 / 1 / 3

*
Online booking available

$71 - $121
Per Night

$495 - $995
Per Week

1029 Caravel Court - Beautiful Harbourview 1 BR/1 bath vi...

Hilton Head Island
1029 Caravel Court - Beautiful Harbourview 1 BR/1 bath villa. Romantic! This 1 bedroom, 1 bath Cara...
Villa 1 / 1 / 3

*
Online booking available

$85 - $142
Per Night

$595 - $2100
Per Week

Night Heron 28

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

*
Online booking available

$150 - $219
Per Night

$750 - $1095
Per Week

1691 Bluff Villas - Cute 1 Bedroom Bluff Villa. Book Now.

Hilton Head Island
This 1 bedroom, 1 bath flat is located on the 3rd floor of a 3-story walk-up. Spacious, brightly d...
Villa 1 / 1 / 4

*
Online booking available

$71 - $142
Per Night

$495 - $1195
Per Week

206 Barrington Arms- Oceanfront Views. Summer weeks avail...

Hilton Head Island
206 Barrington Arms- Oceanfront Views. Summer weeks available. Enjoy a fabulous vacation in the lux...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
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

$235 - $419
Per Night

$1175 - $2095
Per Week

709 Barrington Park-Lagoon View & on the Ocean! Available...

Hilton Head Island
709 Barrington Park-Lagoon View & on the Ocean! Available 4/19-25 (6 nights) Enjoy a fabulous vacat...
Villa 1 / 2 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1095
Per Week

220 Shorewood - Beautifully updated 2 BR Shorewood villa!

Hilton Head Island
Ocean View Flat with Free Wireless Internet 2 Bedrooms/2 Bathrooms, first floor, ocean view flat on ...
Villa 2 / 2 / 4

*
Online booking available

$114 - $114
Per Night

$795 - $1895
Per Week

Breakers 219

Hilton Head Island
1BD/1BA Pool & Ocean View Villa on second floor. Queen bed plus SleepSofa. Pool & Baby Pool on site....
Villa 1 / 1 / 4

*
Online booking available

$145 - $199
Per Night

$725 - $995
Per Week

1 bedroom at the village

Hilton Head Island
1 bedroom at the village Unit Description: This spacious townhome features a dining area for 4 peop...
Condo 1 / 2 / 4

*
Online booking available

$139 - $999
Per Night

$973 - $6993
Per Week

6304 Hampton Place-Beautiful Oceanfront 1 Bedroom - Sleeps 4

Hilton Head Island
BEAUTIFUL PALMETTO DUNES RENOVATION This romantic 3rd floor, 1 bedroom, 2 baths Palmetto Dunes vi...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

Breakers 102

Hilton Head Island
1 BD/1 BA first floor villa on the beach. Queen bed. (Sofa linens provided for additional fee) Poo...
Villa 1 / 1 / 4

*
Online booking available

$125 - $180
Per Night

$625 - $900
Per Week

Breakers 320

Hilton Head Island
1BD/1BA Pool & Ocean View Villa. Queen bed plus Sleep Sofa. Pool& Baby Pool on site. Multiple Flat S...
Villa 1 / 1 / 4

*
Online booking available

$145 - $199
Per Night

$725 - $995
Per Week

2203 Seacrest - 2nd Floor 1 Bedroom, 1.5 Bath Villa. Pretty.

Hilton Head Island
Enjoy a relaxing retreat at the luxurious oceanfront SeaCrest Resort. 2203 is a spacious villa boast...
Villa 1 / 2 / 4

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

2403 Seacrest - Pretty Ocean Views 1 BR- Available June &...

Hilton Head Island
2403 Seacrest - Pretty Ocean Views 1 BR- Available June & July weeks 2403 SEACREST - Incredible lo...
Villa 1 / 2 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1795
Per Week

Breakers 114

Hilton Head Island
1 Bd/1 Ba 1st floor villa with direct Ocean Front view. Queen bed & queensofa bed. Private balcony...
Villa 1 / 1 / 4

*
Online booking available

$150 - $219
Per Night

$750 - $1095
Per Week

Night Heron 14

Hilton Head Island
1 BD/ 1 BA freestanding villa with landscape views. Queen bed with TVplus Sleep Sofa (linens provide...
Villa 1 / 1 / 4

*
Online booking available

$125 - $165
Per Night

$625 - $825
Per Week

Breakers 109

Hilton Head Island
1BD/1BA Oceanfront Villa. Queen bed plus Sleep Sofa. Oceanfront Pool& Baby Pool on site. (Pool is he...
Villa 1 / 1 / 4

*
Online booking available

$150 - $219
Per Night

$750 - $1095
Per Week

2407 Seacrest -4th Floor and Beautiful Ocean Views - Slee...

Hilton Head Island
2407 Seacrest -4th Floor and Beautiful Ocean Views - Sleeps 4 This 1 bedroom, 1.5 bath OCEANVIEW vi...
Villa 1 / 2 / 4

*
Online booking available

$114 - $114
Per Night

$795 - $1895
Per Week

Forest Beach Villa 303 - Forest Beach One Level Flat

Hilton Head Island
Forest Beach Villas 303 is 100 yards from the Coligny Beach Park with one pedestrian friendly road t...
Condo 2 / 2 / 4

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

198 Greens - 1 BR, 2 story townhouse. 7 minutes walk to t...

Hilton Head Island
198 Greens - 1 BR, 2 story townhouse. 7 minutes walk to the beach. This 1 bedroom, 1.5 bath townhou...
Villa 1 / 2 / 4

*
Online booking available

$71 - $142
Per Night

$495 - $1195
Per Week

503 Windsor Place-Oceanfront 5th Floor, Available 4/5-12 ...

Hilton Head Island
503 Windsor Place-Oceanfront 5th Floor, Available 4/5-12 week This gorgeous 5th floor villa with oc...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
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

$145 - $189
Per Night

$725 - $945
Per Week

Charming Studio Cottage

Hilton Head Island
Charming Studio Cottage Unit Description: Walk to the beach, golf and tennis from this charming stu...
Condo 0 / 1 / 4

*
Online booking available

$999 - $999
Per Night

$6993 - $6993
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