Hilton Head Island Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
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

823 Ketch Court - Sea Pines is Beautiful in the Fall - Bo...

Hilton Head Island
823 Ketch Court - Sea Pines is Beautiful in the Fall - Book Now NEWLY RENOVATED - UNBELIEVABLE LOCA...
Villa 2 / 3 / 4

*
Online booking available

$85 - $171
Per Night

$595 - $2500
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

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

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

Schooner Court 741

Hilton Head Island
2 BD/ 2.5 BA townhouse overlooking the Calibogue Sound. King & 2 Twins. Free access to the Harbour...
Villa 2 / 3 / 4

*
Online booking available

$220 - $600
Per Night

$1100 - $3000
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

4506 Windsor Court - Beautiful & Oceanfront - 2 BR - Slee...

Hilton Head Island
4506 Windsor Court - Beautiful & Oceanfront - 2 BR - Sleeps 4 Beautiful 2 bedroom, 2 bath ocean fro...
Villa 2 / 2 / 4

*
Online booking available

$171 - $171
Per Night

$1195 - $2395
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

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

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

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

Night Heron 10

Hilton Head Island
1 BD/1 BA freestanding villa with landscape view. Queen bed plus SleepSofa. Pool on site. Walk or bi...
Villa 1 / 1 / 4

*
Online booking available

$125 - $165
Per Night

$625 - $825
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

2301 Seacrest - 3rd Floor, 1 BR & 2 Full Baths. Great for...

Hilton Head Island
2301 Seacrest - 3rd Floor, 1 BR & 2 Full Baths. Great for a small family This 1 bedroom, 2 bath ANG...
Villa 1 / 2 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1695
Per Week

2503 Seacrest - 5th Floor and pretty oceanviews! Book Now.

Hilton Head Island
This 1 bedroom, 1.5 bath OCEANVIEW villa located on the 5th floor in builiding 2. Completely remodel...
Villa 1 / 2 / 4

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

313 Breakers

Hilton Head Island
Recently renovated, this 1 bedroom, 1 bath OCEANFRONT villa has everything you'll want for a perfect...
Villa 1 / 1 / 4

*
Online booking available

$71 - $142
Per Night

$495 - $1195
Per Week

712 Barrington Park - 1 Bedroom Lagoon view villa - Sleeps 4

Hilton Head Island
Enjoy a fun vacation in the Barrington Park Villas. This OCEANSIDE Lagoon View villa is 1 Bedroom, 1...
Villa 1 / 2 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1095
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

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

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

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

217 Breakers - 2nd Floor Oceanfront - What a view!

Hilton Head Island
EXTRA WINDOWS, EXTRAORDINARY VIEWS! Recently renovated, this 1 bedroom, 1 bath, 2nd floor OCEANFRO...
Villa 1 / 1 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1195
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