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

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

$89 - $133
Per Night

$495 - $995
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

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

$250 - $400
Per Night

$1100 - $2400
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

New To Market! Immaculate Shelter Cove Villa, Free Bikes,...

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 7148H 2 Bedrooms, 2 Bathrooms,...
Villa 2 / 2 / 8

*
Online booking available

$104 - $149
Per Night

$495 - $1095
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 - $167
Per Night

$620 - $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

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

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

$120 - $160
Per Night

$506 - $1689
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 Ideally located for a s...
Home 3 / 2 / 6

*
Online booking available

$180 - $180
Per Night

$725 - $2414
Per Week

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

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

$270 - $350
Per Night

$1200 - $2500
Per Week

Courtside 100 - Forest Beach 1st Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

31 Singleton Beach Place: Direct Oceanfront Luxury Home -...

Hilton Head Island
This home is luxury at its finest! With over 5,500 sq.ft. of living space, this 6 bedroom 9 bathroom...
Home 6 / 9 / 20

*
Online booking available

$1425 - $2680
Per Night

$6825 - $18760
Per Week

319 Breakers, Fully Remodeled in 2016! Beautiful Oceanfro...

Hilton Head Island
319 Breakers, Fully Remodeled in 2016! Beautiful Oceanfront, Pool, Beach This villa has been remode...
Villa 1 / 1 / 4

*
Online booking available

$109 - $154
Per Night

$653 - $1150
Per Week

Hampton Place 6506

Hilton Head Island
Hampton Place 6506 is an ocean view two-bedroom condo located in Palmetto Dunes. This condo is locat...
Villa 2 / 2 / 6

*
Online booking available

$305 - $660
Per Night

$1540 - $3290
Per Week

Hickory Cove 08

Hilton Head Island
Hickory Cove 8 is a lovely two bedroom villa located just a short walk from the beach in Palmetto Du...
Villa 2 / 3 / 9

*
Online booking available

$160 - $325
Per Night

$770 - $1645
Per Week

Brown Pelican 1, 4 Bedrooms, Private Pool, Sleeps 10

Hilton Head Island
1 Brown Pelican in Sea Pines Plantation is a fantastic 2nd row, 4 bedrooms, 3.5 bathrooms with every...
Home 4 / 3.5 / 10

*
Online booking available

$338 - $1055
Per Night

$4536 - $4536
Per Week

Moorings 59-60, 2 Bedrooms, First Floor Condo, Pool, Near...

Hilton Head Island
Visiting Hilton Island on a vacation and not staying at the Palmetto Dunes Oceanfront Resort can be ...
Condo 2 / 3 / 10

*
Online booking available

$134 - $307
Per Night

$1509 - $1509
Per Week

1865 Beachside Tennis- Easy Access to Beach & Pool.

Hilton Head Island
Water views from every room! This beautiful 2 bedroom, 2 bath beachfront villa has an updated kitche...
Villa 2 / 2 / 6

*
Online booking available

$280 - $280
Per Night

$945 - $3137
Per Week

3401 Seacrest- 4th Floor & Direct Oceanfront. Sunrise/Sun...

Hilton Head Island
3401 Seacrest- 4th Floor & Direct Oceanfront. Sunrise/Sunset Views This gorgeous OCEANFRONT, 3 BR, ...
Villa 3 / 3 / 10

*
Online booking available

$400 - $580
Per Night

$2085 - $5586
Per Week

21 Horvath's Peninsula, New Oceanfront, Pool

Hilton Head Island
This oceanfront masterpiece was built in 2015 with no expense spared! Boasting 5000 square feet of l...
Home 6 / 6 / 20

*
Online booking available

$705 - $2055
Per Night

$4305 - $14385
Per Week

Beautiful 2 Bedroom Evian Villa overlooking Golf & Lagoon

Hilton Head Island
**Evian 185** This delightful 2nd story villa is nestled within the private community of Evian in...
Villa 2 / 2 / 7

*
Online booking available

$190 - $300
Per Night

$825 - $1400
Per Week

Camellia 03

Hilton Head Island
Enjoy this quiet and peaceful beach retreat located in the Folly Field area. With just a short walk ...
Home 4 / 3 / 12

*
Online booking available

$235 - $505
Per Night

$1190 - $2555
Per Week

Harbour Town Club 1251

Hilton Head Island
Harbour Town Club 1251 is a four bedroom town home located in the heart of Harbour Town in Sea Pines...
Villa 4 / 4 / 8

*
Online booking available

$260 - $1480
Per Night

$1295 - $7385
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