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

Luxury Harbour Town 5Br w/ Private Deck & Lounging Pool -...

Hilton Head Island
Luxury Harbour Town 5Br w/ Private Deck & Lounging Pool - Water Views PROPERTY OVERVIEW Located i...
Home 5 / 4.5 / 15

*
Online booking available

$445 - $1983
Per Night

$3088 - $13877
Per Week

Wagon Road 43, 2 Bedrooms, Sleeps 4

Hilton Head Island
Hilton Head’s Sea Pines Plantation is home to 3 acclaimed golf courses, an award-winning tennis cent...
Home 2 / 2 / 4

*
Online booking available

$214 - $626
Per Night

$1495 - $4379
Per Week

313 Breakers- 3rd Floor Oceanfront & Fully Renovated

Hilton Head Island
Oceanfront 3rd floor 1 bedroom, 1 bathroom villa perfect for a couple or small family. Professional...
Villa 1 / 1 / 4

*
Online booking available

$240 - $260
Per Night

$518 - $1674
Per Week

178 Greens- Pretty Golf Course Views and Quick Walk to Be...

Hilton Head Island
178 Greens- Pretty Golf Course Views and Quick Walk to Beach & Tennis Relax and enjoy this laid bac...
Villa 3 / 3 / 8

*
Online booking available

$119 - $320
Per Night

$833 - $1680
Per Week

The Greens 204-Perfect Beach Retreat

Hilton Head Island
The Greens condominiums are within Shipyard Plantation, a private residental and resort community. T...
Condo 1 / 1.5 / 4

*
Online booking available

$140 - $215
Per Night

$700 - $1075
Per Week

7636 Huntington-Beautiful 5 BR townhouse & Quick walk to ...

Hilton Head Island
7636 Huntington-Beautiful 5 BR townhouse & Quick walk to the Beach Incredible lagoon views from thi...
Villa 5 / 4 / 12

*
Online booking available

$740 - $780
Per Night

$1883 - $4435
Per Week

Ocean Dunes Villa 110 - 2 Bedroom 2 Bathroom Oceanfront Flat

Hilton Head Island
This nicely decorated two bedroom, two bathroom villa has a full sized kitchen and a combined living...
Condo 2 / 2 / 6

*
Online booking available

$165 - $312
Per Night

$900 - $1560
Per Week

8 H H Beach Villa-Oceanfront Community, Steps to the Beac...

Hilton Head Island
8 H H Beach Villa-Oceanfront Community, Steps to the Beach, Dining & Shopping This beautiful poolsi...
Villa 3 / 3 / 8

*
Online booking available

$390 - $540
Per Night

$1148 - $2835
Per Week

4 Collier Beach Road: Singleton Beach Oceanfront

Hilton Head Island
This updated oceanfront house has 6 bedrooms/6.5 bathrooms and comfortably sleeps 18 people. There a...
Home 6 / 6.5 / 18

*
Online booking available

$1155 - $4805
Per Night

$4970 - $14560
Per Week

Ocean Gate

Hilton Head Island
This self standing two bedroom, two and a half bath home is a great choice for your family vacation....
Cottage 2 / 2.5 / 6

*
Online booking available

$140 - $250
Per Night

$910 - $1750
Per Week

1 Bedroom Pool & Ocean View Villa with Spectacular Views!

Hilton Head Island
**Breakers 219** Located in North Forest Beach, this cozy villa offers beautiful Pool & Oceanview...
Villa 1 / 1 / 4

*
Online booking available

$170 - $300
Per Night

$750 - $1350
Per Week

Cozy Beach Home with Cottage & Pool 4 Houses to Beach!

Hilton Head Island
**Bittern Street 15** This comfortable Beach Home with Cottage is casually decorated & offers the...
Home 3 / 2 / 8

*
Online booking available

$340 - $700
Per Night

$1700 - $3500
Per Week

Ocean Club 10 - Oceanside Townhouse

Hilton Head Island
Stay ocean-side at Ocean Club Villas. You will enjoy a lanscaped courtyard and pool view, while bei...
Condo 2 / 2 / 6

*
Online booking available

$170 - $320
Per Night

$850 - $1600
Per Week

1 BR Villa with Spectacular Ocean Views, Oceanfront Pool ...

Hilton Head Island
1 BR Villa with Spectacular Ocean Views, Oceanfront Pool & Baby Pool! **Breakers 320** This char...
Villa 1 / 1 / 4

*
Online booking available

$155 - $275
Per Night

$725 - $1150
Per Week

Lovely 3 BR, 3.5 Bath Townhouse, On Site Pool and Easy Wa...

Hilton Head Island
Lovely 3 BR, 3.5 Bath Townhouse, On Site Pool and Easy Walk to Beach! **Tennismaster 302** This ...
Villa 3 / 3.5 / 10

*
Online booking available

$230 - $400
Per Night

$1000 - $2000
Per Week

Villamare 3520

Hilton Head Island
Villamare 3520 is a beautifully condo at a prime location inside Palmetto Dunes. It's located on the...
Villa 2 / 2 / 6

*
Online booking available

$260 - $605
Per Night

$1295 - $3045
Per Week

1464 Sound Villa - Fully Renovated - Gorgeous views of th...

Hilton Head Island
1464 Sound Villa - Fully Renovated - Gorgeous views of the Calibogue Sound! 1464 Sound Villa was co...
Villa 5 / 4 / 12

*
Online booking available

$780 - $800
Per Night

$2095 - $5099
Per Week

117 Beachwalk - Quick walk to the Pool, Tennis & Beach.

Hilton Head Island
This 2 bedroom, 2.5 bath villa is located in Beachwalk, the closest villa complex in Shipyard to the...
Villa 2 / 2.5 / 6

*
Online booking available

$240 - $260
Per Night

$728 - $1295
Per Week

Island Oasis

Hilton Head Island
Where can you vacation with 20 other family members or friends and still find something special for ...
Home 6 / 6 / 20

*
Online booking available

$475 - $1750
Per Night

$2870 - $10535
Per Week

4 Sandy Beach Trail

Hilton Head Island
This third row, 6 bedroom/6.5 bathroom pet friendly home features a spacious deck and private pool!....
Home 6 / 6.5 / 16

*
Online booking available

$570 - $1210
Per Night

$2380 - $8470
Per Week

104 Oceanwood - Beautiful Oceanfront 4 BR home w/ Hot Tub

Hilton Head Island
A romantic retreat or a family getaway, either perfect choice. Designed to highlight the breathtaki...
Home 4 / 4.5 / 10

*
Online booking available

$2743 - $8750
Per Week

1105 Seacrest - Gorgeous ocean views- Steps to the Beach,...

Hilton Head Island
1105 Seacrest - Gorgeous ocean views- Steps to the Beach, Dining & Shopping. Beautiful ocean views ...
Villa 2 / 2 / 8

*
Online booking available

$500 - $520
Per Night

$1043 - $2730
Per Week

Forest Gardens Villa - Courtyard View-Short walk to the A...

Hilton Head Island
Forest Gardens Villa - Courtyard View-Short walk to the Atlantic Ocean Forest Gardens is a quiet co...
Condo 2 / 2 / 5

*
Online booking available

$82 - $187
Per Night

$485 - $1010
Per Week

Shell Ring Road 63

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) 63 Shell Ring Road, 4 bedroom home...
Home 4 / 4 / 8

*
Online booking available

$250 - $660
Per Night

$1260 - $3360
Per Week

Water Oak 40, 2 Bedrooms, Pool View, Large Pool, Tennis, ...

Hilton Head Island
40 Water Oak is a peaceful retreat close to the pool, yet far enough away for relaxing on the patio ...
Condo 2 / 2.5 / 8

*
Online booking available

$116 - $227
Per Night

$811 - $1586
Per Week

 

More Getaway Locations and Properties