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

Anchorage 7472, Penthouse, 3 Bedrooms, Heated Community P...

Hilton Head Island
Anchorage 7472, Penthouse located in the Shelter Cove area of Palmetto Dunes, this top floor three b...
Condo 3 / 3 / 8

*
Online booking available

$139 - $250
Per Night

$695 - $1250
Per Week

Surf Court 4 - Updated 2014 - Short Walk to the Beach

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2.5 / 6

*
Online booking available

$125 - $225
Per Night

$625 - $1125
Per Week

Surf Court 7 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2.5 / 6

*
Online booking available

$125 - $225
Per Night

$625 - $1125
Per Week

Shorewood 202 - Direct Oceanfront Beautiful Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 202 enj...
Condo 2 / 2 / 6

*
Online booking available

$215 - $460
Per Night

$1075 - $2300
Per Week

Ocean Club Villa 41 - 2 BR 2 BA Oceanfront Flat Hilton He...

Hilton Head Island
Ocean Club Villa 41 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This oceanfront complex on South Fo...
Condo 2 / 2 / 6

*
Online booking available

$187 - $356
Per Night

$935 - $1635
Per Week

4 BR Home on Harbour Town Course w/ Private Pool & Easy B...

Hilton Head Island
4 BR Home on Harbour Town Course w/ Private Pool & Easy Bike to Beach! **Battery Road 21** Situa...
Home 4 / 4 / 10

*
Online booking available

$380 - $1200
Per Night

$1900 - $6000
Per Week

Exquisite 6 BR Oceanfront Home with Pool, Spa, Billiard R...

Hilton Head Island
Exquisite 6 BR Oceanfront Home with Pool, Spa, Billiard Room & Putt Putt **Singleton Beach 5** T...
Home 6 / 6.5 / 18

*
Online booking available

$1100 - $1750
Per Night

$5500 - $13500
Per Week

Evian 192, 2 Bedroom, Lagoon View, Community Pool, Sleeps 4

Hilton Head Island
Evian 192 in Shipyard Plantation is a Low-Country Cottage. This 2 Bedroom, 2 Bath villa has all the ...
Condo 2 / 2 / 4

*
Online booking available

$179 - $339
Per Night

$895 - $1695
Per Week

Lighthouse Tennis 2383, 1 Bedroom, Lagoon View, Pool, Sle...

Hilton Head Island
2383 Lighthouse Tennis Villa in Sea Pines Plantation is an adorable, newly renovated 1 bedroom, 1 ba...
Condo 1 / 1 / 5

*
Online booking available

$115 - $319
Per Night

$595 - $1695
Per Week

33 Dune Lane- Oceanfront & Beautiful!

Hilton Head Island
The very best! Nothing could top the beauty of this 7 bedroom, 7.5 bathroom oceanfront home with *H...
Home 7 / 7.5 / 17

*
Online booking available

$5595 - $15195
Per Week

Ocean Dunes Villas 212 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This newly renovated one bedroom villa has a full kitchen, combined living room dining room area and...
Condo 1 / 1 / 4

*
Online booking available

$199 - $259
Per Night

$995 - $1295
Per Week

Ocean Dunes Villas 411 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 6

*
Online booking available

$93 - $203
Per Night

$495 - $1075
Per Week

3BR/ 3 Bath, 2nd floor Pet Friendly Villa with Pool & Spa...

Hilton Head Island
3BR/ 3 Bath, 2nd floor Pet Friendly Villa with Pool & Spa on site. **Colonnade Club 196** Situat...
Villa 3 / 3.5 / 6

*
Online booking available

$200 - $360
Per Night

$1000 - $2000
Per Week

Oceanfront 5 Bedroom Home with Pool, Spa & Ping Pong Table

Hilton Head Island
**Flotilla 7** This 3 level oceanfront home features a large oceanfront Living Room with 2 story ...
Home 5 / 5.5 / 14

*
Online booking available

$750 - $1360
Per Night

$3750 - $9500
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

$200 - $360
Per Night

$1000 - $2000
Per Week

Direct Oceanfront Views, 339 Breakers. Sleeps 4-6

Hilton Head Island
The Atlantic Ocean at your Doorstep! This 3rd floor unit has some of the best views in all of the b...
Villa 1 / 1 / 6

*
Online booking available

$129 - $163
Per Night

$775 - $1250
Per Week

Gleneagle Green 2535

Hilton Head Island
Gleneagle Green 2535 is a two-bedroom town house located in Sea Pines that overlooks the golf course...
Villa 2 / 2 / 4

*
Online booking available

$190 - $780
Per Night

$910 - $3920
Per Week

Port Tack 29

Hilton Head Island
Port Tack #29 is a six bedroom home that overlooks the lagoon, with a view of the golf course, in Pa...
Home 6 / 5 / 16

*
Online booking available

$635 - $1335
Per Night

$3185 - $6720
Per Week

34 Turtle Lane

Hilton Head Island
Welcome to 34 Turtle Lane a two story villa located oceanside in the heart of Sea Pines Plantation i...
Home 3 / 3 / 6

*
Online booking available

$265 - $495
Per Night

$1855 - $3465
Per Week

16 Heron - Castle By The Sea - 90 yards to the beach!

Hilton Head Island
Castle By The Sea is a luxury 7 bedroom, 8 bath home in North Forest Beach. Located just 90 yards to...
Home 7 / 8 / 18

*
Online booking available

$3895 - $9895
Per Week

2315 Windsor Place II -Beautiful Oceanfront 1 Bedroom Villa!

Hilton Head Island
One of the finest oceanfront accommodations located in the heart of Palmetto Dunes Resort. This 3rd...
Villa 1 / 2 / 4

*
Online booking available

$695 - $1695
Per Week

2419 Villamare - Beautiful 4th floor Villa - Grounds/Pool...

Hilton Head Island
2419 Villamare - Beautiful 4th floor Villa - Grounds/Pool & Glimpse of Ocean All dressed up and rea...
Villa 2 / 2 / 8

*
Online booking available

$795 - $1995
Per Week

2 Bedroom 2 Bathroom Resort View Flat at Shorewood Villas

Hilton Head Island
Nicely decorated, this spacious two bedroom, two bath flat style apartment with a view of the resort...
Condo 2 / 2 / 6

*
Online booking available

$167 - $326
Per Night

$835 - $1485
Per Week

523 Plantation Club, Beautifully Renovated, Free Bikes, P...

Hilton Head Island
523 Plantation Club, Beautifully Renovated, Free Bikes, Pool, Pet Friendly Plantation Club is locat...
Villa 2 / 2 / 8

*
Online booking available

$116 - $500
Per Night

$595 - $2000
Per Week

18 Beachside - Just steps to the beach and The Salty Dog

Hilton Head Island
This lovely 4 bedroom Beachside home is just steps to the beach and right across the street from the...
Home 4 / 4 / 8

*
Online booking available

$1395 - $3595
Per Week

 

More Getaway Locations and Properties