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

Ocean One 424 - Beautiful Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Ocean One 424 en...
Condo 3 / 3 / 8

*
Online booking available

$205 - $430
Per Night

$1025 - $2150
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

1606 Port Villa - Stunning views from this 3 bedroom villa!

Hilton Head Island
This lovely 3 bedroom, 3 bath townhouse is located in the South Beach area of Sea Pines Plantation....
Villa 3 / 3 / 6

*
Online booking available

$995 - $1895
Per Week

307 Shorewood - 3 bedroom Direct Oceanfront

Hilton Head Island
Beautiful! The only way to describe this 3 bedrooms, 3 bathrooms OCEANFRONT villa. Located on the ...
Villa 3 / 3 / 8

*
Online booking available

$1295 - $3395
Per Week

5B Hickory Lane - New 5 bedroom South Forest Beach home!

Hilton Head Island
This beautiful brand new 5th row ocean custom built 5 bedrooms, 5.5 bath home is just 200 yards to t...
Home 5 / 5 / 17

*
Online booking available

$2795 - $7295
Per Week

Cozy Beach Home with Cottage & Large Pool -4 Houses from ...

Hilton Head Island
Cozy Beach Home with Cottage & Large Pool -4 Houses from Beach! **Bittern Street 15** This comfo...
Home 3 / 2 / 8

*
Online booking available

$340 - $750
Per Night

$1700 - $3500
Per Week

6 Bayberry - Family Friendly, 3rd Row Ocean & 4 Bedrooms

Hilton Head Island
In November of 2015 this wonderful 3rd row home with private *heated pool & spa was updated with all...
Home 4 / 3 / 12

*
Online booking available

$1495 - $3995
Per Week

Ocean Dunes Villa 206 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
With a spectacular view of the Atlantic Ocean from the oceanfront balcony, the villa is just steps t...
Condo 1 / 1 / 4

*
Online booking available

$113 - $230
Per Night

$595 - $1170
Per Week

2 Bed/2 Bath Villa at 217 Ocean One

Hilton Head Island
2 Bed/2 Bath Villa at 217 Ocean One Unit Description: Minutes away from Coligny Beach Park, restaur...
Condo 2 / 2 / 6

*
Online booking available

$199 - $999
Per Night

$1393 - $6993
Per Week

6 Portside-Fully Renovated/Fantastic views of Braddock Co...

Hilton Head Island
6 Portside-Fully Renovated/Fantastic views of Braddock Cove & Marina 6 Portside is one of only six ...
Home 4 / 3 / 8

*
Online booking available

$385 - $385
Per Night

$1995 - $3895
Per Week

Brand New Beautiful Breakers Villa. Sleeps 4, Free Wifi, ...

Hilton Head Island
Brand New Beautiful Breakers Villa. Sleeps 4, Free Wifi, Pool Beachfront Paradise The best kitchen...
Villa 1 / 1 / 4

*
Online booking available

$99 - $142
Per Night

$595 - $1195
Per Week

2 BR Townhouse in Palmetto Dunes easy Bike Ride to The Be...

Hilton Head Island
2 BR Townhouse in Palmetto Dunes easy Bike Ride to The Beach! **St. Andrews Common 1660** This c...
Villa 2 / 2 / 6

*
Online booking available

$160 - $350
Per Night

$800 - $1400
Per Week

3503 Seacrest -Direct Oceanfront 5th Floor & quick walk t...

Hilton Head Island
3503 Seacrest -Direct Oceanfront 5th Floor & quick walk to Coligny. This attractive 5th floor PENTH...
Villa 3 / 3 / 8

*
Online booking available

$1995 - $4795
Per Week

Shorewood 205 - Great Views Oceanfront 2nd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 205 enj...
Condo 2 / 2 / 7

*
Online booking available

$195 - $430
Per Night

$975 - $2150
Per Week

Seaside Villa 273 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa is one of the closest villas to the ocean and has a wonderful ocean view. This one bedroo...
Condo 1 / 1 / 6

*
Online booking available

$78 - $154
Per Night

$345 - $825
Per Week

Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton Head Completely remodeled, 409 Ocean Dunes...
Condo 2 / 2 / 6

*
Online booking available

$167 - $321
Per Night

$910 - $1635
Per Week

Ocean Dunes Villas 310 - 2 BR 2 BA Oceanfront Flat

Hilton Head Island
Newly renovated in 2013 and beautifully decorated, this two bedroom, two bathroom villa has a full s...
Condo 2 / 2 / 6

*
Online booking available

$167 - $312
Per Night

$910 - $1635
Per Week

Windsor Court N. 4504

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 25 2016 - Jul 01 2016 : Saturday ...
Condo 1 / 2 / 4

*
Online booking available

$200 - $430
Per Night

$1050 - $2170
Per Week

Ocean One 311 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 311 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$265 - $580
Per Night

$1325 - $2900
Per Week

Ocean Dunes Villa 308 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
Newly Renovated in 2011.This one bedroom villa has a full kitchen, combined living room dining room...
Condo 1 / 1 / 4

*
Online booking available

$113 - $230
Per Night

$595 - $1170
Per Week

405 Ocean Dunes Villas - 2 BR 2 BA Oceanfront Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitchen, living and dini...
Condo 2 / 2 / 6

*
Online booking available

$147 - $267
Per Night

$810 - $1410
Per Week

7169 Harbourside II - Gorgeous views of Shelter Cove Mari...

Hilton Head Island
7169 Harbourside II - Gorgeous views of Shelter Cove Marina & Broad Creek Welcome to 7169 Harboursi...
Villa 3 / 3 / 10

*
Online booking available

$895 - $1695
Per Week

Pet Friendly Townhouse with Partial Golf Views & Pool on ...

Hilton Head Island
Pet Friendly Townhouse with Partial Golf Views & Pool on Site. **Shipmaster 604** This charming ...
Villa 2 / 2.5 / 5

*
Online booking available

$170 - $325
Per Night

$850 - $1300
Per Week

19 Night Heron - Cute, 1 BR Cottage - 5 minutes walk to t...

Hilton Head Island
19 Night Heron - Cute, 1 BR Cottage - 5 minutes walk to the beach QUIET INTIMACY OVERLOOKING A LUSH...
Home 1 / 1 / 3

*
Online booking available

$495 - $995
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 This 3 bedroom, 3 baths townh...
Villa 3 / 3 / 8

*
Online booking available

$595 - $1595
Per Week

 

More Getaway Locations and Properties