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 Club 25 - Must See! Georgous Oceanside Townhouse

Hilton Head Island
Stay ocean-side at Ocean Club, just a short walk to the beach with no roads to cross. You will foll...
Condo 2 / 2 / 6

*
Online booking available

$165 - $319
Per Night

$825 - $1595
Per Week

321 Ocean Dunes Villas - 2 BR 2 BA 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

$147 - $267
Per Night

$810 - $1410
Per Week

Hilton Head Cabana 43 - 2 BR 1 and 1/2 BA Poolside Townhome

Hilton Head Island
Located on South Forest Beach Drive just across the street from the beach, this two bedroom one and ...
Condo 2 / 1.5 / 6

*
Online booking available

$72 - $97
Per Night

$435 - $560
Per Week

Ocean Dunes Villas 113 - 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

$179 - $234
Per Night

$895 - $1170
Per Week

Beautiful views from this lovely 2 bedroom ocean view villa!

Hilton Head Island
Beautiful angled ocean views from this lovely 2 bedroom ocean view villa! Decorated in light, bright...
Villa 2 / 2 / 6

*
Online booking available

$795 - $1995
Per Week

26 Gunnery, Nicely Updated, Free Internet Bikes Tennis, P...

Hilton Head Island
26 Gunnery, Nicely Updated, Free Internet Bikes Tennis, Pet Friendly NEAR BEACH & OCEAN LAGOON VIE...
Home 3 / 3.5 / 8

*
Online booking available

$166 - $500
Per Night

$895 - $2095
Per Week

Ocean Dunes Villa 112 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$93 - $210
Per Night

$495 - $970
Per Week

4 Merganser Court - Quick Walk to Beach & South Beach Marina

Hilton Head Island
"Ocean Star" is the name of this lovely beach getaway. Enjoy all the amenities that South Beach has ...
Home 3 / 3 / 8

*
Online booking available

$1195 - $3395
Per Week

Paradise found! Amazing Renovated 5 Hollyberry Lane, Free...

Hilton Head Island
Paradise found! Amazing Renovated 5 Hollyberry Lane, Free Bikes, Pool, Tennis A beautifully remodel...
Home 3 / 2 / 9

*
Online booking available

$166 - $550
Per Night

$895 - $2200
Per Week

Beachwalk 169

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Condo 2 / 2 / 6

*
Online booking available

$180 - $355
Per Night

$945 - $1750
Per Week

Beachside Tennis 1893

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Villa 2 / 2 / 8

*
Online booking available

$310 - $650
Per Night

$1575 - $3325
Per Week

3 A Beachwood Place

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jan 01 2016 - Dec 31 2025 : Saturday ...
Villa 2 / 2 / 6

*
Online booking available

$155 - $250
Per Night

$1085 - $1750
Per Week

Hickory Lane 1, 6 BR, Heated Private Pool, Near Beach, Sl...

Hilton Head Island
Hickory Lane 1, 6 BR, Heated Private Pool, Near Beach, Sleeps 21 1 Hickory Lane, South Forest Beach...
Home 6 / 4 / 21

*
Online booking available

$599 - $1159
Per Night

$2995 - $8102
Per Week

36 Kingston Road - Pretty, 4 Bedrooms Home w/ Pool & Spa.

Hilton Head Island
What a great home!! This 4 bedroom, 3 bath home with large *HEATED pool and Spa has an awesome view ...
Home 4 / 3 / 9

*
Online booking available

$1195 - $3095
Per Week

Courtside 51 - Updated Delightful Townhouse

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

*
Online booking available

$125 - $215
Per Night

$625 - $1075
Per Week

Ocean One 323 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 323 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$195 - $430
Per Night

$975 - $2150
Per Week

Courtside 105 - Charming Updated Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 7

*
Online booking available

$125 - $215
Per Night

$625 - $1075
Per Week

Surf Court 26 - Updated Townhouse - Great Location

Hilton Head Island
Surf Court 26 is a two-story townhouse, one flight above street level. This property is 1 to 1.5 bl...
Condo 2 / 2.5 / 6

*
Online booking available

$120 - $205
Per Night

$600 - $1025
Per Week

Shorewood 312 - 3 bedroom Beautiful Ocean Front

Hilton Head Island
The owners of Shorewood 312 have thought of everything to make your stay incredible and unforgettabl...
Condo 3 / 3 / 7

*
Online booking available

$320 - $700
Per Night

$1600 - $3500
Per Week

3063 Seascape Villas

Hilton Head Island
Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday ...
Villa 2 / 2 / 8

*
Online booking available

$105 - $220
Per Night

$735 - $1540
Per Week

Hilton Head Resorts

Hilton Head Island
Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday ...
Condo 2 / 2 / 6

*
Online booking available

$105 - $195
Per Night

$735 - $1365
Per Week

Heritage Villas 2249

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Villa 3 / 3 / 6

*
Online booking available

$195 - $845
Per Night

$1015 - $4235
Per Week

Mooring Buoy 48

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Home 4 / 6 / 14

*
Online booking available

$625 - $1335
Per Night

$3150 - $6720
Per Week

Beach & Tennis Ar107, 1 Bedroom, Ocean View, Pool, Sleeps 4

Hilton Head Island
107 Admirals Row, Hilton Head Beach and Tennis, Folly Field Beach. The Island's Most Popular Family...
Villa 1 / 1 / 4

*
Online booking available

$139 - $190
Per Night

$695 - $1250
Per Week

Greens 203, End Unit 1 BR, Large Pool, Golf View, Sleeps 4

Hilton Head Island
203 The Greens, Shipyard Plantation. The Greens is a great vacation destination in the beautiful Sh...
Villa 1 / 1.5 / 4

*
Online booking available

$119 - $179
Per Night

$595 - $1150
Per Week

 

More Getaway Locations and Properties