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

9 Bald Eagle West- 5 minute walk to the beach and Fully R...

Hilton Head Island
9 Bald Eagle West- 5 minute walk to the beach and Fully Renovated This DRAMATIC 3 bedroom, 3.5 bath...
Home 3 / 3.5 / 8

*
Online booking available

$1195 - $3395
Per Week

Ocean One 203 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 203 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$259 - $580
Per Night

$1295 - $2900
Per Week

Shorewood 438 - Beautiful Oceanview 4th Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 438 enj...
Condo 2 / 2 / 6

*
Online booking available

$190 - $390
Per Night

$950 - $1950
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 - $72
Per Night

$385 - $385
Per Week

Water Oak 33

Hilton Head Island
3BD/3BA home with Private Pool & Billiard Room. King, King, Queen,Twin & Trundle. Multiple Flat Scre...
Home 3 / 3.5 / 8

*
Online booking available

$330 - $700
Per Night

$1650 - $3500
Per Week

4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 B...

Hilton Head Island
4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 BRs. Sleeps 7 Breathtaking ocean views from...
Villa 2 / 2 / 7

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

Deluxe two bedroom resortview condo

Hilton Head Island
Deluxe two bedroom resortview condo Unit Description: This 850 sq. ft. two bedroom unit features a ...
Condo 2 / 2 / 6

*
Online booking available

$119 - $999
Per Night

$833 - $6993
Per Week

Ocean One 211 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 211 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$239 - $540
Per Night

$1195 - $2700
Per Week

Ocean Dunes Villa 317 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 317 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This nicely decorated two bedroom...
Condo 2 / 2 / 6

*
Online booking available

$157 - $157
Per Night

$785 - $785
Per Week

71 Gloucester-Beautiful fully renovated home with Beautif...

Hilton Head Island
71 Gloucester-Beautiful fully renovated home with Beautiful Pool & Golf Views Wonderful newly renov...
Home 3 / 3 / 6

*
Online booking available

$895 - $2995
Per Week

1303 Seacrest - Gorgeous Ocean Views, Steps to Dining & S...

Hilton Head Island
1303 Seacrest - Gorgeous Ocean Views, Steps to Dining & Shopping This beautiful 2 bedroom, 2 bath v...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

4 Merganser Court - Quick Walk to the Beach & South Beach...

Hilton Head Island
4 Merganser Court - Quick Walk to the Beach & South Beach Marina "Ocean Star" is the name of this l...
Home 3 / 3 / 8

*
Online booking available

$1195 - $2495
Per Week

1504 Seacrest - 5th Floor Oceanfront & Renovated. Stunnin...

Hilton Head Island
1504 Seacrest - 5th Floor Oceanfront & Renovated. Stunning Views. SOAK UP THE INCREDIBLE SEASCAPE F...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

404 North Shore Place-Bright and airy 4th Floor Villa-100...

Hilton Head Island
404 North Shore Place-Bright and airy 4th Floor Villa-100 yards to the beach. This ocean-oriented 2...
Villa 2 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$695 - $1795
Per Week

77 Mooring Buoy-5th Row Ocean w/ Large pool & Lagoon View.

Hilton Head Island
Whippoorwill Cove - This 6,000 square foot 6 bedroom luxury home with **HEATED POOL and adjoining ca...
Home 6 / 6 / 14

*
Online booking available

$2995 - $7795
Per Week

2403 Seacrest-4th Floor w/ Ocean View.

Hilton Head Island
2403 SEACREST - Incredible location, this pretty, 1 bedroom, 1.5 bathroom Forest Beach villa is cen...
Villa 1 / 1.5 / 4

*
Online booking available

$695 - $1795
Per Week

Surf Court 74 -Updated 2015 Forest Beach Townhouse

Hilton Head Island
Surf Court 74 is an ocean-oriented complex with first-floor entry. This property is a 3 story townh...
Condo 3 / 2.5 / 8

*
Online booking available

$175 - $299
Per Night

$875 - $1495
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 2 Bedrooms, 2 Bathrooms, Elev...
Villa 2 / 2 / 8

*
Online booking available

$85 - $128
Per Night

$495 - $1095
Per Week

24 Red Cardinal -2nd row Ocean, Quick Walk to New Sea Pin...

Hilton Head Island
24 Red Cardinal -2nd row Ocean, Quick Walk to New Sea Pines Beach Club Beautiful 2nd row ocean-orie...
Home 4 / 4.5 / 10

*
Online booking available

$2195 - $5595
Per Week

1502 Villamare - Oceanfront Views and So Much More.

Hilton Head Island
This beautiful 5th floor Oceanfront villa is located in Palmetto Dunes. This luxurious villa are sur...
Villa 2 / 2 / 8

*
Online booking available

$156 - $156
Per Night

$1095 - $2695
Per Week

Night Heron 10

Hilton Head Island
1 BD/1 BA freestanding villa with landscape view. Queen bed plus SleepSofa. (Sofa bed linens rentabl...
Villa 1 / 1 / 4

*
Online booking available

$125 - $180
Per Night

$625 - $900
Per Week

Nicely decorated 2 BR, 2 & 1/2 bath townhouse stye Tangle...

Hilton Head Island
Nicely decorated 2 BR, 2 & 1/2 bath townhouse stye Tanglewood Villa Tastefully furnished town home ...
Condo 2 / 2.5 / 4

*
Online booking available

$77 - $77
Per Night

$435 - $435
Per Week

119 S. Forest Beach - 3rd row from the ocean w/ Pool & Spa

Hilton Head Island
This delightful 4 bedroom, 3 bath, third row vacation paradise is located off South Forest Beach Dri...
Home 4 / 3 / 10

*
Online booking available

$1899 - $4099
Per Week

189 Twin Oaks - Beautiful 2 BR Townhouse on the Harbour T...

Hilton Head Island
189 Twin Oaks - Beautiful 2 BR Townhouse on the Harbour Town Golf Course This 2 bedroom, 2.5 bath T...
Villa 2 / 2.5 / 6

*
Online booking available

$114 - $128
Per Night

$795 - $5000
Per Week

Courtside 27 - 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 / 6

*
Online booking available

$115 - $205
Per Night

$575 - $1025
Per Week

 

More Getaway Locations and Properties