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

Dune Lane 29B

Hilton Head Island
5BD/4BA ocean front home with Private Pool (can be heated for add'l fee) Queen, Queen, Double, 2 Twi...
Home 5 / 4 / 12

*
Online booking available

$600 - $1200
Per Night

$3000 - $6000
Per Week

Ocean Club 49 - Oceanfront Renovated1st Floor Flat

Hilton Head Island
The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a priva...
Condo 2 / 2 / 6

*
Online booking available

$215 - $379
Per Night

$1075 - $1895
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

$171 - $171
Per Night

$1195 - $3095
Per Week

1127 Harbourtown Green - Spectacular views 3BR penthouse ...

Hilton Head Island
1127 Harbourtown Green - Spectacular views 3BR penthouse w/ Hot Tub! This spectacular 2 story penth...
Villa 3 / 3 / 8

*
Online booking available

$428 - $428
Per Night

$2995 - $18000
Per Week

Courtside 107 - Updated Forest Beach Townhouse - Brand New

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 3 / 7

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

Ocean One 521 - Oceanfront 5th Floor Spectacular Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 521 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$235 - $419
Per Night

$1175 - $2095
Per Week

Painted Bunting 1

Hilton Head Island
3 BD/3 BA 4th row ocean home. 2 Kings, Queen & Twin plus Sleep Sofa.Private Pool (can be heated for ...
Home 3 / 3 / 9

*
Online booking available

$350 - $770
Per Night

$1750 - $3850
Per Week

33 Dune Lane-Oceanfront-Available the weeks of 5/10-17 & ...

Hilton Head Island
33 Dune Lane-Oceanfront-Available the weeks of 5/10-17 & 8/9-16 - Sleeps 16 The very best! Nothing...
Home 7 / 8 / 17

*
Online booking available

$799 - $799
Per Night

$5595 - $15195
Per Week

Surf Court 32 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 3 / 3 / 8

*
Online booking available

$190 - $279
Per Night

$950 - $1395
Per Week

Surf Court 62 - Forest Beach 1st Floor Flat

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

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

Waterford C-1

Hilton Head Island
2BD/2BA townhouse overlooking # 1 Fairway of Galleon Course. King & 2 Twinbeds plus Sleep Sofa. Larg...
Villa 2 / 2 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

21 Heron Street- Oceanfront/Sleeps14 - 5/3 & 8/16 Weeks A...

Hilton Head Island
21 Heron Street- Oceanfront/Sleeps14 - 5/3 & 8/16 Weeks Available This updated 6 bedroom, 6.5 bath ...
Home 6 / 7 / 14

*
Online booking available

$528 - $528
Per Night

$3695 - $9495
Per Week

77 Mooring Buoy-This 6,000 sq.foot 6 BR luxury home with ...

Hilton Head Island
77 Mooring Buoy-This 6,000 sq.foot 6 BR luxury home with *heated Pool Whippoorwill Cove - This 6,00...
Home 6 / 6 / 14

*
Online booking available

$428 - $428
Per Night

$2995 - $7795
Per Week

Breakers 219

Hilton Head Island
1BD/1BA Pool & Ocean View Villa on second floor. Queen bed plus SleepSofa. Pool & Baby Pool on site....
Villa 1 / 1 / 4

*
Online booking available

$145 - $199
Per Night

$725 - $995
Per Week

1502 Seacrest - 5th Floor, 2 BR Villa overlooking the poo...

Hilton Head Island
1502 Seacrest - 5th Floor, 2 BR Villa overlooking the pool & ocean. This pretty 5th floor Oceanview...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

204 Shipmaster - Spacious 3 bath townhouse has fairway vi...

Hilton Head Island
204 Shipmaster - Spacious 3 bath townhouse has fairway views - Book Now. LIVE THE GOLF TRADITION IN...
Villa 3 / 3 / 6

*
Online booking available

$85 - $199
Per Night

$595 - $1595
Per Week

Flotilla 7

Hilton Head Island
5 BD/ 5.5 BA Oceanfront home. 2 Kings, Queen, 2 Twins & 2 Full Murphy BedsLarge Oceanfront Pool* & S...
Home 5 / 6 / 12

*
Online booking available

$750 - $1870
Per Night

$3750 - $9350
Per Week

Genoa Court 3

Hilton Head Island
5 BD/ 5 BA home with Private Pool* & Spa* (*can be heated for a fee) King,King, King, Queen & 3 Twin...
Home 5 / 5 / 11

*
Online booking available

$500 - $2000
Per Night

$2500 - $10000
Per Week

1873 Beachside Tennis

Hilton Head Island
This beautifully decorated and spacious 2 bedrooms, 2-bathroom beachfront villa offers breathtaking ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $200
Per Night

$1395 - $2500
Per Week

3405 Seacrest - Oceanfront Views - 4th Floor End Villa 5/...

Hilton Head Island
3405 Seacrest - Oceanfront Views - 4th Floor End Villa 5/31-6/7 wk Available. This elegant penthous...
Villa 3 / 3 / 8

*
Online booking available

$228 - $228
Per Night

$1595 - $4395
Per Week

Breakers 102

Hilton Head Island
1 BD/1 BA first floor villa on the beach. Queen bed. (Sofa linens provided for additional fee) Poo...
Villa 1 / 1 / 4

*
Online booking available

$125 - $180
Per Night

$625 - $900
Per Week

Ocean One 419 -Updated Lovely Oceanfront 4th Floor Condo

Hilton Head Island
Ocean One 419 is OCEAN FRONT on the FOURTH FLOOR of a five story elevator building. This 3 bedroom ...
Condo 3 / 3 / 10

*
Online booking available

$305 - $555
Per Night

$1525 - $2775
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 / 3 / 6

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

Breakers 112

Hilton Head Island
1 BD/1 BA Oceanfront villa on the 1st floor. Queen bed plus Sleep Sofa. (sofa linens provided for a...
Villa 1 / 1 / 4

*
Online booking available

$150 - $219
Per Night

$750 - $1095
Per Week

2403 Seacrest - Pretty Ocean Views 1 BR- Available June &...

Hilton Head Island
2403 Seacrest - Pretty Ocean Views 1 BR- Available June & July weeks 2403 SEACREST - Incredible lo...
Villa 1 / 2 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1795
Per Week

 

More Getaway Locations and Properties