Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Mooring Buoy 115

Hilton Head Island
4 BD/4 BA Fourth Row Ocean Home with Private Pool (can be heated for an add'l fee) Multiple Living A...
Home 4 / 4 / 12

*
Online booking available

$500 - $1100
Per Night

$2500 - $5500
Per Week

412 Captains Walk-2nd Floor Oceanfront Views,Heated Pool/...

Hilton Head Island
412 Captains Walk-2nd Floor Oceanfront Views,Heated Pool/Spa in Mid March-Apr We cannot overstate t...
Villa 3 / 3 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $2995
Per Week

Colonnade Club 196

Hilton Head Island
3BD/3BA 2nd Floor Villa with Golf & Lagoon Views. King, Queen & 2 Twin Pool & Hot Tub on site. Gri...
Villa 3 / 3 / 6

*
Online booking available

$190 - $320
Per Night

$950 - $1600
Per Week

1205 Seacrest-Oceanviews and stunning interior, Heated Ou...

Hilton Head Island
1205 Seacrest-Oceanviews and stunning interior, Heated Outdoor Pool 3/15-5/1 Recently remodeled, th...
Villa 2 / 2 / 7

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

Courtside 112 - Forest Beach 1st Floor Flat - Poolside

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

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

25 Ruddy Turnstone - $600 Off Spring Rental Weeks till 5/...

Hilton Head Island
25 Ruddy Turnstone - $600 Off Spring Rental Weeks till 5/23. Book Now Gorgeous custom built Sea Pin...
Home 5 / 6 / 12

*
Online booking available

$427 - $427
Per Night

$2995 - $7495
Per Week

116 Breakers - Cute 1st floor oceanfront North Forest Bea...

Hilton Head Island
116 Breakers - Cute 1st floor oceanfront North Forest Beach villa! This cute 1 bedroom oceanfront B...
Villa 1 / 1 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1295
Per Week

1303 Seacrest - Gorgeous ocean views! Quick walk to dinin...

Hilton Head Island
1303 Seacrest - Gorgeous ocean views! Quick walk to dining & shopping This beautiful 2 bedroom, 2 b...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

217 Breakers - 2nd Floor Oceanfront - What a view!

Hilton Head Island
EXTRA WINDOWS, EXTRAORDINARY VIEWS! This1 bedroom, 1 bath, 2nd floor OCEANFRONT END UNIT villa ren...
Villa 1 / 1 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1295
Per Week

Courtside 67 - Forest Beach 1st Floor Flat

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

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

Ocean Club 12 - Stunning Oceanside Townhouse- New Unit

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$150 - $310
Per Night

$750 - $1550
Per Week

Ocean One 411 - Stunning Ocean Views from 4th Floor

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 411 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$250 - $570
Per Night

$1250 - $2850
Per Week

Surf Court 4 - New Unit - Update 2014 - Short Walk to the...

Hilton Head Island
Surf Court 4 - New Unit - Update 2014 - Short Walk to the Beach Surf Court is an ocean-oriented com...
Condo 2 / 2.5 / 6

*
Online booking available

$110 - $215
Per Night

$550 - $1075
Per Week

231 Beachside Homes -4 BRs and close to every South Beach...

Hilton Head Island
231 Beachside Homes -4 BRs and close to every South Beach amenity! HILTON HEAD ISLAND AS IT WAS MEA...
Home 4 / 4 / 8

*
Online booking available

$156 - $156
Per Night

$1095 - $2995
Per Week

Shorewood 308

Hilton Head Island
2 BD/ 2BA oceanfront villa. King & 2 twin beds. Sleep Sofa ( sofa linens provided for $25 fee). Zero...
Villa 2 / 2 / 6

*
Online booking available

$240 - $460
Per Night

$1200 - $2300
Per Week

16 Piping Plover - Oceanfront, Fully Renovated 5 BR Home....

Hilton Head Island
16 Piping Plover - Oceanfront, Fully Renovated 5 BR Home. Sleeps 12 Amazing oceanfront home in Sea ...
Home 5 / 4 / 12

*
Online booking available

$4195 - $10595
Per Week

11 Flotilla- Oceanfront & Beautiful- 2 Living Area & Gour...

Hilton Head Island
11 Flotilla- Oceanfront & Beautiful- 2 Living Area & Gourmet Kitchen Spectacular OCEANFRONT home th...
Home 5 / 5.5 / 10

*
Online booking available

$4395 - $11095
Per Week

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

Hilton Head Island
Fun, family-friendly, 4 bedroom, 3 bath beach home with *heated pool and spa (*pool can be heated f...
Home 4 / 3 / 10

*
Online booking available

$171 - $171
Per Night

$1195 - $3295
Per Week

2311 Racquet Club - 3 BR/1st floor flat - Spring dates av...

Hilton Head Island
2311 Racquet Club - 3 BR/1st floor flat - Spring dates available Recently renovated, this tradition...
Villa 3 / 2 / 8

*
Online booking available

$85 - $85
Per Night

$595 - $3000
Per Week

Surf Court 63 - 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

$110 - $200
Per Night

$550 - $1000
Per Week

1B/1B Condo at 371 SeaSide Villas

Hilton Head Island
1B/1B Condo at 371 SeaSide Villas Unit Description: Relax in this 1 bedroom condo with a living, di...
Condo 1 / 1 / 6

*
Online booking available

$139 - $169
Per Night

$973 - $1183
Per Week

1726 Bluff- Fully Renovated 1st Floor Villa w/ Braddock C...

Hilton Head Island
1726 Bluff- Fully Renovated 1st Floor Villa w/ Braddock Cove Views. This lovely first floor villa p...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1495
Per Week

Waterford D-4

Hilton Head Island
2 BD/2BA Golf Course view villa on # 1 Fairway of Galleon Course. King & 2 Twin beds plus sleep sof...
Villa 2 / 2 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

2113 Seacrest - Pretty 1st Floor Villa - Priced to Rent.

Hilton Head Island
AS CLOSE TO EVERYTHING AS YOU WANT TO BE, while maintaining privacy when you are ready to escape to ...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $2095
Per Week

Shorewood 136

Hilton Head Island
2BD/2 BA Ocean View Villa. King, Queen & Twin bed. Sleep sofa. (Sofa bed linens rentable for $25 fee...
Villa 2 / 2 / 7

*
Online booking available

$220 - $400
Per Night

$1100 - $2000
Per Week

 

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