Vacation Rentals & Apartments in Kailua

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9,761 apartments

Swiss 45 - Swiss Waterski Villa

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$401

Charming home with mountain views

Hunter house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$687

Ski/Bike Out the Front Door! 2 BR, 2 BA w/AC

Ketchum apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$344

Another Day in Paradise

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 1 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$544

Platinum 3 BR +Loft BR Ski-in-out Mountain Retreat

Avon townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$573

Villa swimmingpool on lake, golf near orlando

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 40 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$350

Newly Added,Ocean Views - Private Maisons Sur Mer!

Arcadian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 41 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$61

Good Elevations, Luxury Pet Friendly Home on Two Cabins Drive w/ Private hot tub

Silverthorne house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$616

Responds fast! avg. 1 hour 48 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$183

★HooBear Lodge★ | 5 King Beds, SwimSpa, Walk to DT

Gatlinburg house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$1,374

Atlantic Sunrise ~ Oceanfront, Beachfront, Pools

Tybee Island condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$326

Newly Upgraded+Remodeled Exclusive Maisons Luxury!

Arcadian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 41 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$61

Newly Remodeled,Ocean View,Private Maisons Sur Mer

Arcadian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 41 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$82

New, High Floor, Private, Maisons Sur Mer, Direct!

Arcadian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 41 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$62

New, Oceanview Remodeled, Private Maisons Sur Mer!

Arcadian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 41 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$115

Responds fast! avg. 3 hours 55 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$157

Newly Updated, Exclusive Condo, Spectacular Views!

Arcadian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 41 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$58

February Week Six. February 10-17. Hilton Valdoro Mountain Lodge, Breckenridge

Breckenridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$390

Responds fast! avg. 1 hour 48 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$196

New, Oceanview Remodeled, Private Maisons Sur Mer!

Arcadian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 41 minutes

Match: Private outdoor pool (heated) Skiing – property near ski resort

All filters match

Price per night from

$68

9 Bedroom Saratoga Home, Heated Pool/HotTub By Track-Lake-Town-Golf

Saratoga Springs house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 22

Match: Private outdoor pool (heated) Skiing – property near ski resort

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Price per night from

$1,661

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Shores of Panama 1708

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$109

Long Beach Resort Tower 1, #302

Panama City Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$123

Origin 1038

Panama City Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$98

Gulf Crest 2005

Panama City Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$136

Pinnacle Port A502

Carillon Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$157

Laketown Wharf 1003

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$123

Shores of Panama 2217

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$109

Origin 1036

Panama City Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$105

Shores of Panama 621

Panama City Beach house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$117

Laketown Wharf 903

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$109

Shores of Panama 1506

Panama City Beach studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$92

Origin 1005

Panama City Beach studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$92

2nd Floor Sterling Reef Updated! Sleeps 7!

Panama City Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$110

Shores of Panama 327

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$105

Shores of Panama 821

Panama City Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$110

Shores of Panama 630

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$122

Shores of Panama 318

Panama City Beach house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

“Beautiful Place” Panama Shores 318 is a beautiful place. Centrally located to everything. We had a bad storm with lots of lightning going on and it knocked the AC out along with several other units. I called maintenance and got a response within 15 minutes!! Unit was beautiful with a beautiful view on balcony!!

Responds fast! avg. 35 minutes

1 of 2 match: Skiing – property near ski resort, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

Viewing 38 of 9,761
rentals in Kailua

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