Vacation Rentals & Apartments in Kailua

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Kehena Makai

Kaimu house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Ceiling Fans Climbing frame

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Price per night from

$297

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Mahina Surf Unit 102

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$205

Magical Lava Temple on Big Island, Hawaii

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 38 minutes

1 of 2 match: Ceiling Fans, Climbing frame

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Price per night from

$114

Cargo Container HomeOnTheLava~ Ocean & Volcano View sleeps 4

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$153

Cozy Beachtown Getaway

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$92

Cottage on the Beach, Romantic, Oahu North Shore Mokuleia (Licensed!)

Waialua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“The sound of the waves, right outside your door, are like a lull” We had a "rough time" getting here (mechanical problems with the plane, canceled flight, etc.) but the cottage soothed our tired souls! We found the drum of the waves to be the best lullaby and the fresh air and abundant sunshine to renew our spirits. We appreciated the personal art on the walls and the large open space. For folks who enjoy cooking with local produce, the well stocked kitchen, the large number of pots/pans/utensils, and the full sized refrigerator are perfect. There was plenty of hot water in the shower (and good water pressure!), the furniture was comfortable (brought back memories of beach houses from our childhood), and the large counter surface in the "dressing room" was perfect for all of our "stuff". We used the outdoor patio table for several breakfasts and dinners, watched a neighbor vacationer fish from the sea wall, and took daily walks on the nearly deserted beach. There were many informative books in the cottage along with maps, Dvds, etc. We used the guide books but were too busy enjoying Oahu to need any other form of entertainment! Although we have traveled extensively in the past few years, this was our first trip to Hawaii. We have already recommended the cottage to family and friends - thank you, Peter, for sharing your wonderful home.

1 of 2 match: Ceiling Fans, Climbing frame

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Price per night from

$338

New Chic Pineapple Condo

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$343

Pikake #A6

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$375

Perfect Beachtown Retreat

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$130

Heavenly Hale Moi by Hideaways Beach Side B

Princeville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 41 minutes

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$172

Kona Heaven

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$171

Guest house studio tropical Big Island .

Hilo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 36 minutes

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$160

Kaanapali Shores panoramic ocean - view sleeps 4

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$344

Kehena Honey House

Pahoa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$129

Last minute cancelation STUDIO tucked away w own Deck

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$122

Patty's Motel Suite

Naalehu bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 29 minutes

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$109

Middle of Paradise

Ko Olina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$172

HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8

Kalapana house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$173

LOLIA Eco-Village | Eco-Garden Room in Paradise

Pahoa cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$68

Luana Ola Villa near Waipio Valley

Honokaa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 1 minutes

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$144

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$687

#3 ★Hidden Gem★ Private Studio/Apt Self CheckIn

Hilo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$105

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$300

Hale Kale:Direct Oceanfront Masterpiece,Modern Spectacular One of a Kind Home

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$2,000

Surf & Racquet Club Lovely open and airy 2bd/2bth 2nd floor unit.

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$249

Sunset Suite w/ Ocean View - Big Island Farmstay

Kealakekua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$177

Studio in Paradise

Aiea studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$172

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$202

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$220

Just what your looking for, in Mauna Lani Resort!

Waimea townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$338

Seaside Studio with A/C & Oceanview

Poipu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$315

Come to paradise! Enjoy the calmness & birds singing in the morning!

Honolulu house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$218

ROMANTIC WAIKOLOA COLONY VILLAS - WAIKOLOA BEACH

Waikoloa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$315

Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$584

Honomu Inn Gate way to Akaka Falls, Big Island 11 miles from Hilo

Honomu hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$172

Coco Bungalow Studio at Tiki Moon Villas

Laie bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 42 minutes

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$373

Zen Garden Quite, Safe, Relex Setting

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$144

Oliana Cottage - Allergy Friendly - Near Kalapana

Pahoa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Cozy retreat in paradise!” Oliana Cottage is a cozy retreat in paradise! Great place to stay and explore the parks and beaches of Puna. The cottage is secluded, quiet and just a minute or two walk to Kehena Black Sands Beach.

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$148

Viewing 38 of 1,677
rentals in Kailua

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