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Kailua Vacation Rentals with Air Conditioning(189)

189 Results
$900 - $1,950
per night
5 - 14 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
5 - 14 night minimum stay
(29)
  • Studio,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
(26)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(22)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
(21)
$145
per night
3 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
(25)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
5 night minimum stay
(68)
  • 5 BR,
  • 6 BA,
  • Sleeps 10
3 - 7 night minimum stay
(18)
$210 - $225
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 night minimum stay
(8)
$250 - $500
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(35)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
30 night minimum stay
(4)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 night minimum stay
(13)
$275 - $325
per night
6 - 10 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
6 - 10 night minimum stay
$6,250 - $7,500
per night
7 - 14 night minimum stay
  • 10 BR,
  • 10 BA,
  • Sleeps 18
7 - 14 night minimum stay
(4)
$500
per night
4 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
4 night minimum stay
(26)
  • 7 BR,
  • 7 BA,
  • Sleeps 14
7 night minimum stay
$4,900 - $7,700
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
(26)
$4,865 - $9,800
per week
7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 night minimum stay
(5)
$4,025 - $4,725
per week
7 - 14 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 14 night minimum stay
(14)
$5,565 - $6,265
per week
7 - 14 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
7 - 14 night minimum stay
(19)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(9)
$269 - $289
per night
2 - 5 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 5 night minimum stay
(46)
$38,500 - $52,500
per week
7 - 14 night minimum stay
  • 10 BR,
  • 3 BA,
  • Sleeps 18
7 - 14 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
1 Review
$10,150 - $15,575
per week
7 - 14 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night minimum stay
$5,000 - $9,000
per night
1 - 14 night minimum stay
  • 8 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 14
1 - 14 night minimum stay
$8,750 - $19,250
per week
7 - 14 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 - 14 night minimum stay
$13,300 - $30,625
per week
7 - 14 night minimum stay
  • 3 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 7
7 - 14 night minimum stay
$375 - $525
per night
5 - 10 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 10 night minimum stay
(13)
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Recent Kailua Reviews

Home Away From Home

5 of 5
Our family (four adults, two children) stayed here for not quite two weeks. I LOVE this house. Not just "this is a great vacation rental" but if I were forced to live in Hawaii, I would buy this place in a heartbeat - furniture intact. It has so much character and charm, warmth and soul. I'm very impressed that in spite of its high ceilings (something I usually don't like in a home) it is very cozy and (as my five-year-old would say) "cuddly." It is a home rather than just a house. Our children (and we) greatly enjoyed the beautiful pool. In fact, my younger son enjoyed it more than the beach (though the rest of us preferred the quick, easy walk to the beautiful (and uncrowded) beach nearby). And the banyan tree is staggeringly magnificent. There's so much outdoor seating - it's wonderful for reading, eating, or just relaxing. The house is full of gorgeous details - wood floors, the chandelier and fireplace, and a lot of traditional Hawaiian touches. The showers are fantastic. There were also a few books, toys, and games for our kids. Also, Leah and Gudrun were both great. Gudrun was excellent at keeping in contact with us before our arrival (and her restaurant recommendation was the best meal we had in Kailua). Leah was friendly, warm, and welcoming. If we ever come back to Oahu, I would definitely schedule our trip around your availability, because I can't see why I would stay anywhere else.
  • Submitted: Oct 3, 2014
  • Stayed: Sep 2014

Tropical Luxury!

5 of 5
Highly recommended for a group getaway or family reunion, plenty of space and very comfortable beds! Lovely area to walk around, beautiful beaches, very close to major attractions.
  • Submitted: Sep 4, 2014
  • Stayed: Mar 2014

Relaxing

5 of 5
We stayed here for 9 days. We had the best time. The pool was fantastic. The location was perfect. It was quiet and so relaxing. The owner Lucinda was so nice. If we come back, just the two of us, we will stay here again.
  • Submitted: Jun 8, 2014
  • Stayed: May 2014