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Kailua Vacation Rentals(202)

202 Results
  • 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)
$325 - $450
per night
5 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
5 - 7 night minimum stay
(9)
  • 5 BR,
  • 6 BA,
  • Sleeps 10
3 - 7 night minimum stay
(18)
$275 - $325
per night
2 - 4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 9
2 - 4 night minimum stay
(27)
$5,600 - $6,300
per week
7 night minimum stay
  • 8 BR,
  • 4 BA,
  • Sleeps 18
7 night minimum stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
5 night minimum stay
(68)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(48)
$250 - $500
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(35)
$500
per night
4 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
4 night minimum stay
(26)
$7,000 - $14,000
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(20)
$275 - $325
per night
6 - 14 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
6 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 night minimum stay
(13)
$349 - $549
per night
5 - 10 night minimum stay
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
5 - 10 night minimum stay
2 Reviews
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(9)
$4,025 - $4,725
per week
7 - 14 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 14 night minimum stay
(14)
$269 - $289
per night
2 - 5 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 5 night minimum stay
(44)
$235 - $300
per night
5 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
5 - 7 night minimum stay
(8)
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 17
5 night minimum stay
(13)
$4,900 - $5,250
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(10)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
(19)
$5,810
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(5)
  • 6 BR,
  • 3 BA,
  • Sleeps 12
(18)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 - 14 night minimum stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night minimum stay
$275 - $290
per night
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(18)
  • 4 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(20)
$125
per night
3 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
3 night minimum stay
(21)
$350 - $400
per night
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
(46)
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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

Kailua Lani

5 of 5
The three couples that stayed here loved the place and will probably return. We silly people went into Waikiki one day and realized we needed to get back to our little bit of Kailua Heaven ASAP. Everything we needed was already here, so it was like coming home.....but with a lovely pool and a small family of geckos. Our thanks to Judy for letting us stay.
  • Submitted: Sep 22, 2014
  • Stayed: Sep 2014

A Great Place for a big family!

5 of 5
We had a great time and didn't want to go home. This property is 15mins walk to the beach. Beautiful and quiet neighborhood. It is so convinient to drive to anywhere. The house has large bedrooms with 2 kitchens, swimming pool, jacuzzi. We love it. I recommend to anyone to rent out this property. And we will sure to return to this houseon on our next vacation in Oahu. Thanks Sonya.
  • Submitted: Aug 18, 2014
  • Stayed: Jul 2014