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Kailua Beach Vacation Rentals(143)

143 Results
$1,300 - $1,600
per night
5 - 14 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 14
5 - 14 night min stay
(9)
$1,500 - $1,800
per night
5 - 14 night min stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
5 - 14 night min stay
(29)
$3,675 - $8,050
per week
7 - 14 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 14 night min stay
(17)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
5 night min stay
(70)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
(26)
  • Studio,
  • 1 BA,
  • Sleeps 4
(89)
  • Studio,
  • 1 BA,
  • Sleeps 3
3 night min stay
(30)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 night min stay
(15)
  • Studio,
  • 1 BA,
  • Sleeps 2
5 night min stay
(12)
$275
per night
6 - 10 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
6 - 10 night min stay
$5,565 - $8,400
per week
7 - 14 night min stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
7 - 14 night min stay
(25)
$4,550 - $5,565
per week
7 - 14 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 14 night min stay
(18)
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 14
1 - 7 night min stay
(3)
$235 - $300
per night
5 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
5 - 7 night min stay
(11)
  • 4 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
5 night min stay
(33)
  • 6 BR,
  • 7 BA,
  • 2 HF BA,
  • Sleeps 12
5 night min stay
(26)
$350 - $550
per night
5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
5 night min stay
(17)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(20)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(9)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(4)
$795 - $895
per night
6 - 10 night min stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 18
6 - 10 night min stay
(27)
$5,250 - $6,825
per week
7 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night min stay
(11)
$7,000 - $12,600
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
2 Reviews
$7,350 - $13,300
per week
7 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 - 14 night min stay
2 Reviews
$15,000 - $21,000
per month
30 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
30 night min stay
1 Review
$9,100 - $14,000
per week
7 - 14 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night min stay
1 Review
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 17
5 night min stay
(16)
$5,250 - $5,600
per week
7 night min stay
  • 6 BR,
  • 3 BA,
  • Sleeps 12
7 night min stay
(19)
$1,743 - $2,303
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
7 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 15
7 night min stay
(24)
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Recent Kailua Reviews

Lynn and family from Oregon

5 of 5
This was our first trip to Hawaii. This family of seven chose this house because it sounded like it met our criteria: A week of relaxation -- Private -- Safe beach area -- Close enough to Kailua for shopping -- House large enough to spread out -- kayak rentals brought to your door -- car rental close to airport with pick up at airport easy to visit Waikiki or Honolulu -- marvelous view -- beautiful sunrises -- sea turtles We ranged in age from a two year old toddler to a seventy year old grandma = the thirteen year old teenager never once said she was bored(that is unheard from a teenager!). The nine year old wanted to swim all the time! And the toddler loved the water and sand toys. Parents spent an evening in Waikiki on a dinner cruise -- =easy drive. Aunt enjoyed spending special time with her nieces and nephew--something that a family usually only gets to do for a few hours at a time. We definitely will return because this has everything you could wish for if you are looking for a place to enjoy quality time with your family or friends I encourage you to read all the reviews -- the fans in the home, the private beach, the home itself, the fully equipped kitchen, etc. I could repeat what those reviews say but I encourage you to read each one of them. Gina was a wonder to work out the details with. Very accommodating.
  • Submitted: Apr 22, 2015
  • Stayed: Mar 2015

Close, Clean and Comfortable!

5 of 5
If you haven't stayed in Kailua you are missing out and if you get to go stay here. The location for this guest home is right across from Kailua beach park - you walk out the back path and there you are. You have 2 rooms, a large kitchen, dining room, washer/dryer, and nice size patio. As it is connected to the larger home you occasionally hear folks but it is generally a very quiet and safe place. The value for the location is wonderful. Walk to Bob's pizza, the Market for a coffee, or Island Snow Shave Ice - our favorites :-) The owners will honor your privacy but also are so open to chatting if you want to ask for advice or directions. Our family of 4 enjoyed the beaches especially snorkeling in Lanikai (our favorite), hiking, and just beautiful mountain views of this area of Oahu. But if it is windy or rainy - remember it is never a long drive to another lovely beach or to Pearl Harbor (recommended). Thank you to our lovely hosts for sharing this clean and comfy home. I hope we never bothered you with our evening gecko hunting! We left our beach-dreaming hearts in Kailua - so if we come back we hope to stay here again!
  • Submitted: Apr 2, 2015
  • Stayed: Mar 2015

Beautiful Condo Inside and Out! Highly recommended

5 of 5
We stayed at this condo in March. The unit was clearly remodeled recently and was beautiful inside. There was a combination lock on the front door, so there was no need to fumble with keys. The ocean in the back yard was beautiful, and the pool was great (and very large). We had a great time!
  • Submitted: Mar 30, 2015
  • Stayed: Mar 2015