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Kailua Waterfront Vacation Rentals Vacation Rentals(44)

44 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)
$7,000 - $14,000
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(20)
$4,900 - $7,700
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
(26)
$38,500 - $52,500
per week
7 - 14 night minimum stay
  • 10 BR,
  • 3 BA,
  • Sleeps 18
7 - 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
$11,690 - $15,575
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 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
$8,575 - $12,075
per week
7 - 14 night minimum stay
  • 5 BR,
  • 6 BA,
  • Sleeps 12
7 - 14 night minimum stay
1 Review
$21,875
per week
7 night minimum stay
  • 6 BR,
  • 6 BA,
  • Sleeps 12
7 night minimum stay
  • 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)
$5,950
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
4 night minimum stay
(3)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
5 night minimum stay
2 Reviews
$30,000
per month
30 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 10
30 night minimum stay
(4)
$190 - $200
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 night minimum stay
(22)
$12,500
per week
14 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
14 night minimum stay
$149 - $160
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 5
2 night minimum stay
(28)
  • Studio,
  • 1 BA,
  • Sleeps 4
(19)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(6)
$5,593 - $9,093
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
  • 8 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
20 more choices from the HomeAway Network
$125
per night
2 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
2 night minimum stay
(16)
$175 - $220
per night
1 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 3
1 - 3 night minimum stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 11
5 night minimum stay
(23)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
15 night minimum stay
2 Reviews
$185 - $225
per night
2 - 5 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 3
2 - 5 night minimum stay
2 Reviews
$195 - $199
per night
5 - 6 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
5 - 6 night minimum stay
(8)
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Recent Kailua Reviews

360 views, airy and beautiful

4 of 5
The first few days we didn't even use the car--and didn't need to, Hawaii views were all around us, the water, the mountains, the trees... the beach half a block down the street. In fact, you could get away without a rental car staying here as Kailua town is close enough to walk or bike to (maybe 10 blocks or less). My son found his own space in the "closet room" under the loft where he made himself comfortable. It also seems quieter than much of Kailua, just being up so high. The breeze blows through, cooling down a hot day. It's light and bright, a very happy place. You can sit on the balcony and gaze at the ocean and watch the kite surfers (you can do that from inside too). The studio has everything you need as far as the small kitchen goes. The only reason I didn't give it 5 stars is the narrow spiral staircase (it's fine, but could be hard for older people) and the outdoor shower. We didn't mind showering there, it was kind of nice, but it's more convenient to have the shower in your room. We would definitely stay there again.
  • Submitted: Sep 26, 2014
  • Stayed: Jun 2014

Great house! Great location! Great Views!

5 of 5
We have 4 teenagers and this house was just perfect! Modern house with incredible views of Kailua Beach especially when hanging out on the large rooftop deck. Short walk to Kailua Beach and around the corner to Lanikai. Also less than 10 minutes to Waimanalo Beach which in my opinion is a must! Reason for our trip was to drop our daughter off at UH which was maybe a 30 minute drive to Honolulu. Would absolutely stay again, great value and experience!
  • Submitted: Sep 3, 2014
  • Stayed: Aug 2014

Lovely, newly remodeled home, quiet great location

5 of 5
Owners have done a stunning job of remodeling and up-grading. Home location is on the bay with access for water sports equipment. Because it is down the hill from the busy road, it is super quiet. Pool for swimming and sidewalks for walking/running. Beautiful view day/night from the wide covered porch. We had most of our meals out on that porch!
  • Submitted: Aug 20, 2014
  • Stayed: Jul 2014