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Kailua Long Term Vacation Rentals(81)

81 Results
$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)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 night min stay
(26)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night min stay
(29)
$145
per night
3 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 3
3 night min stay
(31)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
(13)
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
5 - 10 night min stay
(4)
$3,500 - $8,365
per week
7 night min stay
  • 8 BR,
  • 4 BA,
  • Sleeps 18
7 night min stay
(7)
$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)
$250 - $350
per night
5 - 14 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
5 - 14 night min stay
(8)
$235 - $300
per night
5 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
5 - 7 night min stay
(10)
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 17
5 night min stay
(16)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(20)
  • 5 BR,
  • 4 BA,
  • Sleeps 15
7 night min stay
(23)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night min stay
2 Reviews
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 - 14 night min stay
2 Reviews
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
1 - 14 night min stay
1 Review
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(22)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
5 night min stay
(4)
$525 - $650
per night
4 - 5 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
4 - 5 night min stay
(4)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(10)
$40,000
per month
30 night min stay
  • 6 BR,
  • 5 BA,
  • Sleeps 10
30 night min stay
(4)
$275 - $400
per night
5 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
2 Reviews
$10,020
per month
30 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
30 night min stay
(8)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 night min stay
(4)
  • Studio,
  • 1 BA,
  • Sleeps 2
5 night min stay
(36)
$3,675
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
2 Reviews
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Recent Kailua Reviews

Great Location and clean comfortable house!

5 of 5
Kailua Beach Park out the back gate, a very short walk. The hosts made available the beach chairs and towels. The beds are very comfortable and good quality. I liked the bed cover so much I purchased one for my guest room at home and had it shipped!! Very nice having a washer and dryer to use. Used the small cooler hosts provided for our packed lunches. All utensils provided for cooking and making meals. Shower outside to rinse sandy feet off before going inside home. Beautiful Lanai with a BBQ, table and chairs. We loved Oahu and will be back someday! Thank you!
  • Submitted: Mar 1, 2015
  • Stayed: Feb 2015

The best kept secret on the Windward side of Oahu

5 of 5
This marvelous property is aptly named “Coconut Hideaway” as it is located at the end of a quiet residential street on a cul-de-sac. The tropical setting, surrounded by greenery, is enchanting and relaxing. The apartment is spacious, airy and extremely private, and is well situated to take advantage of the cool breezes. We spent a week here during the Christmas holidays and we couldn’t have been happier. The unit is beautifully furnished (and impeccably clean) with great attention to detail, and has all the accessories one could need. Loved enjoying our morning coffee outdoors on our private lanai. The location is ideal; a quiet, secluded retreat, yet close to the shopping and dining options of Kailua. And of course, it is minutes away from the best beaches on the island. (Parking, free wi-fi, washer/dryer, fully equipped kitchen, additional half-bath. . . ) Our hosts Karla and Vic are 2 of the nicest and accommodating people you can imagine. Needless to say, this property comes with my highest recommendation. We look forward to returning to Coconut Hideaway very soon.
  • Submitted: Feb 25, 2015
  • Stayed: Dec 2014

Spent a fabulous month exploring the Island from this great home base.

5 of 5
From the minute we got here we felt valued as guests. We were moving here from a large family reunion event. Leilani accommodated a transfer of our luggage and perishable food directly from the other site, rather than having to wait for the normal check in time. Since we were staying for a month we did make several minor requests which were immediately fulfilled. Dawn an Dexter were very pleasant and, in fact, gave is a fresh floral arrangement when they found our sister and husband were joining us for our final week. Not to mention flowers and candy at our arrival. My husband and I are yearly visitors to Hawaii, normally staying in condos. This was our first venture into apartment rental in a residential neighborhood. The apartment is well appointed and cozy for four people, but perfectly adequate with a lanai area great for breakfast and drinks and a large deck with eating area and lounge chairs. Living in this apartment for a month was a great success and gave us a much better feel for the island. Kailua is a great location for exploring the beaches, hikes and having a more laid back experience than staying in Honolulu, Ko'Olina or on the North Shore. Mahalo! Leilani, Dawn and Dexter for your aloha spirit.
  • Submitted: Jan 26, 2015
  • Stayed: Dec 2014