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Kailua Long Term Vacation Rentals(106)

106 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
(71)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
(26)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 night min stay
(28)
  • 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
(35)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
(13)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(20)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
5 - 10 night min stay
(3)
$5,705 - $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
(9)
$5,600 - $8,365
per week
7 night min stay
  • 8 BR,
  • 4 BA,
  • Sleeps 18
7 night min stay
(7)
$235 - $300
per night
5 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
5 - 7 night min stay
(11)
  • 6 BR,
  • 7 BA,
  • 2 HF BA,
  • Sleeps 12
5 night min stay
(26)
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 17
5 night min stay
(16)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 - 14 night min stay
2 Reviews
  • 5 BR,
  • 4 BA,
  • Sleeps 15
7 night min stay
(24)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night min stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night min stay
$575
per night
2 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
2 night min stay
(13)
$40,000
per month
30 night min stay
  • 6 BR,
  • 5 BA,
  • Sleeps 10
30 night min stay
(4)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
30 night min stay
(19)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(10)
$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)
$4,200 - $5,425
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 2
5 night min stay
(38)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
14 - 30 night min stay
(4)
$3,675
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(3)
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Recent Kailua Reviews

absolutely perfect

5 of 5
I did a lot of research about where to stay in Oahu, and the Kailua area seemed ideal for a mix of tropical Hawaii with access to urban choices like restaurants and stores. Hale Moana is an exceptionally wonderful place to stay in. It was actually even more beautiful than the website was able to show it. The landscaping, and the decor inside capture the beauty of Hawaii. The owner, Jennifer, has created an absolutely lovely place to stay in. Starting the day with breakfast on the private lanai, surrounded by lush scenery, was so relaxing. The nearby beach is lovely, and not crowded. Kailua is a great starting point for exploring the windward coast and the North Shore. And then coming back to the peace and serenity of Hale Moana was icing on the cake.
  • Submitted: May 13, 2015
  • Stayed: May 2015

Quiet and clean

5 of 5
Coconut Hideaway was very quiet. The owners did a wonderful job on creating an island feel even though it is not right on the beach. Close and convenient to everything. It was a great stay
  • Submitted: May 12, 2015
  • Stayed: May 2015

Perfect!

5 of 5
Apt was spotless ! Kitchen was fully stocked with necessary items. Large bathroom with plenty of bath and beach towels. Beds were comfortable and other furnishings were up to date. Although there were air conditioners in the bedrooms, we did not need them. There was always a breeze. Laundry facilities in unit were great. Covered parking for 1 vehicle and additional street parking if needed. We were 4 adults who enjoy walking and we thought it was an easy walk to the beach and the town of Kailua. Target and Whole Foods close by. Lots of restaurants to choose from. We enjoyed all the hikes and all the beaches on the island. The welcome basket of island favorites, flowers and Hawaii tourist info were all appreciated. We were glad we chose this apt for our vacation home.
  • Submitted: Apr 21, 2015
  • Stayed: Apr 2015