An aerial view of a coastal town with clear turquoise waters, two prominent islands, and lush green hills.

Search Kailua Cottage Rentals from CA $553

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Kailua cottages

A view from a balcony with a wooden railing, overlooking a lush garden and the ocean.

1. Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana
10.0 out of 10, Exceptional, (538 reviews)
"Beautiful scenery and hostess!"
United States
Sonja W.
The price is CA $294
CA $553 total
includes taxes & fees
Dec 4 - Dec 5
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
A small, rustic cabin with a stone exterior and a wooden door, surrounded by dense foliage.

2. Adorable 1930's Gingerbread House....Permitted!

Adorable 1930's Gingerbread House....Permitted!
Makawao
9.8 out of 10, Exceptional, (13 reviews)
"a beautiful property and a nice cottage! We completely enjoyed our time here."
United States
Kathy W.
The price is CA $347
CA $791 total
includes taxes & fees
Nov 16 - Nov 17
Adorable 1930's Gingerbread House....Permitted!
A wooden deck with a table and chairs, surrounded by lush greenery.

3. Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm
Kaʻeleku
9.4 out of 10, Exceptional, (314 reviews)
"The cottage was beautiful just as described. Quiet and relaxing. The host was great and even checked on us because we checked in during a storm. Check in process was so easy. I would definitely recommend."
United States
nancy
The price is CA $414
CA $787 total
includes taxes & fees
Nov 8 - Nov 9
Secluded cottage on Tropical flower farm
A covered outdoor area with a wooden deck, a round table with chairs, and a view of a field with red foliage.

4. 2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
3.0 star property
Haiku
The price is CA $803
CA $1,745 total
includes taxes & fees
Nov 30 - Dec 1
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
A house surrounded by dense tropical vegetation.

5. Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hāna
10.0 out of 10, Exceptional, (109 reviews)
"Beautiful grounds, great location close to secluded beach."
United States
Mark S.
The price is CA $456
CA $761 total
includes taxes & fees
Nov 19 - Nov 20
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kailua Hotel Reviews

Prince Waikiki

Prince Waikiki

10/10 Excellent
"Everything was wonderful!"
Jennifer 1-night trip
Posted 2 hours ago
Prince Waikiki

Find out more about Kailua

Kailua Cottages information

Number of reviews
327
Accommodation
46 Cottages
Lowest Price
CA $553
Highest Price
CA $1,745

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