Cottage vacation rentals in Kailua
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Kailua
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua cottage rentals
Cottage rentals with a pool
Cottage in Waiʻanae
4.91 out of 5 average rating, 67 reviewsMAKAHA SURF BEACH - Oahu, HI
Feb 13 – 20
Cottage in Makaha Valley
5.0 out of 5 average rating, 19 reviewsSupport LOCAL: NEW! Mākaha Valley Home
Apr 20 – 27
Cottage in Kailua
4.91 out of 5 average rating, 35 reviewsKailua Ohana Cottage close to beach
Cottage in Waialua
4.94 out of 5 average rating, 80 reviewsBest Kept Secret on Oahu! and WE ARE LICENSED!!!
Feb 22 – Mar 1
Pet-friendly cottage rentals
Cottage in Waimanalo
Waimanalo Beach Cottages 6
Mar 24 – 31
Cottage in Waimanalo
4.38 out of 5 average rating, 8 reviewsWaimanalo Beach Cottage 3
Jan 22 – 29
Cottage in Waimanalo
Waimanalo Beach Cottage 9 Studio with Kitchenette
Nov 28 – Dec 5
Cottage in Waimanalo
4.0 out of 5 average rating, 3 reviewsWaimanalo Beach Cottage 1
Sep 29 – Oct 6
Private cottage rentals
Cottage in Kailua
4.95 out of 5 average rating, 100 reviewsThe Windsurfer Cottage- by Kailua Beach
Mar 21 – 28
Cottage in Honolulu
4.98 out of 5 average rating, 173 reviewsBright and Airy in Paradise: Month-Long Retreat
Jul 5 – 12
Cottage in Kailua
4.91 out of 5 average rating, 35 reviewsKailua Ohana Cottage close to beach
Cottage in Haleiwa
4.97 out of 5 average rating, 92 reviewsTiny living! Quaint Haleiwa cottage
Dec 10 – 17
Cottage in Haleiwa
4.84 out of 5 average rating, 51 reviewsBanzai Pipeline Beachfront home
Jan 13 – 20
Cottage in Waiʻanae
4.91 out of 5 average rating, 67 reviewsMAKAHA SURF BEACH - Oahu, HI
Feb 13 – 20
Cottage in Waianae
4.98 out of 5 average rating, 51 reviewsStargazing Mountainside Cottage by Pristine Beach
Dec 13 – 20
Cottage in Makaha Valley
5.0 out of 5 average rating, 19 reviewsSupport LOCAL: NEW! Mākaha Valley Home
Apr 20 – 27
Quick stats about cottage rentals in Kailua
Total rentals
10 properties
Local attractions
Kailua Beach Park, Bellows Air Force Station, and Whole Foods Market
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Total number of reviews
620 reviews
Nightly prices starting at
$150 before taxes and fees
Destinations to explore
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