Vacation rentals with a pool in Kailua
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kailua
Guests agree: these homes with a pool 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 rentals with a pool
House rentals with a pool
Home in Honolulu
4.88 out of 5 average rating, 111 reviewsBeautiful Two Bedrooms, Gated & Private Entrance
Sep 26 – Oct 3
Home in Kailua
4.88 out of 5 average rating, 52 reviewsTropical Cottage w/Pool, Lanai & AC, Walk to Beach
Apr 6 – 13
Home in Honolulu
4.98 out of 5 average rating, 48 reviewsWaikiki Gem, Stunning Ocean View, Parking Included
Apr 8 – 15
Home in Kapolei
5.0 out of 5 average rating, 22 reviewsFam Boho Style Resort Home, Walk to Beach & Shops!
Sep 17 – 24
Home in Honolulu
4.8 out of 5 average rating, 5 reviewsKoko Head Casa - Hip Modern House
Oct 13 – 20
Home in Kahuku
4.91 out of 5 average rating, 33 reviewsSpectacular golf course front steps from the beach
Apr 26 – May 3
Home in Honolulu
4.97 out of 5 average rating, 33 reviewsAmazing Central Waikiki Wonder
Feb 28 – Mar 7
Home in Makaha Valley
4.96 out of 5 average rating, 27 reviewsKalo Homes ~ Surfside Serenity
Feb 10 – 17
Condo rentals with a pool
Condo in Kahuku
4.94 out of 5 average rating, 147 reviewsNorth Shore Oahu | Turtle Bay - Hale Kahakai
Aug 28 – Sep 4
Condo in Honolulu
4.93 out of 5 average rating, 110 reviewsAlamoana Hotel 29FL Studio City&Partial Ocean View
Dec 10 – 17
Condo in Honolulu
4.78 out of 5 average rating, 295 reviewsLarge Corner Unit at Bamboo with Full Kitchen
Jan 16 – 23
Condo in Kahuku
4.86 out of 5 average rating, 258 reviewsTurtle bay retreat
Nov 30 – Dec 7
Condo in Kahuku
4.92 out of 5 average rating, 125 reviewsTropical and Romantic Retreat with Inspired Design
Oct 7 – 14
Condo in Kahuku
4.91 out of 5 average rating, 408 reviewsRusticLuxe — Go Fully Custom at Turtle Bay
Feb 27 – Mar 6
Condo in Kapolei
4.99 out of 5 average rating, 148 reviewsKo Olina Beach Villa Ocean VIEW 3BR/3BA-B907
May 17 – 24
Condo in Kahuku
4.82 out of 5 average rating, 316 reviewsLuxe Loft at Turtle Bay
Jun 20 – 27
Home rentals with a private pool
Condo in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
Dec 1 – 8
Condo in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
Sep 13 – 20
Condo in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
Jul 31 – Aug 7
Condo in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
Jul 26 – Aug 2
Condo in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
Jan 2 – 9
Condo in Kahuku
Turtle Bay Sage
Dec 2 – 9
Quick stats about vacation rentals with a pool in Kailua
Total rentals
100 properties
Wifi availability
100 properties include access to wifi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
$80 before taxes and fees
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