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
Feb 2 – 9
Home in Kailua
4.88 out of 5 average rating, 51 reviewsTropical Cottage w/Pool, Lanai & AC, Walk to Beach
Sep 3 – 10
Home in Kailua
5.0 out of 5 average rating, 36 reviewsCute & Charming, Minutes to Town and Kailua Beach
Nov 12 – 19
Home in Honolulu
4.98 out of 5 average rating, 46 reviewsWaikiki Gem, Stunning Ocean View, Parking Included
Aug 8 – 15
Home in Kapolei
5.0 out of 5 average rating, 22 reviewsFam Boho Style Resort Home, Walk to Beach & Shops!
Aug 22 – 29
Home in Honolulu
4.8 out of 5 average rating, 5 reviewsKoko Head Casa - Hip Modern House
Oct 13 – 20
Home in Honolulu
4.97 out of 5 average rating, 31 reviewsAmazing Central Waikiki Wonder
Apr 4 – 11
Home in Makaha Valley
4.96 out of 5 average rating, 27 reviewsKalo Homes ~ Surfside Serenity
Mar 1 – 8
Condo rentals with a pool
Condo in Honolulu
4.95 out of 5 average rating, 224 reviewsWaikiki Beachfront, Amazing Views, Amazing Pools
Mar 15 – 22
Condo in Honolulu
4.81 out of 5 average rating, 182 reviews31st floor Waikiki condo for 2 - walk to the beach
Mar 30 – Apr 6
Condo in Honolulu
4.85 out of 5 average rating, 211 reviewsCHARM STUDIO EXC LOCATION FREE WIFI TAX INCLUDED
Jun 18 – 25
Condo in Honolulu
4.89 out of 5 average rating, 246 reviewsNewly Renovated Cozy Home
Jan 4 – 11
Condo in Kahuku
4.86 out of 5 average rating, 255 reviewsTurtle bay retreat
Apr 13 – 20
Condo in Kahuku
4.94 out of 5 average rating, 146 reviewsNorth Shore Oahu | Turtle Bay - Hale Kahakai
Oct 9 – 16
Condo in Honolulu
4.83 out of 5 average rating, 103 reviewsWaikiki(Unit B) 37th floor-Hawaiian Monarch
Aug 8 – 15
Condo in Kahuku
4.92 out of 5 average rating, 125 reviewsTropical and Romantic Retreat with Inspired Design
Aug 8 – 15
Home rentals with a private pool
Condo in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
Feb 18 – 25
Condo in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
Feb 21 – 28
Condo in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
Nov 18 – 25
Condo in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
Feb 25 – Mar 4
Condo in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
May 26 – Jun 2
Condo in Kahuku
Turtle Bay Sage
Jan 27 – Feb 3
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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