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
Mar 27 – Apr 3
Home in Honolulu
4.98 out of 5 average rating, 48 reviewsWaikiki Gem, Stunning Ocean View, Parking Included
Jan 28 – Feb 4
Home in Kapolei
5.0 out of 5 average rating, 22 reviewsFam Boho Style Resort Home, Walk to Beach & Shops!
Jun 3 – 10
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
Feb 20 – 27
Home in Honolulu
4.97 out of 5 average rating, 33 reviewsAmazing Central Waikiki Wonder
Apr 16 – 23
Home in Makaha Valley
4.96 out of 5 average rating, 27 reviewsKalo Homes ~ Surfside Serenity
Nov 27 – Dec 4
Home in Makaha Valley
4.9 out of 5 average rating, 69 reviewsSlice of Paradise-3 Bedrms-Sleeps 10-Max 8 Adults
Feb 15 – 22
Condo rentals with a pool
Condo in Kahuku
4.92 out of 5 average rating, 138 reviews♥ North Shore Paradise at Turtle Bay ♥
Mar 29 – Apr 5
Condo in Honolulu
4.91 out of 5 average rating, 280 reviewsOcean ∘ City ∘ Mountain views in the ❤️ of Waikiki
Apr 15 – 22
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
Aug 14 – 21
Condo in Kahuku
4.93 out of 5 average rating, 107 reviewsTurtle Bay Condo- Kuilima Estates
Jan 11 – 18
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
4.86 out of 5 average rating, 258 reviewsTurtle bay retreat
Nov 20 – 27
Condo in Honolulu
4.93 out of 5 average rating, 110 reviewsAlamoana Hotel 29FL Studio City&Partial Ocean View
Nov 5 – 12
Home rentals with a private pool
Condo in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
Aug 27 – Sep 3
Condo in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
Nov 15 – 22
Condo in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
Oct 30 – Nov 6
Condo in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
Mar 7 – 14
Condo in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
Jun 18 – 25
Condo in Kahuku
Turtle Bay Sage
Dec 18 – 25
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
Destinations to explore
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