
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

Le'ale'a by AvantStay | Ocean + Mountain Views!

Kalo Homes ~ Mauka to Makai

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

@ Marbella Lane - Stunning Gem w/ MT & Ocean Views

Family Oceanview Oasis, Hot Tub, 5min to beach

Ocean View Exquisite Home at Cottages at Mauna Olu

Slice of Paradise-3BR- Sleeps10-same $ for 2 as 10

Peek-a-Boo Ocean View
Condo rentals with a pool

Amazing Ocean & Beach Views - Only Steps to Beach!

RusticLuxe — Go Fully Custom at Turtle Bay

Luxe Loft at Turtle Bay

43FL-Gorgeous High-FL Studio w/Ocean & City Views

North Shore Oahu Getaway at Turtle Bay Resort

Panoramic Ocean View/ Full Kitchen/2603A

Makaha Dream

Waikiki Banyan Relaxing Ocean View Free Parking
Other vacation rentals with a pool

Penthouse Upscale Oceanview King Studio Near Beach

MOANA Ocean View Suite • High Floor • FREE Parking

29FL-Ultra Modern 1BR-Ocean View & Free Parking!

Lux Panoramic Beach Views - Free Parking!

Ocean Front Luxurious Villa

North Shore Turtle Bay Hideout

34FL-Upscale Mountain View 1BR-Waikiki w/Parking

32FL-Upscale Luxury Penthouse Ocean View Studio~
Quick stats about vacation rentals with a pool in Kailua
Total rentals
90 properties
Nightly prices starting at
$97 CAD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
90 properties include access to wifi
Destinations to explore
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- Rentals with pools Honolulu County
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- Kailua Beach
- Waimea Bay Beach
- Ko Olina Resort
- Kepuhi Beach
- Lanikai Beach
- Kualoa Ranch
- Mālaekahana Beach
- Honolulu Zoo
- Mākoa Beach
- Banzai Pipeline
- Ala Moana Beach Park
- Hanauma Bay
- White Plains Beach
- Kalama Beach
- Kahala Hilton Beach
- Pyramid Rock Beach
- Diamond Head Beach Park
- Wet 'n' Wild Hawaii
- Bishop Museum
- Sans Souci Beach
- Nimitz Beach
- Kalani Beach
- Ke Iki Beach
- Kaupoa Beach
- Things to do Kailua
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- Things to do United States
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