
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

Waikiki Gem, Stunning Ocean View, Parking Included

@Marbella Lane - Elegant 3BR w/ Marvelous Views

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

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Family Oceanview Oasis, Hot Tub, 5min to beach

Kalo Homes - Makaha's Hidden Gem

Peek-a-Boo Ocean View

Oahu Perfect Vacation •Pool, Near Beach, Sleeps 14
Condo rentals with a pool

Amazing Ocean & Beach Views - Only Steps to Beach!

38th FLR- Luxe King Boutique Studio 1000 Cranes

Modern Waikiki Studio Oasis

41FL-Elegant High-FL Studio w/Ocean & City Views

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki

Secluded White Sandy beach just 30 steps away

Rated Top 5% Airbnb: Privacy & Luxury @ Turtle Bay

*Serendipity on the Moana! - Legal & Beachfront!*
Other vacation rentals with a pool

Beautiful Beachside Condo Oahu

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

Peaceful cozy comfortable apartment

Lux Panoramic Beach Views - Free Parking!

Ocean View Sunset, Free Parking, Pool, 5m to Beach

Ocean & Mtn View Studio 33rd Fl

Amazing Studio Heart of Waikiki Free 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
ﺩ.ﺇ257 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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- Rentals with pools United States
- 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
- Kalama Beach
- White Plains Beach
- Sans Souci Beach
- Kahala Hilton Beach
- Pyramid Rock Beach
- Nimitz Beach
- Diamond Head Beach Park
- Kalani Beach
- Wet 'n' Wild Hawaii
- Bishop Museum
- Ke Iki Beach
- Kaupoa Beach
- Things to do Kailua
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- Things to do Hawaii
- Wellness Hawaii
- Tours Hawaii
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- Sightseeing Hawaii
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- Entertainment Hawaii
- Nature and outdoors Hawaii
- Things to do United States
- Sightseeing United States
- Tours United States
- Sports activities United States
- Entertainment United States
- Food and drink United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States