
Holiday 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.
Holiday 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!

Large family home 5 min from beach- with pool

Honu Hideout Top 5% Budget-Friendly Home By Beach

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Makaha Hale - Serene 3 BR Home

Kalo Homes - Makaha's Hidden Gem

Sunny Heaven 1 Bd Plus Loft

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

Beautiful Waikiki 1BR-Diamond Head View w/Parking

Modern Clean Studio w/Free Parking | Walk to Beach

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

Ocean View Studio | 2 Minute Walk to Waikiki Beach

Rated Top 1% Airbnb: Privacy & Luxury @ Turtle Bay

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Makaha Dream

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

Penthouse Upscale Oceanview King Studio Near Beach

Beautiful OceanView&Sunset @IlikaiResort w/Parking

MOANA Ocean View Suite • 31st Floor • FREE Parking

North Shore Turtle Bay Hideout

37FL-Luxury Upscale Ocean View-Modern 1BR/Parking~

Newly Renovated | Low-Toxic Waikiki Airbnb

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

34FL-Upscale Mountain View 1BR-Waikiki w/Parking
Quick stats about holiday rentals with a pool in Kailua
Total rentals
90 properties
Nightly prices starting at
£52 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
- Kualoa Ranch
- Lanikai Beach
- Kepuhi Beach
- Mālaekahana Beach
- Honolulu Zoo
- Ala Moana Beach Park
- Banzai Pipeline
- Mākoa Beach
- Hanauma Bay
- Kalama Beach
- Kapiolani Park Beach
- White Plains Beach
- Kahala Hilton Beach
- Sans Souci Beach
- Bishop Museum
- Nimitz Beach
- Diamond Head Beach Park
- Ke Iki Beach
- Pyramid Rock Beach
- Kalani Beach
- Wet 'n' Wild Hawaii
- Things to do Kailua
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- Things to do United States
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