
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

~NEW~ Hale Aloha at Turtle Bay Golf Course

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

Large family home 5 min from beach- with pool

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas

Makaha Hale - Serene 3 BR Home

Kalo Homes - Makaha's Hidden Gem

Sunny Heaven 1 Bd Plus Loft
Apartment rentals with a pool

The Seascape at Turtle Bay

Beautiful Waikiki 1BR-Diamond Head View w/Parking

Waikiki Banyan Free Parking! Walk to Beach & Shop

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

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

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki

#1102 Beachfront Condo | Free parking, gym, pool

North Shore Oahu Getaway at Turtle Bay Resort
Other holiday rentals with a pool

Beautiful OceanView&Sunset @IlikaiResort w/Parking

Beach Front, King Bed, the Princess - low level

North Shore Turtle Bay Hideout

( Golden Week ) Nr beach! Imperial Resort

32FL-Upscale Luxury Penthouse Ocean View Studio~

Sunset Hale

Aloha Surf Condo - Private Deck - Pool

*The Maeva* Upscale with Views and Free Parking
Quick stats about holiday rentals with a pool in Kailua
Total rentals
90 properties
Nightly prices starting at
$90 SGD 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
- Honolulu Holiday rentals
- O‘ahu Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kihei Holiday rentals
- Kona Holiday rentals
- Kaanapali Holiday rentals
- Hilo Holiday rentals
- Princeville Holiday rentals
- North Kona Holiday rentals
- Villa rentals Kailua
- Fitness-friendly rentals Kailua
- Waterfront rentals Kailua
- Flat rentals Kailua
- Rentals with a washing machine and dryer Kailua
- Guest house rentals Kailua
- Pet-friendly rentals Kailua
- Rentals with a hot tub Kailua
- House rentals Kailua
- Beachfront rentals Kailua
- Rentals with a patio Kailua
- Rentals with an EV charger Kailua
- Rentals with a kayak Kailua
- Beach apartment rentals Kailua
- Apartment rentals Kailua
- Rentals with beach access Kailua
- Private suite rentals Kailua
- Rentals with outdoor seating Kailua
- Family-friendly rentals Kailua
- Rentals with pools Honolulu County
- Rentals with pools Hawaii
- Rentals with pools United States
- 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
- Things to do Honolulu County
- Nature and outdoors Honolulu County
- Entertainment Honolulu County
- Food and drink Honolulu County
- Art and culture Honolulu County
- Tours Honolulu County
- Wellness Honolulu County
- Sports activities Honolulu County
- Things to do Hawaii
- Tours Hawaii
- Nature and outdoors Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Entertainment Hawaii
- Art and culture Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Things to do United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Tours United States
- Sports activities United States
- Entertainment United States
- Nature and outdoors United States
- Sightseeing United States