
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!

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Family Oceanview Oasis, Hot Tub, 5min to beach

@ Marbella Lane - Paradise Point close to beaches

Kalo Homes - Makaha's Hidden Gem

Peek-a-Boo Ocean View

Sunny Heaven 1 Bd Plus Loft

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

🏝 Ilikai Condo Waikiki Beach Ocean Views

36th floor Waikiki condo for 2 - walk to the beach

Ocean View Studio | 2 Minute Walk to Waikiki Beach

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

*Serendipity on the Moana! - Legal & Beachfront!*

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

North Shore Oahu Getaway at Turtle Bay Resort

NEWLY RENOVATED (2021) Turtle Bay Haven!
Other vacation rentals with a pool

Beautiful OceanView&Sunset @IlikaiResort w/Parking

Aulani Disney Resort&Spa Studio!

Ocean Front Luxurious Villa

Lux Panoramic Beach Views - Free Parking!

Kuilima Estates West at Turtle Bay with King Bed

Amazing Studio Heart of Waikiki Free Parking

32FL-Upscale Luxury Penthouse Ocean View Studio~

Aloha Surf Condo - Private Deck - Pool
Quick stats about vacation rentals with a pool in Kailua
Total rentals
90 properties
Nightly prices starting at
R1,236 ZAR 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
- Kalama Beach
- White Plains Beach
- Sans Souci Beach
- Pyramid Rock Beach
- Kahala Hilton Beach
- Nimitz Beach
- Diamond Head Beach Park
- Kalani Beach
- Wet 'n' Wild Hawaii
- Bishop Museum
- Ke Iki Beach
- Kaupoa Beach
- Things to do Kailua
- Things to do Honolulu County
- Nature and outdoors Honolulu County
- Entertainment Honolulu County
- Food and drink Honolulu County
- Wellness Honolulu County
- Sports activities Honolulu County
- Art and culture Honolulu County
- Things to do Hawaii
- Wellness Hawaii
- Nature and outdoors Hawaii
- Food and drink Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Entertainment Hawaii
- Tours Hawaii
- Art and culture Hawaii
- Things to do United States
- Entertainment United States
- Wellness United States
- Art and culture United States
- Sports activities United States
- Food and drink United States
- Nature and outdoors United States
- Tours United States
- Sightseeing United States