
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!

Large family home 5 min from beach- with pool

@Marbella Lane - Blissful Studio in Makaha

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Makaha Hale - Serene 3 BR Home

Family Oceanview Oasis, Hot Tub, 5min to beach

Kalo Homes - Makaha's Hidden Gem

Sunny Heaven 1 Bd Plus Loft
Condo rentals with a pool

The Seascape at Turtle Bay

Turtle Bay Condo. Cozy retreat for two.

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

Alamoana Hotel 29FL Studio City&Partial Ocean View

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

Ocean View Studio | 2 Minute Walk to Waikiki Beach

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki

#1102 Beachfront Condo | Free parking, gym, pool
Other vacation rentals with a pool

Beach Front, King Bed, the Princess - low level

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

New Listing! Ocean & DiamondHead View/Free Parking

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

29FL-Modern & Chic Ocean View 1BR w/Free Parking~

32FL-Upscale Luxury Penthouse Ocean View Studio~

Sunset Hale

Aloha Surf Condo - Private Deck - Pool
Quick stats about vacation rentals with a pool in Kailua
Total rentals
90 properties
Nightly prices starting at
$98 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
- Kualoa Ranch
- Lanikai Beach
- Kepuhi Beach
- Mālaekahana Beach
- Honolulu Zoo
- Ala Moana Beach Park
- Banzai Pipeline
- Mākoa Beach
- Kalama Beach
- Hanauma Bay
- Kapiolani Park Beach
- White Plains Beach
- Sans Souci Beach
- Bishop Museum
- Kahala Hilton Beach
- Wet 'n' Wild Hawaii
- Nimitz Beach
- Diamond Head Beach Park
- Pyramid Rock Beach
- Ke Iki Beach
- Kalani Beach
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