
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

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

Family Oceanview Oasis, Hot Tub, 5min to beach

Slice of Paradise-3BR- Sleeps10-same $ for 2 as 10

Kalo Homes - Makaha's Hidden Gem

Sunny Heaven 1 Bd Plus Loft
Condo rentals with a pool

Spectacular Ocean and Lagoon View- Free Parking

Turtle bay retreat

Beautiful Waikiki 1BR-Diamond Head View w/Parking

Alamoana Hotel 29FL Studio City&Partial Ocean View

Ocean View Studio | 2 Minute Walk to Waikiki Beach

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki

North Shore Oahu Getaway at Turtle Bay Resort

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

Beautiful OceanView&Sunset @IlikaiResort w/Parking

Beach Front, King Bed, the Princess - low level

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

*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
$120 NZD 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
Wi-Fi availability
90 properties include access to Wi-Fi
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
- Sans Souci Beach
- Kahala Hilton Beach
- Bishop Museum
- Nimitz Beach
- Diamond Head Beach Park
- Ke Iki Beach
- Pyramid Rock Beach
- Kalani Beach
- Wet 'n' Wild Hawaii
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