
Holiday houses in Kailua
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Top-rated holiday rentals in Kailua
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Kailua holiday rentals
Other great holiday rentals in Kailua
Superhost

Tiny home in North Shore
4.92 out of 5 average rating, 12 reviewsNorth Shore Farm Cottage

Guest suite in Kailua
5 out of 5 average rating, 17 reviewsSteps to Lanikai Beach - Tree House - Since 1985!
Superhost

Apartment in Waikiki
5 out of 5 average rating, 4 reviewsKaimana Luxury Suite

Home in Kaneohe
4.85 out of 5 average rating, 324 reviewsHale Koolau(30day)
Guest favourite

Cottage in North Shore
4.87 out of 5 average rating, 121 reviewsBest Kept Secret on Oahu! and WE ARE LICENSED!!!
Superhost

Condo in Waikiki
5 out of 5 average rating, 3 reviews( Golden Week ) Nr beach! Imperial Resort
Top Guest favourite

Condo in Kahuku
5 out of 5 average rating, 9 reviewsAloha Surf Condo - Private Deck - Pool
Guest favourite

Condo in Waikiki
5 out of 5 average rating, 22 reviewsPenthouse 38th FL, Diamond Head View, Free Parking
Quick stats about holiday rentals in Kailua
Total rentals
360 properties
Total number of reviews
11K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Destinations to explore
- Waikiki Beach Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- Wailea-Makena Holiday rentals
- Napili-Honokowai Holiday rentals
- Ko Olina Beach Holiday rentals
- Haleiwa Holiday rentals
- Moloka‘i Holiday rentals
- Island of Hawai'i Holiday rentals
- Honolulu Holiday rentals
- Kauai Holiday rentals
- O‘ahu Holiday rentals
- House rentals Kailua
- Rentals with pools Kailua
- Rentals with an EV charger Kailua
- Rentals with a kayak Kailua
- Rentals with outdoor seating Kailua
- Rentals with a washing machine and dryer Kailua
- Apartment rentals Kailua
- Rentals with a hot tub Kailua
- Kid-friendly rentals Kailua
- Condo rentals Kailua
- Rentals with a patio Kailua
- Fitness-friendly rentals Kailua
- Waterfront rentals Kailua
- Beach condo rentals Kailua
- Rentals with beach access Kailua
- Beachfront rentals Kailua
- Villa rentals Kailua
- Pet-friendly rentals Kailua
- Family-friendly rentals Kailua
- Private suite rentals Kailua
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- Kailua Beach
- Waimea Bay Beach
- Ko Olina Resort
- Kepuhi Beach
- Mālaekahana Beach
- Lanikai Beach
- Kualoa Ranch
- Mākoa Beach
- Honolulu Zoo
- Banzai Pipeline
- Hanauma Bay
- Ala Moana Beach Park
- White Plains Beach
- Diamond Head Beach Park
- Pyramid Rock Beach
- Wet 'n' Wild Hawaii
- Bishop Museum
- Makao Beach
- Sans Souci Beach
- Kalama Beach
- Mahakea Beach
- Kahala Hilton Beach
- Ke Iki Beach
- Waimea Valley
- Things to do Kailua
- Things to do Honolulu County
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