Select from 139 houses, 34 apartments and other holiday rentals to find the perfect place for your stay in Kailua. Holiday rentals provide the best amenities for your family, friends or furry companion, such as air conditioning and Wi-Fi. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
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Explore Kailua bed and breakfast rentals
PRIVATE BEACHFRONT RENTAL
Sleeps 2 · 1 bedroom
1010 out of 10
Exceptionalexceptional
185 reviews(185 reviews)
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
Sleeps 3 · 2 bedrooms · 3 bathrooms
9.29.2 out of 10
Wonderfulwonderful
113 reviews(113 reviews)
La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
La Bella's Bed and Breakfast-Nai’a Suite-Walk to beach-In Kailua (O’ahu)
Sleeps 3 · 1 bedroom
9.89.8 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value