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Holiday rentals near Kailua Bay Beach
We found 482 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to Kailua Bay Beach that provide the perfect home base for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, which might include cable TV and a washer and dryer. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
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Find the best place to stay - Kailua Bay Beach

Waterfront home of peaceful joy: Villa Laule'a
Sleeps 6 · 4 bedrooms · 3 bathrooms
9.8 out of 10
exceptional
(9 reviews)
Top rated rentals - Kailua Bay Beach

Perfect
10 out of 10
exceptional
(138 reviews)
This was the perfect property and place for us to begin our Hawaiian stay. We moved away from Kailua six years ago and it was our first visit back. The view of Kailua beach and the ocean from the room's window is gorgeous. Waking to the sound of the waves crashing is wonderful. The unit was immaculate. The bed was very comfy, and the shower was also very good. Communication with the owner, Shari, is excellent. We highly recommend this beautiful little slice of heaven on earth. Aloha.
Jim and Sharon B.
Stayed Apr 2024
- 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