Our family of 10 (parents and siblings) spent a week in a rented house in Kailua near Kailua beach. We all stayed in the same house which was beautiful; we had our own private pool, lanai and back yard and the beach was just a few steps away. Kailua beach is perfect for families who want to spend time together and not with hundreds of other people around. We often felt like we had our own private beach. It was perfect for walking early in the morning, for swimming and jumping in the waves and for spending time with your spouse or siblings at night.
Kailua is not so far from Honolulu and Waikiki that you can't go in for an afternoon, or to watch the sunset, do some shopping or eat and then return at night. There is plenty to do around Kailua with shops and restaurants. We are so glad we decided to stay in Kailua. The weather was perfect in September!