Gertrude's Jazz Bar
You know you're in the right place when you climb the stairs to this little gem and notice that the steps are painted like piano keys. With a location in the heart of town, including a perfect view of Kailua Bay, this open-air club presents an incredible variety of music (jazz, Latin, country, classical) and special events such as dance lessons, wine tastings, and themed dress-up parties. One of the proprietors is a renowned jazz musician and plays with his own group or guest musicians. The menu of crepes is straightforward and a tad overpriced. A small cover charge helps pay the musicians a living wage. Note that Gertrude's is closed Monday and Tuesday.