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The Honolulu Academy of Arts was founded in 1922 and opened to the public on April 8, 1927. It was the vision of Anna Rice Cooke, a woman born into a prominent missionary family on O‘ahu in 1853. Growing up in a home that appreciated the arts, she went on to marry Charles Montague Cooke, also of a prominent missionary family, and the two settled in Honolulu. In 1882, they built a home on Beretania Street, on the site that would become home to the museum. In 1961, Thurston Twigg-Smith opened an art gallery—the Contemporary Art Center—within the Honolulu Advertiser building, which he owned. The gallery featured work from Twigg-Smith's collection and work by local artists. In 1988, the Twigg-Smith family donated Spalding House, which was built by Honolulu Academy of Arts founder Anna Rice Cooke, to create The Contemporary Museum, a private, nonprofit museum for contemporary art in Honolulu. In 2011, The Contemporary Museum gifted its assets and collection to the Honolulu Academy of Arts and in 2012, the combined museum changed its name to the Honolulu Museum of Art.

Diamond Head Theatre sits at the cornerstone of the Hawaiian arts scene: It is located at the foot of Diamond Head Crater and is the third oldest community theater in the U.S. The theater began in 1915 and has evolved into a true community center - a place where volunteers hone their acting chops, where the directors and set designers usher in the audience, tend to the gardens and design the costumes. To refill the local talent pool, Diamond Head offers year-round classes in dancing, acting and singing. Plus, youth can participate in an extensive summer school or a youth troupe called Diamond Head Theatre Shooting Stars. Known as the Broadway of the Pacific, Diamond Head brings classic tales to the stage, like "The King and I "and "Little Women, The Broadway Musical". Comedic turns are plentiful with perfomances like "I Hate Hamlet," "Altar Boyz" and "Hairspray."