;Seminary The stone house is situated at the mouth of the Iao Valley, within the former royal residence of Kahekili II, last ruling chief of Maui. Built in 1833 and being one of the first western-style houses in Wailuku, the “Old Bailey House” is now listed in the National Register of Historic Places. Originally intended as a mission for adults and children, in 1837 the mission was transformed into the Wailuku Female Seminary, a boarding school that not only taught its students Christianity and academic pursuits, such as the three Rs, but also domestic skills such as sewing and housekeeping. First managed by Theodosia and Rev. Jonathan Smith Green, in 1844 Caroline and Edward Bailey assumed responsibility, shortly after arriving in Hawaii. ;Residence The American Board of Commissioners for Foreign Missions, abandoned their funding of the Seminary in 1847. The school endured for several more years after 1847 educating boys and girls on a tuition paying basis. The house and land reverted to the Hawaiian crown but were purchased by the Baileys in 1850. Later, the house and the Baileys' sugarcane fields became part of the Wailuku sugarcane plantation, which then became part of C. Brewer & Co. ;Museum The Maui Historical Society was established in 1951. Hale Hoʻikeʻike was opened on July 6, 1957. Masaru "Pundy" Yokouchi purchased the Bailey House in 1991 and donated it to the Maui Historical Society.
Exhibits
Hale Hoʻikeʻike is a history museum and contains diverse exhibits on two floors of the historic residence, and on the grounds. They include: ;First floor
Pre-European contact Hawaiian artifacts include utensils, tools, and weapons.
Landscape oil paintings by Edward Bailey, the 'Sunday painter' works total over one hundred landscape paintings of 19th-century Maui.
A wooden statue of Kamapua'a, a Hawaiian demi-god, created before the abrogation of native Hawaiian religious expression and art. Hidden in an upcountry cave for over a century, it is the only wooden statue on Maui to survive the 1819 purge of the indigenous religion by King Kamehameha II.
A model of the Hokulea — which is a modern-day replica of an ancient Polynesian-style sailing vessel.
;Second floor The second floor features the Monarchy Room, which displays information on the Kingdom of Hawaii and artifacts from Hawaii's monarchy era and the Koa Room which displays a large four poster bed and other furnishings made entirely from Koa. The museum also houses a significant number of historical papers available to researchers. ;Grounds A small outlying shelter displays Duke Kahanamoku's 1919 redwoodsurfboard. Also displayed here is the Honaunau, a 1900s era outrigger canoe used for fishing. The vessel was carved from a single koa log, and is one of the last koa fishing canoes made in Hawaii. The gardens of the museum grounds are designed to display :Category:Endemic flora of Hawaii|native Hawaiian plants, including endangered species of Maui and the Hawaiian Islands. A gift shop, featuring locally made artisan items, is located on the south of the Old Bailey House. The museum and grounds are open Monday through Saturday, 10 AM to 4 PM.
