In 1516 it was made a burgh of regality, although for generations it remained under the suzerainty of the Clan Kennedy, afterwards Earls of Cassillis and (later) Marquesses of Ailsa, the most powerful family in Ayrshire.

[2] In the late seventeenth century, a census recorded Maybole was home to 28 "lords and landowners with estates in Carrick and beyond.

[4] The public buildings include the town-hall, the Ashgrove and the Lumsden fresh-air fortnightly homes, and the Maybole combination poorhouse.

?-1760), one of the last native speakers of a Lowland dialect of Scottish Gaelic, is recorded to have lived at Cultezron (not to be confused with nearby Culzean), a farm on the outskirts of Maybole.

The lyrics of The Waterboys' "Glastonbury Song" include: "I dreamed myself from the sultry plains, To the old green square back in old Maybole ..."