Da Sistah Marys brings custom trucker hats to Hawaii

Aug 13, 2026

A Hawaiian-owned business is turning custom trucker hats into a local craze, letting people build one-of-a-kind hats on the spot.

  • The company sells trucker hats you customize with local-themed patches, pins, and stickers pressed on in about 20 seconds.
  • It started from a drawing one of the owners' daughters made in second grade, which grew into a full lineup of Hawaii-inspired designs.
  • The pitch is that every hat is unique because customers pick their own patches, and the designs lean into local flavor.
  • The business runs mostly through pop-ups and sells online, with a spot booked at the upcoming Made in Hawaii Festival.

Outlook: The owners plan to expand beyond hats, likely putting their popular patch designs on t-shirts next.

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