This is my grandmother although I never did meet her. Clearly she was a character as she is dressed here in a grass skirt and strapless bra.
There is story behind this crazy looking costume. The era was the 1940's and her oldest son had been shipped overseas to Hawaii to help with the aftermath of Pearl Harbor. He wanted to send home a gift to his mother and something that had the true flavor of tropical island life. The skirt is gathered around her waist and flows down past her knees. She is also sporting a flower lei around her neck that comes down past her waist. A flower on the side of her hair is the perfect accessory for this outfit.
Her hair is short and bob-ish for a simple style and one that many older women of this time period wore for ease of styling.