The purpose of this paper is to grasp the varied positions of Taiwanese emigrant female workers in the Okinawa islands from 1960 to 1970 from the perspective of reconsidering Orientalism. The research method is an analysis of the views and interaction between island people and female workers. The research has three main conclusions: (1) Different island people had different views toward female workers. They viewed female Taiwanese workers as diligent laborers, money savers, consumers, lovers, and family members. Female workers had various views toward island people too. Generally speaking, the female workers viewed local people as strange and remote, with an exception of favorable evaluation toward sugarcane farmers. (2) Female Taiwanese workers became a kind of “role model” for the island people. The islanders learned from the female workers herb-picking skills, a money-saving attitude, and good skincare habits. (3) Basically, the relationship between the female workers and sugarcane field owners was that of employer-employee, but there was not necessarily oppression of the employees. Female workers behaved with a humble attitude to strive for a peaceful and stable relationship with the locals, and were never rebellious in daily life.