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The advent of Caribbean women's writing started in the nineteenth century and with the 1831 work of Mary Prince. However, the first conference of women writers from the Caribbean officially took place in 1988. The Caribbean, where had been colonized by the western countries for centuries, has been still remained colonial status economically and culturally after the declarations of political independence. These facts show that Caribbean women's literature has consisted in the shadow of the western canon. But Growing postcolonial in various academic fields has exposed of non-whites, marginal, and non-western writings through diaspora, gender, race, and post/colonial lives which marginal women have experienced. Among them, Caribbean women are one of the most downtrodden minority groups in the world. Jamaica Kincaid, born in Antigua, where is one of the small islands in the Caribbean, describes gender relations and decolonialisation of Caribbean women in Annie John. A Caribbean girl, Annie has a great time with her mother in her childhood. However, she begins to recognize her colonial situation in her home, school, and society. Her mother insists her on being a good English lady and on obeying herself. Their home like a paradise has been changed a place flowing tension between mother and daughter. Annie's mother has both western ideology and African tradition at the same time. She teaches Annie as a western lady, on the other hand, she practices obeah in daily life. Annie also experiences colonial situation in English history class. Annie's conflicts between western culture and African tradition result in her serious illness, which cannot been cured by using a western therapy, going to doctor, and taking medicine. Annie's grandmother, living in Dominica, who believes in practicing obeah, comes to cure Annie. Ma Chess takes care of her granddaughter with African ways. Annie's illness has been cured not by her mother's western therapy but by her grandmother's African therapy such as obeah. Annie who is taught western ideologies and regards African tradition as a great part of her life might be an alternative figure in the postcolonial society.