The Caribbean people had to move all over the world, and the Caribbean women writers's writing was prone to include the phenomenon of diaspora based on their real life stories. They tried to suggest the retrospect of their experience about how they were thrown into a strange world and how their life was stricken with instability, fear, wandering and conflict. Their writing does not seek the positive direction for the future. This study is conducted to examine conflict factors which are at the center of the Caribbean's mind and hinder setting up stable and positive identity as a free human existence. For the method, this paper utilized the discourse of colonialism and de-colonialsim to examine the purpose of its research. First, this study sticks to examine Caribbean female writers' universal theme, the issue of conflict in the frame of the discourse of colonialism and de-colonialism. Second, it analyzes one representative Caribbean female writer, Jamaica Kincaid's novel, Annie John, which implies the typical factor of conflict generally seeped in Caribbean female writers' writing concerning mother and motherland, diaspora and postcolonialism, Western imperialism and patriarchal society. Its analysis is specifically proceeded by examining and analyzing Annie's conflict, change and growth in Annie John with the view of Chin and Gilles. This study found that Caribbean female writers' writing of today tries to embrace de-colonized culture, the feminism of the colored women, and multi-culturalism. Their writing does not only deal with their individual issue, rather, it also deals with the identity politics embracing each person's cultural identity.