The qualifications you need to work in a Caribbean hotel depend on the level of your responsibilities and your specific role. Entry-level work, such as bartending, serving, housekeeping, and other guest services roles may only require a high school diploma or GED certificate and good customer service skills. Work in hotel management and other administrative roles requires you to have more experience in hospitality. An associate or bachelor's degree from a hospitality institute or a college is useful, but you should expect to work for several years in a lower level position before landing a management role. Because many Caribbean islands are not in the United States, you need to have a valid working visa.