Be Part of the Spirit of Old Town

At Key West Historic Inns, we’re redefining what it means to work in hospitality — island style. Our collection of charming, storied inns in the heart of Old Town isn’t just a place for guests to feel at home — it’s a place for our team to truly belong.

We believe in work-life balance that actually feels balanced, flexible schedules that honor life beyond the desk, and real opportunities to grow your career in a supportive, close-knit environment. Here, you’re empowered to be yourself, bring your personality to work, and build meaningful connections — with guests, with your team, and with the island community.

We don’t just meet expectations — we’re creating a workplace where well-being comes first, individuality is celebrated, and purpose is part of every day.

Welcome to work — Key West style.

Disclaimer: Davidson Hospitality Group is committed to creating a diverse environment and is proud to be an equal opportunity workplace and affirmative action employer. All persons shall have the opportunity to be considered for employment without regard to their race, color, creed, religion, national origin, ancestry, citizenship status, age, sex or gender (including pregnancy, childbirth and related medical conditions), gender identity or expression (including transgender status), sexual orientation, marital status, military and veteran status, physical or mental disability, protected medical condition as defined by applicable state or local law, genetic information or any other characteristic protected by applicable federal, state or local laws and ordinances.