Front Desk Supervisor (Innkeeper)

Key West Historic Inns is seeking a passionate and service-driven Front Office Supervisor (Innkeeper) to join our team. This role is perfect for a hospitality professional who enjoys connecting with guests, developing team members, and creating memorable experiences in a boutique hotel environment.

What You Will Do

As an Innkeeper, you will help oversee daily Front Office operations while providing hands-on leadership and support to the Front Desk team. You will lead by example, assist with guest concerns, coach and develop team members, and ensure each guest receives warm, personalized, and professional service throughout their stay.

Why It Might Be a Fit

The ideal candidate will have 2-3 years of Front Office, hotel operations, or guest services experience, with previous supervisory or leadership experience in hospitality. They will have strong leadership and coaching skills, excellent communication and interpersonal skills, and the ability to handle guest concerns professionally.

Requirements

• 2-3 years of Front Office, hotel operations, or guest services experience
• Previous supervisory or leadership experience in hospitality
• Experience with hotel Property Management Systems such as StayNTouch, Opera, or similar systems
• Strong leadership and coaching skills
• Excellent communication, interpersonal, and guest service skills
• Strong organizational, time management, and problem-solving skills
• Ability to handle guest concerns professionally
• Knowledge of hotel operations, reservations, billing, and cash handling procedures
• Basic computer skills, including Microsoft Office
• Ability to communicate effectively with guests, team members, and leadership
• Ability to read, write, speak, and understand English
• Ability to work independently and make sound decisions when leadership is not immediately available
• Ability to work a flexible schedule, including mornings, evenings, weekends, and holidays based on business needs

Benefits

• Multiple Tiers of Medical Coverage
• Dental & Vision Coverage
• 24/7 Teledoc service
• Free Maintenance Medications
• Pet Insurance
• Hotel Discounts
• Tuition Reimbursement
• Paid Time Off (vacation, sick, bereavement, and Holidays)
• 401K Match