Front Desk Supervisor (Innkeeper)

Key West, FLFull-timePosted Aug 4, 2026

Property Description

Discover a unique opportunity to be part of the rich history of Key West at the Key West Historic Inns Collection. Formerly known as Kimpton Key West, our historic collection boasts 219 guestrooms across Winslow’s Bungalows, Lighthouse Hotel, Ridley House, Ella’s Cottages, and Fitch Lodge. These buildings, originally homes for army officers, industrialists, and steamboat captains, reflect architectural styles from Conch to Queen Anne. Built when Key West was Florida's largest city in 1900, each structure holds captivating stories of gold discoveries and vaudeville performances. Join us and become a part of a team that embraces the vibrant past while offering unparalleled hospitality. Explore our property history at www.keywesthistoricinns.com for more information.

Overview

Key West Historic Inns is seeking a passionate and service-driven Front Office Supervisor (Innkeeper) to join our team. This leadership role is perfect for someone who thrives in a boutique hospitality environment and enjoys creating exceptional guest experiences while supporting and developing a high-performing front office team. As an Innkeeper, you will lead by example, ensuring seamless daily operations, mentoring team members, resolving guest concerns with professionalism, and helping maintain the warm, personalized service that defines the Key West Historic Inns collection. If you are an experienced hospitality professional who enjoys coaching others, solving problems, and delivering memorable guest experiences, we invite you to join our team. 

Responsibilities

  • Supervise daily Front Office operations, including guest check-in, check-out, reservations, and overall guest services to ensure a seamless arrival and departure experience.
  • Lead, motivate, and support the Front Office team by fostering a positive, collaborative, and service-focused work environment.
  • Deliver exceptional guest service by anticipating guest needs and promptly resolving inquiries, concerns, and special requests with professionalism and empathy.
  • Train, onboard, coach, and mentor new and existing Front Office team members to ensure consistency with hotel standards and service expectations.
  • Ensure the accuracy of guest reservations, room assignments, billing, and cash handling procedures while maintaining attention to detail.
  • Collaborate with Housekeeping, Engineering, Food & Beverage, and other departments to resolve guest concerns and enhance the overall guest experience.
  • Maintain a clean, organized, and welcoming Front Desk and lobby area that reflects the hotel's high standards.
  • Monitor compliance with hotel policies, procedures, safety standards, and operational guidelines.
  • Assist with scheduling, shift coverage, and daily staffing needs to ensure efficient department operations.
  • Support the Front Office Manager with performance coaching, employee development, and departmental initiatives.
  • Monitor room inventory, occupancy, and special requests to maximize guest satisfaction and operational efficiency.
  • Serve as Manager on Duty when assigned, responding appropriately to operational issues, emergencies, and guest concerns.
  • Review guest feedback and identify opportunities to improve service, team performance, and operational efficiency.
  • Perform other duties as assigned in support of the Front Office and overall hotel operations.

Qualifications

  • Minimum of 2-3 years of Front Office or hotel guest services experience, with previous supervisory or leadership experience preferred.
  • Experience with hotel property management systems such as StayNTouch, Opera, or similar PMS platforms preferred.
  • Strong leadership, coaching, and team development skills with the ability to motivate others and lead by example.
  • Excellent communication, interpersonal, and guest service skills.
  • Strong organizational, problem-solving, and conflict resolution abilities.
  • Ability to multitask, prioritize responsibilities, and remain calm in a fast-paced hospitality environment.
  • Working knowledge of hotel operations, reservations, cash handling, and guest service standards.
  • Proficient in Microsoft Office and other basic computer applications.
  • Ability to work a flexible schedule, including mornings, evenings, weekends, holidays, and varying shifts based on business needs.
  • Ability to stand and walk for extended periods and occasionally lift up to 25 pounds.
  • Must be able to read, write, speak, and understand English.

Benefits

Davidson Hospitality Group is an award-winning, full-service hospitality management company overseeing hotels, restaurants, dining and entertainment venues across the US.   A trusted partner and preferred operator for Hilton, Hyatt, Kimpton, Marriott, and Margaritaville, Davidson offers a unique entrepreneurial management style and owners’ mentality that provides the individualized personal service of a small company, enhanced by the breadth and depth of skill and experience of a larger company. In keeping with the company’s heritage of delivering value, Davidson is comprised of four highly specialized operating verticals: Davidson Hotels, Pivot, Davidson Resorts and Davidson Restaurant Group.

In keeping with the company’s heritage of delivering value to its owners and team members, Davidson offers a rich benefit program with a variety of benefits designed to enrich the lives and well-being of our team members and their families.

  • 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

Working at Davidson is like nowhere else. It’s less of a job, more of a calling. It’s part career, part revolution. Because whatever you do here, you play a part in helping redefine the way quality hospitality is delivered to our guests, our clients, our partners, and each other.EOE AA- Minorities/Females/Vet/Disability/Gender Identity/Sexual OrientationDavidson Hospitality is a drug free workplace.  Pre-employment drug test and background check required.  We participate in E-Verify.

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