Photo of Cheeca Lodge and Spa, Islamorada, FL

Payroll Specialist

Cheeca Lodge and Spa

81801 Overseas Highway
Islamorada, FL 33036

Hotel de 214 Chambres
Géré par Northwood Hospitality
Enregistrer ce travail
Compensation: NA, Temps plein

Job Description

Payroll Specialist
Cheeca Lodge & Spa – Islamorada, Florida Keys
Full-Time | Accounting Department

Join our award-winning team at Cheeca Lodge & Spa, a premier Four-Diamond resort in the heart of the Florida Keys. We are currently seeking a Payroll Specialist to support the daily financial and administrative operations of our Accounting Department. If you’re organized, discreet, and experienced in payroll, cashiering, and general accounting, this is your opportunity to grow your career in a luxury resort environment.

Position Overview:

The Payroll & Accounting Specialist plays a key role in the accurate processing of payroll, general cashiering functions, and financial support for our resort’s Club Member and Owner accounts. This individual works closely with department managers and our accounting team to ensure timely and accurate financial operations while maintaining the highest level of confidentiality and professionalism.

Responsibilities Include:

Payroll Processing & Reporting

    • Process bi-weekly payroll, including data entry, audits, and pre-payroll validations to ensure accuracy and compliance.
    • Monitor employee time clock punches and coordinate with department managers to resolve punch discrepancies by established daily deadlines.
    • Review and validate timekeeping records for accuracy, ensuring proper coding across departments, positions, and properties.
    • Collaborate with managers to resolve missing time, incorrect entries, and late approvals prior to payroll processing deadlines.
    • Assist with payroll adjustments, including retroactive pay, overtime corrections, and employee reimbursements.
    • Support the processing of off-cycle payrolls, termination checks, and special payments, ensuring proper documentation and compliance.
    • Generate, analyze, and review payroll reports to identify discrepancies and ensure accuracy prior to finalization.
    • Assist in maintaining accurate pay statements and support the distribution of live checks as needed.
    • Maintain organized and accurate payroll records, ensuring all documentation is complete and audit-ready.
    • Coordinate with internal teams to follow up on payroll-related requests and resolve issues in a timely manner.
    • Prepare and run standard and ad hoc reports to support HR, Finance, and leadership data needs.
    • Escalate complex payroll or benefits issues as appropriate, ensuring timely follow-through and resolution.
    • Assist with payroll-related month-end close activities, including journal entries and financial reporting.
    • Participate in special projects and perform additional duties as assigned by department leadership.
Qualifications:
  • Prior experience in payroll... hotel, resort, or restaurant preferred

  • Experience with ADP or similar payroll systems.

  • Strong proficiency in Excel and financial reporting tools.

  • Excellent attention to detail, discretion, and communication skills.

  • Ability to manage multiple priorities and meet deadlines in a fast-paced hospitality environment.

Why Join Cheeca Lodge & Spa?
  • Be part of a Four-Diamond luxury resort

  • Work in a beautiful oceanfront setting

  • Join a collaborative and supportive accounting team

Full-Time Employee Benefits Include:
  • 401(k) with employer matching

  • Medical, dental, and vision insurance

  • Employer-paid Short-Term and Long-Term Disability

  • Health Savings Account (HSA) and Flexible Spending Account (FSA) options

  • Life insurance and AD&D

  • Up to 18 Days of Paid Time Off (PTO)

  • Employee discounts on resort amenities

Apply today to join the team at Cheeca Lodge & Spa and help us ensure the accuracy and integrity of our financial operations!

Publié Le 5 Mai 2026

À propos de Cheeca Lodge and Spa

WELCOME TO CHEECA

A Legendary Tropical Hideaway

Since 1946 the historic Cheeca Lodge & Spa has enchanted guests with world-class fishing, exceptional accommodations, and gracious hospitality. Come experience this lush oceanfront retreat, considered the premier luxury resort in the Florida Keys.

The Legend of Our Grand Florida Keys Hotel Resort

You've found it...the crown jewel of Islamorada Florida Keys hotels. 

Hardy Keys pioneers called Conchs chose this very beach to carve out a tenacious living in the isolated beauty of the undiscovered Florida Keys. Here, they formed a Methodist congregation and built a two-room school house and a cemetery. Cheeca has preserved this Pioneer Cemetery, where members of the founding families of Islamorada are buried. You can explore it today; it is a designated historical site. The Angel with the Broken Wing watches over the grave of Etta Pinder, who died in 1914. Here lies the first footprint of Islamorada – "Purple Isle" in Spanish.

The early 1940's brought electricity and fresh water. Mrs. Clara Mae Downey from Olney, Maryland, opened the Olney Inn in 1946. She described this early bellwether of Cheeca as "different – rather comparable to the tropical estate of a gifted host." Clara's first guest was President Harry Truman, who cherished his time loafing around the pool and wondering amidst the resort's 22 quaint bungalows. 

Fast horses, high society and a healthy dose of Keys vivacity marked the reign of the Twitchell Family in the 1960's. Cynthia, better known as "Chee," was an heiress to the A&P grocery chain and owner of a top thoroughbred racing farm. "We took my nickname, combined it with my husband Carl's, and came up with "Cheeca," she recalled. The Twitchells completely refurbished the property, adding the main lodge, the oceanfront villas, tennis courts, golf course and Cheeca's trademark wooden fishing pier. Chee raised miniature tarpon and her beloved seahorses in the aquariums throughout the resort. "Suzy the Seahorse" became Cheeca's mascot and logo, gracing the resort's menus, brochures, towels and linens.

Avid outdoorsman and Coca Cola magnate Carl Navarre purchased Cheeca Lodge in 1976, hosting his Fortune 500 friends in for sunny days of sportfishing and golf. Celebrities flocked to the hotel and famous guests were reeling in giant bonefish right off the resort's pier. The "Sportfishing Capital of the World" was born, seducing wealthy adventurers from around the world.

In 2005, Cheeca Lodge underwent over $30 million dollars in renovations, restoring the property and its surrounding grounds to their original grandeur, ensuring that we will be a cherished destination for generations to come. Following a fire on New Year's Eve 2008, the Main Lodge was completely rebuilt once again, with a fabulous open-air lobby, a spectacular oceanfront banquet room with panoramic views, and an exclusive indoor / outdoor lounge area for club members.

À propos de Northwood Hospitality

Founded in 2006, Northwood Hospitality (NWH) has established itself as a leading boutique operator with a true understanding of value creation. Our high-touch management philosophy focuses on providing a collaborative and hands-on approach with each hotel team. We rely on real-time operating data to drive both strategies and revenues.

People are our Passion

Our team members, guests, partners and our communities are our passion. We take a people-first approach to learning & developing, ensuring our team members have the skills and tools to succeed.

Our Purpose

Our purpose is to create and nurture an environment that ignites our team members passions; we provide the tools & mentoring to empower them and foster a sense of belonging.

Our Mission

Our mission is to maximize asset value creation and performance.