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Director Caribbean Resort Jobs (NOW HIRING)

EOS Hospitality

Rooms Division Director

Marathon, FL · On-site

  • Medical

  • Dental

  • Vision

This 177-room resort and 200 villas, featuring Caribbean-inspired rooms and private villas, offers five sparkling pools, a full-service marina, and unique experiences like dolphin encounters and ...

EOS Hospitality

Rooms Division Director

Marathon, FL · On-site

  • Medical

  • Dental

  • Vision

This 177-room resort and 200 villas, featuring Caribbean-inspired rooms and private villas, offers five sparkling pools, a full-service marina, and unique experiences like dolphin encounters and ...

Benchmark

... Caribbean, and Europe. Our platform includes Benchmark Resorts & Hotels, a collection of ... Welcome to Naples Grande Beach Resort, a prestigious property in the Pyramid Global Hospitality ...

The Condado Collection

PR · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

... resort hotels in San Juan and The Caribbean. Originally built in 1919 and restored to its ... Responsible for assisting the Spa Director in the day-to-day operations of the spa facility.

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Director Caribbean Resort information

What does a director Caribbean resort do?

A Director at a Caribbean Resort is responsible for overseeing the overall operations and management of the resort, ensuring high standards of guest satisfaction, staff performance, and profitability. This role involves strategic planning, budgeting, staff leadership, and coordinating different departments such as housekeeping, food and beverage, and guest services. Directors also develop marketing strategies, manage relationships with vendors, and ensure compliance with local regulations. Their goal is to create a memorable guest experience while maintaining efficient and profitable resort operations.

What are the key skills and qualifications needed to thrive as a director Caribbean resort?

To thrive as a Director of a Caribbean Resort, you need extensive hospitality management experience, a degree in hotel or business management, and strong financial acumen. Familiarity with property management systems (PMS), revenue management tools, and industry certifications like CHA (Certified Hotel Administrator) are highly valued. Exceptional leadership, cultural sensitivity, and strong customer service orientation set standout directors apart. These skills are crucial for effectively overseeing operations, maximizing guest satisfaction, and driving profitability in a competitive, multicultural environment.

What are the main challenges a director Caribbean resort typically faces, and how can they be addressed?

A Director of a Caribbean Resort often faces challenges such as managing seasonal fluctuations in occupancy, ensuring high-quality guest experiences, and leading a diverse, multicultural team. Addressing these requires strategic planning to optimize resources during peak and off-peak periods, continuous staff training, and fostering a strong service culture. Additionally, staying updated with regional regulations and maintaining strong relationships with local vendors and tourism boards are crucial for operational success.

What is the difference between Director Caribbean Resort vs Resort Manager?

AspectDirector Caribbean ResortResort Manager
CredentialsTypically requires extensive hospitality management experience, relevant certifications, and leadership skillsRequires hospitality or hotel management experience, often with certifications in hospitality or management
Work EnvironmentOversees multiple departments, strategic planning, and high-level operations in a resort settingManages daily operations, staff, and guest services at a resort
Employer & Industry UsageUsed by large resorts and hotel chains for senior leadership rolesCommonly used for operational roles in resorts and hotels

The main difference between a Director Caribbean Resort and a Resort Manager lies in scope and responsibilities. The Director Caribbean Resort holds a higher-level, strategic leadership position overseeing multiple departments and long-term planning, while the Resort Manager focuses on daily operations and guest satisfaction. Both roles require hospitality experience, but the Director position typically demands more extensive credentials and leadership skills.

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Director Caribbean Resort jobs near you
Infographic showing various Director Caribbean Resort job openings in the United States as of August 2026, with employment types broken down into 2% As Needed, 83% Full Time, 12% Part Time, 1% Temporary, and 2% Contract. Highlights an 91% Physical, 3% Hybrid, and 6% Remote job distribution.

Rooms Division Director

EOS Hospitality

Marathon, FL • On-site

Full-time

Medical, Dental, Vision

This job post has expired today. Applications are no longer accepted.

EOS Hospitality rating

6.7

Company rating: 6.7 out of 10

Based on 16 frontline employees who took The Breakroom Quiz

Job description

About Hawks Cay Resort
Hawks Cay Resort blends tropical luxury with the adventurous spirit of the Florida Keys, creating an unparalleled island escape on the secluded 60-acre island of Duck Key. This 177-room resort and 200 villas, featuring Caribbean-inspired rooms and private villas, offers five sparkling pools, a full-service marina, and unique experiences like dolphin encounters and world-class dining at Salt + Ash by Michelin-starred chef Jeremy Ford. With exceptional service and endless aquatic adventures, Hawks Cay delivers a vibrant yet relaxing retreat in the heart of the Keys.
Key Responsibilities
Operations Management
  • Manage and supervise operations of the front desk, bell services, Villas, reservations teams and Housekeeping ensuring high-quality guest service as per Hawks Cay's standards.
  • Oversee check-in/check-out processes, ensuring efficient guest interactions and accurate billing.
  • Coordinate bell services for luggage handling and guest assistance, maintaining a welcoming and professional demeanor.
  • Ensure security protocols are enforced to maintain a safe environment for guests and staff across the oceanfront property.
  • Supervise reservations to optimize occupancy, manage booking systems, and handle special requests, aligning with the resort's revenue goals.

Guest Experience
  • Uphold Hawks Cay's commitment to anticipatory and personalized service, addressing guest needs proactively with a focus on luxury and hospitality.
  • Handle escalated guest concerns, ensuring prompt resolution to maintain high satisfaction scores.
  • Collaborate with other departments (e.g., housekeeping, spa, dining, marina) to deliver a cohesive guest experience across the resort's amenities, including multiple pools and dining venues.

Staff Management
  • Recruit, train, and mentor department managers and staff, fostering a diverse and culturally inclusive workplace.
  • Develop schedules to ensure adequate staffing while balancing operational needs with employee work-life balance.
  • Implement training programs to enhance skills in customer service, safety, and reservation systems.

Operational Efficiency & Compliance
  • Monitor and manage departmental budgets, ensuring cost-effective operations while maintaining luxury standards.
  • Oversee maintenance of front office systems, including booking software and security protocols.
  • Ensure compliance with resort policies, including non-smoking rules, accessibility accommodations, and pet policies.

Performance Metrics
  • Track key performance indicators (KPIs) such as guest satisfaction scores, occupancy rates, and departmental revenue contributions.
  • Analyze feedback from platforms like Tripadvisor and internal surveys to identify areas for improvement.

Qualifications
  • Bachelor's degree in hospitality management, business administration, or a related field (preferred).
  • Minimum of 5-7 years of experience in hotel operations, with at least 3 years in a supervisory or managerial role overseeing front office, reservations, villas, or related areas.
  • Proven leadership skills with experience managing diverse teams in a high-paced, luxury hospitality environment.
  • Strong knowledge of reservation systems (PMS), front office operations, revenue management, and security protocols.
  • Exceptional communication, problem-solving, and interpersonal skills.
  • Familiarity with the Florida Keys market and luxury traveler expectations is a plus.
  • Ability to work flexible hours, including weekends and holidays.

Work Environment Fast-paced, guest-facing leadership role at a full-service oceanfront resort in Duck Key, Florida. This position offers a stunning island setting with access to resort amenities (based on availability) and opportunities for professional growth.
Benefits
  • Competitive salary
  • Medical, dental, vision, and ancillary benefits
  • Potential discounts at sister properties
  • Opportunities for professional development in a high-profile luxury resort

Equal Employment Opportunity (EEOC) Hawks Cay Resort is an Equal Opportunity Employer (EOE). We recruit, employ, train, compensate, and promote regardless of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, genetic information, marital status, veteran status, or any other basis protected by applicable federal, state, or local law.
We are committed to providing a workplace free from discrimination and harassment and to fostering a diverse, inclusive, and equitable environment for all team members and applicants.
Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws.
For further information, please review the Know Your Rights notice from the Department of Labor.

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