General Manager

About CoralTree Hospitality

At CoralTree, we serve from the heart — always and in all ways. We believe that genuine connection is what people value most, and we are committed to infusing humanity into everything we do. Our team members are the soul of our company, embodying our core values:

Performance | Integrity | Relationships | Empowerment | Innovation | Balanced Life

Together, we reimagine the guest experience, drive creativity, and create signature moments that leave a lasting impact. CoralTree manages a curated portfolio of independent hotels, resorts, and residential communities across the United States — and The Islands of Islamorada is one of our most distinctive properties.

About The Islands of Islamorada

Nestled along the turquoise waters of the Upper Florida Keys, The Islands of Islamorada is a boutique oceanfront resort offering an intimate collection of 22 four-bedroom villas and 8 one-bedroom ocean view suites. Inspired by the natural beauty and cultural richness of the Keys, the resort is a destination for guests seeking immersive coastal experiences — from deep-sea fishing and watersports to curated culinary journeys and wellness retreats. Every detail of the guest experience is thoughtfully crafted to reflect the spirit of the Keys.

Position Summary

The General Manager is the executive leader of The Islands of Islamorada, responsible for overall asset performance, including financial results, operational excellence, and brand positioning as a premier coastal destination.

This role oversees an integrated operating model inclusive of resort operations, residential ownership, and rental program performance, while championing a high-performance culture and delivering exceptional guest and homeowner experiences.

The General Manager serves as the primary operator interfacing with ownership, homeowners, and the Homeowners Association (HOA), ensuring alignment across all stakeholders while protecting long-term asset value.

• Drive overall asset performance, including revenue growth, profitability, and long-term value creation.
• Lead the strategic positioning of the property across resort, residential, and rental channels.
• Develop and implement integrated strategic plans across hotel, rental, and residential operations.
• Maintain exceptional guest, homeowner, and team member satisfaction.
• Represent the property and build strong relationships with stakeholders.
• Ensure safe and secure operations aligned with company standards.
• Lead, develop, and retain high-performing teams.
• Drive operational excellence and organizational effectiveness.
• Partner with ownership on capital planning, asset management, and long-term value strategies.
• Oversee the rental program and homeowner relationships.
• Serve as the primary liaison to the HOA and manage governance, compliance, and communication.
• Maintain strong financial oversight and provide regular reporting to senior leadership.

• Florida CAM License Required within the first 90 days of hire.
• 6+ years of hotel or resort leadership experience, preferably in luxury or lifestyle hospitality.
• Experience in mixed-use resort environments strongly preferred.
• Bachelor’s Degree in Business Administration, Hospitality Management, or related field, or equivalent experience.
• Experience with HOA governance or residential communities required.
• Strong financial and operational acumen.
• Proven leadership, communication, and stakeholder management skills.

Benefits

As a valued member of the CoralTree team, you'll receive a comprehensive benefits package that includes:

• Group medical, dental, vision, life, and disability benefits.
• Flexible spending accounts for healthcare and dependent care.
• Employee assistance program.
• Paid time off.
• 401(k) plan with company match.
• Join us in creating transformative experiences for our guests, homeowners, and team members while building a high-performing asset that delivers long-term value and enduring brand distinction.

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