Complex Assistant Director of Property Operations - Casa Marina and The Reach Key West

Be part of a legendary landmark destination at the newly renovated, Casa Marina by joining our leadership team as an Assistant Director of Engineering! 

Casa Marina is located in the southernmost point in the U.S., Key West and embodies the elegance and character of Old Key West offering an exciting opportunity to be a part of this award-winning team. Nestled along the southern edge of the island overlooking more than 1,100 feet of private beach, this historic hotel complexed with Casa Marina has 311 rooms, 4 food and beverage outlets, and over 11,000 square feet of banquet space.

Please note that this position reports to the Director of engineering.

 Want to learn more? Hotel Website, Facebook, Instagram, YouTube

Exceptional Hospitality Starts with You

Picture yourself brightening someone’s day. When you join our Hotels team, that’s exactly what you’ll do every time you come to work! As an Assistant Director of Engineering, you’re not just assisting the Director in overseeing the safety and functionality of the property – you’re spreading the light and warmth of hospitality by delivering memorable experiences that make the stay for every guest.

Here's what you'll do during a typical day:

• Partner in leading facility operations: Assist in directing the functionality, safety, and compliance of buildings, mechanical systems, electrical systems, HVAC, life safety systems, and grounds in accordance with federal, state, and local regulations
• Oversee facility maintenance: Perform facility inspections and supervise construction, installation, maintenance, and repairs of electrical, mechanical, and architectural systems
• Support property improvement projects: Assist in directing capital projects and property rehabilitations – including scheduling, budgeting, contractor bidding, and licensing/permitting – while ensuring regulatory compliance
• Oversee work order fulfillment: Ensure routine maintenance and repairs are assigned, verified, and documented in the property maintenance management system
• Ensure regulatory compliance: Communicate with government officials to maintain permits, coordinate inspections, and uphold safety and code standards
• Cultivate a high-performing team: Drive engagement and retention through performance management, professional development, and recognition programs

What It Takes to Make the Stay

At Hilton, our core values define what it takes to succeed here and guide the qualities we look for in every team member:

A passion for spreading the light and warmth of Hospitality. Acting with Integrity and always doing the right thing. Inspiring others through Leadership. A belief that Teamwork drives the best outcomes. A sense of Ownership and accountability. And a focus on the Now, bringing urgency and discipline to every moment, knowing it can make a lasting impact.

How We'll Help You Thrive

At Hilton, the hospitality we’re known for doesn’t end with our guests. We proudly invest in our Team Members’ wellbeing, supporting you through all of life’s moments. When you join Hilton, our exceptional care extends to you with unmatched perks and benefits, including*: 

• Incredible travel perks – Enjoy 110 nights of deeply discounted travel, with room rates as low as $40/night at our world-class hotels through our Go Hilton travel program
• Own a piece of Hilton – Through our employee stock purchase program (ESPP), you can invest in Hilton shares at a 15% discount to help build your financial future
• Paid parental leave – Because family matters. We offer paid leave for eligible Team Members, including partners and adoptive parents
• Personalized caregiving support – Access dedicated caregiving concierge services to help navigate caregiving for yourself and your loved ones
• Crisis concierge – In times of loss, our Crisis Concierge offers a single, compassionate point of contact for both practical support and emotional care
• Mental health resources – Your wellbeing comes first. Eligible Team Members can access free counseling and support through our best-in-class Employee Assistance Program (EAP)
• Generous paid time off (PTO) – Recharge, relax, and take time for what matters most
• Health & welfare benefits – From checkups to dental cleanings to new glasses, we offer a variety of health plans that keep you and your family covered
• Financial security for your future – Our retirement plans make it easier to save for what’s next

*Benefits availability may vary depending on Team Member’s location as well as terms and conditions of employment and are subject to the terms and conditions of each specific program/plan.