Complex General Manager - Casa Marina Key West & The Reach Key West, Curio by Hilton
ABOUT THE ROLE
As Complex General Manager, you will lead two of the most distinctive resorts in the Florida Keys—Casa Marina Key West, an iconic 1920s landmark recently restored to its historic grandeur, and The Reach Key West, a chic oceanfront escape with the island’s only natural sand beach. Together, these properties represent the pinnacle of Key West luxury and lifestyle hospitality.
We are seeking a visionary leader who can balance Casa Marina’s timeless charm with The Reach’s contemporary, laid-back elegance—driving exceptional guest experiences, engaged teams, and strong business performance. You will oversee all aspects of operations, from strategic planning and financial results to service excellence and brand stewardship across both properties.
This role demands an entrepreneurial mindset, a talent for inspiring diverse teams, and the ability to craft memorable, market-leading guest moments. For the right hospitality leader, this is a rare opportunity to shape the future of two premier oceanfront resorts and leave a lasting legacy in one of the world’s most captivating destinations.
This is more than a leadership position—it’s a once-in-a-career chance to craft a legacy in one of the world’s most coveted resort destinations.
ABOUT THE PROPERTIES
Casa Marina Key West, Curio Collection by Hilton
Situated along Key West’s largest private beach, Casa Marina Key West, is an iconic 1920s resort where historic charm meets modern sophistication. Recently restored, it blends Old Key West elegance with contemporary style, offering an unforgettable island escape.
Guests enjoy 1,100 feet of pristine shoreline, two oceanfront pools—one adults-only—plush cabanas, and panoramic ocean views. The tropical-inspired guestrooms and suites feature modern amenities and curated local artwork, creating a refined yet relaxed retreat.
Dining is a coastal experience: savor Baja-Med flavors at Dorada, sip cocktails in the stylish Canary Room, or indulge in a barefoot “Toes in the Sand” dinner on the beach. Mornings begin with breakfast on the terrace or in the historic Flagler Ballroom.
Spa al Maré offers oceanside massages, while a modern fitness center with Peloton® bikes and nearby golf, tennis, and pickleball keep guests active.
Perfect for celebrations, Casa Marina boasts one of Key West’s most scenic event lawns—5,000 square feet of oceanfront space for up to 500 guests—supported by expert event planning and catering teams.
Casa Marina Key West is more than a resort—it’s a timeless escape where storied elegance meets modern indulgence, set against the stunning backdrop of the Lower Keys’ coast.
For more information about the property, please click here.
The Reach, Curio Collection by Hilton
Set along Key West’s only private natural sand beach, The Reach Key West, Curio Collection by Hilton invites guests to experience the perfect blend of resort luxury and Old Town charm. Guests can stay in nautically inspired rooms and suites—each with a private balcony, featuring ocean or courtyard views.
Guests can savor fresh coastal flavors and handcrafted cocktails at Four Marlins, the resort’s signature beachfront restaurant with sweeping sea views or relax by the pool, stroll the golden shoreline, or enhance their stay with cabana service, water adventures, yoga, and indulgent spa treatments at nearby Spa al Maré.
Just steps from Duval Street, the Southernmost Point, and Ernest Hemingway’s former home, guests will have effortless access to Key West’s most celebrated attractions. Whether seeking a serene escape or vibrant island exploration, The Reach offers an unforgettable blend of elegance, comfort, and authentic Key West style.
For more information about the property, please click here.
What are we looking for?
Basic Qualifications:
- Extensive Executive Leadership – Minimum of 5 years as Hotel General Manager of a large-scale property generating $50M+ in annual revenue.
- Owner & Stakeholder Relations – Demonstrated ability to cultivate and maintain strategic ownership partnerships, fostering trust through transparency, collaboration, and measurable results
- Commercial Expertise – Strong business acumen with a track record of maximizing profitability through strategic revenue optimization, market share growth, and robust financial oversight
- Resort & Destination Experience – Hands-on leadership of high-volume resort operations encompassing leisure, activations, large-scale events, and multiple revenue streams
- Market Growth Leadership – Proven history of driving top-line performance, capitalizing on market opportunities, and positioning properties as leaders in competitive destinations
- People & Culture Champion – Committed to building a service-driven culture and developing high-performing teams through mentorship, engagement, and clear performance standards
Preferred Qualifications:
- Experience managing a complex hotel property
- Hilton brand experience
- Local market experience
Since being founded in 1919, Hilton has been a leader in the hospitality industry. Today, Hilton remains a beacon of innovation, quality, and success. This continued leadership is the result of our Team Members staying true to our Vision, Mission, and Values. Specifically, we look for demonstration of these Values:
- Hospitality - We're passionate about delivering exceptional guest experiences.
- Integrity - We do the right thing, all the time.
- Leadership - We're leaders in our industry and in our communities.
- Teamwork - We're team players in everything we do.
- Ownership - We're the owners of our actions and decisions.
- Now - We operate with a sense of urgency and discipline
In addition, we look for the demonstration of the following key attributes:
- Quality
- Productivity
- Dependability
- Customer Focus
- Adaptability
What will it be like to work for Hilton?
Hilton is the leading global hospitality company, spanning the lodging sector from luxurious full-service hotels and resorts to extended-stay suites and mid-priced hotels. For nearly a century, Hilton has offered business and leisure travelers the finest in accommodations, service, amenities and value. Hilton is dedicated to continuing its tradition of providing exceptional guest experiences across its global brands. Our vision “to fill the earth with the light and warmth of hospitality” unites us as a team to create remarkable hospitality experiences around the world every day. And, our amazing Team Members are at the heart of it all!