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Dayssi Olarte de Kanavos

Jul 16 2026

by Katelyn Whelan

Dayssi Olarte de Kanavos is the co-founder, President, and COO of Flag Luxury Group, a real estate development firm focused on luxury hotels, boutique hotels, and retail. Dayssi oversees all aspects of the firm’s initiatives, including site selection, finance, acquisitions, branding, management contracts, design, programming, zoning, construction, and asset management.

Her renowned portfolio includes the 250-key Ritz-Carlton New York (named a “Best Hotel in New York” by Condé Nast Traveler), ICON Park (named among the “Best Things To Do in Orlando” by US News) and The Ritz-Carlton Residences, South Beach – a collection of “beach houses in the sky” setting a new standard of Miami luxury.

Before joining Flag Luxury, Dayssi worked as a commercial real estate financial analyst and broker in New York. She earned a Bachelor of Science from Cornell University’s School of Hotel Administration, where she has served on the Board and as a guest lecturer in its 45th Dean’s Distinguished Lecture Series. Dayssi is a valued member of the President’s Council of Cornell Women and the Trustee Council of the University. She holds a Master’s in Real Estate Development and Finance from NYU.

Dayssi is also the co-founder of Women’s Power Series, a nonprofit empowering women entrepreneurs through accessible networking events. She is the founder of The Friends of New Yorkers for Children, which supports children in foster care through education, mentoring, and career initiatives. She serves on the board of Save Venice, the largest private nonprofit dedicated to preserving the art and architecture of Venice. Dayssi has been honored with multiple industry accolades, including CRE Women in Real Estate, the Casita Maria Medal of Honor, and the Maryhaven Philanthropist of the Year, and has been inducted into Hospitality Design’s Platinum Circle for their lifetime achievement award.

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Katelyn Whelan View More Blog Posts from this Author

Katelyn is a graduate of the University of Notre Dame, where she earned a dual degree in Marketing & Visual Communication Design. Settling in her hometown of Savannah, GA, she has spent the past 5 years building a career working with female owned small businesses. From events to retail, she has learned the art of translating ideas into action. Specializing in digital marketing, she seeks to bring the passion of her clients to life through the power of social media & e-commerce. She is the digital arm of a design firm founded with her two sisters, The Whelan Girls.

When she is not working, you can find her at the beach. She loves spending time with her family and can whip up a killer batch of chocolate chip cookies.

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