Unapologetically Dee: A Force All Her Own

In her Palm Beach estate, where coral walls shimmer under Florida light and vintage art meets modern design, Dee Ocleppo Hilfiger moves through her world with effortless confidence. It’s here, surrounded by color and character, that her latest project with resort wear icon Lilly Pulitzer was born: a limited-edition capsule collection that feels as vibrant as Dee herself. But this is just one chapter in a much larger story.

Hilfiger is the creative director of legendary accessories brand Judith Leiber, as well as the founder of Mrs. H Designer and DO by Dee Ocleppo.

Yet what makes Hilfiger a true icon isn’t just her career, family or brand. It’s her unapologetic authenticity, whimsical aura, and rare ability to mix class with raw honesty. She’ll tell you exactly how she feels — no performance, no filter — just the confidence of a woman who knows who she is. Like every grand woman, Dee is layered and complex. When Haute Living sat down with Mrs. Hilfiger at her Palm Beach estate, Coral House — a striking, coral stone, ivory Spanish-Mediterranean-style home — her layers unfolded.