Tommy Hilfiger Reveals His Personal Connection to Two Andy Warhol Works

The fashion visionary displays Flowers in a rare colorway and an enigmatic Self Portrait in his Palm Beach residence, which is highlighted in his new book, Hilfiger Homes

Interior with large floral painting and portrait on walls, classic decor, chandelier, and white furniture in elegant room.
Silk screens by Andy Warhol, Flowers (1963) and Self-Portrait (1986), flank the entryway to the Palm Beach home of Tommy Hilfiger as seen in Hilfiger Homes (Vendome). Photo: DOUGLAS FRIEDMAN FOR HILFIGER HOMES

My wife, Dee, and I wanted the entry foyer in our Palm Beach home to have emotional weight and a strong sense of identity, so we installed two Andy Warhol pieces there. His meditative Flowers hangs on the left, while his introspective, enigmatic Self-Portrait anchors the right. They establish the tone for the entire house: vibrant, expressive, and rooted in American pop culture.

We came across Flowers during an auction and were immediately drawn to it. What gave us pause was the rare colorway—this deep Kelly green background with white blooms. The self-portrait was acquired separately, but we liked the idea of showing them together. The pairing tells a visual story of contrast: light and dark, public and private, softness and intensity.

Man in black outfit leaning on stone column in elegant interior with arched doorways and large geometric pendant light overhead
Tommy Hilfiger. Photo: DOUGLAS FRIEDMAN

Andy was a cultural force. I first met him in 1987, and we quickly became friends.
He invited me to visit The Factory, where I saw firsthand how he worked: his process,
his eye, his rhythm. Andy was a rare creative who captured the moment while shaping
the culture around it. I admire the way he blurred the line between high art and Pop.
His process—photographing subjects with a Polaroid and screen printing them into
something iconic—felt raw, modern, and accessible.

Pop culture has always been a driving force in my life, influencing how I see the world
and how I approach creativity and storytelling. I used to imagine owning a Warhol,
but it always felt out of reach. Now to live with two of his most iconic works fills me with gratitude. These pieces remind me of building my brand, dreaming big, and being
inspired by people who broke the mold.

A version of this article first appeared in print in our 2025 Fall Issue in the section “In Focus.” Subscribe to the magazine.