Meet the Founder
Meet Hayleigh
The girl behind Head Over Heels.
I grew up where beach mornings met country roads, and that balance became the heart of everything I create.
What started as handmade trucker hats at local markets has grown into a lifestyle inspired by travel, timeless style, and collecting moments worth remembering.
Every collection is intentionally designed in small batches because I believe what you wear should remind you of the places you've been and the memories you've made.
Welcome to Head Over Heels. I'm so happy you're here.
COASTAL ROOTS
Where it all begins.
Every collection starts with the places that shaped me, Virginia Beach mornings, salty air, long summer days, and sunsets that always seem to last a little longer.
Head Over Heels was built to capture that feeling and let you take a piece of it wherever you go.
THE JOURNEY
Made to go wherever life takes you.
Whether you're heading to the lake, catching a flight, spending the weekend on the water, or grabbing coffee with your best friends, these hats are made to be part of your story.
The best accessories collect memories along the way.
BEHIND THE BRAND
Small batches. Big dreams.
Every patch is chosen intentionally, every collection is created in small batches, and every order is packed with gratitude.
Head Over Heels is still growing, and I'm so thankful you're here for the journey.