Some love stories start with fireworks. Drew and Trinity’s began with something a little quieter—but no less powerful. A glance. On the very first day of college. Trinity was the first girl to catch Drew’s eye… and, as it turns out, the last.
Now, 4.5 years later, their story brought them to Hawaii for a once-in-a-lifetime trip—and the most unforgettable Maui proposal portrait.
From that moment, their story unfolded like a novel you never want to end. By a few months into freshman year, they were inseparable. The kind of couple who just made sense, who grew together, rooted in friendship, love, and that feeling of knowing you’ve found your person.
So when Drew began planning their once-in-a-lifetime trip to Maui, he knew it was time. After 4.5 years of shared dreams, late-night talks, and all the milestones in between, it was the perfect moment to take the next step. And he knew exactly where to do it: Ironwoods Beach, where the cliffs are dramatic, the light is golden, and the ocean glows blue…
The day of the proposal was everything you hope for in a Maui afternoon—sunny, vibrant, and full of that ocean breeze that makes everything feel cinematic. Trinity, radiant in a yellow dress that practically glowed against the blues of the sea, had no idea what was coming. And Drew? Let’s just say he had the moment timed to perfection.
As the waves crashed behind them and the sun on the water, he got down on one knee, and Trinity said yes!
Their Maui proposal portraits were everything you’d want from a moment this special: bright, joyful, and so full of love it practically burst out of the frame. The light wrapped around them like it was in on the surprise. Trinity’s smile could have powered the entire island. And Drew looked like a man who knew he’d just made the best decision of his life.
They walked the beach afterward hand-in-hand, soaking in the view and the reality of being newly engaged. The sun caught every laugh, every kiss, every little glance between two people who already know how lucky they are. It was honest. Beautiful. Effortless.
And can we talk about those colors? The ocean was a deep, living blue. The sand warm and soft beneath their feet. Trinity’s dress popped like sunshine. Everything just… worked. This is what we love about photographing proposals in Maui, it’s not just the scenery (though, let’s be real, it’s breathtaking). It’s the feeling. The anticipation. The joy that explodes when someone says yes!
Congratulations, Drew and Trinity! Your Maui proposal portrait was picture-perfect, heartfelt, and radiant, just like the two of you. Thank you for letting us be a part of your first step into forever!
Time Of Day: Morning
Maui Proposal Photographer: Vanessa of Karma Hill Photography
Portrait Location In Maui: Ironwoods Beach
Some moments are so perfect, it feels like the whole world is quietly rooting for you. That’s exactly what Brandon and Leanna’s Kauai proposal portrait at Hanalei was like—dreamy, emotional, and bursting with joy under a sky so soft it looked like a watercolor painting. Brandon and Leanna’s story started in college, when they met
Karma Hill is the owner of Karma Hill Photography, Simple Maui Wedding, Simple Oahu Wedding, and Simple Hawaii Wedding, marking a significant presence in the Hawaii wedding community since 2007. With a wealth of experience and a vast collection of informative posts on weddings and photography in Hawaii, Karma Hill offers unparalleled expertise. Explore the world of photography and wedding planning across Hawaii by visiting Karma's websites.