If you’re dreaming to get engaged while on a dreamy vacation, Amanda’s story might just inspire your own Maui proposal.
Amanda reached out to me with a creative idea already in motion: a Cracker Jack box with a hidden ring pop and handwritten letter buried on the beach for her partner to find. It was a running joke between them—something lighthearted and sentimental—and Amanda wanted to turn that inside joke into the most meaningful question of her life.



We planned everything around sunset in Kapalua, one of our favorite spots for proposals in Maui. It’s got that perfect mix of soft golden light, dramatic cliffs, and just enough seclusion to make the moment feel intimate.


We managed the planning & all the logistics behind the scenes and Gabi, our talented photographer, was there early, pretending to be a tourist, until it was time to capture the proposal.
📍 Why Maui for Your Proposal?
Maui proposals are ideal because they combine beautiful landscapes, a peaceful atmosphere, and the perfect excuse to celebrate during your vacation. Amanda and her partner were staying in Kihei, and the drive to Kapalua was about an hour, but the photos (and the memory) made it totally worth it.


💌 Personal Touches Make It Meaningful
Amanda even mailed the Cracker Jack box ahead of time so we could plant it before the session—one of those small gestures that makes a proposal deeply personal. Despite a few hiccups (like a ring shipping delay), the day still unfolded beautifully. Sometimes things go off script, and honestly… that’s where the magic happens.

*Please note: The photos featured in this blog have been compressed to optimize web performance. The final delivered images will be high-resolution and perfect for printing.
📷 Proposal Photography Packages in Maui
Amanda chose our sunset session, which gave her flexibility to capture the surprise and a few extra portraits after the big moment. If you’re planning your own Maui proposal and wondering how much time you need, here’s a quick tip:
- The actual proposal moment typically takes about 15–20 minutes.
- A 30-minute session is great if you just want the surprise captured.
- A 60-minute session is perfect if you want to include a few more engagement-style photos while the adrenaline is still high and the light is golden.
🌴 Thinking of Popping the Question in Hawaii?
Here’s what we offer to help make it smooth:
- Location recommendations across Maui
- Help planning the logistics and timeline
- Add-on options like florals, musicians, drone footage, and more
- Restaurant & Activity recommendations for the post celebration.
✨ Want to see more Maui proposal galleries?
Take a look at this proposal in South Maui: Bhavin & Shruti
Or this beautiful Haleakalā proposal: Charlie & Olivia
Amanda’s proposal is a perfect example of how a simple idea—done with heart—can turn into something unforgettable.
If you’re planning to propose in Hawaii, whether it’s with a ring pop or a diamond, we’d love to help you make it meaningful.
💍 Ready to plan your Maui proposal?
Contact us to get started.