Some love stories feel like they were written in the stars. But this one started with something as simple as a classroom seat assignment. When William moved to Canada in grade 5, Roshni was right there — in his class, in his world. What began as childhood friendship grew into teenage romance. Now it’s a deep love that carried them through nearly ten years together.
William already knew without a doubt that she was the one. After all, she wasn’t just his high school sweetheart. She was the girl who lived just a minute away. Roshni got to share all of life’s firsts with him, the girl next door who became his whole world. He could go on forever about all the reasons he loves her, but what mattered most was finding the right way to show her.
This trip to Maui was her dream vacation. She had always talked about how much she loved Hawaii, and he wanted her to remember this trip forever — not just as a beautiful getaway, but as the beginning of a new chapter in their love story.
THE PLAN:
When we asked what he envisioned for his proposal, his answer was clear: something intimate, romantic, and unforgettable. He didn’t just want to ask a question; he wanted to create an big and romantic gesture that matched the love they had built over the past decade.
His vision was set: a beachside proposal at sunset, surrounded by flowers, roses, and candlelight. He imagined a pathway lined with blooms, leading up to giant glowing “MARRY ME” letters. He wanted balloons and florals to crowd the space with beauty, and for the backdrop to include the scenery that makes Maui so iconic — the ocean, the sky, and the feeling of paradise. More than anything, he wanted her to look back on Hawaii for the rest of their lives and think of this exact moment.
That’s where we came in. At Engaged on Maui, our team brought his vision to life with meticulous planning, design, and photography to make sure not a single detail was missed.
THE PROPOSAL:
The White Orchid Beach House in Maui was the perfect canvas for this love story. As the evening sky painted itself in shades of cool blue, she walked along a flower petal pathway that wound its way to the oceanfront. Each step was covered in flower petals and lined with white and pink florals.
At the end of the path, the grand “MARRY ME” letters stood tall against the backdrop of the Pacific. Blooms filled the space, creating a romantic, dreamlike setting that felt straight out of a movie.
There, surrounded by the sights and sounds of Maui, he dropped to one knee and asked the question he had been carrying in his heart for years. With the waves crashing gently behind them and the sunset painting the sky, she said yes.
Why Maui Proposals Are So Special
There’s something magical about Maui proposals. It’s not just the setting (though the island’s beaches, sunsets, and ocean views are unmatched); it’s the way the moment is elevated when paired with a place that already feels like paradise. For this couple, Maui will forever be more than a dream vacation spot. It will always be the place where a childhood love story turned into a lifelong promise.
At Engaged on Maui, we specialize in turning dream proposals into reality. From scouting breathtaking locations to designing romantic setups. To capturing every tear, laugh, and smile, we’re here to make sure your proposal is unforgettable.
Because the truth is, moments like these only happen once. And when you’re ready to ask the biggest question of your life, you deserve a team that knows how to bring the magic.
Want to see other proposal ideas and packages we offer? Check them out here!
If you loved this proposal, you’re also going to like these!
Justin and Allie’s proposal at a private cliff-side venue in Maui
Yumin and Jenfi at a private North Shore Maui Jungle Venue
Mark and Alex’s gorgeous beach proposal in Maui with florals
