Sunset Proposal on Haleakala

Everyone knows that Haleakala has incredible sunrises, but Colin knows one of Maui’s best kept secrets. The sunsets are often more glorious than the sunrises from on top of the mountain. This sunset proposal on Haleakala did not disappoint! The sunset colors from the summit were magnificent.


Colin knew that he wanted to propose on the top of Haleakala, but he wanted to do it at sunset! A sunset proposal is a little off the beaten path for a Haleakala proposal, which is great! Haleakala’s sunsets showcase so much of what Maui has to offer: the sea, the valley, and the mountains.  It can’t get more romantic than proposing during a Maui sunset while overlooking the whole island.


The weather had been crazy that week and we weren’t sure how Mother Nature was going to treat us. Fortunately, the one clear day on the mountain that week was the day Colin was proposing to Lissa.  Our associate photographer Chantelle met them on top of the mountain, and she and Colin shared a signal so Colin knew it was her without tipping off Lissa.  Chantelle followed Colin’s lead. When he was ready to pop the question, Colin walked out to the spot he wanted and our photographer was there to capture every moment!  Lissa could barely believe it was happening!  Colin had to steady Lissa as he went down to one knee because she was so surprised.


We were able to get a half hour engagement photo shoot while the beautiful light lasted!  After the proposal, Chantelle got some gorgeous shots of the newly engaged couple overlooking the crater and some dreamy photos of Lissa’s ring.  My favorite shots of the engagement session are the last captures of the evening, seeing the Maui shoreline glowing pink and the sky on fire with Lissa and Colin standing side by side and enjoying their special moment.

Jeep driving into Haleakala National Park couple walking up Haleakala Maui shoreline from above couple walking atop Haleakala couple hugging on mountain man proposing to woman man down on one knee proposing woman surprised to be getting engaged mountains in background man propsing on top of Haleakala newly engaged couple hugging on top of mountain woman's hand with engagement ring on it black and white image of newly engaged couple new fiances snuggling newly engaged couple looking at engagement ring woman holding hat looking at fiance engagement ring halo setting woman looking at new engagement ring on her hand couple snuggling and admiring Maui sunset couple standing side by side after their sunset proposal on Haleakala

Colin and Lissa, thank you so much for choosing Engaged on Maui to help you pull off your beautiful sunset proposal on Haleakala.  I’m so happy that Mother Nature made sure your engagement evening was the most beautiful of the week!  I can’t wait to see you back in Hawaii for your wedding!

Photography by our associate photographer Chantelle | Haleakala Proposal Package

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