Picnic Proposal at Wailea Beach Resort | David + Shalene
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Picnic Proposal at Wailea Beach Resort | David + Shalene

Private Picnic Proposal David and Shalene have a proposal story that spans over 35 years! David told us, “She and I met when we were freshmen in high school in 1987. I had a huge crush on her all four years of high school (so did everyone else, it seemed) but she had a boyfriend…

Above the Clouds Proposal in Maui | Dante + Cheryl
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Above the Clouds Proposal in Maui | Dante + Cheryl

Above the Clouds Proposal in Maui When we heard about Cheryl’s background, we knew she was going to be crazy about Dante’s proposal!  Cheryl is an awesome Meteorologist in Chicago.  (She has quite an Instagram following, so she’s worth checking out HERE.  And HERE is her ABC 7 Eyewitness News Bio to check out!) Dante…

Southside Beach Proposal with Awesome Family Surprise | Giles + Kesslee
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Southside Beach Proposal with Awesome Family Surprise | Giles + Kesslee

Today’s blog is brought to you by an epic Maui family proposal. Read all about it below!  Southside Beach Proposal with Awesome Family Surprise Both sides of the family were involved in this heartfelt proposal! Giles’ mom helped with the planning and cover story. Not wanting to be left out, Kesslee’s mom and grandma came…

Epic Haleakala Crater Proposal | Wookie + Gillian
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Epic Haleakala Crater Proposal | Wookie + Gillian

Today’s proposal is brought to you by the epic Haleakala Crater! Read all about it below. Haleakala Crater Proposal Wookie and Gillian currently live on Oahu but were coming to Maui and it was the right time to get engaged. Since Wookie wanted to propose to Gillian somewhere spectacular he knew he needed our help. …

Incredible North Shore Proposal | Jordan + Megan
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Incredible North Shore Proposal | Jordan + Megan

Incredible North Shore Proposal Jordan and Megan had an incredible North Shore proposal. Because Jordan knew he wanted his proposal to Megan to be unique he knew he had to pop the question in Maui. Since he and his family had been visiting Maui for years, it held a special place in his heart. Megan…

North Shore Beach Proposal with Mountain View | Matthew + Raven
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North Shore Beach Proposal with Mountain View | Matthew + Raven

North Shore Beach Proposal with Mountain View Matthew and Raven were staying on Oahu. Upon researching proposal ideas, Matthew planned a day trip to Maui. We were so thrilled help him plan a romantic proposal! Since the trip was just for one day, we needed a location nearby the airport. Luckily, we have a few…

Breathtaking South Maui Sunset Proposal | Andrew + Adrienne
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Breathtaking South Maui Sunset Proposal | Andrew + Adrienne

Breathtaking South Maui Sunset Proposal When I saw the light this night, I knew it would have to get on the blog.  This breathtaking South Maui sunset proposal is exactly what people are looking for when they say they want a beach proposal at sunset. THE PLAN: Andrew and Adrienne met in a CPR class…

Is a Haleakala Proposal Right for You?
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Is a Haleakala Proposal Right for You?

If you are considering a Haleakala proposal, here are some important things to keep in mind! Is a Haleakala Proposal Right for You? Haleakala National Park encompasses over 30,000 acres of land, ranging from the coastal area of Kipahulu filled with lush jungle and waterfalls soaring up through 6 of the world’s 14 climate zones…

Stunning Haleakala Sunset Proposal | Steve + Brooke
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Stunning Haleakala Sunset Proposal | Steve + Brooke

Stunning Haleakala Sunset Proposal Steve decided that he wanted to pop the question on the top of Haleakala, our 10,000 foot dormant volcano here in Maui.  We went a little unique in that he chose a stunning Haleakala sunset proposal. THE PLAN: We always love when couples choose to do sunset up there instead of…

Heartfelt South Maui Proposal | Tae + Miso
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Heartfelt South Maui Proposal | Tae + Miso

Heartfelt South Maui Proposal Meet Tae and Miso! Tae wanted to propose on Christmas Eve.  Luckily, we had a photographer available. Amber, an associate photographer on the Engaged on Maui team, was really excited to do something a little different for this heartfelt South Maui proposal. The Plan: Tae was staying on Maui’s South Shore,…