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

The post Romantic White Orchid Beach House Proposal | William and Roshni appeared first on Engaged on Maui | Maui Proposal Photographer.

Sumit and Jenny’s romantic proposal on Maui had hundreds of red roses and topped with a ‘Marry Me’ sign. We’re always excited to pull out these light up ‘Marry Me’ letters so when Sumit mentioned them we knew it was going to be stunning.

THE PLAN:

When Sumit reached out to us, he had a clear vision—he wanted his proposal to be romantic, unforgettable, and straight out of a dream. And let me tell you, he nailed it.

His plan? A secluded Maui beach, a rose-petal-lined walkway, and glowing “MARRY ME” letters as the perfect backdrop for one of the biggest moments of their lives. From the very start, you could feel how much thought and love he put into every detail. He wanted the setting to be just as breathtaking as the love they share. These high school sweethearts have been together for 10 years so he knew he wanted to go big!

THE PROPOSAL:

As the sun began to dip, casting that signature Maui golden glow, they arrived hand in hand. The sound of the waves, the roses lining the way, and the magic of the moment made time feel like it stood still. When Sumit dropped to one knee, emotions took over. And of course—Jenny said YES!

After celebrating, soaking in the moment, and capturing every happy tear, they shared a quiet, intimate walk along the shoreline. It was the kind of proposal that felt effortless, yet filled with so much meaning—a moment they’ll cherish forever.

To Sumit and Jenny: Thank you for choosing Engaged on Maui to plan and document your beautiful engagement and your romantic Maui proposal. Your proposal was one of our favorites from 2024!

Simple Proposal Package 

WANT A ROMANTIC PROPOSAL LIKE THIS ONE? CONTACT ENGAGED ON MAUI!

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Mark and Alex’s perfect proposal on Maui was filled with the prettiest yellow and white roses arranged in a heart, a gorgeous sunset, and a whole lot of laughter. This floral setup was one of our favorites for 2024. It’s simple, romantic, and stunning for proposal photos!

THE PLAN:

Mark reached out to us when they planned their trip to Maui in March. He has family that lives here in Maui and he knew he wanted to pop the question while they were visiting one of his favorite places. Alex and Mark were celebrating their 2 year anniversary and he knew it would be the perfect time to reach out and get a proposal plan going.

THE PROPOSAL:

Alexandria had no idea what Mark had planned when they strolled along the Maui beach at sunset. When they approached the heart-shaped arrangement of white and yellow roses in the sand, she lost it. Mark was down on one knee, holding out the ring that would change their lives forever. Her surprise quickly turned into happy tears as she said “yes” to forever with the waves crashing behind them. It was a moment of pure magic and love.

Mark and Alex: Thank you for letting Engaged on Maui help you plan and document your perfect proposal on Maui! We wish you nothing but happiness and love as you enter this next chapter!

See more Beach Proposals

The post Perfect Proposal on Maui | Mark and Alex | South Maui appeared first on Engaged on Maui | Maui Proposal Photographer.

Sashi and Brittney met in college and have been together for 10 years. Sashi describes Brittney as “pretty amazing and most definitely my better half.” Brittney is a bookworm, loves the beach, water, and sunsets. For his proposal, Sashi wanted to combine everything Brittney loves. He came up with the idea for this beach library proposal! This was such a unique idea and so true to Brittney’s personality. We were so excited to be part of making this happen!

THE PLAN:

It’s always interesting to hear our client’s ideas and figure out how we can bring their ideas to life. After talking to Sashi on the phone, we figured out that it would be cool to set up a small bookshelf with assorted books on it. Sashi would create a plan so that he and Brittney would already be spending the special day in the area. Then it would be natural for him to suggest they head to the beach right before sunset.

The cover story was that this eclectic character who had a passion for reading sets up this little shelf of books on the beach for people to enjoy every week. We decided it would be best to actually have a fake librarian there to add authenticity of the story and invite Brittney to take a look if she seemed hesitant. We created some details that our fake librarian could talk about just in case Brittney asked.

Because we were setting up a bigger prop on the beach, it was super important to pick the right location and time. We didn’t want tons of other curious beachgoers to check out the beach library. In order to give the proposal the greatest chance of privacy, we did not want to set up on any beaches nearby the hotels or do the proposal on a weekend. We suggested a spot that would most likely be more secluded and make sense for our cover story. Sashi was very go-with-the-flow and happy to hand over the reins to let us take over the planning. Thinking about these details and setting you up for success is a big part of what we do!

THE PROPOSAL:

Sashi and Brittney showed up right on time. Just as we hoped, the beach was quiet and the lighting was beautiful! Brittney was pretty psyched to see this cute little beach library set up. Angie, the owner of Engaged on Maui, acted as our fake librarian while our associate photographer Amber waited on the sidelines, capturing everything.

The original plan was for Sashi to send us a special book to place on the shelf, which he would find and present to Brittney right before he proposed. But by the time the book was finished, it would have been cutting it close to guarantee that it would be shipped to us in time. Instead, Sashi kept the book and took it out from his bag.

We love the shot where you can see Sashi holding the book behind his back and the moment that Brittney opens it and has the first hint of what’s coming.

Sashi led Brittney a tad closer to the ocean and then got down on one knee. Angie stepped away to give them more privacy. While we couldn’t hear exactly what was said, it was clear that Brittney was overjoyed!

THE ENGAGEMENT SESSION:

After some hugs, kisses, and admiring her new engagement ring, Sashi pointed out the photographer and Brittney realized it was all a set up! Brittney was definitely shocked and surprised. Seeing that moment of realization is sometimes almost as good as the proposal itself.

Brittney and Sashi are really natural and comfortable together. They had so much fun just walking, playing, and loving it up on the beach. We had a blast witnessing their newly-engaged joy as the sun went down.

Sashi and Brittney: We love unique ideas and were thrilled to set up and capture your Maui beach library proposal! Wishing you a lifetime full of book reading and sunsets together!

Photographed by Associate Amber | Simple Proposal Package

Call today to book your photographer for your special Maui proposal!

The post Beach Library Proposal | Sashi + Brittney appeared first on Engaged on Maui | Maui Proposal Photographer.

Surprise Tropical Proposal for a Dream Vow Renewal

Enrico and Serena are already married. They are high school sweethearts from a little town in Sicily, Italy. After university, Enrico moved to San Francisco for work. Serena followed him a few years later and they got legally married in the United States so Serena could stay.

They never had the opportunity to have a wedding with all of their friends and family. Enrico knew Serena still dreamed of the perfect Sicilian wedding. This time around, he really wanted to plan a stunning proposal and knew Maui was just the time he had been waiting for. We couldn’t have been more excited to help pull off this surprise proposal for a dream vow renewal!

THE PLAN:

The nice thing about the couple already being married is that the proposal will most likely be completely unexpected. But Enrico still wanted to make sure the plan sounded natural. He is very passionate about photography and loves to take sunset landscape photos of the ocean.

The plan was for Enrico to bring Serena to the beach with the excuse that it was a beautiful spot to take landscape photos. He would ask her to pose watching the ocean so her back would be to his camera. Once she turned around, he would be on one knee with the ring.

THE PROPOSAL:

Enrico picked a gorgeous wide open beach. There is nowhere on this beach for the photographer to hide, so our associate photographer Tenessa waited a little further down and pretended to be another tourist taking photos. Serena was completely thrilled by the surprise proposal and had no idea Tenessa was there!

THE ENGAGEMENT SESSION:

Instead of driving to another place, we decided to stay at the same beach until sunset. This spot is a great combination of greenery with palm trees in the background and rugged dark lava rocks. We loved that Enrico and Serena were game to explore all over the beach with us and even dip their feet in the water for some engagement photos in the shore break. We had so much fun that it was sunset before we knew it! A few streaks of bright pink matching Serena’s dress came out in the sky that night. It was the perfect new beginning for this sweet couple!

Enrico and Serena: We loved being part of your proposal and hope you have the Italian wedding you’ve always wanted!

Photographed by Associate Tenessa | Perfect Proposal Package

Have a romantic Maui proposal in mind, but need some guidance on planning the details?  Contact Engaged on Maui today to start brainstorming ideas for your gorgeous Maui proposal!

The post Surprise Tropical Proposal for a Dream Vow Renewal | Enrico + Serena appeared first on Engaged on Maui | Maui Proposal Photographer.

Picking the right proposal location was key for Shing. We went over several options before he decided on The Treehouse at Hotel Wailea. He loved the beauty and privacy of the Treehouse and the lush grounds of Hotel Wailea. Most importantly, he knew this private treehouse proposal is just what his sweetie Tina would want!

THE PLAN:

Shing and Tina were staying at a different hotel, so they came to Hotel Wailea under the cover story that they would be having dinner at the restaurant. This plan was perfect because Shing knew Tina would want to have her hair and makeup just right for the proposal and photo session.

THE PROPOSAL:

Shing convinced Tina to walk around before their fake dinner reservations. He knew where the Treehouse was and started walking in that direction. We had a violinist waiting for them on the Treehouse steps. She began playing, so they would be intrigued to keep walking towards the Treehouse. Once the violinist saw Shing and Tina, she performed Canon in D.

Our photographer Angie sneakily followed Shing and Tina from behind. With the romantic music playing in the background, Shing got down on one knee and asked Tina to spend forever with him. Tina was ecstatic! Their reactions reminded us how much we love what we do!

THE ENGAGEMENT SESSION:

Hotel Wailea is stunning! There is plenty of greenery and space to play. We had a short engagement session before leaving Shing and Tina to enjoy their private dinner in The Treehouse during sunset. Before we left, Shing got down on his knee one more time so they could relive the moment again!

Shing and Tina: Thank you so much for having Engaged on Maui plan and capture your private treehouse proposal! We’ll always remember how beautiful your day was!

Photos by Angie | Simple Proposal Package

Looking for a private venue proposal?  We can help you with that!

Click here to get in touch!

The post Private Tree House Proposal | Shing + Tina appeared first on Engaged on Maui | Maui Proposal Photographer.

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 to surprise Kesslee after the proposal.

THE PLAN:

Since Giles and Kesslee were coming on vacation with Giles’ family, the cover story to get everyone to the beach dressed up on time was a family photoshoot.

Giles’ mom Natalie was our point of contact. When Natalie and family got to the beach, we called and told Natalie that their photographer was running late, so everyone could relax until she got there. This was Giles’ cue to walk Kesslee down the beach.

Meanwhile, our associate Amber already had the flower circle set up and was waiting on the beach. The flower circle was requested to make the plan as easy as possible for Giles. All he had to was look for the circle and make sure he faced Kesslee the right way.

Kesslee’s mom and grandma met us at the beach before everyone else arrived and we hid them away. Kesslee had no clue they would be there at all. Since her family being there would be a major shock, we thought it best to have them hiding during the proposal, in a spot where they could still watch the magic, but not distract from the big moment. Then we gave Kesslee a chance to take in the fact that she just got engaged before surprising her again!

THE PROPOSAL:

The plan went off wonderfully! Giles led Kesslee into the flower circle as both families looked on – his family down the beach and her family hiding in the trees. Kesslee was so thrilled! Little did she know, the proposal wasn’t the only surprise.

THE ENGAGEMENT SESSION:

Giles’ family came over to congratulate the happy couple and take some group photos. Then we stole Giles and Kesslee away. Amber told them to look towards the ocean. With their backs to the trees, it was the perfect opportunity for Kesslee’s mom and grandma to come out of hiding. Kesslee’s face went from disbelief to joy and happy tears! Seeing her family there too and realizing they had traveled so far to witness her engagement was icing on the cake!

Kesslee and Giles exchanged leis and danced together on the beach before joining back up with their families for a few more photos at sunset. Everyone made memories that evening to last a lifetime and they have the photos to keep those memories alive!

Congratulations Giles and Kesslee! Thank you for letting us capture your memorable Maui family proposal! We loved seeing your families come together and we wish you the most beautiful life together!

Photos by Associate Amber | Simple Proposal Package

Want to plan a surprise proposal but don’t know where to start?  Start by contacting Engaged on Maui so we can help!

Looking to stay inspired? Check out Shawn and Kim’s secluded beach proposal!

The post Southside Beach Proposal with Awesome Family Surprise | Giles + Kesslee appeared first on Engaged on Maui | Maui Proposal Photographer.

Gorgeous Northwest Maui Beach Proposal

Dillon wanted beautiful scenery for his proposal to sweetheart Emily. We talked about the pros and cons of a Haleakala proposal versus a beach proposal. In the end, Dillon loved the idea of doing a day of sightseeing followed by a walk on the beach where he could propose before a romantic dinner.

THE PLAN:

Dillon asked for beach recommendations nearby their hotel in Kaanapali and was drawn to the look of this wide-open beach. Our associate Amber would be waiting for them towards the entrance, pretending to be another beachgoer. As they passed by her, she would discreetly get into place to capture the big moment.

THE PROPOSAL:

Originally, we planned to use the left side of the beach. However when Amber arrived, that area was crowded. She quickly texted Dillon that he should go to the right instead and placed their orchid flower circle so he knew exactly where to go.

Amber’s quick thinking ensured that Dillon and Emily’s engagement happened on their own section of beach. Plus, it was a great reminder of why we love using long beaches that have ample space.

Emily was thrilled at Dillon’s beautifully planned beach proposal and was even more surprised that he had a photographer there!

THE ENGAGEMENT SESSION:

At first, it was gorgeous and sunny on the beach. A raincloud came by and the sky got dark. We had a few sprinkles and suddenly an amazing double rainbow appeared. It was the perfect time to head to our second location, where we escaped the rain and ended with a sunset dance along the shoreline.

Dillon and Emily: from sun to showers and rainbows, we had so much fun capturing your engagement! Here’s to a lasting love through any weather!

Photography by our associate photographer Amber | The Perfect Proposal

Are you interested in your own Beach Proposal in Maui?

Contact us here!

The post Gorgeous Northwest Maui Beach Proposal | Dillon + Emily appeared first on Engaged on Maui | Maui Proposal Photographer.

Sunset Cliff Proposal on Maui’s North Shore

Michael was originally thinking of a Haleakala sunrise proposal. However, we need at least one month to reserve Haleakala at sunrise and we only had about a week to plan. Michael and Erin are outdoorsy and love to hike. Michael said few spots would be off limits. We jumped at the opportunity to suggest this north shore cliff location, which fit perfectly into their existing vacation plans.

THE PLAN:

On the day of the proposal, Michael and Erin planned to drive the Road to Hana. Michael was able to get reservations at Mama’s Fish House to enjoy on the way back. Their reservation was for afternoon, between lunch and dinner, before sunset. The timing worked out so that they could have a leisurely meal and then Michael could suggest going to the proposal spot to watch the sunset.

THE PROPOSAL:

Michael led Erin to where they could look out at the Pacific Ocean. Since there was nowhere for our photographer Tenessa to hide, she followed them discreetly from behind and was poised and ready to capture the big moment. Erin looked surprised at first and then couldn’t stop beaming from ear to ear!

THE ENGAGEMENT SESSION:

The rocky terrain made a beautiful contrast to the blue water and the clouds added drama to the sky. The off-the-beaten path location was very fitting for an outdoorsy couple. Michael and Erin were so sweet! They couldn’t keep their eyes off each other and loved holding each other close.

Michael and Erin: thank you so much for trusting Engaged on Maui to help you plan your clifftop proposal. Congratulations on your engagement and cheers to the years to come!

Photos by Associate Tenessa | Simple Proposal Package

Ready to plan your custom Maui proposal?  Contact Engaged on Maui HERE to get personalized advice!

The post Sunset Cliff Proposal on Maui’s North Shore | Michael + Erin appeared first on Engaged on Maui | Maui Proposal Photographer.

Elegant Proposal at Four Seasons Resort Maui at Wailea

Zia and Sarah were high school sweethearts and after 9 years together, Zia was ready to propose! When describing Sarah, Zia said, “Sarah loves the color pink, Tinkerbell, fairy lights, Taylor Swift, and anything aesthetically pretty.” He knew that Sarah would want him to propose amidst a gorgeous set up, so this elegant proposal at the Four Seasons Resort Maui at Wailea was just right for them.

Zia loved that Plumeria Point at the Four Seasons would allow us to create a private, romantic atmosphere with lighting, rose petals, and candles. Most importantly, the ocean was close by, so Sarah could have the stunning proposal of her dreams and then they could get lovely photos on the beach to reflect their time in Maui.

THE PLAN:

Zia and Sarah were staying at a nearby resort and the cover story was that they were coming to the Four Seasons to look around at the beautiful grounds. We planned for Zia to take a certain route when an employee would come up and offer to take their picture.

Four Seasons has a resident photographer whose job is to go up to guests and offer to take photos of them around sunset. The idea being that when he approached our couple it would not seem suspicious because this is truly his job.

The staged photographer would take a few photos of them and then say there was one more place they should get a photo and lead them to Plumeria Point. Meanwhile, the scene was set and we were hiding, waiting for them to arrive.

THE PROPOSAL:

Once Zia and Sarah reached Plumeria Point, the staged photographer posed them for their photo. Instead of posing for the photo, Zia dropped to one knee! Sarah had the best reaction. They kept kissing and hugging, so we captured all those candid moments before coming out of hiding.

THE ENGAGEMENT SESSION:

We took a few photos around Plumeria Point and quickly headed down to the beach. The lighting was amazing that evening and we were blessed with a vibrant sunset. After dark, we walked back up to Plumeria Point to capture the dramatic beauty of the set up at night.

Zia and Sarah: Congratulations on your stunning proposal at Four Seasons Maui! Thank you for choosing Engaged on Maui to be part of your special day!

Photos by Angie | Perfect Proposal Package

Contact Engaged on Maui to start planning your amazing proposal today!

The post Elegant Proposal at Four Seasons Maui | Zia + Sarah appeared first on Engaged on Maui | Maui Proposal Photographer.