How to Plan the Perfect Oahu Proposal (with a Pro Photographer + Videographer by Your Side)

Let our Oahu Proposal Partners set up the most incredible Proposals for you!

Can you already imagine it?

The sun dipping below the Oahu horizon. The soft crash of waves behind you. You reach for your partner’s hand, heart racing, and drop to one knee. The world fades into the background as you ask one of the biggest, most beautiful questions of your life:

“Will you marry me?”

Now—how do you hold on to this once-in-a-lifetime moment forever?

✨ Through stunning, emotion-packed photos and videos taken by a professional proposal photographer in Oahu who knows exactly how to capture the magic without ever disrupting it.

Proposals are one of the most exhilarating and intimate moments a couple shares. And I’m here to make sure it’s not only picture-perfect, but stress-free, authentic, and unforgettable.

💍 The Photographer + The Proposer = A Dream Team

Say "hello!" to your Proposal Photographer in Oahu!👋

Let’s be honest: pulling off a surprise proposal in paradise takes more than just courage—it takes a solid game plan. That’s where we come in.

From the moment you reach out, we're your teammates. Your co-conspirators. Your stealthy ninjas in the sand waiting for you to pop the question.

Together, we’ll map out the perfect location (from wild North Shore cliffs to secluded Lanikai beaches), figure out timing based on lighting and crowds, and plan the moment so it flows flawlessly. You’ll know where to stand, where we’ll be hiding (yes, for real), and how to cue us when it’s go time.

Then, we'll beautifully capture every single second—the joy, the shock, the tears, the laughter, the YES, the ring, the hugs, the realness.

You focus on the moment. I’ll handle the memory-making.

PRO TIP: The Bird's eye view from the drone's perspective is extra special, adding a wide view of the special spot on the planet he popped the question!

🌺 Oahu Proposal Tips for a Stress-Free Experience

Let’s face it: proposals are nerve-wracking (in the best way), but a little planning goes a long way. Here are some of my top tips for pulling off a dreamy, effortless proposal on Oahu:

📍 Choose the Perfect Location

Oahu is PACKED with jaw-dropping spots—beaches, cliffs, waterfalls, mountain lookouts. Pick somewhere meaningful to you, or trust me to recommend a place that checks all your boxes (vibe, privacy, and photogenic AF).

🌅 Pick the Right Time of Day

Lighting is everything.Sunrise? Soft, magical, romantic—and usually empty.Sunset? Golden, cinematic, and gives all the feels.We’ll choose the time based on the look you’re dreaming of and the best lighting for it.

🌦️ Have a Backup Plan (This is Hawaii, After All)

Island weather likes to keep us on our toes. Sometimes a sun shower could delay things for a few minutes, so always make sure to keep in touch via text message, just in case we get a surprise shower or wild winds. Spoiler: some of my most epic photos happened in “less-than-ideal” weather. PRO TIP: Mute messages from your photographer, so they don't pop up while you're using your GPS to get to the photo shoot! Just make sure to check messages before go-time.

👗 Dress for the Moment

You don’t have to go formal (unless you want to!), but wear something that makes you feel confident and fits the vibe. Flowy dresses look incredible in the wind. Barefoot elegance is always welcome on the beach. And if we’re heading to a mountain lookout—maybe skip the heels. 😅 PRO TIP: Need to get her to dress up for a sunrise proposal? Tell her you're headed to really nice brunch afterwards.

👯‍♀️ Invite Loved Ones (or Keep It Just Yours)

Some couples want it to be just the two of them. Others plan a surprise party right after the big moment. Whatever your vision, we’ll make sure it all goes off seamlessly.

📸 Trust Your Photographer

This is our JAM. We’ve captured hundreds of surprise proposals, and know how to keep it smooth, stealthy, and stress-free. Share your vision, ask all your questions, and then let us handle the logistics while you just show up and be in the moment.

Make it Extra Special with an Incredible Setup

And if you’re dreaming of a jaw-dropping, one-of-a-kind proposal setup—we’ve got you. From glowing “MARRY ME” signs in the sand to custom arches, tropical floral installs, and magical sunset picnic spreads, our epic Oahu vendor partners can bring any vision to life. Whether you want something romantic and intimate or bold and show-stopping, there’s truly nothing our island dream team can’t do. We’ll help coordinate every detail so when the moment comes, it’s pure magic—and totally you. 🌺💍✨

FUN FACT: Anyone who books a proposal with us also gets our PROPOSAL GUIDE, to help alleviate any nerves, and guide you in planning the most perfect proposal!

📷 Why Hiring a Proposal Photographer in Oahu is worth it!

At Jenna Lee Pictures, we’ve photographed and filmed proposals all over the island—from barefoot beach engagements to full-on helicopter adventures and epic mountaintop moments. Whether you want private and intimate or wild and adventurous, we’ve got you covered.

Every single one is different—and that’s what makes them so special.

Just imagine: your partner’s jaw dropping. The gasp. The tearful yes. That sparkle (in both the eyes and the ring). The way the light hits the waves in the background as you celebrate.

We’ll preserve it all so you can relive the moment again and again.

💌 Let’s Plan Your Proposal (and Capture the Magic with a Professional Proposal Photographer in Oahu)

If you’re ready to plan the proposal of a lifetime and want it captured in a way that feels authentic, beautiful, and 100% you, I’d be honored to help.

📍 Whether you’re local or planning a Hawaii vacation surprise, hiring a professional proposal photographer in Oahu ensures that this once-in-a-lifetime moment gets the storytelling it deserves.

Reach out and let’s create something unforgettable together.

Jenna Lee Pictures is a passionate team when it comes to love stories in the most astonishing settings in Hawaii. Whoever you are and however you met, we’ll be here to capture the moment before you take the next step in your journey together.

Let’s make your proposal one for the books!

📞 Call or text: (808) 339-6659

📧 Or Contact Jenna Lee Pictures online to start planning today!

Check out this sweet Oahu Proposal Moment...

After popping the big question....

..his super stoked fiancee dropped to a knee and pulled a ring out of her bag she had been carrying around for months, waiting for the perfect moment to ask HIM the same questions!

He was super surprised and he LOVED IT...

She even had his ring inscribed with a sweet message "Сегодня и Навсегда"- which in Russian translates to:"Today and Forever"