In a perfect world, you would reserve your Maui proposal as soon as you’ve booked your flight and accommodations and know you want to pop the question here. Realistically, most guys plan their proposal with us about 1-3 months beforehand, which we’re very comfortable with. We also have guys who reserve their date over six months in advance, which is awesome. On the other hand, it is pretty common for us to plan proposals within a couple weeks or even a few days!

Benefits of reserving your proposal early

Certain proposals require more advance planning. For Haleakala, we need at least one month in order to obtain the permit. A minimum of two weeks is needed to plan scavenger hunt proposals.

Haleakala proposals require at least one month notice

If you’re interested in a helicopter proposal or a private venue such as Haiku Mill or the Four Seasons, then booking early is highly recommended so we can make sure there is availability for your desired date. This is especially true during peak wedding season when venues are really busy.

Helicopter proposal at private landing spot

Haiku Mill makes beautiful, private Maui proposal location

Proposal at Four Seasons Resort Maui at Wailea - Plumeria Point

You may also want to secure your proposal date as soon as possible if you have your heart set on a certain date, or if you are looking at proposing around a holiday weekend which tend to be popular. We have four proposal photographers with different availability, so once they are all booked up, that date gets crossed off in our calendar.

If you’re envisioning a proposal on the beach or an off-the-beaten path location, the best part about reserving your proposal with Engaged on Maui early is that you get to call dibs. That means once you pick your proposal spot, it gets crossed off our list for the day so anyone who books after you can’t pick it.

Beach proposal in South Maui

Last minute proposals

“I know this is last minute.”
“Do we have enough time?”
“I hope you can still help me.”

These are common phrases that we encounter here at Engaged on Maui. The good news is that we are used to proposal planning under pressure. We try our very best to accommodate last minute requests. As mentioned above, there are certain proposals that won’t work without ample time, but we have planned several beach proposals within a couple days, even when the couple is already on island. Last minute proposal planning goes smoothly if you’re a bit flexible and open to our advice.

This sunrise proposal was planned in two days.

Maui morning on the beach

Sunrise proposal on Maui's northshore

Maui sunrise proposal planned in two days

Last minute Maui proposal

Maui engagement photography

Maui sunrise engagement photography

Bottom line

It’s never too early to start planning your Maui proposal, and odds are it’s not too late either!

If you need a hand planning a proposal your sweetie will love and capturing that once-in-a-lifetime moment, we’re here for you! The best way to start is to fill out our inquiry form.

Leave us some love!