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Why I Went to Maui (and What I Did)

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I am a photographer and writer passionate about the outdoors, meaningful travel, and living deliberately. I hope to use my platform online to show the beauty and complexity of the world we live in, and to encourage genuine connection to the outdoors, culture, people and wildlife.

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If it weren’t for the Internet, I’d have way less friends. Seriously, credit for most of my friendships goes to the Internet. Specifically, social media.

The relationships I have made as a result of social media have challenged me, they have brought out the absolute best in me, they have taught me a lot. And they have also gotten me to see some pretty amazing places. One of those places is Maui.

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I met Elisabeth Brentano at the Outdoor Retailer trade show last summer. We chatted for a few minutes and went our separate ways. That was it. But fast-forward seven months and we’re sleeping in a Jeep together on the top of a volcano. What?

Life is full of connection, and connection is awesome. Connection is the reason I do most things in life.

The trip came about because we’re both freelance bloggers and photographers, had some free time, and wanted to go to Hawaii. We kept in touch on Instagram and started talking about our plans. February was open. We both had airline miles to spend, so we bought flights and got curious. We outlined an itinerary, emailed places and people that seemed interesting, flew to Maui, rented a Jeep from Avis and hit the road.

Elisabeth and I both work with sunglasses brand Sunski, and one of their team members lives in Maui. Huge thanks to Raja and Rachel for letting us crash for a few nights! Their house was our first stop, then it was off to Heleakalā for sunset.

Haleakalā is an incredible volcano that I struggled to pronounce on more than one occasion. We drove up for sunset, slept in the car (campground info here) and drove back up to the top at 3am to attempt some star photos and catch sunrise. You have to do this if you go to Maui.

Next up: the road to Hāna is a famous for its stunning views and waterfalls around every (hairpin) turn. There are plenty of places to stop and marvel– do some research here and you will be rewarded. The drive takes 2 hours, but more if you stop at places like Wai’anapanapa State Park like we did.

It’s worth staying overnight in Hāna– a day trip would feel like too much time in the car, especially because the roads are windy. We had a beautiful stay at Travaasa in Hāna. Our bungalow was straight-up gorgeous.

snapped by Elisabeth at Travaasa

Kihei is another place you’ll probably visit when you’re in Maui. We spent a lot of time on Big Beach, aka Makena Beach, where we saw a couple of beautiful sunsets. For food, we had a recommendation for MonkeyPod in Wailea from a few people– and we ended up going back more than once. It has an awesome beer selection for a craft beer nerd like me, plus great food (butternut squash pizza please).

In Kihei, we stayed at a couple of beautiful vacation rentals. I never think about searching for rentals before a trip– I always go straight for AirBnb or to looking at campsites. This was a reminder that sometimes it pays to reach to to individual property owners. I saw Tracy’s Tropical Treasures online and sent Tracy an email. She got back to me right away. We stayed in two of Tracy’s locations, and had the opportunity to photograph a new property for her. The only thing nicer than Tracy’s properties was Tracy herself! I highly recommend that you reach out to her if you’re planning on going to Maui.

Next up we headed to Lahaina. I took surf lessons with Abner at Hang Loose Surf Club. Abner is a rad dude– a go-getter and native Hawaiian who runs 3 businesses. I was super inspired by him. It was also my first time ever *really* standing up on a surfboard. I’ve taken surf lessons before… more than once… but never actually had much success. I recorded the lesson and will be sharing it on YouTube in the next few weeks!

In Lahaina, we stayed at the Plantation Inn, a lovely B&B with gardens and a picturesque pool & jacuzzi. Dinner at their restaurant, Gerard’s, was one of the best meals I have had in recent memory– they’ve been serving some of these dishes for over 30 years. Breakfast was also delicious (get the french toast) and a great start to our last full day.

We had heard amazing things about the Iao Valley, but it is currently closed (Feb 2017) due to heavy rains a few months ago. We opted for the Waihee Ridge Trail, and it did not disappoint. Lush green jungle and views from an impressive ridge. We didn’t hike to the top– we were too busy marveling at the view of the valley below the clouds.

Overall, this trip came about because we got creative with the resources we had, and ultimately because we made it happen. We asked around and stayed flexible.

I wanted to write this post to give you an idea of some of the things we did, but also to share the “Why” behind the trip. I went to Maui because I was curious and because frankly, I didn’t have a good reason not to. On the trip, I took photos all day and edited at night. On more than one occasion, I pondered the idea of a 9-5 job so that I could go on “real” vacation and not have work obligations follow me around everywhere I go. But it’s all about chasing and building the life you want to create, and this is the life I am creating.

A life of adventure. A life of Yes. A life of defining my Why. My lifestyle wasn’t something that happened overnight– it’s something I’ve been working toward ever since I realized I had a choice. You have choices, even if they look like small steps right now. What life do you want to build?

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  1. I have a couple really good social media friends who I have a blast with in real life! I’ve only ever been to Oahu but want to see the other islands over time. That Plantation Inn looks INCREDIBLE!

  2. My husband and I are going to Maui for 7 days in June and I can’t wait to see some of the stunning spots that you capture in your Insta account and in this post. Definitely inspiring my trip planning 🙂

  3. Lynn says:

    So beautiful!

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