Marvelous Maui: Speeding Down Haleakala Mountain and Wailea Happy Hours

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Sunrise Over Haleakala Mountain

Funtivity. Maui Sunriders Bike Tours.

We woke up around 2:30 a to get to the Maui Sunriders location extra early. From there, we got sized for bikes, rain pants, and helmets. Check out Maui Sunriders’ instagram here. It was absolutely stunning to watch the sunrise over the mountain, into the crater below, and then to bike down the mountain. I absolutely love going fast, it was an incredible adrenaline rush!! It was about 40*F for the first hour+ that we were up there watching the sun come up, very chilly for our tropical vacation– but by the bottom of the mountain, we had stripped to shorts (leggings) and tanks.

What to Wear: Haleakala Mountain

  • Clothing: leggings (or shorts with leggings), tank top, sweatshirt/ athletic jacket, windbreaker, scarf, gloves, sunglasses, sneakers
  • GoPro, helmet mount
  • Backpack – you’ll want it to put the extra layers of clothes as you strip

Brunch on the way down…

While biking down from the top of Haleakala Mountain, we stopped at Kula Lodge & Restaurant– a little mountain side restaurant. We went from feeling like we were on a tropical vacation to a ski holiday. It amazes me how mountains are mountains and the types of restaurants that crop up on them are so similar no matter where in the world you are. We got a hearty brunch and enjoyed the views.

Wandered Paia

We just spent a little more time wandering the adorable town of Paia- I definitely recommend spending some time there.

Lunch. HuliHuli Chicken + Ribs

  • An AMAZING stand on the side of the road, you can walk your tray over to the beach and sit in the sand to eat.
  • Another one to keep an eye on the days that it’s open!! Check before you plan 🙂

Resort Pool

We used to have the GoPro4 and the photo quality was decent, but the new one is even better. Thankfully we’ve also improved our photography skills! As much as I want to share with you the pictures from the pool, they don’t do it justice. We’ll include a full Grand Wailea Review in our posts from our 2019 vacay.

Happy Hour at Tommy Bahama – Wailea

Tommy Bahama is one of our favorites stores- in case it wasn’t obvious from our outfits- and we love visiting the restaurant in The Woodlands, so we were super excited to go in Wailea! The Happy Hour runs in the bar daily from 2-5 pm $10 small plates $10 martinis & $8 cocktails.

Sunset Cocktails

We all know how expensive hotel drinks can be- since we were fresh out of school and new to the work place, our budget was very set. Instead of buying $15 mojitos every day from the pool bar, (we only split a mojito twice!) we opted to swing by a few ABC convenience stores and get local liquors to mix with the fantastic fruits that we were buying from fruit stands every day! Our favorite was to make up a cocktail and enjoy the stunning sunset views from our balcony.

*Note: we were able to go pretty crazy for being on a budget, but only because we really thought through each each and every purchase, and were fortunate enough to have friends who lived in Honolulu and we could spend half of our vacation with them.

Happy Hour/ Dinner. Gannon’s Restaurant at the Wailea Golf Club.

Kyle went to Gannon’s with his family as a kid and his dad even played golf there. Someday, maybe we will too. Instead, we went f

Gannon’s has a happy hour running from 3-8pm daily (*note, happy hour is not offered from December 21 – January 1) $14 “small” plates, $8 side dishes, $10 desserts + $9 signature cocktails, $8 classic cocktails, $7 wine, $5 beer.

We had such a fantastic time sitting at the bar, the bartender got a kick out of how much I loved discovering lilikoi that he gave me a fresh passionfruit from below the counter that one of his coworkers grew in her back yard! Everyone on the entire island of Maui was just so incredibly nice, I couldn’t get over it.

Volcano Fries from Gannon’s were AMAZING!!! They were the perfect food to end our happy hour tour on. The furikake added a lot of flavor 🤗

Insanely early bed time….

Read more about our adventures in Hawaii.

Read more adventures and eats on Maui.

Where to Eat: Maui.

Read more from our visits to O’ahu!