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Have you ever dreamt of running away? Like, really far away? We do. Quite often, if we’re being honest. So, when Team HeyMama had the idea to get a group of mamas together to escape the end of school year mayhem, we turned to the Four Seasons Maui and Alaska Airlines to bring our vision to life.

Hawaii isn’t exactly close to New York but perhaps that’s exactly why it seemed so appealing as our getaway destination and if you jump on the first Alaska Airlines flight out of NYC, you can be in Maui by noon. Sweet.

The Four Seasons Maui is perched at the heart of Wailea Beach, exactly 30 minutes from the Maui airport. Once we boarded our shuttle, we had just enough time to sort through our email and check in on the littles before pulling up to the inviting entrance of the hotel. We were immediately greeted by a traditional Hawaiian welcome of warm hugs, broad smiles and stunning floral leis.

After taking the necessary selfies against the orchid-strewn living wall, we glided through the grand foyer which is serene and inviting with open air views of the pools and Wailea Bay just beyond. The gardens beckon you to wander through the walking paths lined with fragrant plumeria trees and flowering bushes reminiscent of Alice in Wonderland. We could feel the stress melting away with as we took each step leading to the ocean.



All of our rooms were ocean-front suites with plenty of room for two Queen beds, a sofa and ample room to spread out our outfit changes for the week (ha!), as well as a private outdoor terrace that was perfect for our morning coffee.

The bathrooms were equally as large, complete with a double vanity, separate shower and giant soaking tub that was a welcome respite from a long day in the sun. The best part however, was the built-in radio that tuned to rock, jazz, classical or our favorite, Hawaiian 



Depending on your mood, you can choose to tailor your time at the hotel to your liking. If you are craving privacy and quiet, you can retreat to the adults-only infinity pool (which we did each day) and indulge at the swim-up bar or hide away in a cabana. If meeting new people is more your speed, you can grab a spot by the main pool, complete with central water fountain, or head down to one of the lounge chairs with an umbrella on the beach. 


Once you’ve had your fill of the beach, book a treatment at the full-service spa and indulge in a massage or body treatment or facial that will relax your heart, body, mind and soul. We opted for the deep tissue massage and spent extra time creating our own salt scrubs to get an added glow. We didn’t have a chance to experience it on this trip but the next time we come we are definitely going for a massage in the open-air hale hau, (that’s a straw thatched hut for us mainlanders) nestled into the cliff beside the shore. Pure heaven.



No offense to Hawaii, but every time we visited we haven’t found the food to be overly impressive. Each meal we had at the Four Seasons Maui however would prove that prejudice wrong. There are three restaurants to choose from in addition to a casual beach side cafe (shave ice anyone?) and whether you go for sushi at Spago or head over to Ferraro’s for the chocolate covered coconut served with a wooden mallet (yes, that’s really a thing), we think you’ll be pleasantly surprised by the amazing flavors and presentation. If you are traveling with the littles, be sure to check out the incredible breakfast buffet at Duo where you are greeted with a donut wall when you first walk through the door. 



If you happen to be hosting a special dinner (like say, 20 mamas on a retreat?) the hotel has a gift for making you feel special. We had the luxury of experiencing two private dinners (more on that in a later post) and both the Plumeria Garden and beach were transformed into the dinner of our dreams with the most gorgeous set up rivaling the most exclusive wedding. 




So, What About the Kids? 

This particular trip was mamas-only, however it doesn’t mean we won’t be back with the littles in tow. There are plenty of places to hide away from little people but if you have them along for the ride, you’ll find plenty of things for them to do.

The beach is calm and sandy, perfect for building sandcastles and there are grassy lawns aplenty. But what really sets the resort apart is the complimentary kids club for children 5 – 12 years old which is so fantastic, we’d like to sign up to play (no, really!). From the climbing wall to the waterslide, encounters with tropical birds and curated crafts and activities, this is the location that launched all kids clubs in the Four Seasons Maui family and the standards they’ve set are evident in the smiles on the kids’ faces as they blaze through the doors.

We really couldn’t have asked for a better place to call home for the week and the entire staff made us feel welcomed, cared for and that no ask was too big or too small. It was the little touches that stood out like the concierge remembering our names when we walked up to the desk or the complimentary sandal repair while you sleep, that made us certain that this wouldn’t be our only visit to the resort.

We’re so grateful that we got to truly leave the stresses of our daily lives on the lanai and immerse ourselves in a Hawaii that was both understated and elegant. We hear whale season is from December through April and winter holidays would be that much more sweet if we spent it on the beach. Anyone want to join? 

Our stay was compliments of the Four Seasons Maui but our opinions are all our own. Read more about our MamaFest trip here. All photographs by Flytographer. Mahalo!

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