Hey Reader,

I’m back from Maui and it was one of those trips that reminded me exactly why I love that island so much.

It was my friend’s first time in Maui, which made it even more special. There is something so fun about showing someone a place that means a lot to you and watching them fall in love with it in real time.

We built a 5-day itinerary that mixed adventure, relaxation, and good food. And yes, we booked every hotel on Hyatt points.

Here’s exactly what we did.

Days 1–2: Kaanapali

Stayed at the Hyatt Regency Maui.

This part of the trip was all about easing in.

• Beach day on Kaanapali
• Long sunset walks along the boardwalk
• A whale watching tour (which was incredible this time of year)

Day 3: Road to Hana + Overnight in Hana

We drove the Road to Hana and stayed one night at Hana Maui Resort.

Staying overnight in Hana makes all the difference. You’re not rushing the drive, and the entire experience feels slower and more immersive.

Waterfalls. Black sand beaches. Jungle scenery. That misty, magical East Maui vibe.

It’s one of my favorite parts of the island, and I loved watching my friend experience it for the first time, even though they got a bit car sick on the drive back.

Days 4–5: Wailea

We finished the trip with two nights at the Andaz Wailea!

Wailea is where we fully leaned into relaxed girls trip energy.

• Pool time
• Beach walks
• Long dinners at neighboring resorts
• Dressing up for nice meals

The perfect ending to a girl's trip to escape the Seattle winter slump.

If you’re planning a Maui trip or want a deeper breakdown of any part of this itinerary, just hit reply and tell me what you’re curious about. I’m always happy to share more.

Here's a few of the Maui posts on the blog as well:

• ​Perfect 5 Day Maui Itinerary And Luxury Travel Guide ​
• ​12 Best Restaurants In Maui – The Top Restaurants In West Maui​
• ​Complete One Day Road To Hana Guide​

Have a great week,

Have a great day!

Lauren The Traveling Moore Blog

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