DiscoverPoints and Miles Travel ChatsUsing Southwest/Hyatt Points to Visit Hawaii on Repeat + Maui Hotel Reviews
Using Southwest/Hyatt Points to Visit Hawaii on Repeat + Maui Hotel Reviews

Using Southwest/Hyatt Points to Visit Hawaii on Repeat + Maui Hotel Reviews

Update: 2025-10-29
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Hawaii is the dream vacation — but that $10K+ price tag? Hard pass.
The good news: Hawaii is actually one of the easiest places to use your points.

We’ve been using the same Southwest + Hyatt combo points strategy for years — and it’s taken us to Hawaii five times since 2019, with next year’s trip already booked. 🏝️
This is my favorite rinse & repeat strategy for family travel — simple, realistic, and crazy rewarding.


Today, we're chatting about...

  • The Southwest + Hyatt combo we use for 90% of our domestic trips — including Hawaii.
  • 4 tips to always get the best Southwest deals.
  • The magic of the Southwest Companion Pass (my son flies for $5.60 each way!).
  • Why I love Hyatt redemptions in Hawaii — no resort fees, lower point prices, and easy-to-earn transferable points.
  • Our Maui trip recap — hotel reviews, favorite restaurants, and top excursions you’ll love.
  • Why luxury doesn’t have to mean spending big — how we stayed at the Andaz Maui  for 45K points a night instead of $1K cash.


 📋 FROM THIS EPISODE

How we earn so many points to transfer to Hyatt


📋 READY TO LEVEL UP YOUR POINTS TRAVEL?

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👋 Hi! I'm Michele!

A points and miles expert, using points for family vacations to Japan, Hawaii, Thailand, Greece, Italy, Spain, theme parks and so much more.

I don't believe in spending more to earn more points. The key is knowing how to earn the best points and getting massive value from them.

With a teenager in competitive sports & public school, traveling during the busiest of times is our family's norm. I'll show you my best tips & strategies to use points for making incredible family travel happen.


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Fancy Travel Pointers is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as Bankrate.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post.

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Using Southwest/Hyatt Points to Visit Hawaii on Repeat + Maui Hotel Reviews

Using Southwest/Hyatt Points to Visit Hawaii on Repeat + Maui Hotel Reviews

Michele - Fancy Travel Pointers