Best Hyatt Redemptions in Hawaii: Book $1,000+ Maui Hotels with Points During Peak Season
Photo via Hyatt
Disclosure: Some of the links in this post are referral or affiliate links. I may earn a commission—at no cost to you—if you choose to sign up for a credit card or make a purchase. I only recommend what I personally use to travel more and spend less
Hyatt’s award chart continues to offer some of the best point redemptions in the game — and Hawaii is a perfect example. Whether you’re sitting on Chase Ultimate Rewards or have the World of Hyatt credit card, this is the kind of trip that turns everyday spending into an unforgettable experience.
Let’s walk through two standout Hawaii redemptions you can book with points — including one that can save you over $1,000 per night in Maui during New Year’s Eve, one of the most expensive travel periods of the year.
1. Hyatt Regency Maui Resort and Spa (Maui)
Points Required: From 29,000 points per night
Cash Rate on New Year’s Eve: $1,093/night
Redemption Value: ~3.77 cents per point (incredible)
Award Category: 6
Located on Ka'anapali Beach, this resort is known for its oceanfront views, lush grounds, and on-site wildlife (including penguins). You’re steps away from the sand, and the resort includes:
A massive pool complex with waterfalls and a waterslide
On-site luau and cultural experiences
Spa treatments and oceanfront dining
Access to snorkeling, paddleboarding, and beach activities
What to Do Nearby:
Snorkel at Black Rock
Drive the Road to Hana
Watch the sunrise at Haleakalā National Park
Explore Lahaina’s historic town (note: currently being rebuilt after wildfires)
This is one of Hyatt’s most sought-after redemptions — especially on New Year’s Eve, when rates can soar above $1,000 per night. Booking with points offers massive value during one of the priciest weeks of the year.
2. Hyatt Regency Waikiki Beach Resort and Spa (Oahu)
Points Required: From 23,000 points per night
Cash Rate: $583/night
Redemption Value: ~2.53 cents per point
Award Category: 5
Just steps from Waikiki Beach, this resort offers a more urban island experience while still being relaxing and scenic. The location is ideal for travelers who want to balance beach time with exploring Honolulu.
Highlights:
Easy access to Waikiki Beach
On-site spa, restaurants, and cultural activities
Walking distance to shopping and nightlife
Great for first-time Hawaii travelers or those who want convenience with views
Nearby Activities:
Hike Diamond Head
Visit Pearl Harbor and the USS Arizona Memorial
Explore the Honolulu Museum of Art
Try local food trucks and poke spots
Why This Matters
Using points to stay at properties like these during peak travel dates — like New Year’s Eve in Maui — can yield outsized value. Instead of spending over $1,000+ per night, you could use 29,000 Hyatt points (or transfer Chase points 1:1).
That’s why Hyatt consistently ranks as the most rewarding hotel program. The award chart is predictable, there are no resort fees on award nights, and the quality of hotels is hard to beat at this price-to-point ratio.
How to Book These Redemptions
The easiest way to unlock these high-value stays is by using Hyatt points, which you can earn in two main ways:
Transfer points from Chase Ultimate Rewards: Cards like the Sapphire Preferred, Sapphire Reserve, or Ink Business Preferred allow 1:1 point transfers to Hyatt. Transfers are instant, and this is one of the best ways to stretch your Chase points.
Use points earned with the World of Hyatt Credit Card: You'll earn 4x points on Hyatt stays and can stack that with your free night certificate every year — ideal for lower-category redemptions or off-peak travel.
For trips during major holidays (like New Year’s Eve), book early. Hyatt’s award calendar opens up to 13 months out, and popular properties like the Hyatt Regency Maui get picked up fast.
How to Stay Free in Maui or Waikiki Using One Signup Bonus
You don’t need to be a travel hacker to score this kind of redemption. One well-timed credit card signup can cover 2–4 nights at these luxury resorts — even during peak holidays like New Year’s Eve.
Recommended Cards:
Welcome Bonus: Earn 60,000 points after spending $4,000 in the first 3 months.
Best For: Transferring points to Hyatt 1:1 — those 60,000 points can cover 2 nights at the Hyatt Regency Maui (or even more at lower-category properties).
$95 annual fee
World of Hyatt Credit Card
Welcome Bonus: Earn up to 60,000 Hyatt points — enough for 2–4 free nights depending on the property.
Best For: Ongoing Hyatt stays (4x points), an annual free night, and elite status perks.
$95 annual fee
Pro Tip: Chase Ultimate Rewards points transfer instantly to Hyatt, making it one of the best ways to book high-end stays for free. For maximum value, use your points during holiday travel when hotel prices skyrocket.
Final Thoughts
Even if you’re not planning a Hawaii trip right now, this kind of redemption is worth keeping on your radar. It shows what’s possible when you collect the right points and look for high-value opportunities.
And if you’re planning a year-end trip or celebrating a milestone, there’s no better way to get over $1,000 in value than by booking paradise with points
I earn my points mostly through Chase credit cards that transfer to Hyatt 1:1. If you’re interested, here are a few cards I use personally:
Chase Freedom Unlimited®
Earn 1.5% back on everything, plus 3% on dining and drugstores. A solid all-around earner with no annual fee.
Apply here
Chase Freedom Flex®
5% on quarterly rotating categories (like groceries, gas, or Amazon), plus 3% on dining and drugstores.
Apply here
Chase Sapphire Preferred® / Reserve®
Earn 60,000 bonus points. These cards unlock travel transfers and boosted portal redemptions.
Apply here
These links are referral links — I may earn a bonus if you’re approved, at no extra cost to you