Friday Family Vacation: Booking Vacasa on Points


The three of us at THM have yet to book a Vacasa stay on points/miles (hoping to soon). So we are very happy to share our Friday Family Vacation about booking Vacasa on points and miles. Thanks, Tatiane for sharing your story with us!

Embarking on a dream vacation with a family of four can often be costly, but our family discovered the magic of travel hacking, unlocking the doors to an unforgettable Maui adventure. By utilizing strategic points and taking advantage of companion passes, we managed to fly and stay in paradise without breaking the bank. Here’s how we pulled off this incredible travel hack!


Flight Details

With both my husband and I possessing Southwest Companion Passes, our two kids flew with us for free on a round-trip from California to Maui. The best part? We spent a mere 46k points for all four of us to soak up the beauty of Hawaii. But that wasn’t all – we also wanted to share this incredible experience with my parents. Thanks to my mom’s Companion Pass, they joined us in Maui for just 23k points roundtrip.


Accommodation Strategy

To ensure everyone had enough space and comfort during our 10-night stay, we set our sights on Vacasa’s partnership with Wyndham. With a redemption cost of 13,500 points per bedroom per night (after a sweet 10% discount for Wyndham business cardholders), it was too good to pass up. To maximize our points, we embarked on an exciting points-earning journey:

1. I opened a Wyndham Business Card, earning a generous 75k point bonus.

2. I opened a Venture Card, earning a 75k sign-up bonus.

3. My husband opened a Venture X Card, scoring an additional 75k points. We smartly used the $300 travel credit to cover some of our rental car costs.

4. My mom opened a Venture card, which came with a fabulous 75k sign-up bonus. By referring her, I earned a sweet 20k referral bonus.


Woman and child wearing flower leis.

Those smiles say it all!

Pooling Our Points

Once my husband and mom received their bonus points, we decided to combine forces by calling Capital One to transfer their points into my account. This teamwork allowed me to take charge of booking the ideal Vacasa condo. I then transferred our pooled Capital One points to my Wyndham account.


People walking on path from beach

We love an extended family beach vacation – especially on points/miles!

Condo Booking

After thorough research, we found a fantastic 2-bedroom condo that comfortably accommodated all six of us through Vacasa. Wyndham’s redemption rule covered up to $500 per room per night, giving us a generous budget of $1000 for the 2-bedroom condo, requiring 27k points per night. Ultimately, we secured this perfect abode for ten days, originally priced at $8,000, but redeemed for just 270k points through Vacasa.


The Triumph of Travel Hacking

This success story resulted from months of careful planning and coordination among three players. Our travel hacking venture has become an annual tradition for our family, and we are thrilled to return to Maui next month with a similar itinerary. The memories we create and the joy of successful travel hacking truly make these vacations priceless!

With determination, strategic planning, and a bit of teamwork, our family unlocked the secrets of travel hacking, making Maui a paradise within reach for all four of us and even the grandparents. By combining companion passes and optimizing credit card bonuses, we transformed points into experiences and proved that anyone can turn their travel dreams into reality with a little creativity. Let our success story inspire you to embark on your own travel-hacking adventure! Happy travels!

Thanks, Tatiane, for our Friday Family Vacation: Booking Vacasa on Points! You’ve made me anxious to try it myself now!

Rainbow in sky above palm trees

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