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By: 10xT Reader Damien Boulat
My wife and I have found that early to mid-November, before the madness of the Thanksgiving crowds takes hold, is a wonderful time to travel. This time around, Maui was on the wish-list, so I started exploring a strategy to get us and our 2-year old son there for a relaxing 10-day vacation.
Being based in Los Angeles, there are plenty of non-stop flight options to the Hawaiian islands. As I am well above 5/24 myself, I applied and was approved for the Bank of America Alaska Airlines Visa, which at the time offered a welcome bonus of 30,000 miles, a Companion Pass fare for just taxes, and a $100 statement credit, after $2,000 in spend in the first 3 months.
As my son is over the age of two, we needed three flights. The Companion Pass fare covered my wife and son amounting to $422 total for both, or $322 if you consider the $100 statement credit. My own flight would need to be booked using Alaska Miles; Saver Awards are 17,500 miles each way for mainland flights to Hawaii and were easy to find for our low-season dates. That’s 35,000 miles + $11 in taxes for the round-trip, so I just needed a little bit of extra spend on the Alaska Visa to earn the miles needed. The card also gave us one-free checked bag, which for our little family was plenty, saving us another $50 roundtrip.
As we began to look at accommodation options, we quickly realized 9-nights in Maui, can be quite expensive. Not for us 10xT Insiders us though! We had about ~40,000 leftover Ultimate Rewards points in my wife’s Chase Sapphire Reserve account, opened the previous year, but that wouldn’t be nearly enough. My wife being at 3/24 we applied for the Chase Business Ink Preferred card, offering us another 80,000 points, and closer to 90,000 after our spend to reach the bonus. All in all, that put is around 130,000 UR points, which we combined into the CSR account to get the maximum 1.5 CPP valuation on the UR portal for travel bookings.
Although we considered some of the hotel options (there are beautiful resorts from Hyatt, Marriott and Hilton), given the length of our stay and the fact we were traveling with a toddler, a condo-style property made the most sense for us to have room to spread out and take things easy.
Turns out, there are quite a few condo-style options available directly through the UR portal. Our priority being a nice view at a location convenient to the beach, we settled on Luana Kai in Kihei, booking a direct-oceanfront 1-bedroom unit. We chose to be on the ground floor so our son could run out directly on the big open grass area to play.
All in all, the unit would have costs us ~$1,850 for the 9-nights, but we paid nothing out of pocket by using ~123,500 UR points. The rate we booked was inclusive of a cleaning fee so that was covered as well.
The only thing left was a car rental. I did have a few UR points left, but after comparing with rates on AutoSlash, I determined the portal rates were not competitive and chose to save my points for future travel. We paid $337 total out of pocket for the duration of the trip and the Chase Sapphire Reserve we used for the booking provided us with our insurance needs.