Originally Posted by
JakeW
We’ve already got enough Alaska pts. to cover flights, and use companion passes for everyone.
If you are referring to the companion pass through the Bank of America Alaska Airlines Visa, it is only valid on a paid ticket. If you use miles to get a ticket, you can't use a companion pass to get a second ticket.
You might be better off finding a condo through VRBO, which will cut down on meal expenses, than to stay in upscale hotels with pricey restaurants, parking and resort fees, etc. (Then you could use your SPG Amex points for miles for the flights.)
I tried to use hotel points for a Maui trip in November, and finally decided it was actually better to just pay for a condo.
With the Chase Hyatt card, you'll get two separate Hyatt certificates for one night each, so I'd think that you could use them for 2 rooms on the same night, but I'd recommend confirming with Hyatt.
Chase also has a Fairmont card with 2 free nights, but I wasn't able to get the nights that I needed at the Fairmont in Maui in November, so I don't know if you'd have much luck in February -- and it's not in Kaanapali.