It's possible, but very unlikely.
9 out of 10 times Ana would beat Kaia.
When Kaia isn't injured, I think she would win 9 times out of 10
The only tournament this year where Kaia has played to her potential was Brisbane and she completely dominated everyone
I mean, she made a Premier SF, a GS QF, an International Final and an International title without even playing anywhere near her best IMO