It's just as well he doesn't, although it doesn't entirely help. Kim knows perfectly well what Aileron is referring to.

"But they will not be expecting this," she counters, flatly. "So they won't know to look for me. Even if they were looking, they'd expect me to be with everyone else."

Which she won't be. She's determined on this, even knowing that he's right about the danger. But Kevin is dead, and all the roads are parting now, and only the Weaver knows if they will ever, ever come together again.