Keith’s rankings

Ranked, with reasons

Every list below comes from stays and site tours. No press trips, no sponsored placements, and a “wrong for” next to every “right for.”

My ten favorite hotels across the islands, with the room worth booking at each.

Ten hotels on the caldera and beyond, ranked from site tours and stays.

Six hotels on the lake, ranked from October 2026 stays and tours.

Five hotels, ranked from October 2026 stays and tours.

Nine wine-country hotels, ranked from nights actually slept there.

Honeymoon hotels I’d book anywhere in the world.

Ten hotel pools worth planning a trip around.

Eleven hotel tennis courts worth planning a trip around.

How the rankings work

Three rules

01Seen first. A hotel only gets ranked after I’ve toured it or slept in it. On-file research alone doesn’t earn a number.

02Nobody pays for placement. No press trips, no sponsored positions. Nobody moves up a list except by being better in person.

03Every “right for” gets a “wrong for.” A ranking that can’t tell you who shouldn’t book is really just an ad.

One question

The lists narrow it down. One sentence from you and I’ll narrow it to one.