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a don't use the indexing/ searching feature - so other my know more
what i do know
with an e-ink kindle , indexing is slow, and one problem book can stall it , preventing all future books from indexing properly. ( the only fix for that is trial and error to find the problem book). you added 20 large ones, maybe one or more of those is teh culprit.
it would be tedious but productive to add them one at a time and check after each one.
the fire tablet probably uses the same indexing code, but is on a device with a faster processor. it probably looks instant when you sideload a few normal sized books, but one big problem book could cause what you now see. its because kindle has the concept of one huge index across all books, most other reader apps do that on a per book basis. AFAIk, indexing of kindle format books has to happen on the tablet
you have proven that search history survives a soft reset/ cache clear. so only a full factory reset is going to clear that ( unless a de-register, re-register will clear it)
i don't recall ever reading what it is with some books that the indexer cannot cope with - maybe unusual characters or code ?
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