Hyperion is fantastic. You won't regret it.
Annihilation was much better than Wool but that is because Wool set the bar so low - badly written, completely unrealistic about probable effects that generations of underground containment would do to people's physiology, unimaginative, with no details worked out and the ones explained not making much sense.
Annihilation was very original so I liked it for that, but there was very little substance to it: I walked there, thought about my ex-husband for a bit, walked some more, saw a light, went back to camp etc etc etc. There were several very interesting bits (like re Crawler) but really not many. If a story doesn't have enough to fill out 200 pages (which is really not much), it should not be a book. It should be edited into a short story imho.
Also didn't quite get why anyone would hypnotise an expedition (sent there for observing & recording what they see) to not observe stuff correctly ("see the walls as made of stone"). Or why their first and possibly only mission was not to recover past expeditions' notebooks. Or why people outside didn't just nuke the place if they feel so threatened by it.
Have you read the sequels? Are they better?