I ended up getting a Fenix 6s about a year and a half ago and I think it’s about as close to a Pebble successor as things get these days. I get a comfortable week out of the battery, and a responsive e-ink screen with the basics covered plus a few more fitness related things (and a party trick of topo maps) the Pebble didn’t have. I don’t feel like it has quite the community support that Pebble had in terms of software (or the enabling thereof from Garmin), so it’s not 100% the same but it’s been working well for me so far.
Unfortunately yes. They do put some models on sale occasionally so if you want one it can be worth waiting - I got mine at close on half RRP which made the cost somewhat more palatable.