Donkey Kong (1994) - not really rare or obscure, but definitely not talked about enough.
It starts out like regular donkey kong but then it goes somewhat differently.
The colorization is only complete with SuperGameboy so it might be tricky to play that way but there is a colorization hack being worked on.
Donkey Kong. I think people just think it's a port of the arcade game because it has the same first few levels but it becomes something more afterward and is incredibly fun.
As a kid I got a lot of mileage out of The Bugs Bunny Crazy Castle. It was honestly nothing special but it was a fun if very basic game. Password-based and not all that difficult for an adult.
Weirdly enough, my favorite Zelda game of all time is The Legend of Zelda: Link's Awakening. Weirder still, it's the story that I really love, driven almost entirely by the fact that it's the least Zelda Zelda game. No, I don't know what's wrong with me.
I mean it's probably entirely nostalgia, but I still hear the in-game ballad in my head from time to time.
Final Fantasy Adventure. Zelda style top view. Absolutely loved it. Music scope and story.. Played through at least a dozen times. A decently high quality remake came out for phones a few years back. I still love it.
It's a bit of a silly survival game that starts with you being stranded on an island. I got a kick out of it because there were a few different game endings that were dependent on the actions you took earlier in the game.
The overall game is only about ten minutes long, but it's just so dang well made for a silly throw-away advertisement, and I just adore that it's a Gameboy Color game released in 2023.
Edit: To be clear, I have no association with anyone involved in the game. It just gives me the giggles to get a new retrogame for a licsned property, for actual classic hardware in 2023.
It's not really something special or so, but I had it in my youth and used the level editor to build countless levels with my friend. It's a side scrolling puzzle game, with the abiliy to go back in history with a nice backwards animation.
Here's one that came to mind: Heiankyo Alien for the Gameboy DMG. I remember playing this a ton in the car as a kid. It's a game where you have to dig holes for aliens to fall in and bury them to kill them.
Heiankyo Alien. It was the cheapest game in the store, so that's the one my parents let me buy. For a long time it was one of only a couple games I owned--that one and whatever it shipped with... Tetris?
I ahem acquired a copy of Hamtaro: Ham-Ham Heartbreak from my elementary school lost and found, played it whenever I had a minute for the next few weeks. I don't know if I'd have the patience to play it today, but it's still an adorable little puzzle game. The sound and animation of the actions was spot on.
James Bond: 007 was a surprisingly good game that I enjoyed way more than expected. I don’t know why I got the game, I was and have never been a fan of the series.
I'll throw Boxxle on the list. It's one of the earliest GB games, so the graphics are pretty much what you'd expect. But it's a great puzzle game that has a very simple premise, but requires you to perspective-shift and learn new strategies many times over as the difficulty progresses.
Donkey Kong. Not Donkey Kong Country. The original arcade Donkey Kong, until you realize after beating the original levels that there is SO MUCH MORE to it!
Just one thing. Fuck that level with the long bridge of disappearing floor tiles. That was the worst!!
I only ever really had the basics with my Gameboy sadly, but I had a lot of fun with Pokemon Red and Zelda Links Awakening (which I prefer to the DX version where they removed the fun teleporting glitch). Now I went this thread for other systems like PSX, lol.
God Medicine. Genuinely one of the best classic style JRPGs and the best RPG on Gameboy in my opinion. Absolute travesty that the west never ended up getting it originally.
Probably doesn't hold up anymore, but no one really talks about "Kingdom ConquestCrusade". It's like a really tight minimalist version of the combined live action melee and big battle strategy of the Dynasty Warriors series - compressed to fit on a classic Gameboy.
The Moomin game is great but nobody talks about it. The two Survival Kids games are incredible as well but damn they can be depressing. They really out a full on survival game on a Game Boy. Complete with multiple endings, open world and hunger and thirst mechanics.
Radar Mission. I can hear the music in my head from both game types whenever I think about it, right down to the music when the carrier launches the fighter. I enjoyed both game types a lot, though I remember getting frustrated as a kid until I learned the nuances of the opponents.
A whole back when I got a Miyoo Mini, I went looking for original GB games that I missed. I found Cave Noire and it quickly became my favorite ways to kill time. It's simple (but not easy), being a Roguelike offers some variety, and it's just fun.
The Machine (2021). It’s not so much obscure as it is just niche. It’s wonderful. Multiple playthrough, knowledge retains between runs, so you can unravel more and more of the mystery of The Machine. Highly recommend for anyone interested in political games. I bought the actual cartridge, but you can also buy the rom for like $1, and there’s a demo on itch.io I’m pretty sure.
Wario Land 2 + 3
Were the first games I ever played on a Nintendo handheld. I still play them through once a year because of nostalgic reasons. Plus they are one of the most enjoyable Jump and Runs for me.
Here's one I played a lot of and loved that I never hear about anywhere... Bionic Commando - 1992. A port of a Nintendo game I only got to try a few times, but the game boy version was better to me.
I think I'm the only person who's beaten the Monster Master fight enough times to know there's a bug in it where he eventually gets strong enough that you get one shotted by him even if you're cheating and using a Gameshark to keep your health in the 1024 hp range...
You know what was great and gets no love? Q*Bert for GameBoy was a really solid game that had a LOT of stage variety and even silly cutscenes. Literally the only thing it was missing was color. Highly recommend.
My favorite GBA game is The Urbz: Sims in the City.
The console version of the game wasn't received very positively, but the GBA/DS version is a completely separate game, and a very good one. It's a very goofy game with a lot of stupid (read: amazing) jokes, RPG elements, mini games, some of the best music in any GBA game and a lot more. I still revisit this game once in a while.
I even played the predecessor "Sims bustin out" for the GBA a few years ago. Urbz is way more refined than bustin out, but if you liked Urbz and you want more, Bustin Out is a great way to scratch that itch.
Ambitiousamphibian did a great video on this game a few months ago. He seems to feel exactly the same about this game as I do. Because of that, I will link it, but be aware that it contains a lot of spoilers and going blind into the game is the best way to play IMO.
Pinball Tycoon was one of my favorites. great music, solid no-nomsense pinball gameplay. it even had a multi-player mode! never seen another soul talk about it.
Avenging Spirits. When I was younger, a friend and I loaned each other a bunch of our games. Sadly, he ended up moving away before we managed to swap back, and he got the better end of the deal when it came to the games. However, I did get left with a copy of Avenging Spirits... the game is a bit strange but its very fun and the sprite work is just adorable.
The game has you playing as a spirit who can possess enemies. You start off with a few you can possess, and then you gain more choices as you progress. Or so I believe... I wasn't all that good at the game back in the day, so I don't remember getting too far in it.