If you're looking for anime similar to Maria-sama ga Miteru, you might like these titles. All recommendations are made by Anime-Planet users like you!
Abandoned outside an orphanage when he was just a baby, Yuki is a boy with no idea where he came from or who he really is. Now in high school, the teen is plagued by odd dreams, death threats and an ability to see the negativity that dwells within people's hearts. One night after being lured into a trap, a mysterious and handsome man named Zess saves Yuki from being killed before disappearing into the night. Then, with the sudden arrival of his long-lost brother, the orphan finds himself pulled into a new world where he can not only learn about his powers and how to control them, but also becomes aware of the evils that lurk in the darkness. Can Yuki finally find the place he truly belongs, and just why is Zess so protective over the young boy?
Each of these series focus on rather bishonen characters developing non-customary relationships. In Maria, the characters work on developing relationships with their "sisters" while the relationships in Uragiri focus on people with similar souls. Although Uragiri is more fantasy based, I think that brings each series together. They are both also slow paced with similar art styles and a similar feel between the characters.
Average, boring, and nothing special; this is how Shiratori Kuu feels about herself and her life as a high school student in Academia. On what begins as any other day, Kuu's life is spun upside down when a new student transfers to her class. As soon as she sees his face, she is astonished, for this is no ordinary boy – he looks just like the prince she has dreamt of for so long! He extends a hand to her and repeats the words she has somehow heard before, "Lets go... Together." But it is never that easy, is it? A world that seemed so dull is now torn apart by a whirlwind of love and hate, and the conflict that plagues all those involved.
Maria-sama ga Miteru and Kyoshiro to Towa no Sora both leave you with a similar feeling (an elegant feeling, mind you).
The main characters are girls with very bad self-asteem, surronded by a lot of elegance. Relationships are important to both series, though with KtTnS has more romance.
Lastly, both series contains elements of shoujo-ai, without being true shoujo-ai animes (KtTnS focusing on a hetero couple, MsgM mostly not going beyond hints).
Best friends Haruka and Yuu have just entered their first year at Misato West High School, a facility scheduled to be shut down in three years. The duo have been inseparable since middle school, but moving to a new school means making new friends. So together, the pair decides they’ll share something special that they won’t do with the other girls: they’ll share a passionate kiss. Now, the two, along with new companions Kotone, Shizuku, Kaede and Yuku, begin their high school days together, having plenty of fun - and sharing plenty of intimate kisses - along the way.
Both shows are about shoujo-ai in a high school setting, but Sakura Trick is more down to earth and lighthearted whereas Maria-sama ga Miteru is more about drama. Sakura Trick is also up front with things like kisses, unlike Maria-sama ga Miteru which mostly settles for subtext and the like.
Still, fans of either show that wants more shoujo-ai in their life would do well to check out the other anime.