Melancholic Vocaloid songs: masterpieces that pierce the heart
This time, we’re introducing a collection of poignant, heart-piercing Vocaloid songs.
From love-themed tracks to ones that embrace feelings of loneliness, as well as deeply moving pieces, we’ve picked selections from many genres—so if you look, you’re sure to find a song that resonates with your heart.
These are all perfect for when you want to have a good cry or face your worries head-on.
Take your time to savor the story woven into each track, and be sure to check them out.
- [Hits Home] A Special Feature on Dark/Vent Vocaloid Songs
- [Sentimental/Emotional] A Collection of Vocaloid Songs That Shake the Heart [Moving Songs]
- [Tearjerker] A compilation of Vocaloid songs that make you cry
- Masterpieces of Vocaloid Ballads [Tear-Jerking / Heart-Wrenching]
- [Feelings] A selection of Vocaloid songs with lyrics that resonate [Message]
- [Heart-wrenching] Vocaloid breakup songs. Classic love tracks that make your chest ache
- Vocaloid Songs for When You Want to Cry [Moving and Heart-wrenching]
- [Deeply Moving] A Collection of Vocaloid Masterpieces That Comfort the Heart
- [Sweet and Sour] Vocaloid Unrequited Love Song Collection [Bittersweet]
- [Hot] A special feature on cool Vocaloid songs!
- [Memories] A Collection of Nostalgic and Classic Popular Vocaloid Songs
- [Carefully Selected] A Special Feature on Hidden Vocaloid Masterpieces
- [Trend] A collection of nostalgic Vocaloid songs we used to listen to a lot
Bittersweet Vocaloid songs. Masterpieces that pierce the heart (31–40)
Night Sky Patrol of TomorrowOrangestar
It’s no exaggeration to call “Asu no Yozora Shoukaihan” the signature song of Orangestar, the charismatic Vocaloid producer who burst onto the scene like a comet.
Hugely popular especially among middle and high school students, this track is frequently performed at karaoke and in “tried singing” videos.
Many people likely started producing Vocaloid music inspired by Orangestar.
Don’t miss this song with its catchy melody line and upbeat rhythm!
Hated by life.Kanzaki Iori
It’s a song suffused with a strange emptiness that seems to both affirm and deny the desire to die.
The lyrics continue with a negative view that confronts death head-on.
Precisely because of that, the words sung at the end feel somehow filled with light.
Dawn and Firefliesn-buna
If you want a Vocaloid song that tugs at your heart, how about this one? “Dawn and Fireflies” is included on “Flowers and Candy, the Last Train,” released in 2015 by n-buna, who’s also known as the composer for Yorushika.
Its sharp, grunge-inflected band sound is part of the appeal.
The lyrics unfold like a short story, evoking seasons and landscapes.
If you’ve ever felt anxious about tomorrow coming, the poignancy of this song will resonate.
Accompanied by its emotional rock sound, you’ll feel like making it through the night.
The Future Vanishing Diaryharuna.
An emotional piano rock song that portrays the anxiety of youth coming to an end.
“Future Vanishing Diary” is a track released in December 2025.
Its arrangement blends lightness with wistfulness, perfectly complementing Miku’s slightly husky vocals.
I can’t help but see myself in the protagonist’s mindset.
If you’re a teenager, you probably know this feeling well.
If you like this song, be sure to check out “Future Creation Diary,” which is thematically connected by its title.
That summer reaches saturation.Kanzaki Iori
From the very first line, it hits like a shock—a heartbreakingly poignant summer Vocaloid song.
It’s a signature work by Vocaloid producer Kanzaki Iori, released in 2018.
Centered on the protagonists “I” and “you,” it has a strong narrative quality that makes you feel as if you’re reading a novel.
The sound intensifies in step with the unfolding story, tightening your chest to the point of pain.
If you haven’t heard it yet, please listen all the way to the end at least once.
It might be the kind of music that stays in your heart for life.
Bittersweet Vocaloid songs: masterful tracks that pierce the heart (41–50)
to liveMizuno Atsu
Known for songs that depict a bittersweet heart, such as “Curtain Rail,” Vocaloid producer Atsu Mizuno drew wide attention on social media with “Ikiru,” released in 2021, which has become one of his signature tracks.
Its delicate, beautiful piano and straightforward arrangement centered on vocals resonate deeply.
The expressive singing is also a highlight.
The lyrics candidly portray the pain and difficulty of living day to day, tightening the chest.
It’s a song that gently embraces the true feelings of those doing their best at school or work.
I can’t return to the bottom of the waterkyiku
This work is filled with feelings of lingering attachment to the past and a yearning for salvation.
It’s a track by Vocaloid producer kyiku, included on the compilation CD “log” in November 2025 and later released as a video in February 2026.
The breathy vocals and the mechanical-style poetry reading form a beautiful contrast that’s utterly captivating.
As I listen, I find myself pulled into memories of regret, to the point where I almost want to cry.
It’s something I want to play on nights when my overflowing emotions need calming.