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
Poignant Vocaloid songs: timeless tracks that pierce the heart (281–290)
Hanarebanashitoa

It’s a song with a snappy, satisfying rhythm.
The sulky tone of the lyrics blends with flower’s slightly childlike vocals to create a nostalgic, bittersweet feeling.
The illustration style used in the music video is lovely.
It was released in 2016.
Hydrangea Nightnejishiki

This is the 38th work by Nejishiki, who has released numerous songs.
GUMI’s gentle vocals and the fast-paced chorus are particularly striking.
In addition to the music itself, be sure to check out the beautiful, translucent illustration drawn by Shirohiko.
It was released in 2014.
ItaAsai Umi

Asai Umi’s seventh original Vocaloid track, “Ita,” wraps listeners in a buoyant, springy rhythm and a uniquely bittersweet atmosphere.
The piano arrangement in particular employs distinctive scales, and the interplay between piano and guitar is superb.
Its vivid arrangement feels almost translucent.
Melancholic Vocaloid songs. Masterpieces that pierce the heart (291–300)
little bunnyteisotoku P

A song that makes you forget the world of VOCALOID and just listen.
I imagine there are many female singers who would love to cover and sing this track.
The lyrics, which feel like “thinking about the meaning of words I couldn’t understand as a child,” are set on a pedestrian overpass at night, and they’re the kind that bring tears to your eyes…
When your heart is fragile, pedestrian bridges and rooftops can feel like special places.
The divine vocals and consistently wistful production make it a piece you’ll want to revisit again and again.
Give it a listen when you feel like crying! By the way, the artist Teishotoku-P is also known for poignant, rock-leaning songs.
Let the dream remain a dreamisana

It feels like the chill sound slowly seeps deep into your chest.
This track is by the Vocaloid producer Isana, also known for works like “I’m Not a Menhera!”, and it was released in 2020.
The lyrics portray the everyday reality of a protagonist who left their hometown to chase a dream.
It’s hard not to relate to their feeling of hating their own halfhearted self.
Should they keep pushing on, or is it better to just give up…? The more you listen and the more you think about it, the deeper you sink—an intriguingly atmospheric Vocaloid song.
Talent, my foot.gogo tī

Vocaloid producer Gogo Tea is also known for “tried playing” performance videos and game commentaries.
Even if you can more or less predict the development—how it transitions from the A verse to the B verse, and from the B verse into the chorus—there’s a curious charm in how comfortably it resonates in your ears.
The melody is fully pop and easy to listen to, while the lyrics carry a slight sense of disillusionment with the world.
Even as it sadly sings, “I’ll give up because I have no talent,” you can feel it aiming to ignite a burst of energy toward what comes next through the cracks.
The guitar in the instrumental break is cool too—overall, a standout track.
First Ladykanade ne 96

“First Lady,” posted by Kanon69 on March 19, 2015, is such a popular song that it has entered the VOCALOID Hall of Fame.
The theme is a forbidden romance between a teacher and a student, and its poignancy permeates the track.
In addition to the original VOCALOID version, there’s also a version sung by the creator himself.


