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: masterpieces that pierce the heart (261–270)
potionkisara

A pop tune with a charming vibe that harbors a faint darkness, leaving a strong impression.
Composed by Kisara and released in May 2024, it was unveiled as an image song celebrating v4 flower’s 10th anniversary.
Its unique world, where gentle sweetness blends with a sense of unease, captivates listeners and won’t let go.
Recommended for those who feel a hint of sadness even while in love, and for anyone who enjoys sweet yet bittersweet love stories.
Plastic Umbrellatsuru

A heartrending melody falls like a gentle, steady rain.
This track, crafted by Tsuru, was released in November 2024.
The breath-infused vocals of Kasane Teto SV beautifully convey a sense of loneliness amid the bustle of the city.
The lyrics, themed around vinyl umbrellas, trains, and parting, carry a quiet sorrow that tightens your chest.
Also noteworthy is the emotional band sound, marked by a distinctly sentimental guitar.
Return to poetrysaikawa

I don’t know why I’m alive… When you feel lost in life, this song might gently stay by your side.
It’s a track by Vocaloid producer saikawa, released in 2021.
One of its charms is the light, acoustic-guitar-centered arrangement.
The poignant message woven into the lyrics really shines through.
Give this emotional Vocaloid song a listen—it may stir the feelings deep within your heart.
PuzzleKuwagata P

The songwriter and composer is Kuwagata-P, known for rock-style tracks.
It’s a lyrical rock ballad where the piano and guitar weave heartrending phrases.
The lyrics, about searching for the missing piece that connects two people after their breakup, are heartbreaking.
A perfect listen for when you’re going through a breakup.
Bittersweet Vocaloid songs. Masterpieces that pierce the heart (271–280)
complicated loveTakanon

Takanon, known for love songs featuring GUMI, wrote both the lyrics and music.
The title “Nankai” is a double meaning of “How Many Times” (nankai) and “Difficult to Understand” (nankai).
It’s a charming yet heartrending masterpiece that depicts an unrequited love.
[it’s not] World’s endnanou
![[it's not] World’s endnanou](https://i.ytimg.com/vi/RWUeqn7bXIM/hqdefault.jpg)
This is a song by Hoehoe-P, who is also active as a musician and has gained popularity.
It’s an up-tempo number with a refreshing, memorable melody.
The lyrics are heartbreakingly moving and instantly gripping, yet the ending leaves you with a warm sense of kindness—a true masterpiece.
husktoa

I think it’s perfect for when you want to cry your heart out and reset your feelings.
It’s a song by the Vocaloid producer toa, who has created hits like “Tsugihagi Staccato,” “ID Smile,” and “Dry Dry Flower,” and it was released in 2013.
Hatsune Miku’s transparent, airy vocals are striking—they fit the grand and beautiful melody perfectly.
The lyrics, which depict parting and reunion, are profoundly moving.
The more you listen, the more it tugs at your tear ducts—a deeply affecting ballad.


