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
Melancholic Vocaloid songs: masterpieces that pierce the heart (181–190)
What I want you to listen to isSasanomarii
This is a song by Sasanomaly, who is also active as a singer.
As a Vocaloid producer, he goes by the name Nekobolo.
You can feel a warmth in his distinctive melodies.
Miku’s clear, transparent vocals and Sasanomaly’s own gentle singing each have their own unique appeal.
Bittersweet Vocaloid songs: masterpieces that pierce the heart (191–200)
Yoshiwara Lamentasa
Asa’s original song for Kasane Teto, “Yoshiwara Lament,” posted on July 20, 2012.
It remains enduringly popular and is also performed by Wagakki Band, the rock band in which Asa plays bass.
When people talk about poignant original Vocaloid songs, this masterpiece is almost always mentioned.
The song is set in the Edo period, and the pervasive sense of sorrow is overwhelming.
PhotographEO
When I gaze at the trees turning colors, old memories suddenly come flooding back.
It’s a wistful electronic tune that perfectly suits the sentimental mood of autumn.
Created by EO, a Vocaloid producer known for emotionally stirring soundscapes, the track was released in 2023.
The fragile vocals of Kagamine Rin beautifully harmonize with the melancholic melody.
The lyrics portray the feelings of gazing at a single photograph and cherishing days that can never return.
It’s a piece you’ll want to listen to alone at dusk, lost in your thoughts.
I can’t sayhiragi
It’s a pop tune that startles you with a bittersweet cry of the heart, in contrast to its stylish vibe.
Created by Vocaloid producer Hiragi, it was released in August 2025.
The sophisticated melody and comfortable rhythm are captivating.
The lyrics portray the protagonist’s inner struggle—putting on a brave face while secretly wanting to run away.
It’s precisely because the confession rides on such a bright sound that the hidden feelings resonate even more deeply.
Give it a listen on nights when you can’t bring yourself to show weakness.
nonsenserinri
Rinri made their debut as a Vocaloid producer in July 2022.
The song “Saragoto,” created as a rookie entry for VocaColle 2023 Summer, features lyrics that poignantly capture feelings toward someone you can no longer meet, squeezing your heart.
Its ensemble, rich with depth and dimension, pairs with the story’s bittersweetness to draw you into its world.
Though it’s a short piece of about two minutes, its message and melody pierce the heart—a sentimental Vocaloid track.
Campanellasasakure.UK
A track by sasakure.UK, known for charming songs that make extensive use of electronic sounds and effects.
The motif is Kenji Miyazawa’s Night on the Galactic Railroad.
With GUMI’s airy vocals providing a pleasant feel, it’s a heartrending yet beautiful masterpiece.
It was released in 2009.
holonwotaku
Wotaku’s original Vocaloid song “Holon.” The blend of piano and synthesizer creates a mature atmosphere.
It has an addictive quality that makes you want to listen again and again.
It’s a song I’d love you to play on a rainy day, just like the girl featured in the video’s thumbnail image.