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 (101–110)
from Y to YJimii Samu P
Named “JimmyThumb-P” because of his plain thumbnails that don’t pander to the character Hatsune Miku.
Despite the modest thumbnails, he’s well known for the high level of polish in his songs.
Megurine Luka provides harmonies.
It was released in 2009.
Don’t say goodbye.MIMI
There are nights when you’ll hate your own weakness… and this is something that will stay close to those feelings.
It’s a song by Karo-P and MIMI, known for their heart-touching style, released in June 2023.
Featuring a simple arrangement centered on acoustic guitar and piano, it gives the sense that the vocals and lyrics come straight into your ears.
Many listeners will surely find comfort in its message: “It’s okay not to push yourself—wait for the moment when you can face forward.”
landmarknasoni
A cycle of repeated self-denial and nihilism unfolds, along with the heart’s cry as it struggles to break free.
Released by Nasoni in October 2025, this track is a dance tune marked by a jazzy piano that leaves a strong impression.
The stylish sound pairs beautifully with Flower’s buoyant, springy vocals.
Many listeners will likely resonate with the lyrics’ portrayal of a protagonist leading a world-weary life yet continuing to seek salvation somewhere.
It especially hits home when you’re in an introspective mood.
Jakkuyomitan akane
This piece features Kasane Teto SV and stands out for its lyrics that peel away hard-edged words.
It’s a track by multi-creator Akane Yomitan, who handles everything from video production to illustration herself, released in October 2025.
The introspective, self-positioning monologue of the lyrics pairs perfectly with a somewhat wistful sound arrangement, drawing you into its world before you know it.
If you’re looking to discover a Vocaloid song that’s a little different from the rest, be sure to check it out!
hydrangeaNaisho no piasu
This song captivates with a poignant sadness that sinks deep into the heart.
Created by Naisyo no Pierce, it uses hydrangeas blooming in the rainy season as its motif to portray both the sorrow of parting and the hope of renewal.
Released in June 2024, it features KAFU’s clear, translucent vocals that deftly express subtle emotions.
The emotional melody shakes the listener to the core.
It’s a track that will especially resonate with those who’ve experienced a breakup or a farewell to someone dear.
Please take your time and listen closely.
Melancholic Vocaloid songs: masterpieces that pierce the heart (111–120)
Flywayhalyosy
Halyosy is a Vocaloid producer who is also active as a vocalist.
The song he wrote for the in-game music unit Leo/need is “Flyway.” Sung by Kagamine Len and KAITO, it features lyrics that feel like the two are reaffirming their deep bond.
It also carries the message that no matter how far apart you are, that bond doesn’t change.
For those living away from family or a partner, it may truly resonate.
EulogySatsuki
A song by Vocaloid producer Satsuki, released in November 2025.
It was submitted to the anonymous posting event Colorless Transparent Festival 3.
Featuring layered vocals by Kasane Teto and Adachi Rei, the piece sings words of remembrance for the departed.
The emotions wavering between memories preserved in the digital realm and the sense of loss in reality come through with aching clarity.
Try listening alone at night while thinking of someone dear—you’ll likely be left with a deep, lingering aftertaste.