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 (221–230)
Midsummer Rainmaya

A rock tune crafted by Maya, who is also active as a professional guitarist.
The low-voiced duet of Kamui Gakupo and KAITO vividly portrays the scene of rain falling on a summer night, tightening the listener’s chest.
The heavy guitars and their harmonies resonate with aching poignancy.
The lyrics, filled with helpless feelings toward days gone by and a yearning to reunite with a cherished person who is no longer here, are equally heart-wrenching.
It’s a perfect track for nights when you want to drift into contemplation.
Minazuki (the traditional Japanese name for the sixth month)fuyukan

This is a work by Fuyukan that feels as if the very atmosphere of early summer has been turned into sound.
Kagamine Len’s heartrending vocals and the Japanese-style arrangement are a perfect match.
The song portrays a bittersweet longing for a season that has passed, and the quiet, helpless feelings of thinking about someone precious who is no longer here.
The melody line that sparks the imagination is outstanding.
Why not take some time alone after the rain to fully immerse yourself in its world?
Before I disappear tomorrowAme Ryou

This piece by Vocaloid producer Amara opens with a piano-driven, emotional intro that really tugs at the heart.
The theme is “my kind of summer,” blending a refreshing vibe with a subtle sense of melancholy.
Many listeners will likely relate to the lyrics, which bare the desire to do something before you fade away.
It’s a perfect fit for those slightly sentimental moods at summer’s end.
Why not lend an ear to Amara’s one-of-a-kind sound?
Cursed Pinksaitou owari

It’s a bittersweet Vocaloid song that portrays the struggle with self-esteem.
Created by Owari Saito, it was released in February 2025.
Beneath its pop sound, it weaves in a distinctive dark edge and a fantastical worldview.
It delicately depicts the inferiority that arises from comparing yourself to others and questions the “cuteness” society demands.
If you can’t quite find the courage to give a White Day return gift, this song might just sit with those slightly hesitant feelings.
Let it help you sort out your emotions—and go ahead and give that present.
Just Be FriendsDixie Flatline

The songwriter and composer is Dixie Flatline, known for expertise in hip-hop and R&B.
It’s a mature, R&B-style track that portrays a sorrowful breakup between a man and a woman.
The song has surpassed one million plays and has been covered by many people.
Astronautpowapowa P

This is a song by HowaHowa-P, who sadly passed away at the young age of 20.
Despite its simple structure, the fully realized world it creates is nothing short of breathtaking.
The gently floating tones and lyrics steeped in loneliness and bittersweet emotion are irresistible.
It was released in 2011.
Poignant Vocaloid songs: moving masterpieces that pierce the heart (231–240)
emptiness/void (kara)Presto

Perhaps everyone has moments when they “somehow feel empty.” That’s exactly when I’d like you to listen to “Kara/Kyo (Emptiness/Void).” It’s a piece by Vocaloid producer Presto, created using Hatsune Miku.
The song centers on the two kanji in the title, expressing both “feeling hollow inside” and “the futility of life.” However, it isn’t gloomy—by the end, it points toward hope for the future.
Listening to it will surely lift your spirits.


