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: Heart-Piercing Masterpieces (201–210)
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.
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.
Fleeting eternityYasuha.

Have you ever remembered a happy moment from the past only to feel sad afterward? If so, the song “Ephemeral Eternity” speaks for you.
It’s a work by Yasuha, a Vocaloid producer who has created numerous tie-in songs for companies.
The song looks back on memories with a former lover and dwells on the days that are gone.
It’s also known as the set piece for an illustration contest; checking that out might help you enjoy the song’s world even more.
Artificial Flower DemonKou

A heart that should be in love, yet remains unfulfilled… A stylish, bittersweet Vocaloid track that likens shifting emotions to artificial flowers.
Created by Vocaloid producer Kou, it was released in March 2023 and is included on the album “Madoubutsugi,” released the same year.
The mid-tempo arrangement, tinged with a jazz essence, gives the impression of something you’ll want to listen to slowly with your eyes closed.
The protagonist’s hollow feelings expressed in the lyrics match the sonic imagery, drawing you in emotionally.
When you’re tormented by loneliness, this song might be just what you need.
Nearly EndOe Karushii

The pain of having to part ways even though you care so much… this is a goodbye song that pierces the heart.
“Nearly End,” a track by Vocaloid producer Oe Calcite, was released in 2021.
Centered on a band sound, it resonates with the beautiful tones of piano and strings.
Miku’s wistful vocals match the mood of the piece perfectly.
The lyrics trace emotional misalignment and the anxiety of an approaching time limit.
It might be just right for when you want to have a good cry.
eternityKashii Moimi

Eternity portrays the grief of a woman who has lost someone dear to her.
It is a work by Moimi Kashii, a creator behind many Hall of Fame tracks.
The first half quietly expresses sorrow over a nostalgic soundscape, then the chorus surges and lays bare intense emotion—a structure that builds to a powerful release.
This contrast seems to be one reason it has gained widespread support.
With its overall incorporation of Japanese aesthetics and a dark atmosphere, it’s also recommended for fans of the Taisho Romantic style.