[VOCALOID] Heartbreak Song Ranking [2026]

Heartbreak ≈ BluesKedarui92rank/position

[VOCALOID] Heartbreak ≒ Blues feat. IA / Kedarui [Official]

It’s a refreshing song that conjures up a scene of a high school girl speeding down a hill on her bike during summer vacation.

The English lyrics are cool, and despite the heartbreak theme, the energetic vibe keeps it from feeling sad.

There’s also a stylish section where the accompaniment shifts to a jazzy feel.

It’s a song I really want you to listen to at least once.

Ainotoa93rank/position

Toa – AINO – ft. Hatsune Miku

It’s a song that portrays the journey from lost love to self-liberation, and every listen tightens my chest.

Created by Vocaloid producer Toa, known for hits like “Tsugihagi Staccato” and “ID Smile,” it was released in August 2024.

It features a sophisticated sound arrangement and lyrics marked by a sense of resignation toward parting.

Precisely because of its light, breezy tone, the contrasting message resonates.

When you sense the end of a romance, why not listen to this song and take a moment to face yourself?

claw combNeji P94rank/position

[Hatsune Miku] Tsumagushi (Hairpin Comb) [Original]

A work by Neji-P sung by Miku.

The song has a metal vibe.

The lyrics use traditionally Japanese word choices, and by singing of the changing seasons, it becomes a transient and melancholic piece.

The beloved person is likely dead, and it’s hinted that the singer is no longer of this world either, making it an achingly heart-wrenching song.

Thinking of you, unrequited loveTakanon95rank/position

[GUMI] Thinking of You, One-Sided Love [Original] / Takanon [Official]

This is a bittersweet love song about realizing you’re in love and feeling like you’ve grown closer, only to find out the other person likes someone else and end up heartbroken.

It was released in 2011 by the Vocaloid producer Takanon, also known for the hall-of-fame classics “The Color of the Next Blooming Flower” and “Datte Datte Datte.” You can’t help but cry when you think about how all the time you were so excited for is about to turn into something painful.

At the end of the song, the protagonist decides to put a lid on their own feelings and cheer the other person on…

It’s just too heartbreaking.

If you’re in love with someone you can’t be with, please give it a listen.

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sasashina

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Remnants of FlowersPikon96rank/position

Picon – Remnants of Flowers ft. Seikai

Time gone by, wounds unhealed, emotions in flux…

This work delicately portrays parting and loss through the motif of flowers.

Created by Picon and released in August 2024, it layers Seikai’s clear vocals over a distinctive sound that fuses electronica and ambient, yielding a listening experience that seems to seep into the depths of the heart.

The poetic lyrics and ephemeral melodies evoke the feeling of slowly spinning a story, one chapter at a time.

As you listen, bittersweet memories within you may resurface.

love and sorrowregulus97rank/position

Hatsune Miku - Love and Sorrow [Original PV]

This is a song posted in 2012 by Regulus, who is known for ballads.

Hatsune Miku’s emotive vocals are outstanding, and the piano melody makes it a beautifully crafted piece.

The tear-jerking lyrics, which many teenage girls can relate to, are especially memorable.

Reply desiredMikito P98rank/position

Mikito-P “Reply Longing” MV

A person who won’t answer your feelings… a bittersweet relationship comes into view in this heart-wrenching Vocaloid song.

“Reply Wish” by mikitoP was released in March 2024, a track written specifically for Kanata Amane, a Hololive-affiliated VTuber.

The cool, translucent band sound pairs perfectly with Miku’s delicate, fleeting vocals.

It’s a painfully beautiful love song with a world so evocative it can make you cry before you even realize it.

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Araki Jakkan

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