This Hawaiʻi Band Took a Break…Then Everything Changed | Wavvy Keeps It Aloha (Ep. 231) episode artwork

EPISODE · Jun 4, 2026 · 2H 29M

This Hawaiʻi Band Took a Break…Then Everything Changed | Wavvy Keeps It Aloha (Ep. 231)

from Keep it Aloha · host Kamaka Dias

Kala’i Pomroy and James Shaw are musical artists from the Big Island of Hawai’i. These Hilo boys are now based on Oʻahu, and represent a new generation of local music — one that blends island reggae, R&B, hip-hop, and pop into something that feels both rooted and global at the same time. Their breakout track Keep Me In Mind helped put them on the map, and since then they’ve continued to build momentum with songs like Thyme, POUNDTOWN, Peaches, Sunshine, and Long Day.They’ve performed on platforms like HI Sessions, HI Now, and Sugarshack Sessions, and recently released their debut project Sink or Swim, collaborating with artists like HIRIE and Likkle Jordee, the Steppas, and 8R08 along the way.In this episode we talk story about growing up in Hilo, how they became friends, the start of their music career, their hustle to make money, taking a break to refocus, their reemergence to the music scene, their first album, and so much more. Enjoy!Full episodes:🎥 https://www.youtube.com/@KeepitAlohaPod/videosBuy our merch:🛍️ https://keepitaloha.com/Support us:🤙 https://www.patreon.com/kamakadiasFollow us:📸 Instagram – https://www.instagram.com/keepitalohapod/🎵 TikTok – https://www.tiktok.com/@keepitalohapod📘 Facebook – https://www.facebook.com/keepitalohapod

Kala’i Pomroy and James Shaw are musical artists from the Big Island of Hawai’i. These Hilo boys are now based on Oʻahu, and represent a new generation of local music — one that blends island reggae, R&B, hip-hop, and pop into something that feels both rooted and global at the same time. Their breakout track Keep Me In Mind helped put them on the map, and since then they’ve continued to build momentum with songs like Thyme, POUNDTOWN, Peaches, Sunshine, and Long Day.They’ve performed on platforms like HI Sessions, HI Now, and Sugarshack Sessions, and recently released their debut project Sink or Swim, collaborating with artists like HIRIE and Likkle Jordee, the Steppas, and 8R08 along the way.In this episode we talk story about growing up in Hilo, how they became friends, the start of their music career, their hustle to make money, taking a break to refocus, their reemergence to the music scene, their first album, and so much more. Enjoy!Full episodes:🎥 https://www.youtube.com/@KeepitAlohaPod/videosBuy our merch:🛍️ https://keepitaloha.com/Support us:🤙 https://www.patreon.com/kamakadiasFollow us:📸 Instagram – https://www.instagram.com/keepitalohapod/🎵 TikTok – https://www.tiktok.com/@keepitalohapod📘 Facebook – https://www.facebook.com/keepitalohapod

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This Hawaiʻi Band Took a Break…Then Everything Changed | Wavvy Keeps It Aloha (Ep. 231)

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This episode is 2 hours and 29 minutes long.

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This episode was published on June 4, 2026.

What is this episode about?

Kala’i Pomroy and James Shaw are musical artists from the Big Island of Hawai’i. These Hilo boys are now based on Oʻahu, and represent a new generation of local music — one that blends island reggae, R&B, hip-hop, and pop into something that feels...

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