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Home Famous Singers and Musicians

15 Best Ukulele Players of All Time

List of the Top 15 Best Ukulele Players of All Time

Edward Tomlin by Edward Tomlin
July 7, 2025
in Famous Singers and Musicians
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15 Best Ukulele Players of All Time
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The ukulele, often associated with sunny beaches and carefree strumming, has a rich history that transcends mere entertainment. This charming instrument has been graced by the talents of extraordinary musicians who have shaped its sound and pushed its boundaries. From the playful melodies of the classic Hawaiian style to innovative modern interpretations, the ukulele has captured the hearts of many.

In this article, we’ll explore the top 15 best ukulele players of all time, each bringing their unique flair and artistry to the instrument. Whether you’re a seasoned player or a curious listener, you’ll find inspiration in the diverse styles and techniques showcased by these ukulele virtuosos.

Prepare to be amazed by their captivating performances, groundbreaking contributions, and the sheer joy they infuse into their music. From legends who have laid the groundwork for future generations to contemporary artists redefining the ukulele’s role in popular music, this list celebrates the incredible talent that has made the ukulele a beloved instrument worldwide. Join us as we embark on a melodious journey through the lives and legacies of the finest ukulele players in history!

Table of Contents

  • 1. Jake Shimabukuro
  • 2. Israel Kamakawiwo’ole
  • 3. Eddie Kamae
  • 4. Lyle Ritz
  • 5. Taimane Gardner
  • 6. Roy Smeck
  • 7. Herb Ohta
  • 8. Benny Chong
  • 9. Billy McKague
  • 10. James Hill
  • 11. Gerald Ross
  • 12. Ukulele Ray
  • 13. Cynthia Lin
  • 14. Daniel Ho
  • 15. Ohta-San

1. Jake Shimabukuro

Jake Shimabukuro is widely considered one of the most influential ukulele players of our time. Born and raised in Honolulu, Hawaii, Jake took a humble, four-string instrument and elevated it to virtuosic heights. He first captured global attention with his emotional and technically astonishing cover of “While My Guitar Gently Weeps,” which went viral online. Since then, Jake has continued to defy expectations, blending genres like classical, jazz, flamenco, rock, and traditional Hawaiian music. What sets him apart isn’t just his speed or technical precision, but his ability to make the ukulele sing with such deep emotion that it leaves audiences breathless. Whether he’s performing a quiet ballad or a high-energy medley, there’s a storytelling element to everything he plays. Over the years, he’s toured internationally, collaborated with artists across multiple genres, and recorded albums that push the boundaries of what the ukulele can do. Jake Shimabukuro has not only expanded the repertoire of the instrument but also helped redefine its role in contemporary music. He’s inspired countless musicians and proven that the ukulele, often underestimated, can hold its own on the world’s biggest stages.

2. Israel Kamakawiwo’ole

Israel Kamakawiwo’ole, affectionately known as “Iz,” holds a special place in the hearts of music lovers around the world. Born and raised in Hawaii, Iz became a cultural ambassador for his people through his soulful voice and tender ukulele playing. His medley of “Somewhere Over the Rainbow/What a Wonderful World” remains one of the most beloved renditions in modern music history, combining simplicity with profound emotional depth. What made Iz stand out was his ability to convey the essence of Aloha — love, peace, and compassion — through every note. Despite his gentle musical style, he was also a passionate advocate for Native Hawaiian rights and the preservation of his culture. His life and music were deeply intertwined, and that authenticity shines through in every performance. Iz’s larger-than-life presence, both physically and spiritually, left a lasting impression on the global stage. Though he passed away at a young age, his legacy continues to inspire new generations of artists who are drawn not only to his sound but to the spirit behind it. Through his music, Israel Kamakawiwo’ole taught us that the ukulele can carry not just melody, but the heart of a people.

3. Eddie Kamae

Eddie Kamae was more than just a master ukulele player — he was a guardian of Hawaiian tradition and a pioneering force in the cultural revival of the islands. As a founding member of The Sons of Hawaii, Eddie helped bring Hawaiian music back into the spotlight at a time when its traditions were in danger of fading. His ukulele playing was both technically refined and deeply soulful, blending traditional techniques with his own creative flair. But Eddie was also a storyteller. Through his songs, documentaries, and public advocacy, he preserved the stories, values, and wisdom of his ancestors for future generations. His approach to music was never just about performance — it was about purpose. By the time of his passing, he had become a cultural icon whose influence extended far beyond the stage. Young musicians and elders alike revered him for his passion, humility, and unwavering commitment to Hawaiian heritage. His life’s work helped reestablish the ukulele as not only a musical instrument but a symbol of identity and pride. Thanks to Eddie Kamae, the music of Hawaii sings louder and clearer than ever before.

4. Lyle Ritz

Lyle Ritz changed the game for the ukulele by introducing it to the world of jazz. A gifted bassist and ukulele virtuoso, Ritz was part of the legendary Wrecking Crew — the group of elite studio musicians behind many of the biggest pop hits of the 1960s and 1970s. But it was his solo ukulele work that truly made him a pioneer. His groundbreaking albums, such as How About Uke?, showcased the ukulele in an entirely new light, proving it could handle complex jazz harmonies and improvisation with ease. His style was smooth, melodic, and full of rich chord voicings that hadn’t often been associated with the instrument. In doing so, Lyle Ritz expanded the boundaries of what was musically possible with a ukulele and influenced generations of players to think beyond traditional strumming. While he might not have sought the limelight, his contributions laid the foundation for many of today’s ukulele innovators. Whether backing up legendary pop stars or reimagining jazz standards for four strings, Lyle Ritz brought sophistication, warmth, and a quiet brilliance that changed the perception of the ukulele forever.

5. Taimane Gardner

Taimane Gardner is a force of nature in the ukulele world, redefining what the instrument can do with every performance. Born and raised in Hawaii, Taimane began playing ukulele as a young child and quickly developed a style that is uniquely her own — a fiery fusion of classical precision, rock intensity, and island soul. Her stage presence is electric, often combining intricate fingerpicking with dramatic strums, percussive beats, and bold theatricality. Songs like her medleys of classical and flamenco themes highlight not just her technical abilities but her creative vision. Taimane treats the ukulele like a full orchestra, pulling emotions and textures from it that few others can match. But beyond her jaw-dropping skill, what truly makes Taimane special is her fearless artistry. She isn’t afraid to break rules, blur genres, or explore unconventional themes. Her performances are visual, visceral, and deeply emotional, making her a standout not just among ukulele players, but in the global music scene. Taimane has inspired a new generation of young women and players everywhere to see the ukulele not just as a traditional instrument, but as a powerful tool for bold, contemporary expression.

6. Roy Smeck

Roy Smeck, famously dubbed the “Wizard of the Strings,” was a trailblazing entertainer who elevated the ukulele to a dazzling showpiece in the early 20th century. Known for his theatrical flair and unmatched finger dexterity, Smeck wowed audiences with his lightning-fast strumming, chord rolls, and jaw-dropping tricks. He was one of the first musicians to bring the ukulele to radio, film, and television, helping introduce it to millions around the world. His performances weren’t just musical — they were visual spectacles, filled with energy and humor. Yet behind the charm and charisma was a serious musician who deeply understood the mechanics of sound and performance. Smeck recorded dozens of albums and instructional books, helping generations learn the ukulele with enthusiasm and style. He was also one of the few ukulele players to achieve major fame during the instrument’s golden age and still be recognized decades later. Roy Smeck’s influence reaches far beyond his era; his innovative techniques and fearless showmanship laid the groundwork for modern ukulele performance. To this day, anyone strumming with flair or pushing the instrument’s limits owes a bit of thanks to this original wizard of the strings.

7. Herb Ohta

Herb Ohta, widely known as Ohta-San, is one of Hawaii’s most respected and accomplished ukulele masters. With a career that spans more than six decades, Ohta-San’s gentle, melodic touch and elegant phrasing have helped define the modern sound of the ukulele. He was a protégé of the legendary Eddie Kamae, and in turn, became a mentor to many, passing down the rich traditions of Hawaiian music while also embracing new styles. One of his most notable achievements is his collaboration with jazz guitarist Andre Popp, which produced the international hit “Song for Anna.” This crossover success showed the world that the ukulele could evoke deep emotion in sophisticated musical contexts. Ohta-San’s playing is marked by clarity, precision, and a quiet strength — a style that feels both deeply personal and universally moving. His influence has spread across the globe, with many modern ukulele players citing him as a direct inspiration. Through his recordings, teaching, and gentle presence, Herb Ohta has helped ensure the ukulele remains not just an instrument of joy, but one of artistry and expression.

8. Benny Chong

Benny Chong is a true pioneer in the world of jazz ukulele. Originally a jazz guitarist, he brought his sophisticated understanding of harmony and rhythm to the ukulele, redefining what the instrument could accomplish in the jazz idiom. His playing is smooth, complex, and full of unexpected turns — a masterclass in turning a small, humble instrument into a vehicle for deep musical exploration. Benny is best known for his chord-melody style, where he simultaneously plays both the harmony and melody, creating lush, complete arrangements on his own. His interpretation of jazz standards has earned him respect not only among ukulele enthusiasts but also among serious jazz musicians. Beyond performance, Benny Chong is also a dedicated teacher who has shared his knowledge with countless students in Hawaii and beyond. He’s played a vital role in elevating the ukulele’s status, showing that it belongs not just in casual jams, but on the jazz stage as well. His contributions have expanded the possibilities for the instrument and encouraged many others to explore more complex and ambitious musical paths on the ukulele.

9. Billy McKague

Billy McKague is a rising voice in the contemporary ukulele scene, known for his energetic stage presence and heartfelt songwriting. Blending genres like folk, indie pop, and acoustic rock, Billy creates music that feels deeply personal yet widely relatable. His ukulele playing is crisp and creative, often using the instrument as both a melodic and rhythmic tool. McKague’s lyrics often explore themes of love, growth, and self-discovery, connecting with audiences on an emotional level. What makes Billy stand out is his ability to weave catchy melodies with thoughtful storytelling, all while using the ukulele in innovative and refreshing ways. His performances are warm and inviting, filled with authenticity and charm. As a younger artist, Billy represents a new wave of ukulele players who are pushing the instrument beyond its traditional roles and into the realm of singer-songwriter pop. His commitment to originality and sincerity in music is helping redefine what the ukulele can be in the modern era. For listeners looking for something fresh and emotionally resonant, Billy McKague’s music offers a compelling blend of tradition and innovation.

10. James Hill

James Hill is one of the most versatile and respected ukulele players of his generation. Hailing from Canada, Hill has taken the ukulele far beyond its traditional boundaries, blending classical, jazz, folk, and even rock influences into his dynamic performances. Known for his jaw-dropping technique and boundless creativity, Hill has the rare ability to make the ukulele sound like an entire band — playing bass lines, rhythms, and melodies all at once. He is also a passionate educator who has written method books and led workshops around the world, helping to inspire and train the next generation of ukulele enthusiasts. What sets Hill apart isn’t just his skill, but his ability to tell stories through music — whether he’s performing a soulful ballad or a quirky instrumental, there’s always heart and personality in every note. His album Man with a Love Song and collaborations with cellist Anne Janelle showcase his innovative spirit and musical sensitivity. James Hill has proven that the ukulele is not limited by genre or tradition — in the right hands, it’s an instrument of limitless possibility.

11. Gerald Ross

Gerald Ross is widely respected in the ukulele and roots music community for his versatility and joyful approach to music. With a background that includes swing, blues, jazz, and Hawaiian styles, Ross brings a seasoned and playful energy to every performance. He’s not just a ukulele player — he’s also a skilled guitarist and lap steel player, and his deep understanding of American roots music gives his playing a rich, nuanced feel. On the ukulele, Gerald is known for his smooth strumming, melodic solos, and engaging arrangements of classic tunes. He often performs at ukulele festivals and music camps, where his easygoing teaching style and warm personality make him a favorite among students. Gerald Ross is also a champion of vintage music, bringing forgotten gems from the swing and Tin Pan Alley eras back to life in charming and accessible ways. His recordings and live sets are full of toe-tapping grooves and musical wit. Whether on stage or in a workshop, Gerald brings people together through music that’s lighthearted, skillful, and always fun. His contributions have helped keep the ukulele both rooted in tradition and fresh for new generations of players.

12. Ukulele Ray

Ukulele Ray was a colorful and unforgettable personality in the ukulele world. Known for his boundless energy, theatrical flair, and innovative spirit, he made it his mission to bring smiles to faces through music. Ray wasn’t just a performer — he was an entertainer in every sense, often incorporating comedy, storytelling, and crowd participation into his shows. He played not only traditional ukuleles but also designed and performed with custom ukes made from lunchboxes and toys, delighting audiences of all ages. While some viewed him as a novelty act, there’s no denying his talent and his role in popularizing the ukulele in fun and unconventional ways. Ukulele Ray helped show that music doesn’t always have to be serious to be meaningful — sometimes, its power lies in joy, laughter, and connection. His performances at festivals and public events always drew a crowd, and his presence was larger than life. Though he passed away in 2017, Ukulele Ray left behind a legacy of creativity and celebration, reminding everyone that music can be a joyful escape and a way to bring people together, one strum at a time.

13. Cynthia Lin

Cynthia Lin is a beloved figure in the modern ukulele community, known for her serene voice, heartfelt songwriting, and generous spirit. Based in San Francisco, she has built a loyal following through her YouTube tutorials, live performances, and original music. Cynthia’s style blends elements of folk, jazz, and pop, often wrapped in warm, soothing melodies that reflect her calm and introspective nature. Her ukulele playing is both graceful and inviting, complementing her voice perfectly. Beyond her music, Cynthia has become an influential teacher, offering online workshops and resources that help thousands of players around the world learn to play and express themselves through the ukulele. She’s also a co-founder of the annual Bay Area Ukulele Retreat, a gathering that fosters connection and creativity among players of all levels. What makes Cynthia stand out is her authenticity — her performances feel like intimate conversations, full of honesty and emotional depth. Whether she’s covering a classic tune or sharing a personal original, she creates space for reflection and comfort. Cynthia Lin has helped make the ukulele not only a musical instrument but also a tool for mindfulness, connection, and community.

14. Daniel Ho

Daniel Ho is a multi-instrumentalist, composer, and producer who has played a significant role in expanding the reach and reputation of Hawaiian music around the world. A six-time Grammy Award winner, Ho has introduced the ukulele to new audiences through his genre-defying projects that blend traditional Hawaiian sounds with jazz, classical, and world music. His ukulele playing is refined and intricate, characterized by clean fingerstyle technique and a deep sense of musicality. Daniel is not only a performer but also a prolific producer and educator, having worked with many other artists and created instructional materials for aspiring musicians. His work reflects a passion for cultural preservation and innovation — honoring the past while forging new paths forward. Through his albums, concerts, and educational efforts, Ho has shown that the ukulele is a powerful instrument capable of profound beauty and global relevance. Whether performing solo or collaborating with other artists, Daniel Ho brings excellence, humility, and creativity to everything he does. His contributions continue to inspire players and listeners alike, making him one of the most respected voices in contemporary Hawaiian and ukulele music.

15. Ohta-San

Ohta-San, the beloved stage name of Herb Ohta, is widely considered one of the most influential ukulele players in the world. While he is already featured earlier as Herb Ohta, this separate entry underlines his legacy as Ohta-San — the name under which he achieved international fame. His signature sound is smooth, elegant, and deeply emotive, showcasing the ukulele as a solo instrument capable of expressive, complex music. Ohta-San was instrumental in bridging Hawaiian tradition with global audiences, especially through his popular collaborations with international musicians and his recordings that reached far beyond the Pacific. Albums like Song for Anna introduced a new level of sophistication to ukulele music, combining heartfelt melodies with expert technique. His artistry elevated the instrument from its casual, novelty image to one of serious musical potential. Even in his later years, Ohta-San continued to perform and inspire, mentoring younger musicians and contributing to the ukulele’s golden resurgence. With his unmatched tone and commitment to preserving Hawaiian culture, Ohta-San remains a towering figure in the ukulele world, leaving a legacy of beauty, respect, and deep aloha for both the instrument and its heritage.

Edward Tomlin

Edward Tomlin is a frequent contributor to Singers Room. Since 2005, Singersroom has been the voice of R&B around the world. Connect with us via social media below.

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