Men’s Headbands: Why Guys Wear Them
Men’s headbands aren’t just for style, they’re a practical solution for work, workouts, and everyday wear. From managing sweat to keeping hair in place, here’s why more guys are wearing...
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Sassy Spring Drop
Garden Queen Collection
Charleston Charm Collection
New Arrivals
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MSU Tie Dye Stretch HeadbandMSU Tie Dye Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Green Mandala MSU Stretch HeadbandGreen Mandala MSU Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Green Checker MSU Stretch HeadbandGreen Checker MSU Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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U of M Polka Dots Stretch HeadbandU of M Polka Dots Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Mandala U of M Stretch HeadbandMandala U of M Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Checkered U of M Stretch HeadbandCheckered U of M Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Detroit Pistons Stretch HeadbandDetroit Pistons Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Secret Garden Wrap HeadbandSecret Garden Wrap Headband- Regular price
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$18.00 - Regular price
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- Sale price
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$18.00
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Best Sellers
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I'm a Succa for You Stretch HeadbandI'm a Succa for You Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Feel the Fern Stretch HeadbandFeel the Fern Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Alaric Floral Stretch HeadbandAlaric Floral Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Daphne Floral Stretch HeadbandDaphne Floral Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Breezy Boho Floral Stretch HeadbandBreezy Boho Floral Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Cutie Mushrooms Stretch HeadbandCutie Mushrooms Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Stevie Floral Stretch HeadbandStevie Floral Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
Sold outQuick view
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Land Before Time Stretch HeadbandLand Before Time Stretch Headband- Regular price
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$15.00 - Regular price
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- Sale price
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$15.00
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Shop by Headband Style
Sassy Stretch Headband – The Ultimate Fit for Every Style
Top Knot Headbands – The Perfect Fit, Every Time
Sassy Twist Headbands – Stylish, Layered & Versatile
Sassy Wrap Headbands – Endless Ways to Wear It, One Headband to Love
Boho Buff-From headband to neck gaiter—style it your way.
Baby Sass – Soft, Stylish Headbands for Babies
Style Your Look: Headbands for Everyone
Short hair, long hair, curly, straight—or even no hair at all! Our headbands look amazing on everyone, including guys, girls, and kiddos. Check out easy styling tips, videos, and tutorials to find your perfect look. Because everyone deserves to feel confident rocking a headband.
Behind the Seams
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The Sassy Olive Holiday Gift Guide 2025
A quick and cozy Holiday Gift Guide featuring our bestselling handmade headbands for teens, tweens, teachers, nurses, outdoorsy friends, and more.
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Headbands with Bangs
Headbands with Bangs: Let’s Talk About ItBangs are cute. Headbands are cute. But wearing both at the same time? That takes a little finesse—and we’re here to spill the tea...
Read more
At The Sassy Olive, every headband starts with imagination and ends with handcrafted perfection. Unlike others, we handle everything in-house—from designing our own vibrant patterns and printing our own fabrics, to hand-sewing every piece right here in Allegan, Michigan.
Visit Us in Allegan
125 Locust Street
Allegan, MI 49010
Mon - Sat, 10:00am - 6:00pm
Sunday, 10:00am - 3:00pm
(269) 512-7117
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