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The Sassy OliveThe Sassy Olive

  • Shop
    Featured Collections
    • Newest Arrivals
    • Support Animal Shelter Collection
    • Featured Artist: Lain Leo
    • Valentine’s Day Headbands
    • Social Justice Collection
    • Best Sellers
    • Sassy Medical Collection
    • Dental Headbands
    • Winter Woodsy
    • Retro & 60s Headbands
    • The Michigan Mitten
    • Book Club
    • Shop All Collections
    Shop by Type
    • Stretch Headbands
    • Top Knot Headbands
    • Wrap Headbands
    • Twist Headbands
    • Boho Buff
    • Slouchy Beanies
    • Scrunchie Packs
    • Baby Headbands
    • Shop All Headbands
    • Shop All Hats
    Shop by Pattern
    • Floral
    • Hobbies & Obsessions
    • Naughty & Swears
    • Occupations
    • Paisley
    • Solid Colors
    • Sports
    • Tie Dye
    • Western Prints
    • Shop All Products
    Special Offers
    • The Sassy Olive "Style Me" Box
    • Grab Bags
    • Bundle Deals
    • Gift Card
    • Shop All Products
  • Customize
    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
    • Custom Printing
  • Styling
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    • Top Knot
    • Twist
    • Short Hair
    • Headbands with Bangs
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Woman holding pink balloons in an urban setting with a light-colored building.
 
People with dogs in front of a van labeled 'wishbone Pet Rescue Alliance'
 

Shop With Heart

Now through February 14, five dollars from every pet themed headband supports our local animal shelter.
Shop Headbands Customize a Headband

Happy Valentines

For Every Kind of Love
Shop Valentines
People with dogs in front of a van labeled 'wishbone Pet Rescue Alliance'
 
Woman holding pink balloons in an urban setting with a light-colored building.
 

Best Sellers

  • I& I&
    I'm a Succa for You Stretch Headband
    I'm a Succa for You Stretch Headband
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    $15.00
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    $15.00
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  • Alaric Floral Stretch Headband - The Sassy Olive Alaric Floral Stretch Headband - The Sassy Olive
    Alaric Floral Stretch Headband
    Alaric Floral Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Feel the Fern Stretch Headband - The Sassy Olive Feel the Fern Stretch Headband
    Feel the Fern Stretch Headband
    Feel the Fern Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Daphne Floral Stretch Headband - The Sassy Olive Daphne Floral Stretch Headband - The Sassy Olive
    Daphne Floral Stretch Headband
    Daphne Floral Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Breezy Boho Floral Stretch Headband - The Sassy Olive Breezy Boho Floral Stretch Headband - The Sassy Olive
    Breezy Boho Floral Stretch Headband
    Breezy Boho Floral Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Cutie Mushrooms Stretch Headband - The Sassy Olive Cutie Mushrooms Stretch Headband - The Sassy Olive
    Cutie Mushrooms Stretch Headband
    Cutie Mushrooms Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Stevie Floral Stretch Headband - The Sassy Olive Stevie Floral Stretch Headband - The Sassy Olive
    Stevie Floral Stretch Headband
    Stevie Floral Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00

    5.0 / 5.0

    (2) 2 total reviews

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  • Land Before Time Stretch Headband - The Sassy Olive Land Before Time Stretch Headband - The Sassy Olive
    Land Before Time Stretch Headband
    Land Before Time Stretch Headband
    Regular price
    $15.00
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    $15.00
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Social Justice Collection- Headbands That Give Back

  • Big Fan of Human Rights Stretch Headband - The Sassy Olive Big Fan of Human Rights Stretch Headband - The Sassy Olive
    Big Fan of Human Rights Stretch Headband
    Big Fan of Human Rights Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Resist Stretch Headband - The Sassy Olive Resist Stretch Headband - The Sassy Olive
    Resist Stretch Headband
    Resist Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • No Ice Stretch Headband - The Sassy Olive No Ice Stretch Headband - The Sassy Olive
    No Ice Stretch Headband
    No Ice Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Fuck ICE Stretch Headband - The Sassy Olive Fuck ICE Stretch Headband - The Sassy Olive
    Fuck ICE Stretch Headband
    Fuck ICE Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • It’s Okay to Punch Nazis Stretch Headband - The Sassy Olive It’s Okay to Punch Nazis Stretch Headband - The Sassy Olive
    It’s Okay to Punch Nazis Stretch Headband
    It’s Okay to Punch Nazis Stretch Headband
    Regular price
    $15.00
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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.

  • Big Baby Grab Bag (Infant & Baby) - The Sassy Olive

    Baby Sass – Soft, Stylish Headbands for Babies

Explore All Products

Shop by Pattern

  • Solids - The Sassy Olive

    Solids

  • Sporty Sass - The Sassy Olive

    Sporty

  • Floral - The Sassy Olive

    Floral

  • Medical - The Sassy Olive

    Medical

  • Boho - The Sassy Olive

    Boho

  • Western Prints - The Sassy Olive

    Western Prints

  • Tie Dye - The Sassy Olive

    Tie Dye

  • Retro - The Sassy Olive

    The 60’s Called

  • Paisley - The Sassy Olive

    Paisley

  • Spooky - The Sassy Olive

    Spooky

  • Nature - The Sassy Olive

    Nature

  • Book Club - The Sassy Olive

    Book Club

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.

Visit our Styling Blog

Behind the Seams

  • The Sassy Olive Holiday Gift Guide 2025 - The Sassy Olive

    The Sassy Olive Holiday Gift Guide 2025

    December 10, 2025

    A quick and cozy Holiday Gift Guide featuring our bestselling handmade headbands for teens, tweens, teachers, nurses, outdoorsy friends, and more.

    Read more
  • Headbands with Bangs - The Sassy Olive

    Headbands with Bangs

    September 28, 2025

    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
  • Pride in Small Places: Celebrating Visibility and Community in Allegan, Michigan - The Sassy Olive

    Pride in Small Places: Celebrating Visibility and Community in Allegan, Michigan

    May 17, 2025

    At The Sassy Olive, Pride Month is more than just a celebration—it’s a reflection of our commitment to inclusivity, visibility, and community support.In 2020, our founder, Landria Johnson, became the...

    Read more
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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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