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    • Top Knot Headbands
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    Special Offers
    • The Sassy "Style Me" Box
    • Grab Bags
    • Bundle Deals
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    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
    • Custom Fabric Printing
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    • Stretch
    • Wrap
    • Top Knot
    • Twist
    • Short Hair
    • Headbands with Bangs
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Collection: All Headbands

Handmade stretch headbands in every style and pattern. Sort by style or pattern type to find your perfect fit — all soft, comfy, and sewn in Michigan.
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1486 products
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1486 products

  • Basic Buffalo Plaid Wrap Headband - The Sassy Olive Basic Buffalo Plaid Wrap Headband - The Sassy Olive
    Basic Buffalo Plaid Wrap Headband
    Basic Buffalo Plaid Wrap Headband
    Regular price
    $18.00
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    Sale price
    $18.00
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  • Bram Plaid Stretch Headband - The Sassy Olive Bram Plaid Stretch Headband - The Sassy Olive
    Bram Plaid Stretch Headband
    Bram Plaid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Natural Buffalo Plaid Stretch Headband - The Sassy Olive Natural Buffalo Plaid Stretch Headband - The Sassy Olive
    Natural Buffalo Plaid Stretch Headband
    Natural Buffalo Plaid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Natural Buffalo Plaid Wrap Headband - The Sassy Olive Natural Buffalo Plaid Wrap Headband - The Sassy Olive
    Natural Buffalo Plaid Wrap Headband
    Natural Buffalo Plaid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Fuchsia Pink Solid Stretch Headband - The Sassy Olive Fuchsia Pink Solid Stretch Headband - The Sassy Olive
    Fuchsia Pink Solid Stretch Headband
    Fuchsia Pink Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Fuchsia Pink Top Knot Headband - The Sassy Olive Fuchsia Pink Top Knot Headband - The Sassy Olive
    Fuchsia Pink Top Knot Headband
    Fuchsia Pink Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Fuchsia Pink Solid Wrap Headband - The Sassy Olive Fuchsia Pink Solid Wrap Headband - The Sassy Olive
    Fuchsia Pink Solid Wrap Headband
    Fuchsia Pink Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Eggplant Purple Solid Stretch Headband - The Sassy Olive Eggplant Purple Solid Stretch Headband - The Sassy Olive
    Eggplant Purple Solid Stretch Headband
    Eggplant Purple Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Eggplant Purple Top Knot Headband - The Sassy Olive Eggplant Purple Top Knot Headband - The Sassy Olive
    Eggplant Purple Top Knot Headband
    Eggplant Purple Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Eggplant Purple Solid Wrap Headband - The Sassy Olive Eggplant Purple Solid Wrap Headband - The Sassy Olive
    Eggplant Purple Solid Wrap Headband
    Eggplant Purple Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Peony Pink Solid Stretch Headband Peony Pink Solid Stretch Headband
    Peony Pink Solid Stretch Headband
    Peony Pink Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Peony Pink Top Knot Headband Peony Pink Top Knot Headband
    Peony Pink Top Knot Headband
    Peony Pink Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Peony Pink Solid Wrap Headband Peony Pink Solid Wrap Headband
    Peony Pink Solid Wrap Headband
    Peony Pink Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Dusty Blue Grey Top Knot Headband - The Sassy Olive Dusty Blue Grey Top Knot Headband - The Sassy Olive
    Dusty Blue Grey Top Knot Headband
    Dusty Blue Grey Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Dusty Blue Grey Solid Wrap Headband - The Sassy Olive Dusty Blue Grey Solid Wrap Headband - The Sassy Olive
    Dusty Blue Grey Solid Wrap Headband
    Dusty Blue Grey Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Heather Grey Solid Stretch Headband - The Sassy Olive Heather Grey Solid Stretch Headband - The Sassy Olive
    Heather Grey Solid Stretch Headband
    Heather Grey Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Heather Grey Top Knot Headband - The Sassy Olive Heather Grey Top Knot Headband - The Sassy Olive
    Heather Grey Top Knot Headband
    Heather Grey Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Heather Grey Solid Wrap Headband - The Sassy Olive Static Grey Solid Wrap Headband - The Sassy Olive
    Heather Grey Solid Wrap Headband
    Heather Grey Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Arctic Animals Stretch Headband - The Sassy Olive Arctic Animals Stretch Headband - The Sassy Olive
    Arctic Animals Stretch Headband
    Arctic Animals Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Chicken Feathers Stretch Headband - The Sassy Olive Chicken Feathers Stretch Headband - The Sassy Olive
    Chicken Feathers Stretch Headband
    Chicken Feathers Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Chubby Unicorns Stretch Headband - The Sassy Olive Chubby Unicorns Stretch Headband - The Sassy Olive
    Chubby Unicorns Stretch Headband
    Chubby Unicorns Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Owls Give a Hoot Stretch Headband - The Sassy Olive Owls Give a Hoot Stretch Headband - The Sassy Olive
    Owls Give a Hoot Stretch Headband
    Owls Give a Hoot Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Highland Cows Stretch Headband - The Sassy Olive Highland Cows Stretch Headband - The Sassy Olive
    Highland Cows Stretch Headband
    Highland Cows Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Hop to It Stretch Headband - The Sassy Olive Hop to It Stretch Headband - The Sassy Olive
    Hop to It Stretch Headband
    Hop to It Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Koala Kuties Stretch Headband - The Sassy Olive Koala Kuties Stretch Headband - The Sassy Olive
    Koala Kuties Stretch Headband
    Koala Kuties Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Moo Deng Stretch Headband - The Sassy Olive Moo Deng Stretch Headband - The Sassy Olive
    Moo Deng Stretch Headband
    Moo Deng Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Love Bugs Stretch Headband - The Sassy Olive Love Bugs Stretch Headband - The Sassy Olive
    Love Bugs Stretch Headband
    Love Bugs Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Two Trackin Bronco Stretch Headband - The Sassy Olive Two Trackin Bronco Stretch Headband - The Sassy Olive
    Two Trackin Bronco Stretch Headband
    Two Trackin Bronco Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Similar products
    Sold out
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  • Australian Cattle Dog Stretch Headband - The Sassy Olive Australian Cattle Dog Stretch Headband - The Sassy Olive
    Australian Cattle Dog Stretch Headband
    Australian Cattle Dog Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Bichon Frise Stretch Headband - The Sassy Olive Bichon Frise Stretch Headband - The Sassy Olive
    Bichon Frise Stretch Headband
    Bichon Frise Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Bull Mastiff Stretch Headband - The Sassy Olive Bull Mastiff Stretch Headband - The Sassy Olive
    Bull Mastiff Stretch Headband
    Bull Mastiff Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • French Bulldog Stretch Headband - The Sassy Olive French Bulldog Stretch Headband - The Sassy Olive
    French Bulldog Stretch Headband
    French Bulldog Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • German Shorthair Pointer Stretch Headband - The Sassy Olive German Shorthair Pointer Stretch Headband - The Sassy Olive
    German Shorthair Pointer Stretch Headband
    German Shorthair Pointer Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Fur Friends Stretch Headband Fur Friends Stretch Headband
    Fur Friends Stretch Headband
    Fur Friends Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Autumn Yin Yang Stretch Headband - The Sassy Olive Autumn Yin Yang Stretch Headband - The Sassy Olive
    Autumn Yin Yang Stretch Headband
    Autumn Yin Yang Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Brown Cow Print Stretch Headband - The Sassy Olive Brown Cow Print Stretch Headband - The Sassy Olive
    Brown Cow Print Stretch Headband
    Brown Cow Print Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Brown Cow Print Top Knot Headband - The Sassy Olive Brown Cow Print Top Knot Headband - The Sassy Olive
    Brown Cow Print Top Knot Headband
    Brown Cow Print Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Brown Cow Print Wrap Headband - The Sassy Olive Brown Cow Print Wrap Headband - The Sassy Olive
    Brown Cow Print Wrap Headband
    Brown Cow Print Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
    Quick view
  • Orange Couch Stretch Headband - The Sassy Olive Orange Couch Stretch Headband - The Sassy Olive
    Orange Couch Stretch Headband
    Orange Couch Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Orange Couch Top Knot Headband - The Sassy Olive Orange Couch Top Knot Headband - The Sassy Olive
    Orange Couch Top Knot Headband
    Orange Couch Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Orange Couch Wrap Headband - The Sassy Olive Orange Couch Wrap Headband - The Sassy Olive
    Orange Couch Wrap Headband
    Orange Couch Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Lucky Horseshoes Top Knot Headband - The Sassy Olive Lucky Horseshoes Top Knot Headband - The Sassy Olive
    Lucky Horseshoes Top Knot Headband
    Lucky Horseshoes Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Medusa Stretch Headband - The Sassy Olive Medusa Stretch Headband - The Sassy Olive
    Medusa Stretch Headband
    Medusa Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Medusa Top Knot Headband - The Sassy Olive Medusa Top Knot Headband - The Sassy Olive
    Medusa Top Knot Headband
    Medusa Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Medusa Wrap Headband - The Sassy Olive Medusa Wrap Headband - The Sassy Olive
    Medusa Wrap Headband
    Medusa Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Olive Medallions Stretch Headband - The Sassy Olive Olive Medallions Stretch Headband - The Sassy Olive
    Olive Medallions Stretch Headband
    Olive Medallions Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Olive Medallions Top Knot Headband - The Sassy Olive Olive Medallions Top Knot Headband - The Sassy Olive
    Olive Medallions Top Knot Headband
    Olive Medallions Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Olive Medallions Wrap Headband - The Sassy Olive Olive Medallions Wrap Headband - The Sassy Olive
    Olive Medallions Wrap Headband
    Olive Medallions Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Outlaws Stretch Headband - The Sassy Olive Outlaws Stretch Headband - The Sassy Olive
    Outlaws Stretch Headband
    Outlaws Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Patchwork Stretch Headband - The Sassy Olive Patchwork Stretch Headband - The Sassy Olive
    Patchwork Stretch Headband
    Patchwork Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Patchwork Top Knot Headband - The Sassy Olive Patchwork Top Knot Headband - The Sassy Olive
    Patchwork Top Knot Headband
    Patchwork Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Patchwork Wrap Headband - The Sassy Olive Patchwork Wrap Headband - The Sassy Olive
    Patchwork Wrap Headband
    Patchwork Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Rusty Bees Stretch Headband - The Sassy Olive Rusty Bees Stretch Headband - The Sassy Olive
    Rusty Bees Stretch Headband
    Rusty Bees Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rusty Bees Top Knot Headband - The Sassy Olive Rusty Bees Top Knot Headband - The Sassy Olive
    Rusty Bees Top Knot Headband
    Rusty Bees Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rusty Bees Wrap Headband - The Sassy Olive Rusty Bees Wrap Headband - The Sassy Olive
    Rusty Bees Wrap Headband
    Rusty Bees Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Similar products
    Sold out
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  • Snakeskin Stretch Headband - The Sassy Olive Snakeskin Stretch Headband - The Sassy Olive
    Snakeskin Stretch Headband
    Snakeskin Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Snakeskin Top Knot Headband - The Sassy Olive Snakeskin Top Knot Headband - The Sassy Olive
    Snakeskin Top Knot Headband
    Snakeskin Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Snakeskin Wrap Headband - The Sassy Olive Snakeskin Wrap Headband - The Sassy Olive
    Snakeskin Wrap Headband
    Snakeskin Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Tumbleweed Floral Stretch Headband - The Sassy Olive Tumbleweed Floral Stretch Headband - The Sassy Olive
    Tumbleweed Floral Stretch Headband
    Tumbleweed Floral Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Tumbleweed Floral Wrap Headband - The Sassy Olive Tumbleweed Floral Wrap Headband - The Sassy Olive
    Tumbleweed Floral Wrap Headband
    Tumbleweed Floral Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Yellow Bell Floral Stretch Headband - The Sassy Olive Yellow Bell Floral Stretch Headband - The Sassy Olive
    Yellow Bell Floral Stretch Headband
    Yellow Bell Floral Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Similar products
    Sold out
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  • Yellow Bell Floral Top Knot Headband - The Sassy Olive Yellow Bell Floral Top Knot Headband - The Sassy Olive
    Yellow Bell Floral Top Knot Headband
    Yellow Bell Floral Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Yellow Bell Floral Wrap Headband - The Sassy Olive Yellow Bell Floral Wrap Headband - The Sassy Olive
    Yellow Bell Floral Wrap Headband
    Yellow Bell Floral Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Zebra Print Stretch Headband - The Sassy Olive Zebra Print Stretch Headband - The Sassy Olive
    Zebra Print Stretch Headband
    Zebra Print Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Zebra Print Top Knot Headband - The Sassy Olive Zebra Print Top Knot Headband - The Sassy Olive
    Zebra Print Top Knot Headband
    Zebra Print Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Zebra Print Wrap Headband - The Sassy Olive Zebra Print Wrap Headband - The Sassy Olive
    Zebra Print Wrap Headband
    Zebra Print Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Love and Bows Stretch Headband - The Sassy Olive Love and Bows Stretch Headband - The Sassy Olive
    Love and Bows Stretch Headband
    Love and Bows Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Love and Bows Top Knot Headband - The Sassy Olive Love and Bows Top Knot Headband - The Sassy Olive
    Love and Bows Top Knot Headband
    Love and Bows Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Love and Bows Wrap Headband - The Sassy Olive Love and Bows Wrap Headband - The Sassy Olive
    Love and Bows Wrap Headband
    Love and Bows Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Chocolate Covered Strawberries Stretch Headband - The Sassy Olive Chocolate Covered Strawberries Stretch Headband - The Sassy Olive
    Chocolate Covered Strawberries Stretch Headband
    Chocolate Covered Strawberries Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Chocolate Covered Strawberries Top Knot Headband - The Sassy Olive Chocolate Covered Strawberries Top Knot Headband - The Sassy Olive
    Chocolate Covered Strawberries Top Knot Headband
    Chocolate Covered Strawberries Top Knot Headband
    Regular price
    $15.00
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  • Blended Hearts Stretch Headband - The Sassy Olive Blended Hearts Stretch Headband - The Sassy Olive
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  • Blended Hearts Top Knot Headband - The Sassy Olive Blended Hearts Top Knot Headband - The Sassy Olive
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  • Blended Hearts Wrap Headband - The Sassy Olive Blended Hearts Wrap Headband - The Sassy Olive
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  • Balloon Dogs Stretch Headband - The Sassy Olive Balloon Dogs Stretch Headband - The Sassy Olive
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  • Balloon Dogs Top Knot Headband - The Sassy Olive Balloon Dogs Top Knot Headband - The Sassy Olive
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  • Official Michigan State Stretch Headband - The Sassy Olive Official Michigan State Stretch Headband - The Sassy Olive
    Official Michigan State Stretch Headband
    Official Michigan State Stretch Headband
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  • Four Leaf Clover Stretch Headband - The Sassy Olive Four Leaf Clover Stretch Headband - The Sassy Olive
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  • Mandala Jade Stretch Headband - The Sassy Olive Mandala Jade Stretch Headband - The Sassy Olive
    Mandala Jade Stretch Headband
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  • Mandala Jade Wrap Headband - The Sassy Olive Mandala Jade Wrap Headband - The Sassy Olive
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