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    Shop by Type
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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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    • Top Knot
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    • Short Hair
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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

  • Uno Moss Stretch Headband - The Sassy Olive Uno Moss Stretch Headband - The Sassy Olive
    Uno Moss Stretch Headband
    Uno Moss Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Uno Moss Wrap Headband - The Sassy Olive Uno Moss Wrap Headband - The Sassy Olive
    Uno Moss Wrap Headband
    Uno Moss Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Lisa Stretch Headband - The Sassy Olive Lisa Stretch Headband - The Sassy Olive
    Lisa Stretch Headband
    Lisa Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Silhouette Stretch Headband - The Sassy Olive Silhouette Stretch Headband - The Sassy Olive
    Silhouette Stretch Headband
    Silhouette Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Mugshots Stretch Headband - The Sassy Olive Mugshots Stretch Headband - The Sassy Olive
    Mugshots Stretch Headband
    Mugshots Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Tulip Time Bike Ride Stretch Headband - The Sassy Olive Tulip Time Bike Ride Stretch Headband - The Sassy Olive
    Tulip Time Bike Ride Stretch Headband
    Tulip Time Bike Ride Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Shark Bites Stretch Headband - The Sassy Olive Shark Bites Stretch Headband - The Sassy Olive
    Shark Bites Stretch Headband
    Shark Bites Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Oh Whale Stretch Headband - The Sassy Olive Oh Whale Stretch Headband - The Sassy Olive
    Oh Whale Stretch Headband
    Oh Whale Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Supposed Unicorn Stretch Headband - The Sassy Olive Supposed Unicorn Stretch Headband - The Sassy Olive
    Supposed Unicorn Stretch Headband
    Supposed Unicorn Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Sweet Tooth Stretch Headband - The Sassy Olive Sweet Tooth Stretch Headband - The Sassy Olive
    Sweet Tooth Stretch Headband
    Sweet Tooth Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rosemary& Rosemary&
    Rosemary's Garden Stretch Headband
    Rosemary's Garden Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Pink Sunflower Stretch Headband - The Sassy Olive Pink Sunflower Stretch Headband - The Sassy Olive
    Pink Sunflower Stretch Headband
    Pink Sunflower Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Pink Sunflower Headband - The Sassy Olive Pink Sunflower Headband - The Sassy Olive
    Pink Sunflower Wrap Headband
    Pink Sunflower Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Plum Crazy Stretch Headband - The Sassy Olive Plum Crazy Stretch Headband - The Sassy Olive
    Plum Crazy Stretch Headband
    Plum Crazy Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Plum Crazy Wrap Headband - The Sassy Olive Plum Crazy Wrap Headband - The Sassy Olive
    Plum Crazy Wrap Headband
    Plum Crazy Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Neutral Daisies Stretch Headband - The Sassy Olive Neutral Daisies Stretch Headband - The Sassy Olive
    Neutral Daisies Stretch Headband
    Neutral Daisies Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Neutral Daisies Wrap Headband - The Sassy Olive Neutral Daisies Wrap Headband - The Sassy Olive
    Neutral Daisies Wrap Headband
    Neutral Daisies Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Neutral Flight Stretch Headband - The Sassy Olive Neutral Flight Stretch Headband - The Sassy Olive
    Neutral Flight Stretch Headband
    Neutral Flight Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Neutral Flight Wrap Headband - The Sassy Olive Neutral Flight Wrap Headband - The Sassy Olive
    Neutral Flight Wrap Headband
    Neutral Flight Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Lavender Splatter Stretch Headband - The Sassy Olive Lavender Splatter Stretch Headband - The Sassy Olive
    Lavender Splatter Stretch Headband
    Lavender Splatter Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Lavender Splatter Wrap Headband - The Sassy Olive Lavender Splatter Wrap Headband - The Sassy Olive
    Lavender Splatter Wrap Headband
    Lavender Splatter Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Beleaf In Yourself Stretch Headband - The Sassy Olive Beleaf In Yourself Stretch Headband - The Sassy Olive
    Beleaf In Yourself Stretch Headband
    Beleaf In Yourself Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rainforest Baby Stretch Headband - The Sassy Olive Rainforest Baby Stretch Headband - The Sassy Olive
    Rainforest Baby Stretch Headband
    Rainforest Baby Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rainforest Baby Wrap Headband - The Sassy Olive Rainforest Baby Wrap Headband - The Sassy Olive
    Rainforest Baby Wrap Headband
    Rainforest Baby Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Jafari Wrap Headband - The Sassy Olive Jafari Wrap Headband - The Sassy Olive
    Jafari Leopard Print Wrap Headband
    Jafari Leopard Print Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Jafari Stretch Headband - The Sassy Olive Jafari Stretch Headband - The Sassy Olive
    Jafari Leopard Print Stretch Headband
    Jafari Leopard Print Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Bohemian at Heart Stretch Headband - The Sassy Olive Bohemian at Heart Stretch Headband - The Sassy Olive
    Bohemian at Heart Stretch Headband
    Bohemian at Heart Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Bohemian at Heart Wrap Headband - The Sassy Olive Bohemian at Heart Wrap Headband - The Sassy Olive
    Bohemian at Heart Wrap Headband
    Bohemian at Heart Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Hello Henna Stretch Headband - The Sassy Olive Hello Henna Stretch Headband - The Sassy Olive
    Hello Henna Stretch Headband
    Hello Henna Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Hello Henna Wrap Headband - The Sassy Olive Hello Henna Wrap Headband - The Sassy Olive
    Hello Henna Wrap Headband
    Hello Henna Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Path of Luna Stretch Headband - The Sassy Olive Path of Luna Stretch Headband - The Sassy Olive
    Path of Luna Stretch Headband
    Path of Luna Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Path of Luna Wrap Headband - The Sassy Olive Path of Luna Wrap Headband - The Sassy Olive
    Path of Luna Wrap Headband
    Path of Luna Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Peachy Garden Stretch Headband - The Sassy Olive Peachy Garden Stretch Headband - The Sassy Olive
    Peachy Garden Stretch Headband
    Peachy Garden Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Peachy Garden Wrap Headband - The Sassy Olive Peachy Garden Wrap Headband - The Sassy Olive
    Peachy Garden Wrap Headband
    Peachy Garden Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Quilted Greece Stretch Headband - The Sassy Olive Quilted Greece Stretch Headband - The Sassy Olive
    Quilted Greece Stretch Headband
    Quilted Greece Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Quilted Greece Wrap Headband - The Sassy Olive Quilted Greece Wrap Headband - The Sassy Olive
    Quilted Greece Wrap Headband
    Quilted Greece Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Spring Meadow Twist Headband - The Sassy Olive Spring Meadow Twist Headband - The Sassy Olive
    Spring Meadow Twist Headband
    Spring Meadow Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Groovy Bloom Twist Headband Groovy Bloom Twist Headband
    Groovy Bloom Twist Headband
    Groovy Bloom Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Gaudy Stretch Headband - The Sassy Olive Gaudy Stretch Headband
    Gaudy Stretch Headband
    Gaudy Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Blossom Breeze Stretch Headband - The Sassy Olive Blossom Breeze Stretch Headband - The Sassy Olive
    Blossom Breeze Stretch Headband
    Blossom Breeze Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Blossom Breeze Topknot Headband - The Sassy Olive Blossom Breeze Topknot Headband - The Sassy Olive
    Blossom Breeze Topknot Headband
    Blossom Breeze Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Blossom Breeze Wrap Headband - The Sassy Olive Blossom Breeze Wrap Headband - The Sassy Olive
    Blossom Breeze Wrap Headband
    Blossom Breeze Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Daisy Delight Stretch Headband - The Sassy Olive Daisy Delight Stretch Headband - The Sassy Olive
    Daisy Delight Stretch Headband
    Daisy Delight Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Daisy Delight Topknot Headband - The Sassy Olive Daisy Delight Topknot Headband - The Sassy Olive
    Daisy Delight Topknot Headband
    Daisy Delight Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Similar products
    Sold out
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  • Daisy Delight Wrap Headband - The Sassy Olive Daisy Delight Wrap Headband - The Sassy Olive
    Daisy Delight Wrap Headband
    Daisy Delight Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Spirits of Spring Stretch Headband - The Sassy Olive Midnight Bloom Stretch Headband - The Sassy Olive
    Spirits of Spring Stretch Headband
    Spirits of Spring Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Spirits of Spring Topknot Headband - The Sassy Olive Spirits of Spring Topknot Headband - The Sassy Olive
    Spirits of Spring Topknot Headband
    Spirits of Spring Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Spirits of Spring Wrap Headband - The Sassy Olive Spirits of Spring Wrap Headband - The Sassy Olive
    Spirits of Spring Wrap Headband
    Spirits of Spring Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Garden Confetti Stretch Headband - The Sassy Olive Garden Confetti Stretch Headband - The Sassy Olive
    Garden Confetti Stretch Headband
    Garden Confetti Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Garden Confetti Topknot Headband - The Sassy Olive Garden Confetti Topknot Headband - The Sassy Olive
    Garden Confetti Topknot Headband
    Garden Confetti Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Garden Confetti Wrap Headband - The Sassy Olive Garden Confetti Wrap Headband - The Sassy Olive
    Garden Confetti Wrap Headband
    Garden Confetti Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Petal Patch Stretch Headband - The Sassy Olive Petal Patch Stretch Headband - The Sassy Olive
    Petal Patch Stretch Headband
    Petal Patch Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Petal Patch Topknot Headband - The Sassy Olive Petal Patch Topknot Headband - The Sassy Olive
    Petal Patch Topknot Headband
    Petal Patch Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Petal Patch Wrap Headband - The Sassy Olive Petal Patch Wrap Headband - The Sassy Olive
    Petal Patch Wrap Headband
    Petal Patch Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Spring Sprigs Stretch Headband - The Sassy Olive Spring Sprigs Stretch Headband - The Sassy Olive
    Spring Sprigs Stretch Headband
    Spring Sprigs Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Spring Sprigs Topknot Headband - The Sassy Olive Spring Sprigs Topknot Headband - The Sassy Olive
    Spring Sprigs Topknot Headband
    Spring Sprigs Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Wildflower Wander Stretch Headband - The Sassy Olive Wildflower Wander Stretch Headband - The Sassy Olive
    Wildflower Wander Stretch Headband
    Wildflower Wander Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Wildflower Wander Topknot Headband - The Sassy Olive Wildflower Wander Topknot Headband - The Sassy Olive
    Wildflower Wander Topknot Headband
    Wildflower Wander Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Midnight Bloom Stretch Headband - The Sassy Olive Midnight Bloom Stretch Headband - The Sassy Olive
    Midnight Bloom Stretch Headband
    Midnight Bloom Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Similar products
    Sold out
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  • Midnight Bloom Topknot Headband - The Sassy Olive Midnight Bloom Topknot Headband - The Sassy Olive
    Midnight Bloom Topknot Headband
    Midnight Bloom Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Midnight Bloom Wrap Headband - The Sassy Olive Spirits of Spring Wrap Headband - The Sassy Olive
    Midnight Bloom Wrap Headband
    Midnight Bloom Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Mint Stretch Headband - The Sassy Olive Mint Stretch Headband - The Sassy Olive
    Mint Green Stretch Headband
    Mint Green Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Mint Topknot Headband - The Sassy Olive Mint Topknot Headband - The Sassy Olive
    Mint Green Topknot Headband
    Mint Green Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Mint Wrap Headband - The Sassy Olive Mint Wrap Headband - The Sassy Olive
    Mint Green Wrap Headband
    Mint Green Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Mint Boho Buff - The Sassy Olive Mint Boho Buff - The Sassy Olive
    Mint Green Solid Boho Buff
    Mint Green Solid Boho Buff
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Brown Stretch Headband - The Sassy Olive Brown Stretch Headband - The Sassy Olive
    Chocolate Brown Stretch Headband
    Chocolate Brown Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Brown Topknot Headband - The Sassy Olive Brown Topknot Headband - The Sassy Olive
    Chocolate Brown Topknot Headband
    Chocolate Brown Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Brown Wrap Headband - The Sassy Olive Brown Wrap Headband - The Sassy Olive
    Chocolate Brown Wrap Headband
    Chocolate Brown Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Brown Boho Buff - The Sassy Olive Brown Boho Buff - The Sassy Olive
    Chocolate Brown Boho Buff
    Chocolate Brown Boho Buff
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Olive Stretch Headband - The Sassy Olive Olive Stretch Headband - The Sassy Olive
    Olive Green Stretch Headband
    Olive Green Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Olive Topknot Headband - The Sassy Olive Olive Topknot Headband - The Sassy Olive
    Olive Green Top Knot Headband
    Olive Green Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Olive Wrap Headband - The Sassy Olive Olive Wrap Headband - The Sassy Olive
    Olive Green Wrap Headband
    Olive Green Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Olive Boho Buff - The Sassy Olive Olive Boho Buff - The Sassy Olive
    Olive Green Boho Buff
    Olive Green Boho Buff
    Regular price
    $18.00
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  • Soul Boho Buff (Black) - The Sassy Olive Soul Boho Buff (Black) - The Sassy Olive
    Black Solid Boho Buff
    Black Solid Boho Buff
    Regular price
    $18.00
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  • Duke Boho Buff (Navy Blue) - The Sassy Olive Duke Boho Buff (Navy Blue) - The Sassy Olive
    Navy Blue Boho Buff
    Navy Blue Boho Buff
    Regular price
    $18.00
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    $18.00
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  • Berry Boho Buff (Red) - The Sassy Olive Berry Boho Buff (Red) - The Sassy Olive
    Berry Red Boho Buff
    Berry Red Boho Buff
    Regular price
    $18.00
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  • Safety Boho Buff (Neon Orange) - The Sassy Olive Safety Boho Buff (Neon Orange) - The Sassy Olive
    Neon Orange Boho Buff
    Neon Orange Boho Buff
    Regular price
    $18.00
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    $18.00
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  • Merlot Boho Buff (Maroon) - The Sassy Olive Merlot Boho Buff (Maroon) - The Sassy Olive
    Merlot Burgundy Boho Buff
    Merlot Burgundy Boho Buff
    Regular price
    $18.00
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    $18.00
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  • Cherry Martini Stretch Headband - The Sassy Olive Cherry Martini Stretch Headband - The Sassy Olive
    Cherry Martini Stretch Headband
    Cherry Martini Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Cherry Martini Topknot Headband - The Sassy Olive Cherry Martini Topknot Headband - The Sassy Olive
    Cherry Martini Topknot Headband
    Cherry Martini Topknot Headband
    Regular price
    $15.00
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    $15.00
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