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The Sassy OliveThe Sassy Olive
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    Special Offers
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    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
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Collection: All Products

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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1542 products
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1542 products

  • 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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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  • Big Baby Grab Bag (Infant & Baby) - The Sassy Olive Big Baby Grab Bag (Infant & Baby) - The Sassy Olive
    Big Baby Grab Bag (Infant & Baby)
    Big Baby Grab Bag (Infant & Baby)
    Regular price
    $22.00
    Regular price
    $25.00
    Sale price
    $22.00
    Add to cart
    –$3.00
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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
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
    Regular price
    Sale price
    $15.00
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  • Blended Hearts Stretch Headband - The Sassy Olive Blended Hearts Stretch Headband - The Sassy Olive
    Blended Hearts Stretch Headband
    Blended Hearts Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Blended Hearts Top Knot Headband - The Sassy Olive Blended Hearts Top Knot Headband - The Sassy Olive
    Blended Hearts Top Knot Headband
    Blended Hearts Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Blended Hearts Wrap Headband - The Sassy Olive Blended Hearts Wrap Headband - The Sassy Olive
    Blended Hearts Wrap Headband
    Blended Hearts Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Balloon Dogs Stretch Headband - The Sassy Olive Balloon Dogs Stretch Headband - The Sassy Olive
    Balloon Dogs Stretch Headband
    Balloon Dogs Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Balloon Dogs Top Knot Headband - The Sassy Olive Balloon Dogs Top Knot Headband - The Sassy Olive
    Balloon Dogs Top Knot Headband
    Balloon Dogs Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Lions Pattern Scrunchie Pack - The Sassy Olive Lions Pattern Scrunchie Pack - The Sassy Olive
    Lions Pattern Scrunchie Pack
    Lions Pattern Scrunchie Pack
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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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
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Four Leaf Clover Stretch Headband - The Sassy Olive Four Leaf Clover Stretch Headband - The Sassy Olive
    Four Leaf Clover Stretch Headband
    Four Leaf Clover Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Mandala Jade Stretch Headband - The Sassy Olive Mandala Jade Stretch Headband - The Sassy Olive
    Mandala Jade Stretch Headband
    Mandala Jade Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Similar products
    Sold out
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  • Mandala Jade Wrap Headband - The Sassy Olive Mandala Jade Wrap Headband - The Sassy Olive
    Mandala Jade Wrap Headband
    Mandala Jade Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • 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
    Regular price
    Sale price
    $15.00
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
    Regular price
    Sale price
    $15.00
    Add to cart
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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
    Regular price
    Sale price
    $15.00
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
    Add to cart
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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
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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
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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
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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
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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
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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
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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
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  • Groovy Bloom Twist Headband Groovy Bloom Twist Headband
    Groovy Bloom Twist Headband
    Groovy Bloom Twist Headband
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  • Gaudy Stretch Headband - The Sassy Olive Gaudy Stretch Headband
    Gaudy Stretch Headband
    Gaudy Stretch Headband
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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
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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
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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
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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
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