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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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1528 products
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1528 products

  • Reynolds Stretch Headband - The Sassy Olive Reynolds Stretch Headband - The Sassy Olive
    Reynolds Stretch Headband
    Reynolds Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Liana Stretch Headband - The Sassy Olive Liana Stretch Headband - The Sassy Olive
    Liana Stretch Headband
    Liana Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Black Anchors Stretch Headband - The Sassy Olive Black Anchors Stretch Headband - The Sassy Olive
    Black Anchors Stretch Headband
    Black Anchors Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Rhino Cement Map Random Ass Stretch - The Sassy Olive Rhino Cement Map Random Ass Stretch - The Sassy Olive
    Rhino Cement Map Random Ass Stretch Headband
    Rhino Cement Map Random Ass Stretch Headband
    Regular price
    $10.00
    Regular price
    Sale price
    $10.00
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  • Sunflower Patch Wrap Headband - The Sassy Olive Sunflower Patch Wrap Headband - The Sassy Olive
    Sunflower Patch Wrap Headband
    Sunflower Patch Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Sunflower Patch Stretch Headband - The Sassy Olive Sunflower Patch Stretch Headband - The Sassy Olive
    Sunflower Patch Stretch Headband
    Sunflower Patch Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Red Sunflowers Wrap Headband - The Sassy Olive Red Sunflowers Wrap Headband - The Sassy Olive
    Red Sunflowers Wrap Headband
    Red Sunflowers Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Red Sunflowers Stretch Headband - The Sassy Olive Red Sunflowers Stretch Headband - The Sassy Olive
    Red Sunflowers Stretch Headband
    Red Sunflowers Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Hearth & Home Wrap Headband - The Sassy Olive Hearth & Home Wrap Headband - The Sassy Olive
    Hearth & Home Wrap Headband
    Hearth & Home Wrap Headband
    Regular price
    $18.00
    Regular price
    $18.00
    Sale price
    $18.00
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  • Hearth & Home Stretch Headband - The Sassy Olive Hearth & Home Stretch Headband - The Sassy Olive
    Hearth & Home Stretch Headband
    Hearth & Home Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Fallen Autumn Wrap Headband - The Sassy Olive Fallen Autumn Wrap Headband - The Sassy Olive
    Fallen Autumn Wrap Headband
    Fallen Autumn Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Fallen Autumn Stretch Headband - The Sassy Olive Fallen Autumn Stretch Headband - The Sassy Olive
    Fallen Autumn Stretch Headband
    Fallen Autumn Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • September Leaves Stretch Headband - The Sassy Olive September Leaves Stretch Headband - The Sassy Olive
    September Leaves Stretch Headband
    September Leaves Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Pumpkin Toss Stretch Headband - The Sassy Olive Pumpkin Toss Stretch Headband - The Sassy Olive
    Pumpkin Toss Stretch Headband
    Pumpkin Toss Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Pumpkin Tops Stretch Headband - The Sassy Olive Pumpkin Tops Stretch Headband - The Sassy Olive
    Pumpkin Tops Stretch Headband
    Pumpkin Tops Stretch Headband
    Regular price
    $15.00
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    Sale price
    $15.00
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  • Pumpkin Spice Latte Stretch Headband - The Sassy Olive Pumpkin Spice Latte Stretch Headband - The Sassy Olive
    Pumpkin Spice Latte Stretch Headband
    Pumpkin Spice Latte Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Amber Harvest Stretch Headband - The Sassy Olive Amber Harvest Stretch Headband - The Sassy Olive
    Amber Harvest Stretch Headband
    Amber Harvest Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Bram Plaid Wrap Headband - The Sassy Olive Bram Plaid Wrap Headband - The Sassy Olive
    Bram Plaid Wrap Headband
    Bram Plaid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Thorny Plaid Stretch Headband - The Sassy Olive Thorny Plaid Stretch Headband - The Sassy Olive
    Thorny Plaid Stretch Headband
    Thorny Plaid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Fitz Plaid Stretch Headband - The Sassy Olive Fitz Plaid Stretch Headband - The Sassy Olive
    Fitz Plaid Stretch Headband
    Fitz Plaid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • STEM Stretch Headband - The Sassy Olive STEM Stretch Headband - The Sassy Olive
    STEM Stretch Headband
    STEM Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Sloth Season Stretch Headband - The Sassy Olive Sloth Season Stretch Headband - The Sassy Olive
    Sloth Season Stretch Headband
    Sloth Season Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Science Class Stretch Headband - The Sassy Olive Science Class Stretch Headband - The Sassy Olive
    Science Class Stretch Headband
    Science Class Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Pretty Pencils Stretch Headband - The Sassy Olive Pretty Pencils Stretch Headband - The Sassy Olive
    Pretty Pencils Stretch Headband
    Pretty Pencils Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Playtime Stretch Headband - The Sassy Olive Playtime Stretch Headband - The Sassy Olive
    Playtime Stretch Headband
    Playtime Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Perfect Fit Stretch Headband - The Sassy Olive Perfect Fit Stretch Headband - The Sassy Olive
    Perfect Fit Stretch Headband
    Perfect Fit Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Locker Loot Stretch Headband - The Sassy Olive Locker Loot Stretch Headband - The Sassy Olive
    Locker Loot Stretch Headband
    Locker Loot Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Lego Land Stretch Headband - The Sassy Olive Lego Land Stretch Headband - The Sassy Olive
    Lego Land Stretch Headband
    Lego Land Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Lavender Volleyballs Stretch Headband - The Sassy Olive Lavender Volleyballs Stretch Headband - The Sassy Olive
    Lavender Volleyballs Stretch Headband
    Lavender Volleyballs Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Kindergarten Stretch Headband - The Sassy Olive Kindergarten Stretch Headband - The Sassy Olive
    Kindergarten Stretch Headband
    Kindergarten Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Hungry Hungry Eric Stretch Headband - The Sassy Olive Hungry Hungry Eric Stretch Headband - The Sassy Olive
    Hungry Hungry Eric Stretch Headband
    Hungry Hungry Eric Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Dinosaur Fossils Stretch Headband - The Sassy Olive Dinosaur Fossils Stretch Headband - The Sassy Olive
    Dinosaur Fossils Stretch Headband
    Dinosaur Fossils Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Colorful Composition Stretch Headband - The Sassy Olive Colorful Composition Stretch Headband - The Sassy Olive
    Colorful Composition Stretch Headband
    Colorful Composition Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Colored Pencils Stretch Headband - The Sassy Olive Colored Pencils Stretch Headband - The Sassy Olive
    Colored Pencils Stretch Headband
    Colored Pencils Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Circuitboard Stretch Headband - The Sassy Olive Circuitboard Stretch Headband - The Sassy Olive
    Circuitboard Stretch Headband
    Circuitboard Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Chem Class Stretch Headband - The Sassy Olive Chem Class Stretch Headband - The Sassy Olive
    Chem Class Stretch Headband
    Chem Class Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Detroit Plaid Stretch Headband - The Sassy Olive Detroit Plaid Stretch Headband - The Sassy Olive
    Detroit Plaid Stretch Headband
    Detroit Plaid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Tie Dye Detroit Football Stretch Headband - The Sassy Olive Tie Dye Detroit Football Stretch Headband - The Sassy Olive
    Tie Dye Detroit Football Stretch Headband
    Tie Dye Detroit Football Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Stevie Goes to Detroit Stretch Headband - The Sassy Olive Stevie Goes to Detroit Stretch Headband - The Sassy Olive
    Stevie Goes to Detroit Stretch Headband
    Stevie Goes to Detroit Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Lions GRIT Stretch Headband - The Sassy Olive Lions GRIT Stretch Headband - The Sassy Olive
    Lions GRIT Stretch Headband
    Lions GRIT Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Detroit Blue Camo Stretch Headband - The Sassy Olive Detroit Blue Camo Stretch Headband - The Sassy Olive
    Detroit Blue Camo Stretch Headband
    Detroit Blue Camo Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Checkered Lions Stretch Headband - The Sassy Olive Checkered Lions Stretch Headband - The Sassy Olive
    Checkered Lions Stretch Headband
    Checkered Lions Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Campbell Soup Stretch Headband - The Sassy Olive Campbell Soup Stretch Headband - The Sassy Olive
    Campbell Soup Stretch Headband
    Campbell Soup Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Tuns of Suns Wrap Headband - The Sassy Olive Tuns of Suns Wrap Headband - The Sassy Olive
    Tuns of Suns Wrap Headband
    Tuns of Suns Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Readers Garden Wrap Headband - The Sassy Olive Readers Garden Wrap Headband - The Sassy Olive
    Readers Garden Wrap Headband
    Readers Garden Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Pepperland Floral Wrap Headband - The Sassy Olive Pepperland Floral Wrap Headband - The Sassy Olive
    Pepperland Floral Wrap Headband
    Pepperland Floral Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Y2K Pink Camo Stretch Headband - The Sassy Olive Y2K Pink Camo Stretch Headband - The Sassy Olive
    Y2K Pink Camo Stretch Headband
    Y2K Pink Camo Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • DoodleCats Stretch Headband - The Sassy Olive DoodleCats Stretch Headband - The Sassy Olive
    DoodleCats Stretch Headband
    DoodleCats Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • We Come in Peace Stretch Headband - The Sassy Olive We Come in Peace Stretch Headband - The Sassy Olive
    We Come in Peace Stretch Headband
    We Come in Peace Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Llama Llama Who’s Your Mama Stretch Headband - The Sassy Olive Llama Llama Who’s Your Mama Stretch Headband - The Sassy Olive
    Llama Llama Who’s Your Mama Stretch Headband
    Llama Llama Who’s Your Mama Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Banana Slug Yellow Stretch Headband - The Sassy Olive Banana Slug Yellow Stretch Headband - The Sassy Olive
    Banana Slug Yellow Stretch Headband
    Banana Slug Yellow Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Blush Blooms Stretch Headband - The Sassy Olive Blush Blooms Stretch Headband
    Blush Blooms Stretch Headband
    Blush Blooms Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Softly Sprung Wrap Headband - The Sassy Olive Softly Sprung Wrap Headband - The Sassy Olive
    Softly Sprung Wrap Headband
    Softly Sprung Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Softly Sprung Twist Headband - The Sassy Olive Softly Sprung Twist Headband - The Sassy Olive
    Softly Sprung Twist Headband
    Softly Sprung Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Softly Sprung Stretch Headband - The Sassy Olive Softly Sprung Stretch Headband - The Sassy Olive
    Softly Sprung Stretch Headband
    Softly Sprung Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Mauve Monarchs Wrap Headband - The Sassy Olive Mauve Monarchs Wrap Headband - The Sassy Olive
    Mauve Monarchs Wrap Headband
    Mauve Monarchs Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Mauve Monarchs Twist Headband - The Sassy Olive Mauve Monarchs Twist Headband - The Sassy Olive
    Mauve Monarchs Twist Headband
    Mauve Monarchs Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Mauve Monarchs Stretch Headband - The Sassy Olive Mauve Monarchs Stretch Headband - The Sassy Olive
    Mauve Monarchs Stretch Headband
    Mauve Monarchs Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Final Lap Wrap Headband - The Sassy Olive Final Lap Wrap Headband - The Sassy Olive
    Final Lap Wrap Headband
    Final Lap Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Final Lap Twist Headband - The Sassy Olive Final Lap Twist Headband - The Sassy Olive
    Final Lap Twist Headband
    Final Lap Twist Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Final Lap Stretch Headband - The Sassy Olive Final Lap Stretch Headband - The Sassy Olive
    Final Lap Stretch Headband
    Final Lap Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Black Marble Wrap Headband - The Sassy Olive Black Marble Wrap Headband - The Sassy Olive
    Black Marble Wrap Headband
    Black Marble Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Black Marble Twist Headband - The Sassy Olive Black Marble Twist Headband - The Sassy Olive
    Black Marble Twist Headband
    Black Marble Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Black Marble Stretch Headband - The Sassy Olive Black Marble Stretch Headband - The Sassy Olive
    Black Marble Stretch Headband
    Black Marble Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Simple Shells Stretch Headband - The Sassy Olive Simple Shells Stretch Headband - The Sassy Olive
    Simple Shells Stretch Headband
    Simple Shells Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Scallop Shells Stretch Headband - The Sassy Olive Scallop Shells Stretch Headband - The Sassy Olive
    Scallop Shells Stretch Headband
    Scallop Shells Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Lemon Squares Stretch Headband - The Sassy Olive Lemon Squares Stretch Headband - The Sassy Olive
    Lemon Squares Stretch Headband
    Lemon Squares Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Coral Reef Stretch Headband - The Sassy Olive Coral Reef Stretch Headband - The Sassy Olive
    Coral Reef Stretch Headband
    Coral Reef Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Cocktail Shrimp Stretch Headband - The Sassy Olive Cocktail Shrimp Stretch Headband - The Sassy Olive
    Cocktail Shrimp Stretch Headband
    Cocktail Shrimp Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Checkered Bows Stretch Headband - The Sassy Olive Checkered Bows Stretch Headband - The Sassy Olive
    Checkered Bows Stretch Headband
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  • Tiger Beat Stretch Headband - The Sassy Olive Tiger Beat Stretch Headband - The Sassy Olive
    Tiger Beat Stretch Headband
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  • Orange and Black Check Stretch Headband - The Sassy Olive Orange and Black Check Stretch Headband - The Sassy Olive
    Orange and Black Check Stretch Headband
    Orange and Black Check Stretch Headband
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  • Game On Stretch Headband - The Sassy Olive Game On Stretch Headband - The Sassy Olive
    Game On Stretch Headband
    Game On Stretch Headband
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  • Golden Tile Twist Headband - The Sassy Olive Golden Tile Twist Headband - The Sassy Olive
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  • Shroom Bloom Twist Headband - The Sassy Olive Shroom Bloom Twist Headband - The Sassy Olive
    Shroom Bloom Twist Headband
    Shroom Bloom Twist Headband
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  • Paisley Dream Twist Headband - The Sassy Olive Paisley Dream Twist Headband - The Sassy Olive
    Paisley Dream Twist Headband
    Paisley Dream Twist Headband
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  • Desert Rainbow Twist Headband - The Sassy Olive Desert Rainbow Twist Headband - The Sassy Olive
    Desert Rainbow Twist Headband
    Desert Rainbow Twist Headband
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  • Yellow Bell Mustard Twist Headband - The Sassy Olive Yellow Bell Mustard Twist Headband - The Sassy Olive
    Yellow Bell Mustard Twist Headband
    Yellow Bell Mustard Twist Headband
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  • The Queen’s Garden Olive Twist Headband - The Sassy Olive The Queen’s Garden Olive Twist Headband - The Sassy Olive
    The Queen’s Garden Olive Twist Headband
    The Queen’s Garden Olive Twist Headband
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  • Orange Couch Twist Headband - The Sassy Olive Orange Couch Twist Headband - The Sassy Olive
    Retro Daisies Twist Headband
    Retro Daisies Twist Headband
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