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Collection: All Products

Handmade 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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1630 products
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1630 products

  • Tetris Stretch Headband - The Sassy Olive Tetris Stretch Headband - The Sassy Olive
    Tetris Stretch Headband
    Tetris Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Morel Mushroom Stretch Headband - The Sassy Olive Morel Mushroom Stretch Headband - The Sassy Olive
    Morel Mushroom Stretch Headband
    Morel Mushroom Stretch Headband
    Regular price
    $15.00
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  • Violet Veins Stretch Headband - The Sassy Olive Violet Veins Stretch Headband - The Sassy Olive
    Violet Veins Stretch Headband
    Violet Veins Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Big Fan of Human Rights Stretch Headband - The Sassy Olive Big Fan of Human Rights Stretch Headband - The Sassy Olive
    Big Fan of Human Rights Stretch Headband
    Big Fan of Human Rights Stretch Headband
    Regular price
    $15.00
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  • Joy Luxe Wrap Headband - The Sassy Olive Joy Luxe Wrap Headband - The Sassy Olive
    Joy Luxe Wrap Headband
    Joy Luxe Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Navy Blue Solid Top Knot Headband - The Sassy Olive Navy Blue Solid Top Knot Headband - The Sassy Olive
    Navy Blue Solid Top Knot Headband
    Navy Blue Solid Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Speak Now Stretch Headband - The Sassy Olive Speak Now Stretch Headband - The Sassy Olive
    Speak Now Stretch Headband
    Speak Now Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Strawberry Milk Pink Solid Stretch Headband Strawberry Milk Pink Solid Stretch Headband
    Strawberry Milk Pink Solid Stretch Headband
    Strawberry Milk Pink Solid Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Dairy Cow Stretch Headband - The Sassy Olive Dairy Cow Stretch Headband - The Sassy Olive
    Dairy Cow Stretch Headband
    Dairy Cow Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • U of M Nurse Stretch Headband - The Sassy Olive U of M Nurse Stretch Headband - The Sassy Olive
    U of M Nurse Stretch Headband
    U of M Nurse Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Dill With It Stretch Headband - The Sassy Olive Dill With It Stretch Headband - The Sassy Olive
    Dill With It Stretch Headband
    Dill With It Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Special Delivery Stretch Headband - The Sassy Olive Special Delivery Stretch Headband - The Sassy Olive
    Special Delivery Stretch Headband
    Special Delivery Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Maroon and White Stretch Headband - The Sassy Olive Maroon and White Stretch Headband - The Sassy Olive
    Maroon and White Stretch Headband
    Maroon and White Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Black and Green Stretch Headband - The Sassy Olive Black and Green Stretch Headband - The Sassy Olive
    Black and Green Stretch Headband
    Black and Green Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Burnt Orange Stretch Headband - The Sassy Olive Burnt Orange Stretch Headband - The Sassy Olive
    Burnt Orange Stretch Headband
    Burnt Orange Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Feel the Fern Boho Buff - The Sassy Olive Feel the Fern Boho Buff - The Sassy Olive
    Feel the Fern Sassy Bandeau
    Feel the Fern Sassy Bandeau
    Regular price
    $18.00
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    $18.00
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  • Tangled Lights Stretch Headband - The Sassy Olive Tangled Lights Stretch Headband - The Sassy Olive
    Tangled Lights Stretch Headband
    Tangled Lights Stretch Headband
    Regular price
    $15.00
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    $15.00
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    $15.00
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  • Leighton Carter Scrunchie Pack - The Sassy Olive Leighton Carter Scrunchie Pack - The Sassy Olive
    Leighton Carter Scrunchie Pack
    Leighton Carter Scrunchie Pack
    Regular price
    $18.00
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    $18.00
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  • Frances Floral Wrap Headband - The Sassy Olive Frances Floral Wrap Headband - The Sassy Olive
    Frances Floral Wrap Headband
    Frances Floral Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Raccoons by CloudKBD Stretch Headband - The Sassy Olive Raccoons by CloudKBD Stretch Headband - The Sassy Olive
    Raccoons by CloudKBD Stretch Headband
    Raccoons by CloudKBD Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pretty Pink Nurse Stretch Headband - The Sassy Olive Pretty Pink Nurse Stretch Headband - The Sassy Olive
    Pretty Pink Nurse Stretch Headband
    Pretty Pink Nurse Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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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
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    $15.00
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  • Denard Robinson U of M Stretch Headband - The Sassy Olive Denard Robinson U of M Stretch Headband - The Sassy Olive
    Denard Robinson U of M Stretch Headband
    Denard Robinson U of M Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Fearless Stretch Headband - The Sassy Olive Fearless Stretch Headband - The Sassy Olive
    Fearless Stretch Headband
    Fearless Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Cactus Stretch Headband - The Sassy Olive Cactus Stretch Headband - The Sassy Olive
    Cactus Stretch Headband
    Cactus Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Husky Stretch Headband - The Sassy Olive Husky Stretch Headband - The Sassy Olive
    Husky Stretch Headband
    Husky Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Australian Shepard Stretch Headband - The Sassy Olive Australian Shepard Stretch Headband - The Sassy Olive
    Australian Shepard Stretch Headband
    Australian Shepard Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Chicken Chat Stretch Headband - The Sassy Olive Chicken Chat Stretch Headband - The Sassy Olive
    Chicken Chat Stretch Headband
    Chicken Chat Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Monarch Flights Boho Buff - The Sassy Olive Monarch Flights Boho Buff - The Sassy Olive
    Monarch Flights Sassy Bandeau
    Monarch Flights Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Dark Peace Wrap Headband - The Sassy Olive Dark Peace Wrap Headband - The Sassy Olive
    Dark Peace Wrap Headband
    Dark Peace Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Basic Roses Wrap Headband - The Sassy Olive Basic Roses Wrap Headband - The Sassy Olive
    Basic Roses Wrap Headband
    Basic Roses Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Moth Skull Wrap Headband - The Sassy Olive Moth Skull Wrap Headband - The Sassy Olive
    Moth Skull Wrap Headband
    Moth Skull Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Daisy Checkers Stretch Headband - The Sassy Olive Daisy Checkers Stretch Headband - The Sassy Olive
    Daisy Checkers Stretch Headband
    Daisy Checkers Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Pride Rainbow Stripes Stretch Headband - The Sassy Olive Pride Rainbow Stripes Stretch Headband - The Sassy Olive
    Pride Rainbow Stripes Stretch Headband
    Pride Rainbow Stripes Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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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
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rubber Plant Stretch Headband - The Sassy Olive Rubber Plant Stretch Headband - The Sassy Olive
    Rubber Plant Stretch Headband
    Rubber Plant Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Heavyweight Stretch Headband - The Sassy Olive Heavyweight Stretch Headband - The Sassy Olive
    Heavyweight Stretch Headband
    Heavyweight Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Harlem Globetrotters Stretch Headband - The Sassy Olive Harlem Globetrotters Stretch Headband - The Sassy Olive
    Harlem Globetrotters Stretch Headband
    Harlem Globetrotters Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Great Pyrenees Stretch Headband - The Sassy Olive Great Pyrenees Stretch Headband - The Sassy Olive
    Great Pyrenees Stretch Headband
    Great Pyrenees Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Doberman Stretch Headband - The Sassy Olive Doberman Stretch Headband - The Sassy Olive
    Doberman Stretch Headband
    Doberman Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Basic Roses Twist Headband - The Sassy Olive Basic Roses Twist Headband - The Sassy Olive
    Basic Roses Twist Headband
    Basic Roses Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Good Luck Stretch Headband - The Sassy Olive Good Luck Stretch Headband - The Sassy Olive
    Good Luck Stretch Headband
    Good Luck Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pateast Paisley Top Knot Headband - The Sassy Olive Pateast Paisley Top Knot Headband - The Sassy Olive
    Pateast Paisley Top Knot Headband
    Pateast Paisley Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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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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  • 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
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    $15.00
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  • Sunflower Cutie Stretch Headband - The Sassy Olive Sunflower Cutie Stretch Headband - The Sassy Olive
    Sunflower Cutie Stretch Headband
    Sunflower Cutie Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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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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    Sold out
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  • Classy Bitch Stretch Headband - The Sassy Olive Classy Bitch Stretch Headband - The Sassy Olive
    Classy Bitch Stretch Headband
    Classy Bitch Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Save the Turtles Stretch Headband - The Sassy Olive Save the Turtles Stretch Headband - The Sassy Olive
    Save the Turtles Stretch Headband
    Save the Turtles Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Death to Barbie Wrap Headband - The Sassy Olive Death to Barbie Wrap Headband - The Sassy Olive
    Death to Barbie Wrap Headband
    Death to Barbie Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Heeler Wrap Headband - The Sassy Olive Heeler Wrap Headband - The Sassy Olive
    Heeler Wrap Headband
    Heeler Wrap Headband
    Regular price
    $18.00
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    Sale price
    $18.00
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  • Moroccan Summer Twist Headband - The Sassy Olive Moroccan Summer Twist Headband - The Sassy Olive
    Moroccan Summer Twist Headband
    Moroccan Summer Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Trout Shout Stretch Headband - The Sassy Olive Trout Shout Stretch Headband - The Sassy Olive
    Trout Shout Stretch Headband
    Trout Shout Stretch Headband
    Regular price
    $15.00
    Regular price
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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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  • 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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  • Snowcapped Mountains Stretch Headband - The Sassy Olive Snowcapped Mountains Stretch Headband - The Sassy Olive
    Snowcapped Mountains Stretch Headband
    Snowcapped Mountains Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Mitten Map Stretch Headband - The Sassy Olive Mitten Map Stretch Headband - The Sassy Olive
    Mitten Map Stretch Headband
    Mitten Map Stretch Headband
    Regular price
    $15.00
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    $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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  • 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
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  • Rad Shroomie Stretch Headband - The Sassy Olive Rad Shroomie Stretch Headband - The Sassy Olive
    Rad Shroomie Stretch Headband
    Rad Shroomie Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Tabby Cat Stretch Headband - The Sassy Olive Tabby Cat Stretch Headband - The Sassy Olive
    Tabby Cat Stretch Headband
    Tabby Cat Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pickleball Everyday Stretch Headband - The Sassy Olive Pickleball Everyday Stretch Headband - The Sassy Olive
    Pickleball Everyday Stretch Headband
    Pickleball Everyday Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Sliced Pizza Stretch Headband - The Sassy Olive Sliced Pizza Stretch Headband - The Sassy Olive
    Sliced Pizza Stretch Headband
    Sliced Pizza Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
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    $15.00
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  • Flower Glade Boho Buff - The Sassy Olive Flower Glade Boho Buff - The Sassy Olive
    Flower Glade Sassy Bandeau
    Flower Glade Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Witchy Night Boho Buff - The Sassy Olive Witchy Night Boho Buff - The Sassy Olive
    Witchy Night Sassy Bandeau
    Witchy Night Sassy Bandeau
    Regular price
    $18.00
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    $18.00
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  • Rancher Bandana Paisley Boho Buff - The Sassy Olive Rancher Bandana Paisley Boho Buff - The Sassy Olive
    Rancher Bandana Paisley Sassy Bandeau
    Rancher Bandana Paisley Sassy Bandeau
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Christmas Grab Bag - The Sassy Olive Christmas Grab Bag - The Sassy Olive
    Christmas Grab Bag
    Christmas Grab Bag
    Regular price
    $25.00
    Regular price
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    $25.00
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  • Retro Bright Scrunchie Pack - The Sassy Olive Retro Bright Scrunchie Pack - The Sassy Olive
    Retro Bright Scrunchie Pack
    Retro Bright Scrunchie Pack
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Retro Arches Scrunchie Pack - The Sassy Olive Retro Arches Scrunchie Pack - The Sassy Olive
    Retro Arches Scrunchie Pack
    Retro Arches Scrunchie Pack
    Regular price
    $18.00
    Regular price
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    $18.00
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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
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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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  • Dolly& Dolly&
    Dolly's Garden Floral Wrap Headband
    Dolly's Garden Floral Wrap Headband
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  • Hippie Tree Wrap Headband - The Sassy Olive Hippie Tree Wrap Headband - The Sassy Olive
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    Hippie Tree Wrap Headband
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  • Seaton Tie Dye Wrap Headband - The Sassy Olive Seaton Tie Dye Wrap Headband - The Sassy Olive
    Seaton Tie Dye Wrap Headband
    Seaton Tie Dye Wrap Headband
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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
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  • Merlotta Floral Stretch Headband - The Sassy Olive Merlotta Floral Stretch Headband - The Sassy Olive
    Merlotta Floral Stretch Headband
    Merlotta Floral Stretch Headband
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  • Rescued is My Favorite Breed Stretch Headband - The Sassy Olive Rescued is My Favorite Breed Stretch Headband - The Sassy Olive
    Rescued is My Favorite Breed Stretch Headband
    Rescued is My Favorite Breed Stretch Headband
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  • Chicken Scratch Stretch Headband - The Sassy Olive Chicken Scratch Stretch Headband - The Sassy Olive
    Chicken Scratch Stretch Headband
    Chicken Scratch Stretch Headband
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  • Lilac Purple Solid Stretch Headband - The Sassy Olive Lilac Purple Solid Stretch Headband - The Sassy Olive
    Lilac Purple Solid Stretch Headband
    Lilac Purple Solid Stretch Headband
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  • Alien Race Stretch Headband - The Sassy Olive Alien Race Stretch Headband - The Sassy Olive
    Alien Race Stretch Headband
    Alien Race Stretch Headband
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