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    Special Offers
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    • Custom Headbands
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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

  • Navy Polka Dot Top Knot Headband Navy Polka Dot Top Knot Headband - The Sassy Olive
    Navy Polka Dot Top Knot Headband
    Navy Polka Dot Top Knot Headband
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    $15.00
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    $15.00
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  • Victoria’s Pink Polka Dot Stretch Headband - The Sassy Olive Victoria’s Pink Polka Dot Stretch Headband - The Sassy Olive
    Victoria’s Pink Polka Dot Stretch Headband
    Victoria’s Pink Polka Dot Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Victoria’s Pink Polka Dot Top Knot Headband Victoria’s Pink Polka Dot Top Knot Headband
    Victoria’s Pink Polka Dot Top Knot Headband
    Victoria’s Pink Polka Dot Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Vintage Cream Polka Dot Stretch Headband - The Sassy Olive Vintage Cream Polka Dot Stretch Headband - The Sassy Olive
    Vintage Cream Polka Dot Stretch Headband
    Vintage Cream Polka Dot Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Vintage Cream Polka Dot Top Knot Headband Vintage Cream Polka Dot Top Knot Headband
    Vintage Cream Polka Dot Top Knot Headband
    Vintage Cream Polka Dot Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Y2K Blue & Brown Polka Dot Stretch Headband - The Sassy Olive Y2K Blue & Brown Polka Dot Stretch Headband - The Sassy Olive
    Y2K Blue & Brown Polka Dot Stretch Headband
    Y2K Blue & Brown Polka Dot Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Y2K Blue & Brown Polka Dot Top Knot Headband Y2K Blue & Brown Polka Dot Top Knot Headband
    Y2K Blue & Brown Polka Dot Top Knot Headband
    Y2K Blue & Brown Polka Dot Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Y2K Confetti Polka Dot Stretch Headband - The Sassy Olive Y2K Confetti Polka Dot Stretch Headband - The Sassy Olive
    Y2K Confetti Polka Dot Stretch Headband
    Y2K Confetti Polka Dot Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Y2K Confetti Polka Dot Top Knot Headband Y2K Confetti Polka Dot Top Knot Headband
    Y2K Confetti Polka Dot Top Knot Headband
    Y2K Confetti Polka Dot Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Gentle Reader Stretch Headband - The Sassy Olive Gentle Reader Stretch Headband - The Sassy Olive
    Gentle Reader Stretch Headband
    Gentle Reader Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Getaway Stretch Headband - The Sassy Olive Getaway Stretch Headband - The Sassy Olive
    Getaway Stretch Headband
    Getaway Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Masquerade Stretch Headband - The Sassy Olive Masquerade Stretch Headband - The Sassy Olive
    Masquerade Stretch Headband
    Masquerade Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Penelope Stretch Headband - The Sassy Olive Penelope Stretch Headband - The Sassy Olive
    Penelope Stretch Headband
    Penelope Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Queen C Stretch Headband - The Sassy Olive Queen C Stretch Headband - The Sassy Olive
    Queen C Stretch Headband
    Queen C Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Season’s Diamond Stretch Headband - The Sassy Olive Season’s Diamond Stretch Headband - The Sassy Olive
    Season’s Diamond Stretch Headband
    Season’s Diamond Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Spill the Tea Stretch Headband - The Sassy Olive Spill the Tea Stretch Headband - The Sassy Olive
    Spill the Tea Stretch Headband
    Spill the Tea Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • The Cottage Stretch Headband - The Sassy Olive The Cottage Stretch Headband - The Sassy Olive
    The Cottage Stretch Headband
    The Cottage Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Vicountess Stretch Headband - The Sassy Olive Vicountess Stretch Headband - The Sassy Olive
    Vicountess Stretch Headband
    Vicountess Stretch Headband
    Regular price
    $15.00
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    Sale price
    $15.00
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  • Boardwalk Blue Coastal Stretch Headband - The Sassy Olive Boardwalk Blue Coastal Stretch Headband - The Sassy Olive
    Boardwalk Blue Coastal Stretch Headband
    Boardwalk Blue Coastal Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Lazy Lagoon Stretch Headband - The Sassy Olive Lazy Lagoon Stretch Headband - The Sassy Olive
    Lazy Lagoon Stretch Headband
    Lazy Lagoon Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Palm Party Stretch Headband - The Sassy Olive Palm Party Stretch Headband - The Sassy Olive
    Palm Party Stretch Headband
    Palm Party Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pink Tide Lobster Stretch Headband - The Sassy Olive Pink Tide Lobster Stretch Headband - The Sassy Olive
    Pink Tide Lobster Stretch Headband
    Pink Tide Lobster Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Saltwater Sketch Stretch Headband - The Sassy Olive Saltwater Sketch Stretch Headband - The Sassy Olive
    Saltwater Sketch Stretch Headband
    Saltwater Sketch Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Sea Darling Stretch Headband - The Sassy Olive Sea Darling Stretch Headband - The Sassy Olive
    Sea Darling Stretch Headband
    Sea Darling Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Starstruck Coral Stretch Headband - The Sassy Olive Starstruck Coral Stretch Headband - The Sassy Olive
    Starstruck Coral Stretch Headband
    Starstruck Coral Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Dolce Coast Sage Stretch Headband - The Sassy Olive Dolce Coast Sage Stretch Headband - The Sassy Olive
    Dolce Coast Sage Stretch Headband
    Dolce Coast Sage Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Dolce Coast Sage Wrap Headband - The Sassy Olive Dolce Coast Sage Wrap Headband - The Sassy Olive
    Dolce Coast Sage Wrap Headband
    Dolce Coast Sage Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Sea Garden Blue Stretch Headband - The Sassy Olive Sea Garden Blue Stretch Headband - The Sassy Olive
    Sea Garden Blue Stretch Headband
    Sea Garden Blue Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Sea Garden Blue Wrap Headband - The Sassy Olive Sea Garden Blue Wrap Headband - The Sassy Olive
    Sea Garden Blue Wrap Headband
    Sea Garden Blue Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Forest of Ferns Stretch Headband - The Sassy Olive Forest of Ferns Stretch Headband - The Sassy Olive
    Forest of Ferns Stretch Headband
    Forest of Ferns Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Forget Me Not Floral Stretch Headband - The Sassy Olive Forget Me Not Floral Stretch Headband - The Sassy Olive
    Forget Me Not Floral Stretch Headband
    Forget Me Not Floral Stretch Headband
    Regular price
    $15.00
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    Sale price
    $15.00
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  • Morning Mountains Stretch Headband - The Sassy Olive Morning Mountains Stretch Headband - The Sassy Olive
    Morning Mountains Stretch Headband
    Morning Mountains Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Ready for a Hike Stretch Headband - The Sassy Olive Ready for a Hike Stretch Headband - The Sassy Olive
    Ready for a Hike Stretch Headband
    Ready for a Hike Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rosehips and Petals Stretch Headband - The Sassy Olive Rosehips and Petals Stretch Headband - The Sassy Olive
    Rosehips and Petals Stretch Headband
    Rosehips and Petals Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Wild Roses Stretch Headband - The Sassy Olive Wild Roses Stretch Headband - The Sassy Olive
    Wild Roses Stretch Headband
    Wild Roses Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Wildflowers Garden Stretch Headband - The Sassy Olive Wildflowers Garden Stretch Headband - The Sassy Olive
    Wildflowers Garden Stretch Headband
    Wildflowers Garden Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Bug Buddies Stretch Headband - The Sassy Olive Bug Buddies Stretch Headband - The Sassy Olive
    Bug Buddies Stretch Headband
    Bug Buddies Stretch Headband
    Regular price
    $15.00
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    Sale price
    $15.00
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  • Gardening Things Stretch Headband - The Sassy Olive Gardening Things Stretch Headband - The Sassy Olive
    Gardening Things Stretch Headband
    Gardening Things Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Jams and Jellies Stretch Headband - The Sassy Olive Jams and Jellies Stretch Headband - The Sassy Olive
    Jams and Jellies Stretch Headband
    Jams and Jellies Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Seed Packets Stretch Headband - The Sassy Olive Seed Packets Stretch Headband - The Sassy Olive
    Seed Packets Stretch Headband
    Seed Packets Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Tomato Tomato Stretch Headband - The Sassy Olive Tomato Tomato Stretch Headband - The Sassy Olive
    Tomato Tomato Stretch Headband
    Tomato Tomato Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Vegetable Garden Stretch Headband - The Sassy Olive Vegetable Garden Stretch Headband - The Sassy Olive
    Vegetable Garden Stretch Headband
    Vegetable Garden Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Green Bell Stretch Headband - The Sassy Olive Green Bell Stretch Headband - The Sassy Olive
    Green Bell Stretch Headband
    Green Bell Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Ditzy Pink Floral Stretch Headband - The Sassy Olive Ditzy Pink Floral Stretch Headband - The Sassy Olive
    Ditzy Pink Floral Stretch Headband
    Ditzy Pink Floral Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Little White Flowers Stretch Headband - The Sassy Olive Little White Flowers Stretch Headband - The Sassy Olive
    Little White Flowers Stretch Headband
    Little White Flowers Stretch Headband
    Regular price
    $15.00
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    $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
    Regular price
    Sale price
    $15.00
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  • Garnet Grove Stretch Headband - The Sassy Olive Garnet Grove Stretch Headband - The Sassy Olive
    Garnet Grove Stretch Headband
    Garnet Grove Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Garnet Grove Wrap Headband - The Sassy Olive Garnet Grove Wrap Headband - The Sassy Olive
    Garnet Grove Wrap Headband
    Garnet Grove Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Pure Paws Stretch Headband - The Sassy Olive Pure Paws Stretch Headband - The Sassy Olive
    Pure Paws Stretch Headband
    Pure Paws Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pure Paws Wrap Headband - The Sassy Olive Pure Paws Wrap Headband - The Sassy Olive
    Pure Paws Wrap Headband
    Pure Paws Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Sundown Petals Stretch Headband - The Sassy Olive Sundown Petals Stretch Headband - The Sassy Olive
    Sundown Petals Stretch Headband
    Sundown Petals Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Sundown Petals Wrap Headband - The Sassy Olive Sundown Petals Wrap Headband - The Sassy Olive
    Sundown Petals Wrap Headband
    Sundown Petals Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Vintage Linoleum Stretch Headband - The Sassy Olive Vintage Linoleum Stretch Headband - The Sassy Olive
    Vintage Linoleum Stretch Headband
    Vintage Linoleum Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Vintage Linoleum Wrap Headband - The Sassy Olive Vintage Linoleum Wrap Headband - The Sassy Olive
    Vintage Linoleum Wrap Headband
    Vintage Linoleum Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Wasabi Weave Stretch Headband - The Sassy Olive Wasabi Weave Stretch Headband - The Sassy Olive
    Wasabi Weave Stretch Headband
    Wasabi Weave Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Wasabi Weave Wrap Headband - The Sassy Olive Wasabi Weave Wrap Headband - The Sassy Olive
    Wasabi Weave Wrap Headband
    Wasabi Weave Wrap Headband
    Regular price
    $18.00
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    $18.00
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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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    Sale price
    $15.00
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  • Violet Veins Wrap Headband - The Sassy Olive Violet Veins Wrap Headband - The Sassy Olive
    Violet Veins Wrap Headband
    Violet Veins Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Antique Garden Stretch Headband - The Sassy Olive Antique Garden Stretch Headband - The Sassy Olive
    Antique Garden Stretch Headband
    Antique Garden Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Antique Garden Top Knot Headband - The Sassy Olive Antique Garden Top Knot Headband - The Sassy Olive
    Antique Garden Top Knot Headband
    Antique Garden Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Antique Garden Wrap Headband - The Sassy Olive Antique Garden Wrap Headband - The Sassy Olive
    Antique Garden Wrap Headband
    Antique Garden Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Icidem Stretch Headband - The Sassy Olive Icidem Stretch Headband - The Sassy Olive
    Icidem Stretch Headband
    Icidem Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Icidem Top Knot Headband - The Sassy Olive Icidem Top Knot Headband - The Sassy Olive
    Icidem Top Knot Headband
    Icidem Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Icidem Wrap Headband - The Sassy Olive Icidem Wrap Headband - The Sassy Olive
    Icidem Wrap Headband
    Icidem Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Secret Garden Stretch Headband - The Sassy Olive Secret Garden Stretch Headband - The Sassy Olive
    Secret Garden Stretch Headband
    Secret Garden Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Secret Garden Top Knot Headband - The Sassy Olive Secret Garden Top Knot Headband - The Sassy Olive
    Secret Garden Top Knot Headband
    Secret Garden Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Secret Garden Wrap Headband - The Sassy Olive Secret Garden Wrap Headband - The Sassy Olive
    Secret Garden Wrap Headband
    Secret Garden Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Detroit Pistons Stretch Headband - The Sassy Olive Detroit Pistons Stretch Headband - The Sassy Olive
    Detroit Pistons Stretch Headband
    Detroit Pistons Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Checkered U of M Stretch Headband - The Sassy Olive Checkered U of M Stretch Headband - The Sassy Olive
    Checkered U of M Stretch Headband
    Checkered U of M Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Mandala U of M Stretch Headband - The Sassy Olive Mandala U of M Stretch Headband - The Sassy Olive
    Mandala U of M Stretch Headband
    Mandala U of M Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • U of M Polka Dots Stretch Headband - The Sassy Olive U of M Polka Dots Stretch Headband - The Sassy Olive
    U of M Polka Dots Stretch Headband
    U of M Polka Dots Stretch Headband
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  • Green Checker MSU Stretch Headband - The Sassy Olive Green Checker MSU Stretch Headband - The Sassy Olive
    Green Checker MSU Stretch Headband
    Green Checker MSU Stretch Headband
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  • Green Mandala MSU Stretch Headband - The Sassy Olive Green Mandala MSU Stretch Headband - The Sassy Olive
    Green Mandala MSU Stretch Headband
    Green Mandala MSU Stretch Headband
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  • MSU Tie Dye Stretch Headband - The Sassy Olive MSU Tie Dye Stretch Headband - The Sassy Olive
    MSU Tie Dye Stretch Headband
    MSU Tie Dye Stretch Headband
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  • Ballerina Stretch Headband - The Sassy Olive Ballerina Stretch Headband - The Sassy Olive
    Ballerina Stretch Headband
    Ballerina Stretch Headband
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  • Pink Polka Dot Limes Stretch Headband - The Sassy Olive Pink Polka Dot Limes Stretch Headband - The Sassy Olive
    Pink Polka Dot Limes Stretch Headband
    Pink Polka Dot Limes Stretch Headband
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  • Rainbow Dinosaur Stretch Headband - The Sassy Olive Rainbow Dinosaur Stretch Headband - The Sassy Olive
    Rainbow Dinosaur Stretch Headband
    Rainbow Dinosaur Stretch Headband
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  • Red Hot Peppers Stretch Headband - The Sassy Olive Red Hot Peppers Stretch Headband - The Sassy Olive
    Red Hot Peppers Stretch Headband
    Red Hot Peppers Stretch Headband
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  • Rubber Duckies Stretch Headband - The Sassy Olive Rubber Duckies Stretch Headband - The Sassy Olive
    Rubber Duckies Stretch Headband
    Rubber Duckies Stretch Headband
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  • Sugar Cones Stretch Headband - The Sassy Olive Sugar Cones Stretch Headband - The Sassy Olive
    Sugar Cones Stretch Headband
    Sugar Cones Stretch Headband
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