Straw Hats
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Bailey of Hollywood Derwent Panama Fedora
$199.99The Derwent Panama Fedora from Bailey of Hollywood is a stunner. Made in the USA from 100% Toqulla Palm, the Derwent features a unique tie dye effect (no two Derwents will ever look the exactly ... -
Bailey of Hollywood Stallworth Panama Fedora
$184.99The Stallworth from Bailey of Hollywood is a grad crown, medium brim style Panama hat that features a dual color effect through the use of dyeing before being woven. Made from genuine 100% toquilla pa... -
Bailey of Hollywood Tasmin Panama Fedora
More Colors Available$184.99If you are looking for a hat to help you stand out from the crowd, look no further than the Tasmin from Bailey of Hollywood. This unique, custom weave, 100% Toquilla Palm straw Panama hat is handwove...
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Bailey of Hollywood Warlick Panama Hat
More Colors Available$199.99The Warlick Panama from Bailey of Hollywood is an absolute head turner. This stunning Panama hat, hand made in the USA from 100% Toquilla straw, features a modern 3 3/4" grad crown with a unique multi... -
Bailey of Hollywood Parson Panama Fedora
More Colors Available$184.99If you are looking for a timeless mix of Panama and Western, look no further than the Parson Panama Fedora from Bailey of Hollywood. The Parson is a genuine Panama hat, hand woven in Ecuador and then ... -
Bailey of Hollywood Giger Panama Fedora
More Colors Available$184.99With its custom plaid-effect weave, the Giger Panama Fedora from Bailey of Hollywood is sure to be an eye catcher! It's a genuine Panama, hand woven in Ecuador and then completed in the U.S.A. where i...
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Bailey of Hollywood Mannesroe Fedora
More Colors Available$84.99The Bailey of Hollywood Mannesroe is one of our most popular spring/summer fedoras. It has a bold, stylish look that is perfect for a summer evening out on the town. The multi colored pattern gives it... -
Bailey of Hollywood Waits Braided Pork Pie
More Colors Available$94.99The Bailey of Hollywood Waits is a smooth and sleek braided pork pie with a traditional telescoping crown, a grosgrain ribbon hatband, and a stingy upturned brim. This classic tried and true pork pie ... -
Bailey of Hollywood Billy Stingy Brim
More Colors Available$84.99Premiere hat designer Bailey of Hollywood is known for creating nostalgic yet modern looks that appeal to the modern generation of hat wearers. This Billy Stingy Brim hat in the trilby fedora style wi...
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Bailey of Hollywood Groff Grade B Panama Hat
$224.99The Groff Panama hat from Bailey of Hollywood is a timeless, essential, must-have hat for every person of style. This fine Grade B Panama is hand woven from 100% toquilla palm in Ecuador and then bloc... -
Bailey of Hollywood Chaplin Straw Bowler Hat
More Colors Available$189.99The Bailey of Hollywood Chaplin is an innovative mix of a classic bowler styling in a genuine Panama straw fabrication. The hat body is hand woven in Ecuador by skilled artisans and then blocked into ... -
Bailey of Hollywood Brooks Panama
More Colors Available$184.99Be a modern traveler with the Bailey of Hollywood Brooks Panama Hat. This classic genuine Panama is a summer wardrobe staple. The teardrop crown and down brim will provide you with sun prote...
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Bailey of Hollywood Tessier Panama Fedora Hat
More Colors Available$179.99The Tessier from Bailey of Hollywood is a genuine brisa weave style Panama, meticulously hand woven in Ecuador, with a rounded teardrop crown and 2 1/2 inch snap brim. It has been hand finished with a... -
Bailey of Hollywood Mannes Stingy Brim Fedora
More Colors Available$84.99This fedora from Bailey of Hollywood completes a look that's both retro and contemporary, fulfilling the style needs of the modern hat aficionado while remaining comfortable and lightweight. With the ... -
Bailey of Hollywood Roll Up II Panama Fedora Hat
$239.99This classic Panama straw hat is expertly woven in Ecuador in a fine Brisa weave that allows for the hat to be rolled and packed. This extremely travel friendly versatile style will be something you w...
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Bailey of Hollywood Blackburn Litestraw® Fedora
$164.99- 100% Shantung Litestraw
- 2 7/8" Brim
- Grad Crown
- Water Repellant
- Made in the USA
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Bailey of Hollywood Hanson Litestraw® Fedora
More Colors Available$149.99- 100% Shantung Litestraw
- 2 1/2" Brim
- Center Dent Crown
- Water Repellant
- Made in the USA
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Bailey of Hollywood Wilshire Braid Fedora
More Colors Available$94.99- 50% Paper Straw, 50% Polypropylene Straw
- 1 7/8" brim
- Teardrop Crown
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Bailey of Hollywood Guthrie Shantung Litestraw
More Colors Available$149.99Perfect for a summer afternoon sipping iced tea on a wraparound porch. The Bailey of Hollywood Guthrie Shantung Litestraw fedora features a fine and smooth straw braid that is soft and flexible. It h... -
Bailey of Hollywood Salem Summer Braid Fedora
More Colors Available$84.99The Bailey of Hollywood Salem Summer Braid fedora features a breathable Toyo paper straw braid to make it the perfect warm weather hat. Besides the ideal craftsmanship of the Bailey hat company, the... -
Bailey Elliott Straw Fedora
More Colors Available$74.99The Elliot is light and airy which is perfect for summer days on the beach or just hanging out with good company. It carries a great straw weave and an extra perfect touch with the dark brown headband...
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Bailey of Hollywood Cutler Panama Straw Hat
$179.99Imagine yourself sitting under a palm tree, drink in hand, wearing this Panama straw fedora. The Cutler combines fashion and function with sun protective properties and a UPF of 50+. A 2-7/8-inch snap...