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Bailey Panama Hats and Straw HatsBailey of Hollywood has a complete Collection of fine straw hats for casual, dress and contemporary outfits. Wear them with jeans or shorts, or to "top off" your night on the town. The Collection includes Genuine Panama Hats, straw braid hats, Litestraw®, and quay straw. Our customers are fond of these straw hats. Select your style! 
Sale Price: $55.00 Price:
Bailey Billy has a teardrop crown and a stingy 1 3/4" brim that is snapped-down in the front. It is a soft, flexible braid hat with a matching braid hat band and an interior sweatband inclu
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Price: $67.50
The Bailey Eco Tino II is a Toyo straw fedora hat with classic lines and classy style. The center dent crown is trimmed with a matching colored hat band topped off with a subtle Bailey pin. Simpl
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Sale Price: $55.00 Price:
Bailey Charlie is a Straw Braid Porkpie Style Hat. The Charlie is flexible and packable with a 1 3/8" brim and is worn snapped-down in the front or turned-up all the way around. Comfortable
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Sale Price: $165.95 Price:
The Bailey Mason Genuine Panama Hat is a tightly woven genuine panama fedora with a unique modern shape. A deep dip crown slopes down in the back for a sleek profile, and the 2 inch stingy flair ...
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Sale Price: $74.95 Price:
The Bailey Miles Hat is a classic pork pie crown hat woven from lightweight Bao straw. The weave on this hat is especially complex and beautiful, with a textured design and slight ventilation for
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Sale Price: $119.95 Price:
The Bailey Lakewood Genuine Panama Hat is a handsome 100% genuine panama straw hat with a mixed taupe/lake color scheme that is truly unique. Woven in a Hamaca/Cuenca weave pattern for depth and ...
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Sale Price: $99.95 Price:
Bailey Sydney is a Genuine Panama Hat hand-woven in Ecuador and finished in the USA. Sydney; included in the Bailey Causal Straw hat Collection comes in two colors, Natural and Putty. The hat h
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Price: $107.50
Bailey Brooks is a Genuine Panama Hat with a teardrop crown and a 2" downbrim. Brooks has a grosgrain hat band and an interior sweatband. This hat has a heavier body. Hand-woven in Ecuador a
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Price: $53.00
Bailey Drake is a handsome Litestraw(R) hat with a center dent crown and a 2" brim that is worn snapped-down at the front. The band on this hat is two-toned and has a matching binding on th
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Sale Price: $58.95 Price:
Bailey Spencer is a Litestraw(R) hat included in the Bailey Casual Straw Collection. Crown on this hat is teardrop style. The 2 3/8" casual brim can be worn turned-down all the way around.
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Price: $62.50
Bailey Sanders is a center crease Litestraw(R) hat with a 2 3/8" brim. The brim on the Bailey Sanders is worn turned-down all the way around. The Sanders is trimmed with a grosgrain hat ba
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Sale Price: $89.95 Price:
Bailey Guthrie is a soft and supple Litestraw(R) hat. Straw material is Shantung. Hat has a teardrop crown and a 2" brim that is snapped-down at the front. Bailey Guthrie has a comfortabl
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Sale Price: $57.50 Price:
Bailey Johnny is a Straw Braid Porkpie Style Hat. The Johnny is flexible and packable. The brim on this hat is 1 3/8" and is worn snapped-down in the front or turned-up all the way around. C
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Price: $53.00
Monroe is included in the Bailey Casual Straw Hat Collection. Bailey Monroe is made from a soft, flexible braid that is comfortable to wear. Hat is two-toned; crown is Ivory with a collection o
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Price: $57.50
The Bailey Salem Hat is a classic braid fedora with a center dent crown and 2 inch snap brim. Flexible and soft, this hat is finished with a bright striped band for a cheerful and elegant summert
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Price: $53.00
Bailey Ryden is a braid hat with a 2" brim that is worn snapped-down in the front. Ryden has a center dent crown. The braid hat band is two colors with a tonal match to the body of the hat
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Sale Price: $59.95 Price:
Bailey Tennessee is included in the Bailey Casual Straw Hat Collection. Hat is made from a very lightweight quay straw. Crown is pinch-front and the 1 3/4" brim is pre-snapped to be turned
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Price: $75.00
Bailey Collins is a Litestraw(R) shantung straw hat with a smart telescope crown and a narrow 1 7/8" brim. The hat band is black grosgrain, feather is removable. Bailey Collins has a wicki
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Price: $45.00
The Bailey Astoria, part of the Wind River Collection, is an outback style summer hat with a 3" downbrim. The crown is a teardrop shape and sports wide brass mesh grommets for ventilation. T
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Sale Price: $105.00 Price:
Bailey Carnegie is a Genuine Panama hat hand-woven in Ecuador and finished in the USA. The Carnegie has a center-dent crown and a 2 3/8" brim. The band on this hat is a handsome two-tone m
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Price: $90.00
The Bailey Crosby Litestraw Hat is a Litestraw diamond crowned fedora with a trendy short 2" brim. Wear it up all around or down in the front, depending on your style. The unique dip dyed ha
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Price: $107.50
Bailey Cutler is a soft 100% Genuine Panama Hat hand-woven in Ecuador with a center-dent pinch, graduated crown and a 2 7/8" pre-snapped brim. The Cutler has a tooled leather hat band and a ...
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Price: $87.50
The Bailey Distressed Knott Genuine Panama straw fedora, hand woven in Ecuador, has a high asymmetrical crown for a unique new look. The short 1 1/2" brim can be worn up or snapped down in f
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Sale Price: $49.95 Price:
The Bailey Elliott is a straw braid trilby style fedora with a pinched front crown and snapped down 2" brim. This contemporary looking straw hat has a simple fabric hat band and is a light b
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Price: $63.00
The Bailey hardy is a soft Toyo straw fedora with a rounded center crease crown and 1 1/2" stingy brim. Wear it up all around or snap down in front, this modern trendy style breathes new lif
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Price: $92.50
The Bailey Kirkwood Hat is a Genuine Panama straw porkpie hat hand woven in Ecuador, with a classic telescope crown and modern stingy 1 1/2" brim. This smooth looking summer hat features dec
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Price: $88.00
The Bailey Knott is an asymmetrical crowned panama straw hat with a contemporary flair. The stingy 1 3/4" brim can be worn up or snapped down in front, and the exaggerated fedora shape is a ...
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Sale Price: $63.95 Price:
The Bailey Lamar is a traditional pork pie style hat with a twist. The lightweight soft straw braid curves around the classic telescope crown while the modern stingy 1 1/2" brim can be worn ...
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Price: $80.00
Bailey London Derby is a contemporary Genuine Panama Hat. The hat, hand-woven in Ecuador, is finished in the USA. Bailey London Derby is a fashion-forward hat. Hat has a 1 1/2" stingy bri
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Price: $52.50
The Bailey Lucas- The Bailey Lucas is a soft braided straw fedora with a shirt stingy brim and unique two-tone dip dyed color scheme. The soft straw is flexible, allowing the brim to be worn up o
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Sale Price: $55.00 Price:
Bailey Mannes is a multi-colored braid straw hat with a textured hat band that goes well with the color of the hat. The low c-crown shape measures 3 3/4"; it has a pinch. Bailey Mannes has ...
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Price: $83.00
Bailey Maxwell contemporary, trendy, smart. New in the Bailey Contemporary Collection for Spring/Summer. The crown is an aero pinch which is a forward looking pinch front. Brim width is 1 1/2&
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Price: $50.00
Bailey Merrick is a straw woven Derby included in the Bailey Heritage collection. Fashion-forward Derby shape. 2 1/8" roll brim. Available in Black.
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Sale Price: $69.95 Price:
The Bailey Nichols is a fedora style Litestraw hat with a teardrop crown and 3" brim. The ventilated crown has a decorative diamond design, and the band is a layered fabric-and-leather hat b
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Price: $85.00
Bailey Oscar; aero pinch crown, 1 1/2" stingy brim, member of Spring/Summer Contemporary Collection. The aero pinch crown gives a trendy forward looking style. Material is a patterned quay
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Price: $250.00
Bailey Poplar River is a fine quality Genuine Panama hat included in the Bailey Windriver(R) Collection for Spring/Summer. Genuine Panama hats are hand-woven in Ecuador; Poplar River is finished
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Price: $92.50
The Bailey Redwood is a Genuine Panama straw fedora hand woven in Ecuador, with a modern stingy 1 1/2" brim. The pinched teardrop crown is decorated with a two-tone straw weave and the hat i
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Price: $60.00
Bailey Rielly is a flexible fit, packable braid hat that is a new member of the Bailey Contemporary Collection for Spring/Summer. Rielly has a teardrop crown and a pre-snapped contour brim that ...
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Sale Price: $575.00 Price:
The Bailey Montecristi Square Crown Panama Hat is a high quality tightly woven genuine panama straw hat. Exceptionally soft bleached straw made of only the finest strands is shaped here with a mo
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Sale Price: $575.00 Price:
The Bailey Montecristi Deep Dip Crown Panama Hat is a high quality finely woven panama straw fedora in a bright crisp white bleach color perfect for summer. This beautiful hat has a flexible casu
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Sale Price: $575.00 Price:
The Bailey Montecristi Teardrop Crown Panama Hat is a beautiful classic look for summer- a fine quality tightly woven panama straw hat in a crisp white bleach color, shaped with a deep teardrop c
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Price: $169.95
The Bailey Astor Panama Hat is a soft, Brisa weave genuine panama straw hat in a modern square crowned shape. This updated look for a classic style features a 2 inch flair brim and is finished wi
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Sale Price: $107.50 Price:
The Bailey Roll Up Panama Hat is a convenient and classic genuine panama hat in a tight, flexible Brisa weave. A rounded optimo crown allows this handsome hat to be rolled up for easy packing, so
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Sale Price: $115.90 Price:
The Bailey Sawyer Panama Hat is an attractive telescope crown hat with a 2 inch pre-snap brim. Made of genuine panama straw in two-tone stripes woven in a complex Brisa weave, this handsome hat i
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Sale Price: $79.95 Price:
The Bailey Lenglen Panama Hat is a teardrop crown genuine panama straw fedora with a unique Pendalino weave crown. The slightly open weave allows ventilation through, keeping this hat cool and co
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Price: $67.50
The Bailey Newington Hat is a flexible Litestraw fedora made of soft paper Toyo straw. Shaped with a deep dip crown for a sleek profile and featuring a stingy modern contour brim, this fashionabl
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Price: $67.50
The Bailey Samuelson Hat is a flexible paper Toyo straw fedora with a unique modern square crown and casual brim. Tightly woven and soft feeling, this handsome hat is a great alternative to the t
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Price: $67.50
The Bailey Maynard Hat is a fashionable modern fedora with a diamond crown and stingy 1 1/2 inch pre-snap brim. Made of smooth Toyo straw, this hat is finished off with a wide ribbon hat band. A ...
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Price: $62.50
The Bailey Barnett Hat is part of the Bailey Windriver collection. A twisted Toyo straw hat with a grad crown and 2 3/8 inch casual brim, this hat is lightweight and airy for hot weather. Handsom
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Sale Price: $89.95 Price:
The Bailey Hanson Shantung Hat is a light Shantung straw fedora with a center dent crown and 2 1/2 inch snap brim. A crisp classic look, this hat is finished with a slim black ribbon hat band and
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Price: $72.50
The Bailey Jackson Hat is a lightweight Sisal straw fedora with a classic teardrop crown and 2 inch pre-snap brim. This sharp looking summer hat is loosely woven on the crown and one side of the ...
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Sale Price: $52.50 Price:
The Bailey Fernales Hat is a light soft palm straw fedora with a center dent crown and fashionable 1 5/8 inch stingy pre-snap brim. This handsome hat is simple but stylish with a wide grosgrain r
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Price: $72.50
The Bailey Keynes Hat is a trendy modern straw hat made of smooth Sisal straw. This lightweight warm weather fedora has a classic teardrop crown and a modern very stingy 1 inch brim. This sleek b
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Price: $67.50
The Bailey Moran Hat is a sleek black bowler style hat in soft Toyo straw, perfect for summer. The classic rounded bowler crown leads to an upturned brim and the hat is finished with a black gros
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Price: $74.95
The Bailey Scout Hat is a lightweight woven Jute/Seagrass fedora with a beautiful swirled stripe pattern and breezy open weave. The classic teardrop crown meets a 2 inch casual brim for an easy f
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Price: $72.50
The Bailey Foster Hat is a light woven Jute rope hat with a classic telescope crown and stingy modern 1 1/2 inch pre-snap brim. This fashionable hat features an open weave for ventilation on hot ...
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Price: $65.00
The Bailey Sharmon Hat is an attractive modern telescope crown hat made of soft flexible Sisal braid. The fashionable stingy brim has a bound edge and the whole hat has a seamless simple look tha
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Price: $57.50
The Bailey Gorman Hat is a sharp looking flexible braid fedora with a vented center dent crown and 2 inch snap brim. This hat has a contrast colored brim edge and matching hat band trim for a bol
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Price: $57.50
The Bailey Buss Hat is a sharp looking modern fedora style hat for warm weather. A teardrop crown meets a very short stingy brim that can be snapped down in front for a fashionable look. The hat ...
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Price: $72.50
The Bailey Garrick Hat is a beautiful and unique hat constructed from cotton and wheat straw. The ribbon crown is a classic teardrop shape, made of comfortable light cotton. The 1 3/4 inch snap b
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