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Bailey Panama Hats and Straw Hats

Bailey 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!

Bailey Billy Packable Hat
Sale Price: $51.00    Price: $60.00

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 ... Read more »
Bailey Sydney Panama Hat
Sale Price: $127.50    Price: $150.00

Bailey Sydney is a Genuine Panama Hat hand-woven in Ecuador and finished in the USA. Sydney; included in the Bailey Casual Straw hat Collection comes in several colors. The hat has a teardrop c ... Read more »
Bailey Brooks Panama Hat
Sale Price: $119.00    Price: $140.00

Bailey Brooks is a Genuine Panama Hat with a teardrop crown and a 2 3/8 inch downbrim. Brooks has a grosgrain hat band and an interior sweatband. This hat has a heavier body. Hand-woven in Ecuado ... Read more »
Bailey Spencer Litestraw Hat
Sale Price: $63.75    Price: $75.00

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. ... Read more »
Bailey Guthrie Litestraw Hat
Sale Price: $93.50    Price: $110.00

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 comfortable int ... Read more »
Bailey Salem Packable Hat
Sale Price: $51.00    Price: $60.00

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 ... Read more »
Bailey Cutler Panama Hat
Sale Price: $119.00    Price: $140.00

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 comfo ... Read more »
Bailey Elliott Trilby Hat
Sale Price: $51.00    Price: $60.00

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 ... Read more »
Bailey Mannes Hat
Sale Price: $51.00    Price: $60.00

Bailey Mannes is a multi-colored braid 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 a narr ... Read more »
Bailey Montecristi Deep Dip Crown Panama Hat
Sale Price: $637.50    Price: $750.00

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 ... Read more »
Bailey Hanson Shantung Hat
Sale Price: $93.50    Price: $110.00

The Bailey Hanson Shantung Hat is a light Shantung 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 a rem ... Read more »
Bailey Wilshire Hat
Sale Price: $59.50    Price: $70.00

The Bailey Wilshire Hat is a crushable, comfortable fedora ideal for warm weather. A rounded teardrop crown gives it a softer shape, while the 2 inch brim cap be snapped down in front for style a ... Read more »
Bailey Chaplin Bowler Hat
Sale Price: $127.50    Price: $150.00

The Bailey Chaplin Bowler Hat is a brilliant warm weather version of the classic round crown derby. Made of lightweight panama straw with a flexible 2 inch bound edge brim, this hat features a wi ... Read more »
Bailey Lando Hat
Sale Price: $63.75    Price: $75.00

The Bailey Lando Hat is a classy summer fedora, woven from smooth flexible paper straw for a soft feel. Comfortable and classic, the centerdent crown and medium width pre-snapped brim are looks t ... Read more »
Bailey Berle Straw Fedora
Sale Price: $72.25    Price: $85.00

The Bailey Berle Straw Fedora is a handsome Toyo straw hat made with a unique blend of crochet and braid stitches to create an airy, open weave ideal for the hottest days of summer. The mesh crow ... Read more »
Bailey Blackburn Litestraw Fedora
Sale Price: $102.00    Price: $120.00

The Bailey Blackburn Litestraw Fedora is a fashionable fedora with a grad crown (sloped down slightly in both front and back) in a smooth, clean Litestraw tightly woven and completely waterproof. ... Read more »
Bailey Loring Genuine Panama Fedora
Sale Price: $233.75    Price: $275.00

The Bailey Loring Genuine Panama Fedora is a beautifully made 100% genuine Grade 8 panama straw hat hand woven in Ecuador and finished in the USA. The modern grad crown has a slight slope in both ... Read more »
Bailey Salter Genuine Panama Fedora
Sale Price: $233.75    Price: $275.00

The Bailey Salter Genuine Panama Fedora is a timeless classic made for summer. Grade 8 genuine panama straw is hand woven in Ecuador and hand blocked into shape in the USA to form a traditional t ... Read more »
Bailey Telemannes Porkpie Hat
Sale Price: $55.25    Price: $65.00

The Bailey Telemannes Porkpie Hat uses the mixed colors of braided synthetic straw Bailey has made popular in other hats and forms them into a fashionable porkpie style hat for a whole new look t ... Read more »
Bailey Konrath Hat
Sale Price: $127.50    Price: $150.00

The Bailey Konrath Hat is a lightstraw fedora made from a premium shantung which makes this hat durable, flexible, and gives it water resistance. A classic style fedora with a teardrop crown and ... Read more »
Bailey Wasser Panama Fedora
Sale Price: $119.00    Price: $140.00

The Bailey of Hollywood Wasser Panama Fedora has a teardrop crown, a 2 3/8" brim, and Japanese grosgrain trim. This custom weave straw hat begins as a hand woven body in Ecuador and is completed ... Read more »
Bailey Tessier Panama Fedora
Sale Price: $136.00    Price: $160.00

he Bailey of Hollywood Tessier Panama Fedora has a rounded teardrop crown and a 2 1/2” snap brim. Fashion details include Japanese grosgrain trim, a gold vintage flooring nail, and a removable du ... Read more »
Bailey Giger Panama Fedora
Sale Price: $136.00    Price: $160.00

The Bailey of Hollywood Giger Panama Fedora has a teardrop crown, a 2 3/8" snap brim, and Japanese grosgrain trim. This custom weave straw hat begins as a hand woven body in Ecuador and is comple ... Read more »
Bailey Winger LiteStraw Pork Pie
Sale Price: $85.00    Price: $100.00

The pork pie shape is perfect for musicians, artists, and other creative types who love having a cool, unique look. The Bailey of Hollywood Winger is made with a Shantung LiteStraw® body that is ... Read more »
Bailey Cosmo LiteStraw Fedora
Sale Price: $102.00    Price: $120.00

The Bailey of Hollywood Cosmo LiteStraw® Fedora is made with Shantung LiteStraw®. This spring and summer straw fedora features a grad crown, a 2 1/4" snap brim, and a fine woven sweatband. The Co ... Read more »
Bailey Lichter Braided Fedora
Sale Price: $59.50    Price: $70.00

The Bailey Lichter is a fun new style for spring and summer! Perfect for summer festivals or picnics in the park, the Lichter sports a unique melange dye braid design. This fedora features a 1 ... Read more »
Bailey Mullan Braided Fedora
Sale Price: $63.75    Price: $75.00

The Bailey Mullan Braided Fedora is cool summer hat made from a Toyolene braid. This fedora features a 2 3/4" brim, a comfort sweatband, and Japanese grosgrain trim. The Mullan is part of the B ... Read more »
Bailey Rokit Braided Trilby
Sale Price: $55.25    Price: $65.00

The Bailey of Hollywood Rokit Trilby is an energetic spring and summer trilby with a contrast color crown and a vibrant stripe hatband. This braided trilby has a stingy 1 5/8" brim, a teardrop cr ... Read more »
Bailey Craig Braided Fedora
Sale Price: $55.25    Price: $65.00

The Breed collection from Bailey of Hollywood represents the spirit of free-thinking sophistication. The Craig Braided Fedora is a great example of that notion with its spectacular Milan braid de ... Read more »
Bailey Shelley Braided Trilby
Sale Price: $51.00    Price: $60.00

Cool braided styles are an excellent shape for the spring and summer seasons! The Bailey of Hollywood Shelley Braided Trilby has a stingy 1 5/8" brim, a comfort sweatband, and a teardrop crown. T ... Read more »
Bailey Keter Ivy Cap
Sale Price: $44.00    Price: $52.00

The Bailey of Hollywood Keter Ivy Cap is a sleek, modern shape from the Breed collection. The Breed collection includes hats that represent a forward-thinking, avant-garde aesthetic. The Keter is ... Read more »
Bailey Crampton Endura Straw Fedora
Sale Price: $89.25    Price: $105.00

Endura Finish hats have a revolutionary, thermosetting yarn inserted inside paper straw fiber prior to being woven. The result is a shape retentive hat that will return to it's blocked shape even ... Read more »
Bailey Barrett Endura Straw Fedora
Sale Price: $85.00    Price: $100.00

Endura Finish hats have a revolutionary, thermosetting yarn inserted inside paper straw fiber prior to being woven. The result is a shape retentive hat that will return to it's blocked shape even ... Read more »
Bailey Engman LiteStraw Fedora
Sale Price: $85.00    Price: $100.00

The Bailey of Hollywood Engman LiteStraw® is made with Toyo LiteStraw® that is supple, shape retentive, and water repellent. This stylish spring and summer fedora has a 2 7/8" brim, a grad crown, ... Read more »
Bailey Harvey Shantung Fedora
Sale Price: $119.00    Price: $140.00

This Bailey of Hollywood spring and summer hat is a western shantung straw style. The Harvey Fedora includes details like a pinch front crown, a 3 1/2"" flat brim, and a Dri-Lex® sweatband. Finis ... Read more »
Bailey Bayard LiteStraw Fedora
Sale Price: $80.75    Price: $95.00

The Bailey of Hollywood Bayard LiteStraw® is made with Toyo LiteStraw® that is supple, shape retentive, and water repellent. This stylish spring and summer fedora has a 2 3/8" casual brim, a tear ... Read more »
Bailey Torslef Straw Fedora
Sale Price: $63.75    Price: $75.00

The Bailey of Hollywood Torslef Fedora, part of the Poet collection, is a Toyo crochet straw hat style for spring and summer. The Torslef features a 2 3/4" brim, a comfort sweatband, and a jute s ... Read more »
Bailey Pelly Braided Trilby
Sale Price: $59.50    Price: $70.00

Cool braided styles are an excellent shape for the spring and summer seasons! The Bailey of Hollywood Pelly Braided Trilby has a stingy 1 5/8" snap brim, a comfort sweatband, and a teardrop crown ... Read more »
Bailey Frankie Straw Fedora
Price: $59.50

A cool, relaxed spring and summer style, the Bailey of Hollywood Frankie Fedora features a stingy 1 5/8" snap brim, a center dent crown, and a comfort sweatband. The Frankie is made with a melang ... Read more »