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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 Causal Straw hat Collection comes in several colors. The hat has a teardrop c ... Read more »
Bailey Brooks Panama Hat
Sale Price: $117.30    Price: $138.00

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 ... 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: $89.25    Price: $105.00

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 comfortabl ... 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: $117.30    Price: $138.00

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 ... 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 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 ... Read more »
Bailey Hanson Shantung Hat
Sale Price: $89.25    Price: $105.00

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 Fernales Hat
Sale Price: $51.00    Price: $60.00

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 ... Read more »
Bailey Gorman Hat
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 ... 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 Crother Hat
Sale Price: $99.88    Price: $117.50

The Bailey Crother Hat is a lightweight straw fedora with a sloped centerdent crown, woven in an attractive herringbone pattern. The medium width brim is a flattering length, and can be snapped d ... Read more »
Bailey Fimmel Hat
Sale Price: $136.00    Price: $160.00

The Bailey Fimmel Hat is a handsome porkpie hat with a twist. Rather than the traditional low, slim silhouette, this telescope crown hat has a slightly wider brim and higher crown for a blend of ... 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 Hallin Hat
Sale Price: $59.50    Price: $70.00

The Bailey Hallin Hat is a trendy trilby style fedora made for summer. Flexible straw braid strips make up the body of this soft, packable hat with a teardrop crown and stingy brim that looks gre ... 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: $100.30    Price: $118.00

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 Bren Litestraw Boater Hat
Sale Price: $85.00    Price: $100.00

The Bailey Bren Litestraw Boater Hat is a beautifully woven Bao Litestraw boater with tons of style. The weave is an intricate basketweave design just loose enough to allow a breeze to flow throu ... Read more »
Bailey Cudmore Panama/Leather Fedora
Sale Price: $233.75    Price: $275.00

The Bailey Cudmore Panama/Leather Fedora is a Western inspired hat with a beautifully matched mix of fabrics for a luxurious look. Expertly woven genuine panama straw- hand woven in Ecuador- form ... Read more »
Bailey Cunard Litestraw Fedora
Sale Price: $72.25    Price: $85.00

The Bailey Cunard Litestraw Fedora is a casual seagrass style fedora with a casual safari crown and wide 3 inch brim that slopes down in the front and back. An easy fit and open, airy weave give ... Read more »
Bailey Grimmer Genuine Panama Fedora
Sale Price: $191.25    Price: $225.00

The Bailey Grimmer Genuine Panama Fedora is a totally unique way to wear a summer straw. A classic fedora crown meets a wide 3 inch brim that can be worn up or snapped down in front. 100% panama ... Read more »
Bailey Inman Litestraw Porkpie Hat
Sale Price: $72.25    Price: $85.00

The Bailey Inman Litestraw Porkpie Hat is a flattering telescope crown porkpie hat made from flexible, water resistant Litestraw with a durable outer coating and smooth finish. Expertly woven wit ... 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 Jarvis Straw Derby
Sale Price: $100.30    Price: $118.00

The Bailey Jarvis Straw Derby is a new, modern take on the traditional derby with a rounded crown and wider 2 3/8 inch flat brim for a look that is part bowler, part fedora, and all class. Shantu ... Read more »