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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 Miles Hat
Sale Price: $74.95    Price: $80.00

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 ... Read more »
Bailey Sydney Panama Hat
Sale Price: $116.85    Price: $137.5.00

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: $116.85    Price: $137.5.00

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 Monroe Packable Hat
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 ... Read more »
Bailey Salem Packable Hat
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 ... Read more »
Bailey Tennessee Straw Fedora
Sale Price: $59.95    Price: $65.00

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 ... Read more »
Bailey Cutler Panama Hat
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 ... 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 Nichols Straw Fedora
Sale Price: $69.95    Price: $90.00

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 ... Read more »
Bailey Montecristi Teardrop Crown Panama Hat
Sale Price: $575.00    Price: $625.00

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

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 ... Read more »
Bailey Fernales Hat
Sale Price: $52.50    Price: $58.00

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 Delano Hat
Price: $125.00

The Bailey Delano Hat is a a loosely woven sinamay straw fedoras with a ton of style. A deep back dip crown creates a sleek silhouette, and the 2 inch contour brim is longest in front to add to t ... Read more »
Bailey Finn Panama Hat
Sale Price: $118.95    Price: $125.00

The Bailey Finn Panama Hat is a gorgeous modern update of the classic summer panama straw fedora. A rounded top teardrop crown and 2 inch flair brim give this hat a softer, less harsh silhouette ... Read more »
Bailey Greyson Hat
Sale Price: $55.25    Price: $65.00

The Bailey Greyson Hat is a soft, flexible braid fedora ideal for summer's adventures. Packable and comfortable, this lightweight summer fedora has a centerdent crown and a 2 inch brim that can b ... 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: $116.85    Price: $137.5.00

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 Konrath Hat
Sale Price: $127.50    Price: $150.00

The Bailey Konrath Hat is a teardrop crown fedora made from smooth, soft and flexible straw. Light natural coloring gives this hat a crisp summertime look, while the front snap brim adds a subtle ... Read more »
Bailey Crother Hat
Sale Price: $99.85    Price: $117.5.00

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 Drogo Hat
Sale Price: $99.85    Price: $117.5.00

The Bailey Drogo Hat is a bold new look for summer; with a rounded crown and wide downbrim, this tightly woven straw hat is lightweight and comfortable, combining the best elements of casual and ... Read more »
Bailey Meeker Hat
Sale Price: $89.25    Price: $105.00

The Bailey Meeker Hat is a fashionable finely woven straw hat with a soft centerdent crown and shorter brim that can be worn up all around or snapped down in front. A soft feel and subtle shine g ... Read more »
Bailey Gillen Hat
Sale Price: $136.00    Price: $160.00

The Bailey Gillen Hat is a unique hat made from a deep, rich sienna straw formed into a classic teardrop crown fedora shape. The medium length brim is a flattering look, worn up all around or sna ... 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 Redway Hat
Sale Price: $68.00    Price: $80.00

The Bailey Redway Hat is a vintage style hat made from soft, flexible paper straw. A higher teardrop crown meets a pre-snapped brim for a classic silhouette. Lightweight and perfect for summer, t ... 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 Davos Hat
Sale Price: $59.50    Price: $70.00

The Bailey Davos Hat takes the fashionable ombre trend to the next level with this uniquely woven hat. A porkpie crown gives it a jazzy feel, while the medium length brim is a flattering look tha ... Read more »
Bailey Wicket Hat
Sale Price: $59.50    Price: $70.00

The Bailey Wicket Hat is a short brimmed fedora made from smooth, tightly woven paper straw. The material flexible and soft for a comfortable fit and feel, while the centerdent crown is a classic ... 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 Dengar Hat
Sale Price: $68.00    Price: $80.00

The Bailey Dengar Hat oozes sophisticated street style. A soft, flexible straw braid hat with a teardrop crown and short trendy snap brim, this hat has a packable, crushable body trimmed with a g ... Read more »
Bailey Dillane Hat
Sale Price: $59.50    Price: $70.00

The Bailey Dillane Hat is a genius hat ready for adventure. Made from an incredibly soft, flexible straw braid, this hat has a deep centerdent crown and wavy downbrim for a casual, comfortable st ... Read more »
Bailey Gilsig Hat
Sale Price: $99.85    Price: $117.5.00

The Bailey Gilsig is a rustic fedora perfect for the lazy days of summer. Woven from wide strips of flat straw with a natural rough weave, this classically shaped centerdent hat has a flattering ... Read more »
Bailey Purefoy Hat
Sale Price: $127.50    Price: $150.00

The Bailey Purefoy Hat is a practical sun hat with a fashionable touch. A low rounded crown is woven with a decorative swirl weave for a slightly textured detail, while the wide flat brim is perf ... Read more »
Bailey Tonasket Hat
Sale Price: $138.10    Price: $162.5.00

The Bailey Tonasket Hat, named for a city in Washington State, is a new look for summer. A telescope crown, usually seen on porkpie hats, is used here with a wide shady sun brim for an old time l ... Read more »
Bailey Raymus Hat
Sale Price: $74.35    Price: $87.5.00

The Bailey Raymus Hat is a fashionable fedora in the trendy trilby style, with a short front snapped down brim and blocked teardrop crown. Light enough for the hottest summer days, this hat featu ... Read more »
Bailey Tavion Hat
Sale Price: $85.00    Price: $100.00

The Bailey Tavion Hat is a unique tightly woven summer straw hat with a classic teardrop crown and wide downbrim. A shady sun hat perfect for strolls on the beach or afternoons in the garden, thi ... Read more »