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: $55.00    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 Charlie Porkpie Hat
Sale Price: $55.00    Price: $62.00

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 ... 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 Lakewood Genuine Panama Hat
Sale Price: $119.95    Price: $130.00

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 ... Read more »
Bailey Sydney Panama Hat
Sale Price: $99.95    Price: $118.00

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
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 ... Read more »
Bailey Spencer Litestraw Hat
Sale Price: $58.95    Price: $70.00

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: $89.95    Price: $103.00

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 Johnny Straw Braid Hat
Sale Price: $57.50    Price: $63.00

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 ... 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 Carnegie Panama Hat
Sale Price: $105.00    Price: $120.00

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 ... 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: $49.95    Price: $55.00

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 Lamar Straw Porkpie Hat
Sale Price: $63.95    Price: $70.00

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 ... Read more »
Bailey Mannes Hat
Sale Price: $55.00    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: $89.95    Price: $103.00

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
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 Toledo Hat
Price: $95.00

The Bailey Toledo Hat is an exciting new look for the warm weather months. Made of 100% Litestraw, this lightweight summer fedora hat features a deep dip crown for a sleek silhouette and has a 2 ... Read more »
Bailey Wilshire Hat
Price: $68.00

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
Price: $118.95

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 »