Free shipping on US orders over $99

×

Bailey of Hollywood

Bailey Logo

Bailey of Hollywood is renowned for their craftsmanship of exquisite hats, made of the finest fur felt, leather, straw, wool and cloth.

Grid
List

Featured
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

Bailey of Hollywood Colver Fedora Hat

The Bailey of Hollywood Colver Fedora, from Bailey's Poet Collection, is made of beautiful, luxurious 100% wool felt in Bailey's Elite Stiffended Finish hat body, including...
$209.99

Bailey of Hollywood Derby Wool Bowler

If you're looking for a classy and timeless hat that's steeped in tradition, then the Bailey of Hollywood Derby Wool Bowler is for you....
$169.99

Bailey Berle Stingy Brim Fedora

Elevate your style with the Berle stingy brim fedora by Bailey. Crafted from crochet braided Toyo straw, this hat showcases a 4" vented center...
$114.99

More sizes available

Bailey of Hollywood Riff LiteFelt Wool Fedora

The Bailey of Hollywood Riff Wool Fedora is elegant, classy, and versatile, accentuating many styles. The Riff features beautiful LiteFelt polished wool that is...
$174.99

Bailey of Hollywood Brandt Lanolux

Do you love the finer things in life? Then the Bailey of Hollywood Lanolux Brandt is for you! Made from 100% wool, this pinch-front...
$179.99

Bailey of Hollywood Tessier Panama Fedora Hat

The Tessier from Bailey of Hollywood is a genuine brisa weave style Panama, meticulously hand woven in Ecuador, with a rounded teardrop crown and...
$199.99

Bailey of Hollywood Hanson Litestraw® Fedora

Introducing the Bailey Hanson Fedora, a classic hat that exudes elegance and style. Made from 100% Shantung Litestraw, this hat combines quality craftsmanship with...
$174.99

Bailey of Hollywood Guthrie Shantung Litestraw

Introducing the Bailey Guthrie Fedora, a true embodiment of style, quality, and versatility. Perfect for a summer afternoon sipping iced tea on a wraparound...
$174.99

Bailey of Hollywood Godfather Wool Felt Homburg

Channel the style of Don Vito Corleone with the Bailey of Hollywood Godfather Wool Felt Homburg. This fedora features a 2 3/4-inch rolled bound...
$164.99

Bailey of Hollywood Wynn Litefelt Fedora

Introducing the Bailey Wynn Fedora, a classic hat that combines timeless style with modern functionality. Crafted from high-quality LiteFelt Wool, this Fedora offers a...
$139.99

Bailey of Hollywood Graham Ivy Cap

Introducing the Bailey Graham Ivy & Flat Cap from the esteemed Poet collection. Crafted from a premium polyester-cotton blend, this cap offers both style...
$79.99

Bailey of Hollywood Ormond Ivy Cap

Introducing the Bailey Ormond 5 Panel Ivy Cap, the perfect blend of classic style and modern sophistication. Crafted from a luxurious blend of 50%...
$79.99

Bailey of Hollywood Taxten Leather Cap

The Taxten Leather Cap would look great on you while riding your motorcycle out on the open road. The distressed look of the hat...
$154.99

Bailey of Hollywood Roll Up II Panama Fedora Hat

This classic Panama straw hat is expertly woven in Ecuador in a fine Brisa weave that allows for the hat to be rolled and...
$249.99

Bailey of Hollywood Brooks Panama

Be a modern traveler with the Bailey of Hollywood Brooks Panama Hat. This classic genuine Panama is a summer wardrobe staple. With its wide variety...
$199.99

Bailey of Hollywood Wool Jett Porkpie

Take a step into the mid-19th century with this classically-styled hat. You don't have to be a jazz musician to enjoy and take advantage...
$164.99

Recently Viewed Products

Still Looking For That Perfect Hat?

Best Sellers

All of our most popular styles, in one spot! If you are looking for the perfect hat, its in this collection!

Click Here for Best Sellers
×

Most Popular

Bailey of Hollywood Billy Stingy Brim

$94.99

Bailey of Hollywood Curtis Indy Fedora

$139.99