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Hats For Sale
Designer: Frank Olive
Designer: Bes-Ben
Bes Ben Clockworks Hat
Located in New York, NY
Rare Fantasy Collectible Bes Ben "Clockworks" Hat from the 1940's. The Mad Hatter of Chicago created some of the craziest novelty designs of the period. Patent leather cut work leaves are decorated with jet beads and tons of pocket watch and cuckoo clock mini brooches...
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1940s American Hats

Bes Ben Velvet Mask Hat with Cut Steel Butterflies
Located in New York, NY
Rare Fantasy Collectible Bes Ben Surreal Mask Hat from the 1940's. The Mad Hatter of Chicago created some of the craziest novelty designs of the period. Black velvet mask shaped hat with Victorian style blacked cut steel butterfly...
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1950s American Hats

Bes Ben Chicago Rare Surrealistic Clock Dial Avant Garde Designer Hat c 1950s
Located in University City, MO
Bes Ben Chicago Rare surrealistic clock dial themed designer hat c 1950s The whimsical avant-garde designer hat is embellished with a series of pearlized resin enamel clock dials with subtle diamante' crystal accents The collection of resin faux clock dials are adhered onto green lacquered elongated faux leaves This style of clock themed hat was featured in the Bes Ben Mad Hatter book Bes Ben's extraordinary millinery creations are very rare & highly collectible Makes a wonderful addition to vintage hat...
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1950s American Hats

Metallic Gold Straw Modernist Hat by Frank Olive for Neiman Marcus
Located in Palm Springs, CA
This beautiful hat was designed by the late Frank Olive for Neiman Marcus. His hats were collected by the rich and famous all over the world. This hat came from the closet of a well ...
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1990s American Hats

Frank Olive for I. Magnin Hat Calot Juliette Black Velour Vintage Cocktail Hat
Located in Port Saint Lucie, FL
Frank Olive for I. Magnin Calot or Juliette hat, likely made in the late 60s. Made from an incredibly soft black velour, it features tiny hair combs at each side to secure for wear....
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1960s British Hats

1960's Frank Olive Hat with Long Tassel
Located in Scottsdale, AZ
Wow! This gorgeous vintage Frank Olive cartwheel hat circa 1960s is so special and chic! In an extremely sophisticated 'cartwheel' style featuring a black tassel hanging...
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1980s Hats

1940 Bes-Ben Kelly Green Tilt Hat w Wide Back Band & Loopy Flourish
Located in Gresham, OR
A wonderful and rare early Bes-Ben tilt hat in a rich Kelly green: Front consists of exuberant loopy felt fringe. The back is a wide wrapping jersey band s...
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1940s American Hats

Frank Olive Vintage Gold Woven Straw & Mesh Wide Brim Hat With Bow
Located in Portland, OR
This is a such a fabulous vintage Frank Olive wide brim gold woven hat with a bow. This sensational vintage hat has alternating rows of woven gold straw and metallic sheer mesh or ne...
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1980s American Hats

Frank Oliver Leopard Print Trim Hat
Located in Scottsdale, AZ
Add to your collection with this adorable Frank Oliver hat! Circa late 20th century, this hat features a black felt top and a leopard print cowhide bri...
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Late 20th Century American Hats

1950s Bes-Ben Ivory Feather & Pearl Medallion Cocktail Hat
Located in Gresham, OR
A fabulous and rare 1950s Bes-Ben cream exotic feather and faux pearl medallion hat. Couture-style soft construction with organza lining. With their signature whimsical style, Bes-B...
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1950s American Hats

Frank Olive Black Wool Fedora Hat, 1970's
Located in Atlanta, GA
Classic 1970's Frank Olive black wool fedora hat decorated at the brim with a black grosgrain band and bow. The inner rim is lined with Mr. Olive's signature hot pink grosgrain ribb...
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1970s American Hats

1960s Frank Olive Tangerine Straw Sun Hat w/ Bow Trim
Located in Gresham, OR
A gorgeous 1960s Frank Olive tangerine straw sun hat with straw braid band and bow.
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1960s American Hats

Related Items
Rare Vintage Chanel Runway PVC Wide Brimmed Hat
Located in Fort Lauderdale, FL
The ultimate in accessories making luxury craftsmanship. The Iconic House of Chanel always provides us with timeless and classic pieces. This beautiful hat takes timeless creation to a new level of sophistication and charm. Made from the finest materials that you would expect from the Chanel House. This rare runway hat...
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Early 2000s German Hats

Rare Vintage Chanel Runway PVC Wide Brimmed Hat
Rare Vintage Chanel Runway PVC Wide Brimmed Hat
Free Shipping
H 5 in D 17 in L 18 in
Louis Vuitton Size 60 Black Leather Monogram Shadow Cap Baseball Hat 123lv19
Located in Dix hills, NY
Date Code/Serial Number: AL0261 M76581 Made In: Italy Measurements: Length: 8" Width: 4.5" Height: 6.3" Circumference: 21.5"-23.5" Size: 60 OVERALL NEW CONDITION ( 10/10 or N ) A...
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21st Century and Contemporary Hats

CHANEL ivory & black cashmere PEARL RIB-KNIT Beanie Hat
Located in Zürich, CH
100% authentic Chanel beanie in ivory and black cashmere (100%) embellished with black sequins and pearls. Has been worn and is in excellent condition. ...
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2010s Unknown Hats

Chanel White Hair Clip Bow Accessory Vintage 90s
Located in 'S-HERTOGENBOSCH, NL
This very Rare Vintage Collectors Item, a Handmade Chanel Hairclip Bow, was probably gifted to VIPS at a Chanel Runway in the early 90s. VIP g...
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1990s French Hats

Mr. John Black Picture Hat
Located in Alford, MA
Mr. John, one of America's great milliners, was known for his classic, unembellished shapes, working under his own label from the late 1940s until 1970. Here, a picture hat...
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1950s American Hats

Doris Vintage Black & Yellow Straw Hat w Yellow Satin Bow & Polka Dot Net
Located in Portland, OR
This is a vintage Doris mid century black woven coated straw hat with a yellow crown and yellow satin rose with black polka dot mesh overlay. The brim is slightly longer in length in...
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1950s American Hats

Cotton Spike Cut Stalk Minimalist Hat Contemporary Accessories Symbolic Fashion
Located in Vilnius, LT
ECLIPSE hat DESCRIPTION The story of the Eclipse collection starts with the Hat. Symbolising the light coming during darkness. DIMENSIONS 390 x 390 x 90 mm MATERIALS 100% Cotton ...
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2010s Hats

1940s Black Persian Lamb Angled Hat and Muff Purse Vintage
Located in West Palm Beach, FL
1940s Black Persian lamb angled hat and matching muff, hand warmer with zipper compartment at the back. This set will add the finishing touch to your 1940s winter outfit. The hat can...
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1940s American Hats

Vintage Lamb Hat
Located in Alford, MA
c.1960s lamb hat, constructed of two vertical skins and a cap of long-haired brown fur from Tuscany, Italy. Natural suede underside. Warm and stylish. approxi...
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Mid-20th Century Italian Hats

Mr Blackwell Rare Mid Century Vintage Painted Black Straw Wide Brim Hat
Located in Portland, OR
This mid century vintage black painted straw hat was designed by Mr. Blackwell. Mr. Blackwell made hats for his socialite female friends and celebrities and this is the only hat desi...
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1960s American Hats

Vintage Valentino Garavani Boutique Vintage Hat Rare Style Cap in Black Velvet
Located in Portland, OR
This exceptional vintage Valentino Garavani Boutique hat is in pristine condition and has beautiful rows of topstitching and a pretty bow in...
Category

1970s Italian Hats

MAISON MICHEL black wool felt KIKI Hat L
Located in Zürich, CH
100% authentic Maison Michel Kiki hat in black wool felt (100%) with dark brown and ivory grosgrain ribbon. Has been worn and is in excellent condition. Measurements Tag Size L Insi...
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21st Century and Contemporary French Hats

Previously Available Items
1970s Frank Olive Wide Brim Fedora in Black & White w Red Straw Bow Band
Located in Gresham, OR
A fabulous 1970s Frank Olive (Private Collection) straw fedora: Wide black brim with low white straw crown is trimmed with a red straw knotted band. A fabulous classic summer accesso...
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1970s American Hats

Frank Olive Blue Straw Wide Brim Hat, 1960's
Located in Atlanta, GA
1960's wide brimmed navy blue straw hat by Frank Olive. The hat has a tall crown which was a popular look for the '60's and sports a wide grosgrain ribbon band with an abstract blue...
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1960s American Hats

Frank Olive Brown Wool & Velvet Kettle Brim Hat
Located in Atlanta, GA
Late 20th century Frank Olive brown wool kettle brim hat with dark brown velvet trim and ruched band. The interior rim is lined in hot pink grosgrain rib...
Category

Late 20th Century American Hats

1960 Frank Olive Natural Straw Fedora Style Summer Hat W/Colorful Grosgrain Bow
Located in Gresham, OR
A stylish 1960s Frank Olive natural straw wide-brimmed sun hat with green and brown striped grosgrain ribbon band with a graceful curve to the brim. Squared, tall crown and pink inne...
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1960s American Hats

Vintage Frank Olive Ivory Straw Hat With Black & White Stripe Upturned Brim
Located in Portland, OR
This sensational vintage ivory woven summer hat has an upturned brim that is lined with black and white stripes. There is a small knotted bow on the side and the hat has the Frank Olive for Saks Fifth Avenue label. This incredible Frank Olive hat...
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1980s American Hats

Vintage Frank Olive Magenta Structured Brim Pink Felted Wool Hat I Magnin
Located in Portland, OR
This pretty vintage magenta pink felted wool hat was designed by Frank Olive and has the I Magnin store label. This beautiful hat is so beautifully made and we love hats that have a ...
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1980s American Hats

Frank Olive Black Wool Wide Brim Hat With Bow, 1980's
Located in Atlanta, GA
1980's Frank Olive black wool felt hat with a wide brim at the front tapering to an upturn at the back adorned by a felted bow. Inside rim is lined with a hot pink grosgrain ribbon....
Category

1980s American Hats

Frank Olive Neiman Marcus Vintage Black Straw Hat w/ Pink Roses & Lace
Located in Portland, OR
This is a really great extra wide brim vintage hat from Frank Olive for Neiman Marcus. This "big brim hat is black with pretty purple pink flower...
Category

Late 20th Century American Hats

Frank Olive Rainbow Sun Hat, 1990s
Located in Boca Raton, FL
American milliner, Frank Olive, was born in Milwaukee. While studying in Chicago, Olive began honing his craft in the world of costume eventually moving to New York where he gained r...
Category

1990s American Hats

1960s Frank Olive Jade Green Straw Hat & Moroccan Textile Boho Clutch
Located in Gresham, OR
1960s Frank Olive Jade Green Straw Hat & Moroccan Textile Boho Clutch. This 2-piece set starts out with a superb Frank Olive hat in an unusual color an...
Category

1960s American Hats

1960s Frank Olive Black Satin Rose Turban
Located in Scottsdale, AZ
We love a good turban- and you will too with our adorable Frank Olive hat circa the 1960s! Black satin fabric, classic turban construction with gathere...
Category

1960s American Hats

Frank Olive 1960s Floral Motif Bonnet
Located in Scottsdale, AZ
Who doesn't love a good Bonnet- we certainly do! This 1960s Frank Olive printed bonnet pairs adorably with your favorite vintage summertime dresses! Yellow, red and green floral all ...
Category

1960s American Hats

Vintage and Designer Hats

The right vintage or designer hat can transform a look. This humble accessory is your reliable pièce de résistance, boosting confidence and lending an air of sophistication to any ensemble.

Functional and a widely renowned, versatile finishing touch when heading out for a night on the town, hats have long been a part of the history of fashion. Wealthy Egyptians, for example, wore hats to keep them cool in the blazing sun.

In the early 1800s, the wide-brimmed bonnets that women wore became increasingly elaborate. The brims broadened and many were embellished with colorful floral decorations. Legendary fashion designer Gabrielle “Coco” Chanel’s career began in millinery, a term that stems from Milan, Italy, as it was the city best known for producing quality hats during the 16th century. That was before she would set the fashion world alight with comfortable and practical jackets and skirts, encouraging women to leave extravagant clothes behind. Halston, who defined the spare, body-conscious style of the so-called Studio 54 era, was the hat designer for Bergdorf Goodman when he first moved to New York City. He had his first encounter with fame in 1961 when Jackie Kennedy wore a pillbox hat he designed.

From fascinators at a prestigious derby to a baseball cap for a walk in the park, there’s a hat for every occasion. When shopping for the right hat, you’ll want to pick one you feel confident in. Think about size too — you don’t want a wide-brimmed headpiece that will hog the spotlight on every occasion (or maybe you do). If you’ve got a petite face, an oversize hat might be too overbearing.

On 1stDibs find an expansive assortment of vintage and designer hats today. You can search for hats by style, designer or color.

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