Skip to main content

Frank Olive Retro Hats

1960's Frank Olive Hat with Long Tassel
By Frank Olive
Located in Scottsdale, AZ
Wow! This gorgeous vintage Frank Olive cartwheel hat circa 1960s is so special and chic! In an
Category

1980s Frank Olive Retro Hats

Frank Oliver Leopard Print Trim Hat
By Frank Olive
Located in Scottsdale, AZ
Add to your collection with this adorable Frank Oliver hat! Circa late 20th century, this hat
Category

Late 20th Century American Frank Olive Retro Hats

Metallic Gold Straw Modernist Hat by Frank Olive for Neiman Marcus
By Neiman Marcus, Frank Olive
Located in Palm Springs, CA
This beautiful hat was designed by the late Frank Olive for Neiman Marcus. His hats were collected
Category

1990s American Frank Olive Retro Hats

Frank Olive for I. Magnin Hat Calot Juliette Black Velour Vintage Cocktail Hat
By Frank Olive
Located in Port Saint Lucie, FL
Frank Olive for I. Magnin Calot or Juliette hat, likely made in the late 60s. Made from an
Category

1960s British Frank Olive Retro Hats

Frank Olive Vintage Gold Woven Straw & Mesh Wide Brim Hat With Bow
By Frank Olive
Located in Portland, OR
This is a such a fabulous vintage Frank Olive wide brim gold woven hat with a bow. This sensational
Category

1980s American Frank Olive Retro Hats

Large Richard Merkin Painting Harlem Jazz Club, New Yorker Magazine Cover Artist
By Richard Merkin
Located in Surfside, FL
queens. She dressed in men's clothes (including a signature tailcoat and top hat), played piano, and sang
Category

1990s American Modern Frank Olive Retro Hats

Materials

Canvas, Oil Pastel, Oil

People Also Browsed

1970s Yves Saint Laurent Russian Collection Lipstick Red Boho Peasant Blouse Top
By Yves Saint Laurent
Located in San Diego, CA
Rare and collectible vintage 70s YSL Rive Gauche cotton peasant shirt from the infamous 1976 RUSSIAN COLLECTION! Features a lightweight textured cotton that looks fantastic on! Boat ...
Category

1970s French Frank Olive Retro Hats

1991 Bob Mackie Couture Documented Teal Black Beaded Flapper Fringe Mini Dress
By Bob Mackie
Located in Beverly Hills, CA
An ultra seductive and well-documented fully beaded Bob Mackie mini dress dating back to his 1991 fall/winter. As shown, the gorgeous Naomi Campbell modeled the same dress in gold fo...
Category

1990s American Frank Olive Retro Hats

1940s Milgrim Black Cashmere Felt French Style Hat W/ Singed Ostrich Feathers
By Milgrim
Located in Gresham, OR
1940s Milgrim Black Cashmere Felt French Style Hat with Singed Feathers. A dramatic Sally Milgrim design with the sculptural appeal of large curled and singed ostrich plumes and pure...
Category

1940s American Frank Olive Retro Hats

Vivienne Westwood couture purple iridescent taffeta corset and skirt, c. 1990s
By Vivienne Westwood
Located in London, GB
Vivienne Westwood couture purple iridescent taffeta corset and skirt evening ensemble. Draped off-shoulder corset with internal boning. Asymmetric skirt with fishtail hem. c. 1990s
Category

1990s British Frank Olive Retro Hats

A Pierre Cardin Organza Blouse With Dramatic Batwing Sleeves Circa 1970/1980
By Pierre Cardin
Located in Toulon, FR
Circa 1970/1980 France Stunning Blouse in black Organza by Pierre Cardin (attributed to) dating from the 1970s / 1980s. Boat neckline blouse buttoned in front and dramatic raging s...
Category

1970s French Frank Olive Retro Hats

An Saint Laurent Rive Gauche Ballets Russes Collection Coat Circa 1976 - 1978
By Yves Saint Laurent
Located in Toulon, FR
Circa 1976 – 1978 France Saint Laurent Rive Gauche coat from the 1976 Ballets Russes collection by the famous couturier in his most creative period. Beautiful brown brushed mohair w...
Category

1970s French Frank Olive Retro Hats

A Christian Dior Lace Couture Gown Collection Ligne Oblique (?) Circa 1950
By Christian Dior
Located in Toulon, FR
Ligne Oblique Collection (?) Circa 1948/1950 Paris France A Collectible Calais black lace cocktail or ceremonial dress by Christian Dior. Black and white transparency effect obtaine...
Category

1950s French Frank Olive Retro Hats

Diane Von Furstenberg Fall 14 silk plunging gold star print layered dress gown
By Diane von Furstenberg
Located in Paris, FR
Diane Von Furstenberg Tamara full length gown from Fall 2014 Dark blue with gold star print Wrap style dress with plunging neckline and short puff sleeves Ties at the back or the fro...
Category

2010s Chinese Frank Olive Retro Hats

Vintage 1940s Wide Brim Red Straw Hat With Red Velvet Ribbon by Mr Leon
Located in Portland, OR
This is a lovely vintage 1940's Mr Leon the Milan King New York wide brim cherry red straw hat with a red velvet ribbon and bow. This hat has two labels; Mr Leon the Milan King New Y...
Category

1940s American Frank Olive Retro Hats

S/S 1998 Gucci by Tom Ford Runway Ad Light Blue Silk Pencil Dress
By Tom Ford for Gucci, Gucci
Located in West Hollywood, CA
Presenting a truly incredible light blue silk satin Gucci dress, designed by Tom Ford. From the Spring/Summer 1998 collection, the black version of this icy blue satin dress debuted ...
Category

1990s Italian Frank Olive Retro Hats

Eric Javits Black Woven “Breakfast at Tiffany’s” Glamour Hat with Rose
By Eric Javits
Located in Palm Springs, CA
This Eric Javits hat was inspired by Breakfast at Tiffany’s. In the years collection Eric Javits hats, we have never seen another one. It frames the face beautifully, whether worn st...
Category

1990s American Frank Olive Retro Hats

Givenchy Paris Vintage Blue feathered hat, 1950s 1960s
By Givenchy
Located in Wallkill, NY
Deep Blue Givenchy Feathered Hat Measuring 22 inside Circumference. Approx a size 7 - 4.5 High. Be sure to check our storefront for more fabulous pieces from this collection. We ha...
Category

1960s French Frank Olive Retro Hats

1930 Lilly Dache Paris Black Spiral Horsehair Ribbon Picture Hat & Wire Brim
By Lilly Daché
Located in Gresham, OR
1930s Lilly Dache - Paris black horsehair spiral ribbon cloche hat with wide wired brim. Fits down low and close to the head for a sculpted silhouette. Brim is extravagant and unusua...
Category

1930s American Frank Olive Retro Hats

Rare 1956 Christian Dior Couture Blue Floral Silk Portrait Collar New Look Dress
By Christian Dior
Located in Beverly Hills, CA
This is a ultra rare and highly coveted Christian Dior floral 'New Look' dress dating back to his lifetime 1956 spring/summer collection. The House of Dior has been an enduring icon ...
Category

1950s French Frank Olive Retro Hats

Chanel Haute Couture ivory lace wedding dress, c. 1960s
By Chanel
Located in London, GB
Chanel Haute Couture ivory lace wedding dress with corseted bodice, cap sleeves, trained skirt and silk lining. c. 1960s
Category

1960s French Frank Olive Retro Hats

1960s Tina Too Bollman Neon Orange + Hot Pink Wool Doeskin Felt Vintage 60s Hat
By TINA TOO, Bollman Hat Company
Located in San Diego, CA
Amazing vintage TINA TOO by the BOLLMAN HAT COMPANY bright orange and hot pink hat! Soft wool doeskin felt. Pink silk grosgrain ribbon around the hat. Can be worn multiple ways, and ...
Category

1960s American Frank Olive Retro Hats

Recent Sales

Frank Olive Hat
By Frank Olive
Located in San Francisco, CA
Vintage 1970s Frank Olive hat. Natural straw with ribbon and bouquet of flowers.
Category

1970s American Frank Olive Retro Hats

Vibrant Felt Frank Olive Hat
Located in Houston, TX
Turn heads in this stunning Frank Olive fuschia hat embelleshed with velvet flowers and leaves
Category

1980s Frank Olive Retro Hats

1980s Large White Brim Hat with Black Patent Flower
By Frank Olive
Located in Houston, TX
70s-80s? Frank Olive Cream Wide Brimmed Straw Hat with Floral Vinyl This elegant Frank Olive hat
Category

1970s American Frank Olive Retro Hats

Frank Olive vintage hat
By Frank Olive
Located in San Francisco, CA
Vintage red hat by Frank Olive. Classic styling in a beautiful shade of red. Frank Olive and
Category

1980s Frank Olive Retro Hats

Vintage Frank Olive Private Collection metallic hat
By Frank Olive
Located in San Francisco, CA
Vintage aqua metallic hat by Frank Olive Private Collection. Unworn, with original tag.
Category

1980s Frank Olive Retro Hats

1980s Frank Olive Color Block Straw Hat with Bow
By Frank Olive
Located in Houston, TX
1980s Frank Olive Color Block straw hat with bow. Block the sun and heat in style with this Frank
Category

1980s American Frank Olive Retro Hats

Frank's Girl White Woolen Felt Cloche Designed by Frank Olive
By Frank Olive
Located in Oradell, NJ
cloche hat, designed by Frank Olive. The cloche is tight-fitting, covering the head from the back of the
Category

1960s American Frank Olive Retro Hats

Frank Olive Black Wool Felt Prong Set Crystals Fedora, Circa: 1960's
By Frank Olive
Located in Cincinnati, OH
Frank Olive Black Wool Felt Prong Set Crystals Fedora, Circa: 1960's Circumference: 40 inches
Category

1960s American Frank Olive Retro Hats

Striking 1960's Frank Olive France Embellished Hat
By Frank Olive
Located in Los Angeles, CA
This is a fabulous Frank Olive hat. This is delightful blue and black wool hat is embellished with
Category

1960s French Frank Olive Retro Hats

1970s Frank Olive Winter White Bohemian Hat
By Frank Olive
Located in Scottsdale, AZ
1970's Frank Olive Hat with a Large prong brilliant Rhinestones, Studded Encrusted "Arrow Decal
Category

1970s American Frank Olive Retro Hats

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

1960s American Frank Olive Retro Hats

Frank Olive Turquoise & white hat
By Frank Olive
Located in New York, NY
Frank Olive turquoise & white straw hat has a "bow" detailing at the center back. The circumference
Category

1970s Frank Olive Retro Hats

Frank Olive 1970s colour block hat
By Frank Olive
Located in West Palm Beach, FL
fur felt hat...Labeled Frank Olive for Saks Fifth Ave...in colour block shades of wine,chocolate brown
Category

1970s American Frank Olive Retro Hats

Dramatic Frank Olive for Saks Zebra Hat
By Frank Olive
Located in Gresham, OR
Dramatic Frank Olive zebra stenciled calfskin hat designed for Saks Fifth Avenue! Base of hat is
Category

1960s American Frank Olive Retro Hats

1960s Frank Olive Zebra Skin Curved Brimmed Hat
By Frank Olive
Located in Gresham, OR
1960s Frank Olive zebra skin curved brim hat. So smart and chic! Combs attached for securing
Category

1960s American Frank Olive Retro Hats

1970s Frank Olive Red and Black Wide-Brimmed Hat
By Frank Olive
Located in San Francisco, CA
1970s Frank Olive Red and Black Wide-Brimmed Hat. Medium Size. Red and black woven wide-brimmed hat
Category

1970s Frank Olive Retro Hats

1990s Frank Olive blue marabou feather hat & muff set
By Frank Olive
Located in West Palm Beach, FL
Frank Olive sold at Saks Fifth Ave...French blue marabou hat and matching muff to keep your hands
Category

1990s American Frank Olive Retro Hats

Frank Olive Flame Red Straw "Breakfast at Tiffany's" Style Hat
By Frank Olive
Located in Gresham, OR
This wonderfully vibrant Frank Olive red straw wide brimmed hat reminiscent of the shape Audrey
Category

1960s American Frank Olive Retro Hats

50s Frank Olive Black Straw Boater Hat with Gorgeous Ribbon Band
By Frank Olive
Located in Gresham, OR
A fantastic 50s Frank Olive (Marked with tag, not pictured) black straw "perch" type boater hat
Category

1950s American Frank Olive Retro Hats

Vintage Frank Olive Magenta Structured Brim Pink Felted Wool Hat I Magnin
By Frank Olive
Located in Portland, OR
This pretty vintage magenta pink felted wool hat was designed by Frank Olive and has the I Magnin
Category

1980s American Frank Olive Retro Hats

Frank Olive Black Wool Skull Cap With Rhinestone Curlicue, 1950s
By Frank Olive
Located in Atlanta, GA
A touch of class! This vintage Frank Olive black wool hat has a glamorous personality with a close
Category

1950s American Frank Olive Retro Hats

Frank Olive turban
Located in West Palm Beach, FL
Frank Olive turban in woven geometric metallic tissue brocade.
Category

1970s Frank Olive Retro Hats

Frank Olive turban
Frank Olive turban
Size: Please contact dealer
1970s Frank Olive "Arrow Decal" Hat
By Frank Olive
Located in Scottsdale, AZ
1970's Frank Olive Hat with a large prong brilliant Rhinestones, Studded Encrusted "Arrow Decal
Category

1970s American Frank Olive Retro Hats

1960s Frank Olive Jade Green Straw Hat & Moroccan Textile Boho Clutch
By Torso Creations, Frank Olive
Located in Gresham, OR
1960s Frank Olive Jade Green Straw Hat & Moroccan Textile Boho Clutch. This 2-piece set starts out
Category

1960s American Frank Olive Retro Hats

Vintage Frank Olive Ivory Straw Hat With Black & White Stripe Upturned Brim
By Frank Olive
Located in Portland, OR
white stripes. There is a small knotted bow on the side and the hat has the Frank Olive for Saks Fifth
Category

1980s American Frank Olive Retro Hats

FRANK OLIVE BLACK STRAW 1960s HAT
By Frank Olive
Located in Alford, MA
1960s dramatic black hat in fine straw by Frank Olive. High crown and wide, graduated curved brim
Category

1960s Frank Olive Retro Hats

Frank Olive Rainbow Sun Hat, 1990s
By Frank Olive
Located in Boca Raton, FL
American milliner, Frank Olive, was born in Milwaukee. While studying in Chicago, Olive began
Category

1990s American Frank Olive Retro Hats

Frank Olive Vintage Cream Straw Hat With Flowers
By Frank Olive
Located in Portland, OR
This is a wonderful vintage Frank Olive for Neiman Marcus cream straw hat. The hat has a nice brim
Category

1980s American Frank Olive Retro Hats

Frank Olive Vintage Cream Straw Hat With Flowers
Frank Olive Vintage Cream Straw Hat With Flowers
1 bid
No Reserve
Size: see description
Frank Olive Brown Wool & Velvet Kettle Brim Hat
By Frank Olive
Located in Atlanta, GA
Late 20th century Frank Olive brown wool kettle brim hat with dark brown velvet trim and ruched
Category

Late 20th Century American Frank Olive Retro Hats

1970's Frank Olive Stylized Straw Fedora Hat
By Frank Olive
Located in Atlanta, GA
This natural straw fedora hat by Frank Olive is a classic. The style conjures up images of 1940's
Category

1970s American Frank Olive Retro Hats

Frank Olive Wide Brim Straw Hat With Black "Hat Pin", 1980s
By Frank Olive
Located in Atlanta, GA
You may go incognito with this fabulously large brimmed hat by Frank Olive but you will never go
Category

1980s American Frank Olive Retro Hats

Frank Olive Blue Straw Wide Brim Hat, 1960's
By Frank Olive
Located in Atlanta, GA
1960's wide brimmed navy blue straw hat by Frank Olive. The hat has a tall crown which was a
Category

1960s American Frank Olive Retro Hats

Frank Olive Woven Straw Hat with Blue Velvet Tassels, 1950s
By Frank Olive
Located in San Francisco, CA
1950s Frank Olive Woven Straw Hat with Blue Velvet Tassels. Navy woven coated straw hat with blue
Category

1950s Frank Olive Retro Hats

Frank Olive Beige Tone Oval Straw Hat With Bow, 1980s
By Frank Olive
Located in Atlanta, GA
This Frank Olive straw hat for Saks Fifth Avenue has a classic wide brimmed silhouette with a
Category

1980s American Frank Olive Retro Hats

Frank Olive Vintage Hat Private Collection Wool Rhinestones Mesh Wide Brim
By Frank Olive
Located in Portland, OR
I acquired this Frank Olive vintage hat from an estate that had an amazing collection of designer
Category

1980s American Frank Olive Retro Hats

Frank Olive Black Wool Wide Brim Hat With Bow, 1980's
By Frank Olive
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
Category

1980s American Frank Olive Retro Hats

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

Late 20th Century American Frank Olive Retro Hats

Unworn with Tags 1970s Frank Olive Vintage Color Block Wide Brim Hat
By Frank Olive
Located in Sparks, NV
unworn vintage hats. Designed by Frank Olive. Composed of natural and metallic fibers. Made in New York
Category

1970s American Frank Olive Retro Hats

C.1990 Gabriel Amar For Frank Olive Wide Brimmed Pilgrim Style Hat
By Frank Olive
Located in Atlanta, GA
. This Gabriel Amar design for Frank Olive is a black wool body with leather at the brim and a large
Category

1990s Unknown Frank Olive Retro Hats

1960 Frank Olive Natural Straw Fedora Style Summer Hat W/Colorful Grosgrain Bow
By Frank Olive
Located in Gresham, OR
A stylish 1960s Frank Olive natural straw wide-brimmed sun hat with green and brown striped
Category

1960s American Frank Olive Retro Hats

1960s Frank Olive Black Felt Tilt Hat with Red and Black Feather Trim
By Frank Olive
Located in Gresham, OR
A charming 1960s Frank Olive black fur felt tilt hat "beanie" style with red and black
Category

1960s American Frank Olive Retro Hats

1960s Frank Olive Black Cashmere Hat with Feather Accent
By Frank Olive, I. Magnin
Located in San Francisco, CA
1960s Black Cashmere Hat with Feather Accent. Black cashmere hat with an accent of fanned feathers
Category

1960s Frank Olive Retro Hats

1970s Frank Olive Wide Brim Fedora in Black & White w Red Straw Bow Band
By Frank Olive
Located in Gresham, OR
A fabulous 1970s Frank Olive (Private Collection) straw fedora: Wide black brim with low white
Category

1970s American Frank Olive Retro Hats

Frank Olive 1960s Floral Motif Bonnet
By Frank Olive
Located in Scottsdale, AZ
Who doesn't love a good Bonnet- we certainly do! This 1960s Frank Olive printed bonnet pairs
Category

1960s American Frank Olive Retro Hats

"Heads of Art" Whimsical Abstract Contemporary Lithograph of Dogs in Dresses
By Donald Roller Wilson
Located in Houston, TX
features a pair of bulldogs dresses in pink dresses with rainbow hats set against an abstract gray wall
Category

1980s Modern Frank Olive Retro Hats

Materials

Lithograph

Frank Olive Black Wool Fedora Hat, 1970's
By Frank Olive
Located in Atlanta, GA
Classic 1970's Frank Olive black wool fedora hat decorated at the brim with a black grosgrain band
Category

1970s American Frank Olive Retro Hats

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

1960s American Frank Olive Retro Hats

Frank Olive Hat
By Frank Olive
Located in New Hope, PA
Frank Olive uses grey wool felt trimmed with a wide band of grey snakeskin for this very chic hat
Category

1970s American Frank Olive Retro Hats

Frank Olive Straw Hat
By Frank Olive
Located in New Hope, PA
Asian inspired, this coolie hat from Frank Olive is in pristine, unworn condition. Made from a
Category

1980s American Frank Olive Retro Hats

Frank Olive Jeweled Hat with Feather
By Frank Olive
Located in New Hope, PA
Even the feather is studded with rhinestones on this eye catching silver lame hat designed by Frank
Category

Late 20th Century American Frank Olive Retro Hats

Frank Olive Black Wool Velour Hat w/ Rhinestones
By Frank Olive
Located in Bozeman, MT
From the maker of tres chic mid-century hats, this one from the Private Collection label. Black
Category

1970s American Frank Olive Retro Hats

PAULINE TRIGÉRE & FRANK OLIVE 1960's printed rainwear coat & hat
Located in Newport Beach, CA
PAULINE TRIGÉRE (Coat) & FRANK OLIVE (Hat) 1960's printed rainwear outfit. The coat was made by
Category

1960s American Frank Olive Retro Hats

Frank Olive Edwarian Inspired Straw Hat
By Frank Olive
Located in New Hope, PA
. A pale pink ribbon adds a bit of whimsy to the back of the hat. Designed for the Frank Olive Private
Category

1980s American Frank Olive Retro Hats

Frank Olive
By Frank Olive
Located in Cincinnati, OH
Frank Olive black and white straw hat with bow. Circumference: 21"
Category

Late 20th Century American Frank Olive Retro Hats

Frank Olive Private Collection Rhinestone Studded Black Fedora
By Frank Olive
Located in New Hope, PA
A very chic black wool fedora is studded with rhinestones which add a dash of glamour. The hat also
Category

Late 20th Century American Frank Olive Retro Hats

Frank Olive Prong Set Swarovski Crystal Black Mesh Skull Cap, Circa 1950s
By Frank Olive
Located in Cincinnati, OH
Frank Olive, circa 1950's prong set swarovski crystal, mesh skull cap.
Category

1950s American Frank Olive Retro Hats

Frank Olive Private Collection Black Mesh Crystal Gold Flecks Hair Comb, 1960s
By Frank Olive
Located in Cincinnati, OH
Frank Olive Private Collection, Circa: 1960's black mesh crystal with gold flecks hair comb. Width
Category

1960s American Frank Olive Retro Hats

Frank Olive Black Mesh Skull Cap Prong Set Swarovski Crystals, Circa: 1950's
By Frank Olive
Located in Cincinnati, OH
Frank Olive, Circa: 1950's black mesh skull cap with prong set Swarovski crystals.
Category

1950s American Frank Olive Retro Hats

Frank Olive Prong Set Swarovski Crystal Black Mesh Skull Cap, Circa 1950's
By Frank Olive
Located in Cincinnati, OH
Frank Olive, circa 1950's prong set swarovski crystal, mesh skull cap with crystal veil.
Category

1950s American Frank Olive Retro Hats

Get Updated with New Arrivals
Save "Frank Olive Retro Hats", and we’ll notify you when there are new listings in this category.

Finding the Right hats for You

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.