Images of Old Hawaiʻi

by Peter T Young 1 Comment

James Walker Austin

James Walker Austin (1829-1895) was born in Charlestown, Massachusetts, January 8, 1829, son of William Austin (1778- 1841) and Lucy Jones (1802-1853).

“My father died in my boyhood (in Charlestown, June 27, 1841), and now, after nearly fifty years, his pleasant smile, his kind heart, and the light of his countenance are still living memories.” (James Walker Austin)

James was prepared for college in the schools of Charlestown and at the Chauncy Hall School, Boston, and was graduated from Harvard College in 1849, and from the Law School two years later, and was admitted to the Suffolk Bar in 1851.

He went in 1851 to California, and thence to the Hawaiian Islands. He was attracted by the beauty and fertility of the islands, and he determined to settle there.

Austin arrived in Hawaii and was quickly thereafter enlisted by Kamehameha III for his legal services. He served the monarchy in that capacity through the reigns of Kamehameha III, Kamehameha IV and Kamehameha V.

On July 18, 1857, he married Ariana Elizabeth Smith Sleeper (1829-1911) who was the daughter of John Sherborn Sleeper (1794-1878) and Mary Folsom Noble (1798-1885). They were the parents of five children.

He rose rapidly in the public esteem, and was soon chosen to places of trust and honor. In rapid succession he was made District Attorney, Member of Parliament, Speaker of the House, and a Justice of the Supreme Court.

He was also placed on two important Commissions, — one for revising the Civil Code, the other for revising the Criminal Code of the Kingdom. (Edes; Colonial Society of MA, 1895)

In honor of his work for Kamehameha V, James Walker Austin was given the land upon which Kapualei Ranch sits on July 10, 1868. (Kapualei Ranch)

He was admitted to the Bar in that country, and was appointed district attorney. He was elected to the Hawaiian Parliament, and reelected for three sessions. He was speaker of the House one session.

He was the guardian a number of years, of Lunalilo, heir to the throne. “Prince Bill had many fine qualities. In spite of his many fine qualities he was overcome by one weakness. He became addicted to liquor.”

“In 1858 Kanaʻina, out of love and concern for his son, petitioned the court to appoint guardians for him. Prince Bill agreed to this idea even though he was twenty-three years old. So the court appointed his father and two others, Dr. Richard Armstrong and James W Austin, as guardians.” (Galuteria)

In 1868 Austin was appointed judge of the Supreme Court by a special act of the Legislature, and he was chosen to revise the criminal code of the islands, in connection with two other judges of the Supreme Court.

He had been a member of the commission to revise the civil code two years before. These codes were modeled on those of the State of Massachusetts.

He returned to the United States in 1872 for the education of his children. The Austins made 9 Arlington in Boston their home. Their children lived with them: Herbert Austin, who would become an iron and steel dealer; Walter Austin, who would become an attorney and author; William Francis Austin; and Edith Austin.

“Judge Austin was a man of strong character, and of many accomplishments. His integrity was unimpeachable. He had a large circle of friends at the islands, where he had much to do in building up a vigorous and well-ordered community.”

“He was highly esteemed for his many noble qualities. His rugged honesty of opinion and positive ideas were sometimes veiled by his gentle manner; but they never lacked vigorous expression upon all proper occasions, and he always had the courage of his convictions.”

“Frankness, purity of mind and of heart, loyalty to every duty and to friends, and sincerity were marked traits of his character. His sympathies were as tender and quick as a woman’s. Censoriousness had no place in his fine nature; and when he could not approve the actions of others, he cultivated that silence which is golden.”

“He was as generous in his judgments of others as in his gifts to many worthy objects; and in all the relations of life he furnished an example deserving emulation.” (Edes; Colonial Society of MA, 1895)

Austin went to Europe the last year of his life, with his wife and daughter, and they were with him at the time of his death. He died in Southampton, England, October 15, 1895. (New England Historic Genealogical Society)

“In every relation of his long and active life he was an example to be imitated and followed. Sincerity, truthfulness, and frankness spoke in every accent of his voice, in the pressure of his hand, in his manly and gentle spirit.”

“His affections, when once placed, were deep and lasting. His charity of thought and feeling and act seemed instinctive, but it rested on solid and enduring principles.”

“No one who knew him intimately in public or in social life could ever doubt that he was a man of positive opinions, or that he had any hesitancy, when occasion required, in expressing them; but he never unduly pressed his own views, and was eminently tolerant of the opinions, and even the prejudices, of his associates.”

“No man loathed selfishness, deceit, or treachery more than he; but while he condemned the act he pitied the offender. He avoided controversy, and strove to be a peace-maker.”

“After more than twenty years of acquaintanceship – for many years seeing him almost daily – the writer of these lines does not recall an instance of hearing Judge Austin utter a censorious remark upon any man or woman.”

“And it is said that this temper and manner characterized him through his entire career, – in his boyhood days, at the university, at the bar, on the bench, and in all the various associations of his life, – public, social, and domestic.”

“But who can adequately express in words the prompt and unfailing sympathy he manifested for every form of woe and suffering? To many hearts surcharged with sorrow his ready and tender ministries have been a source of hope and courage, of comfort and of strength.

“He was, indeed, a rare man, and the world is poorer now that he has left us.” (Hoyt; New England Historic Genealogical Society)

© 2026 Hoʻokuleana LLC

by Peter T Young Leave a Comment

Jack Roosevelt Robinson

“A life is not important except in the impact it has on other lives.” (Jack (‘Jackie’) Roosevelt Robinson)

He was born on January 31, 1919 in Cairo, Georgia, the fifth, and last child of Mallie and Jerry Robinson. (In 1936, his older brother Mack won an Olympic silver medal in the 200-meter dash (behind Jesse Owens.))

Jackie was a four-sport athlete in high school and college; during a spectacular athletic career at the University of California at Los Angeles (UCLA,) he had starred in basketball, football, track, and baseball (and became the first student to earn varsity letters in four sports: football (1939 and 1940,) basketball (1940 and 1941,) track (1940) and baseball (1940.)

After exhausting his sports eligibility, Jackie decided to leave UCLA before attaining his degree, despite his mother’s objection, because he wanted to repay her for supporting him during his college career.

Jackie found a job in the winter of 1941 in Honolulu, where he played in the semipro Hawaii Senior Football League for the Honolulu Bears, who had joined the league in 1939 as the Polar Bears or the Hawaiian Vacation Team. (Ardolino)

Unlike the other three teams, the University of Hawaii Rainbows, the Na Aliis (Chiefs) and the Healanis (the Maroons,) the Bears signed their players to contracts, giving Robinson a paying sports job. (Ardolino)

He was paid a $150 advance (deducted from his salary,) a fee of $100 per game, a bonus if the team won the championship and a draft-deferred construction job near Pearl Harbor.

He arrived to great fanfare as the league’s all star, had some superb moments, but succumbed to a recurring injury and faded in the last games.

He stayed at Palama Settlement, rather than with the team in Waikiki (the hotels barred him entry because of the color of his skin.) (PBS)

Their first exhibition game was in Pearl Harbor. Jackie left Honolulu on December 5, 1941, just two days before the Japanese attacked. He was on the Lurline on his way home when Congress formally declared war. He was shortly thereafter inducted into the Army.

Stationed at Fort Riley, Kansas, he was originally denied entry into Officer Candidate School despite his college background. Intervention by a fellow soldier, boxing great Joe Louis, who was also stationed at the base, managed to get the decision reversed. (Swaine)

While in the Army, he had an incident similar to Rosa Parks – on July 6, 1944, Robinson, a twenty-five-year-old lieutenant, boarded an Army bus at Fort Hood, Texas.

He was with the light-skinned wife of a fellow black officer, and the two walked half the length of the bus, then sat down, talking amiably. The driver, gazing into his rear-view mirror, saw a black officer seated in the middle of the bus next to a woman who appeared to be white. Hey, you, sittin’ beside that woman,” he yelled. “Get to the back of the bus.”

Lieutenant Robinson ignored the order. The driver stopped the bus, marched back to where the two passengers were sitting, and demanded that the lieutenant “get to the back of the bus where the colored people belong.”

Lieutenant Robinson told the driver: “The Army recently issued orders that there is to be no more racial segregation on any Army post. This is an Army bus operating on an Army post.”

The man backed down, but at the end of the line, as Robinson and Mrs. Jones waited for a second bus, he returned with his dispatcher and two other drivers. Robinson refused, and so began a series of events that led to his arrest and court-martial and, finally, threatened his entire career.

Later, all charges stemming from the actual incident on the bus and Robinson’s argument with the civilian secretary were dropped. He had still to face a court-martial, but on the two lesser charges of insubordination arising from his confrontation in the guardhouse.

The court-martial of 2d Lt. Jackie Robinson took place on August 2, 1944. After testimony, voting by secret written ballot, the nine judges found Robinson “not guilty of all specifications and charges.” (Tygiel) In November 1944, he received an honorable discharge and then started his professional baseball career.

He played for the Kansas City Monarchs as a part of the Negro Leagues until Brooklyn Dodgers general manager Branch Rickey decided he wanted to integrate baseball. (Hall of Fame)

On October 23, 1945, it was announced to the world that Robinson had signed a contract to play baseball for the Montreal Royals of the International League, the top minor-league team in the Dodgers organization.

Robinson had actually signed a few months earlier. In that now-legendary meeting, Rickey extracted a promise that Jackie would hold his sharp tongue and quick fists in exchange for the opportunity to break Organized Baseball’s color barrier. (Swain)

Robinson led the International League with a .349 average and 40 stolen bases. He earned a promotion to the Dodgers. (Hall of Fame)

On April 15, 1947 Jackie Robinson started at first base for the Brooklyn Dodgers in their opening-day game against the Boston Braves. In so doing, he became the first African-American to play in the major leagues since an abortive attempt at integration in 1884. (Schwarz)

At the end of his first season, Robinson was named the Rookie of the Year. He was named the NL MVP just two years later in 1949, when he led the league in hitting with a .342 average and steals with 37, while also notching a career-high 124 RBI. The Dodgers won six pennants in Robinson’s 10 seasons. (Hall of Fame)

Playing football was not Robinson’s only sports experience in Hawaiʻi; immediately following the 1956 Worlds Series (that the Dodgers lost to the Yankees,) on October 12, 1956, the Dodgers went on a Japan exhibition tour.

Along the way, Robinson and the Dodgers stopped for pre-tour exhibitions in Hawaii with games against the Maui All-Stars, the Hawaiian All-Stars and the Hawaiian champion Red Sox. (Jackie Robinson died on October 24, 1972 at the age of 53.)

© 2026 Hoʻokuleana LLC

by Peter T Young Leave a Comment

Henry Nicholas Greenwell

William Thomas Greenwell (1777–1856) and Dorothy Smales (1789–1871) of Lanchester, Durham, England had a son, Henry Nicholas Greenwell on January 9, 1826.

Henry was educated in the Durham Grammar School and at Sandhurst, the British military college.  As fourth son he had little chance of inheriting the family estate called Greenwell Ford.

After graduating from the Royal Military Academy, in 1843, at the age of 17, he became an Ensign in the 70th Regiment of Foot, and a Lieutenant in 1844.  Part of his military work included helping feed folks starving during the Potato Famine in 1847.

Finding the military life insupportable, at the age of 23 he left for Australia to make a new start, arriving there on July 4, 1848.  In early-1849, he decided Australia was not for him, then got a partner and planned to make a profit by buying goods in Australia and selling them in San Francisco.

“On arrival, all hands took off for the gold fields, leaving the partners to unload the goods themselves. During this process, HNG was severely injured and was forced to go to Honolulu for treatment. He arrived on January 2, 1850 … On recovery he discovered that his partners had run out on him”.

He worked as an agent for HJH Holdsworth in his importing and retail business, and opened a branch of the business at Kailua (Kona) in September of 1850. (Kona Echo, April 1, 1950; Melrose, Kinue)

The Greenwell store was built around 1851 at Kalukalu (Kealakekua, near Konawaena High School) and originally served as a store and post office.  (Greenwell also served as the area’s postmaster as well as the area’s general merchandiser.)

The HN Greenwell Store is now a museum set in the 1890s timeframe, with costumed interpreters and period merchandizing.  (Suggested Donation is $5 for adults and children under 17 years old are free.)

Greenwell started to buy land, gradually acquired extensive land holdings, and got into the cattle and sheep business on a large scale.  (In 1879, he acquired the lease on Keauhou from Dr Georges Trousseau.)

Greenwell grew oranges.  “At last we reached a cross-road store, back of which is a vast orange-grove. This is the home of Mrs. HN Greenwell, and is known as Kalu Kalu, South Kona. We drew rein in front of the store and called for some refreshments. … The oranges were the largest and sweetest I ever saw.”

“In a large wareroom the people were packing the oranges in boxes for shipping. There were several hundred barrels of the fruit in a pile, and men and women were wrapping the oranges separately in tissue-paper and placing them in boxes. I was told that the Greenwell plantation produced the largest sweet oranges in the world, and from my own experience I believe the statement true.”  (Musick)

He also grew coffee and is recognized for putting “Kona Coffee” on the world markets.  In 1873, at Weltausstellung 1873 Wien (World Exhibition in Vienna, Austria (1873,)) Greenwell was awarded a “Recognition Diploma” for his Kona Coffee.  Greenwell descendants continue the family’s coffee-growing tradition in Kona. (Greenwell Farms)

Writer Samuel Clemens (Mark Twain) seemed to concur with this when he noted in his Letters from Hawaiʻi, “The ride through the district of Kona to Kealakekua Bay took us through the famous coffee and orange section. I think the Kona coffee has a richer flavor than any other, be it grown where it may and call it what you please.”

“’Coffee-trees are often planted with a crowbar,’ it is said. Strange as this may seem, it is nevertheless true. A hole is drilled through the rock, or lavacrust, and the soil thus reached; the tree, a small twig dug up from the forest, is planted in this hole, and it grows, thrives, and yields fruit abundantly.”  (Musick, 1898)

At one point Greenwell was accused of 2nd degree murder; he pled not guilty, testimony in support of his plea was made and he was ultimately found not guilty.

Henry married Elizabeth Caroline Hall on April 9, 1868, and they had six sons and four daughters, William Henry Greenwell June 7, 1869,) Dora Caroline (Carrie) Greenwell (October 15, 1870,) Arthur Leonard Greenwell (December 7, 1871,) Elizabeth (Lillie) Greenwell (April 11, 1873,) Christina Margaret (September 16, 1874,) Francis Radcliffe Greenwell (August 26, 1876,) Wilfrid Alan Greenwell (November 7, 1878,) Julian Greenwell (September 2, 1880,) Edith Amy Greenwell (August 28, 1883) and  Leonard Lanchester Greenwell (December 4, 1884.)

Greenwell died May 18, 1891.  His significant land holdings were eventually divided into three main ranches. In the North (Honokōhau area,) son Frank first managed and then grandsons Robert and James Greenwell;) relatively central (Kalukalu,) son William, then grandson Norman managed; and in the South (Captain Cook,) son Arthur, then grandson Sherwood managed.  (The latter two ranches were sold, Lanihau Properties/Palani Ranch are still controlled by Greenwells.)

© 2026 Hoʻokuleana LLC

by Peter T Young 1 Comment

Nutridge

For at least 40,000 years, Australian Aborigines have lived in macadamia heartland. As hunters and gatherers, they had an intimate understanding of their environment.

The wild macadamias usually grew in dense rainforests, with competition from other trees and absence of light resulting in their producing few nuts.

However, trees growing at the edge of the rainforest or where the Aborigines had encouraged them by burning around each tree generally produced annual crops.

Macadamia nuts were a treasured food but a very minor part of the Aboriginal diet due to their rarity. (McConachie)

In 1828, Alan Cunningham (explorer and botanist) was the first Western person to record the macadamia. Other names for Macadamia Nuts are Bush nut, Queensland nut, Queen of nuts, Macadamia, Bauple nut, Boombera, Jindilli and Gyndl.

In 1857, German-Australian botanist Ferdinand von Mueller gave the genus of this plant the scientific name Macadamia – named after von Mueller’s friend Dr John Macadam (although, allegedly, Macadam had not seen a macadamia nut tree, or even tasted the macadamia nut.)

Macadamia seeds were first imported into Hawaiʻi in 1882 by William Purvis; he planted them in Kapulena on the Hāmākua Coast. A second introduction into Hawaii was made in 1892 by Robert and Edward Jordan who planted the trees at the former’s home in Nuʻuanu Honolulu. (Storey)

“Brought in ‘solely as an addition to the natural beauty of Paradise’ (Hawaiian Annual, 1940,) it was not until ES (Ernest Sheldon) Van Tassel started some plantings at Nutridge in 1921 that the commercial growing of the plant began. On June 1, 1922, the Hawaiian Macadamia Nut Company Ltd. was formed.” (NPS)

The Van Tassel plantings were at ʻUalakaʻa on a grassy hillside of former pasture land. Mo‘olelo (Hawaiian stories) indicate that Pu‘u ‘Ualaka‘a was a favored locality for sweet potato cultivation and King Kamehameha I established his personal sweet potato plantation here.

‘Pu‘u translates as “hill” and ‘ualaka‘a means “rolling sweet potato”, so named for the steepness of the terrain. (It’s above Makiki and also called Round Top.) Within the valley is a quarry where the basalt outcrop was chipped into pieces to make octopus lures. That is believed to be the origin of the word ‘makiki’ – a type of stone used for weights in octopus lures.

Historical attempts at cultivation in the Makiki-Tantalus area included a coffee plantation by JM Herring along Moleka Stream in the late-1800s (valley conditions proved too wet for coffee beans to flourish) and Hawai‘i’s first commercial macadamia nut plantation along the west side of Pu‘u ‘Ualaka‘a.

“Van Tassel, President of the Hawaii Macadamia Nut Company, Ltd, became interested in the possibilities of this nut for creating a new industry and had so much faith in its future that he organized in 1922 the present company for the purpose of commercial production and has been its guiding spirit ever since.” (Mid-Pacific, October 1933)

“At the present time, the Hawaiian Macadamia Nut Company has about 7,000 trees in its groves at Keauhou, Kona District, Hawaii, which are now coming into profitable bearing. The company has also approximately 2,000 trees growing and producing in the Nutridge grove on Round Top, Honolulu, or a total of 9,000 trees.” (Mid-Pacific, October 1933)

Nutridge was the name for Van Tassel’s home and grove. In 1925, Mr. Van Tassel commissioned architect Hart Wood to design his residence at Nutridge.

Wood was at the forefront of the movement to create a style of architecture in Hawaii which would appropriately reflect a sense of place.

One story high, the house is essentially devoid of ornate embellishment and follows an extremely original layout with the lanai (porch) serving in the capacity of a hallway, providing direct access to the bedrooms. Such an arrangement accentuates the sense of outdoor living.

Also by placing the rooms in a serial manner, the architect provided each room with cross-ventilation taking advantage of the trade winds. The dwelling’s double-pitched hipped roof would become a common feature in the evolving ‘Hawaiian style’ of architecture, and adds to the building’s low profile. (NPS)

In order to stimulate interest in macadamia culture, beginning January 1, 1927, a Territorial law exempted properties in the Territory, used solely for the culture or production of macadamia nuts, from taxation for a period of 5 years.

That year, the Territory granted Van Tassel a 50-lease on Nutridge. By 1934, there were about 25-acres planted on Tantalus. (CTAHR)

Commercial processing of macadamia nuts began in 1934 at Van Tassel’s new factory in Kaka‘ako. The nuts were shelled, roasted, salted, bottled and marketed there as “Van’s Macadamia Nuts.” (Schmitt)

Nuts went from the farm on Round Top down through the flumes into trucks to his processing warehouse in Kakaʻako, where they were then sold. This plantation remained in operation until the 1970s and discontinued when the Honolulu processing plant suspended operations. (NPS)

In its heyday, celebrities such as Clark Gable, Carlo Lombard, Frank Sinatra and Dina Merrill visited and stayed at the Nutridge House.

The macadamia nut trees and the remnants of the historic flume system used to collect and transport the nuts remain on the slopes of ‘Ualakaʻa today. In 1981, the house was nominated and placed on the National Register of Historic Places and is part of the Hawaii State Park System, Pu‘u ‘Ualaka‘a State Wayside in Tantalus.

For approximately 30-years, the historic house has been cared for and occupied under a permit by Rick Ralston, the founder and former owner of retail icon Crazy Shirts.

Ralston invested significant sums of money and devoted considerable time and energy in meticulously restoring the historic house which might have otherwise been lost due to years of neglect. The house had been quietly maintained and used as a residence. (DLNR) It appears the Experience Nutridge now operates a luau on the site.

© 2026 Hoʻokuleana LLC

by Peter T Young 2 Comments

Benjamin Franklin Dillingham

Benjamin Franklin (Frank) Dillingham was the son of Benjamin Clark Dillingham, a shipmaster, and Lydia Sears (Hows) Dillingham, born on September 4, 1844 in West Brewster, Massachusetts.

He left school at 14 and shipped on his uncle’s vessel for a voyage around the Horn to San Francisco. During the Civil War, on June 6, 1863, he was nineteen-year-old third mate on the clipper ship Southern Cross bound for New York with a cargo of ‘log wood.’

‘Florida’ was flying the British ensign, though as she steamed closer, she ran up the rebels’ ‘stars and bars.’ A squad of armed Confederate sailors boarded and took Dillingham and the rest of the clipper’s small crew prisoner.

Then, as the new prisoners watched from the deck of their captor, the Southern Cross was set ablaze and sunk. Eventually they were put ashore at Rio de Janeiro and worked their way back to the war-torn United States.

Dillingham headed west, determined to take up residence in San Francisco and find work ashore. An unsuccessful hunt for employment led him back to the sea, and in 1865 he was hired by Captain John Paty as first mate on the bark Whistler, on the San Francisco/Honolulu run.

“A brief sojourn in the city enabled me to realize that I had no training in any other vocation, save that of the sea, and learning that Capt. Paty of the bark Whistler plying between the coast and Honolulu was in need of officers, I applied and obtained the position of first mate without delay.” (Dillingham; Chiddix & Simpson))

Dillingham wrote that he felt at home the first time he came ashore in Honolulu: “After my tempstuous experiences in rounding Cape Horn and the Cape of Good Hope, the trip seemed to me like a pleasure excursion.”

“It felt as if I had anchored in a home port; the cordiality I experienced from all those whom I met removed at once the feeling of being in a foreign land though the streets were filled with several nationalities. The luxuriant foliage, the balmy breezes, the tropical fruits, all afforded such delights that I felt sure I should return.”

He did return, and ultimately stayed after an unfortunate encounter between his horse and a carriage; “The first officer of the bark Whistler, Mr. Dillingham, whose leg was broken last Friday night, by being thrown from a horse, in collision with a carriage, on the valley road …”

“(Dillingham) is now at the American Marine Hospital, where he receives every care and attention, and is in favorable condition for recover.” (Pacific Commercial Advertiser, July 29, 1865) Unfortunately for him, the Whistler left him in Honolulu and sailed away.

He accepted a job as a clerk in a hardware store called H. Dimond & Son for $40 per month. The store was owned by Henry Dimond, formerly a bookbinder in the 7th Missionary Company. In 1850 Dimond had been released from his duties at the Mission and had gone into business with his son.

Dillingham later bought the company with partner Alfred Castle (son of Samuel Northrup Castle, who was in the 8th Company of missionaries and ran the Mission business office;) they called the company Dillingham & Co (it was later known as Pacific Hardware, Co.)

On April 26, 1869, Dillingham married Emma Smith, daughter of 6th Company missionaries Reverend Lowell and Abigail Smith.

But hard times came on Dillingham with the collapse of whaling and the rise of sugar. Large suppliers pulled Dillingham’s credit lines, and his accounts were paid late. Then Dillingham was given the opportunity to buy the James Campbell lands in Ewa.

While he couldn’t raise the money to buy it, Campbell leased the land for 50-years. Dillingham realized that to be successful, he needed reliable transportation.

On September 4, 1888, Frank Dillingham’s 44th birthday, the legislature gave Dillingham an exclusive franchise “for construction and operation on the Island of O‘ahu a steam railroad … for the carriage of passengers and freight.”

Dillingham formed O‘ahu Railway and Land Company (OR&L,) a narrow gauge rail, whose economic being was founded on the belief that O‘ahu would soon host a major sugar industry.

“Among the most important works now in process of rapid construction, is the Oahu railway to Pearl Harbor, which is already approaching completion, so far as grading is concerned. Eleven miles of this line will have the grading completed in two weeks; and of this length ten miles are already finished.”

“The depot itself will be of imposing size and made as ornamental in appearance as convenience and traffic requirements will allow. … The progress of this important work has been so rapid during the month of July that we give it first place among the works in progress during the past month.” (Pacific Commercial Advertiser, July 27, 1889)

“Mr BF Dillingham, promoter of the Oahu Railway and Land Company, on his birthday a year previous, was accosted by an acquaintance with the remark: ‘Well, Mr. Dillingham, you have got your franchise: when are you going to give us the railway?’”

“Mr. Dillingham replied that on his next birthday, that day one year, he hoped to treat his friends to a railway ride. … with a strong company now at his back, the originator of the enterprise, having taken the contract to build the road, resolutely pushed operations to their present advanced stage.”

“When the appointed day arrived Mr Dillingham was ready to celebrate. His engine had been set up some days. Two third class cars, the best passenger accommodation as yet on the ground, were put together. … With a shrill blast from the whistle and the bell clanging, the engine moved easily off with its load. Three rousing cheers were given by the passengers, and crowds assembled at the starting point responded.” (Daily Bulletin, September 5, 1889)

Ultimately OR&L sublet land, partnered on several sugar operations and/or hauled cane from Ewa Plantation Company, Honolulu Sugar Company in ‘Aiea, O‘ahu Sugar in Waipahu, Waianae Sugar Company, Waialua Agriculture Company and Kahuku Plantation Company, as well as pineapples for Dole.

By the early-1900s, the expanded railway cut across the island, serving several sugar and pineapple plantations, and the popular Haleʻiwa Hotel. They even included a “Kodak Camera Train” (associated with the Hula Show) for Sunday trips to Hale‘iwa for picture-taking.

When the hotel opened on August 5, 1899, guests were conveyed from the railway terminal over the Anahulu stream to fourteen luxurious suites, each had a bath with hot-and-cold running water.

Thrum’s ‘Hawaiian Annual’ (1900,) noted, “In providing so tempting an inn as an adjunct and special attraction for travel by the Oahu Railway – also of his (Dillingham’s) creation – the old maxim of ‘what is worth doing is worth doing well’ has been well observed, everything About the hotel is first class…”

The weekend getaway from Honolulu to the Haleʻiwa Hotel became hugely popular with the city affluent who enjoyed a retreat in ‘the country.’

In addition, OR&L (using another of its “land” components,) got into land development. It developed Hawai‘i’s first planned suburban development and held a contest, through the newspaper, to name this new city. The winner selected was “Pearl City” (the public also named the main street, Lehua.)

The railway owned 2,200-acres in fee simple in the peninsula. First they laid-out and constructed the improvements, then invited the public on a free ride to see the new residential community. The marketing went so well; ultimately, lots were auctioned off to the highest bidder.

“Mr. Dillingham, besides creating the O‘ahu Railway, a line for which he struggled twenty-seven years against a public prejudice that would not see its financial possibilities, established Olaʻa plantation on the Island of Hawai‘i and McBryde plantation on Kauai.”

“He retained active management of the Oahu Railway & Land Company until 1915, when he relinquished it to George P. Denison.” (Sugar, May 1918) Dillingham died April 7, 1918 (aged 73.) (Information in this post taken, in part, from ‘Next Stop Honolulu.’)

The Dillingham Transportation Building was built in 1929 for Walter F Dillingham of Honolulu, Hawaiʻi, who founded the Hawaiian Dredging Company (later Dillingham Construction) and ran the Oahu Railway and Land Company founded by his father, Benjamin Franklin Dillingham.

© 2026 Hoʻokuleana LLC