Images of Old Hawaiʻi

by Peter T Young 2 Comments

Ke Awa Lau O Puʻuloa

During ancient times, various land divisions were used to divide and identify areas of control. Islands were divided into moku; moku were divided into ahupuaʻa. A common feature in each ahupuaʻa was water, typically in the form of a stream or spring.

The Island of O’ahu had six Moku: Kona, Koʻolaupoko, Koʻolauloa, Waialua, Waiʻanae and ʻEwa.

‘Ewa was divided into 12-ahupua‘a, consisting of (from east to west): Hālawa, ‘Aiea, Kalauao, Waimalu, Waiau, Waimano, Mānana, Waiʻawa, Waipi‘o, Waikele, Hōʻaeʻae and Honouliuli.

Some stories, when first recorded in the 19th- Century, refer to ʻEwa as the first area populated on Oʻahu by the immigrant Polynesians. ‘Ewa was at one time the political center for O‘ahu chiefs.

This was probably due to its abundant resources that supported the households of the chiefs, particularly the many fishponds around the lochs of Puʻuloa (“long hill,) better known today as Pearl Harbor. (Cultural Surveys)

Each had fisheries in the harbor, floodplains with irrigated kalo and fishponds, and interior (lower kula valley streams/gulches) and mountain forests. (Kirch)

Puʻuloa or Ke Awa Lau O Puʻuloa (the many harbored-sea of Puʻuloa) is situated here.

All water sources in each of the twelve ahupuaʻa of ʻEwa met in Puʻuloa. This was the only moku in all the islands where all waters from its ahupuaʻa did this.

Puʻuloa and Ke Awa Lau O Puʻuloa are just a couple of its traditional names. It was also known as Awawalei (“garland (lei) of harbors,”) Awalau (“harbor with many inlets”) and Huhui na ʻōpua i Awalau (The clouds met at Awalau.)

Today, we generally call this place Pearl Harbor. The name Pearl Harbor is one of the few English place names in Hawaiʻi that is a close translation of another of its traditional Hawaiian names, Wai Momi (“Pearl Water.”)

Some of the traditional themes associated with this area include connections with Kahiki (Tahiti,) the traditional homeland of Hawaiians.

Legend tells that Kanekuaʻana (a moʻo, or water lizard) came from Kahiki and brought with her the pipi, or pearl oyster. The harbor was teeming with pearl-producing oysters until the late-1800s. (The general belief is that runoff sedimentation eventually smothered the oyster habitat.)

The pipi was called the “iʻa hamau leo” or “fish with a silenced voice.” It was not the pipi that was silent but the people who gathered them (if they spoke, wind would ripple the water and the oysters would vanish.)

There are several versions of the chief Kahaʻi leaving from Kalaeloa (Barber’s Point) for a trip to Kahiki; on his return to the Hawaiian Islands, he brought back the first breadfruit and planted it at Puʻuloa.

Traditional accounts indicate several of the fishponds in the Puʻuloa area were believed to have been constructed by Kāne and Kanaloa. Directing the menehune, they made the pond Kapākule (aka Pākule,) which they stocked with all manner of fish. (Kumupono, Hoakalei)

“On the left side of [Kapākule] pond stood the stone called Hina, which represented a goddess of the sea by that name. Each time the sea ebbed, the rock became gradually visible, vanishing again under water at high tide. Ku, another stone on the right, was never seen above sea level. This stone represented Ku’ula, Red Ku, a god of fish and fishermen. (Pukui)

“[T]he harbor of Ewa, or Pearl River, [is] situated on the Island of Oahu, about 7 miles west of Honolulu. Pearl River is a fine sheet of deep water extending inland about 6 miles from its month …”

“Pearl River is not a true river; it partakes more of the character of an estuary. It is divided into three portions called ‘locks’ – the east lock, the middle lock, and the west lock, the three together affording some 30 miles of water front, with deep water in the channels.” (General JM Schofield and General BS Alexander, 1872)

Puʻuloa Salt Works (property of JI Dowsett) “are at the west side of the entrance to Pearl River, and the windmill is a prominent object in the landscape as we enter. It is also one of the guides in steeling vessels inward. On the eastern side and opposite to the Puʻuloa buildings, is the fishery, where are a number of buildings inhabited by Chinamen.” (Daily Bulletin, January 6, 1889)

Puʻuloa was originally an extensive, shallow embayment. Keaunui, the head of the powerful and celebrated ʻEwa chiefs, is attributed for having cut a navigable channel near the Puʻuloa saltworks, by which the great estuary, known as “Pearl River,” was for the first time rendered accessible to navigation.

Puʻuloa was regarded as the home of the shark goddess Kaʻahupahau and her brother Kahiʻuka in Hawaiian legends. They were said to live in a cave at the entrance to Puʻuloa and guarded the waters against man-eating sharks.

“There is ample evidence that the lonely scenes, upon which we now gaze with wondering curiosity, were once thickly peopled; and at that period the gospel had not reached Pearl River. Among the objects of their heathen worship was the shark, whoso numbers at Pearl River in those days were very abundant.” (Daily Bulletin, January 6, 1889)

Moku‘ume‘ume (meaning “island of strife”) is a small island located in Pearl Harbor on the Island of Oʻahu. It is entirely surrounded by water deep enough to accommodate deep draft ocean-going vessels. We now call it Ford Island.

The first known foreigner to enter the channel of the Pearl Harbor area, Captain George Vancouver, started to explore the area, but stopped when he realized that the entrance was not deep enough for large ships to pass through.

“If the water upon the bar should be deepened, which I doubt not can be effected, it would afford the best and most capacious harbor in the Pacific.” (Commodore Charles Wilkes, 1840)

In the nineteenth century, the peninsula between Middle Loch and East Loch (part of the Mānana ahupuaʻa) had numerous fishponds, some rice fields, pasture land at the tip, and oyster beds offshore.

As a means of solidifying a site in the central Pacific, the US negotiated an amendment to the Treaty of Reciprocity in 1887. King Kalākaua in his speech before the opening session of the 1887 Hawaiian Legislature stated (November 3, 1887:)

“I take great pleasure in informing you that the Treaty of Reciprocity with the United States of America has been definitely extended for seven years upon the same terms as those in the original treaty …”

“… with the addition of a clause granting to national vessels of the United States the exclusive privilege of entering Pearl River Harbor and establishing there a coaling and repair station.”

“This has been done after mature deliberation and the interchange between my Government and that of the United States of an interpretation of the said clause …”

“… whereby it is agreed and understood that it does not cede any territory or part with or impair any right of sovereignty or jurisdiction on the part of the Hawaiian Kingdom and that such privilege is coterminous with the treaty.”

“I regard this as one of the most important events of my reign, and I sincerely believe that it will re-establish the commercial progress and prosperity which began with the Reciprocity Treaty.” (Kalākaua)

In 1890 some of the Mānana lands became the first planned subdivision outside of urban Honolulu (Pearl City, named in a contest and developed by Benjamin F Dillingham as a way to increase passenger traffic on his Oahu Railway and Land Company (OR&L) trains.)

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Ala Wai Canal

A son of Mā’ilikūkahi (who ruled about the time Columbus crossed the Atlantic) was Kalona-nui, who in turn had a son called Kalamakua. Kalamakua is said to have been responsible for developing large taro fields in what was once a vast area of wet-taro cultivation on Oʻahu: the Waikiki-Kapahulu-Mōʻiliʻili-Mānoa area.

The early Hawaiian settlers gradually transformed the marsh above Waikīkī Beach into hundreds of taro fields, fish ponds and gardens.  For centuries, springs, taro lo‘i, rice paddies, fruit and vegetable patches, duck ponds and fishing areas were a valuable means of subsistence for native Hawaiians and others.

Formerly the home of Hawaiian royalty, including King Kamehameha, Waikīkī, meaning “spouting waters,” once covered a much broader area than it does today.

The ahupuaʻa, or ancient land division, of Waikīkī actually covered the area extending from Kou (the old name for Honolulu) to Maunalua (now referred to as Hawai’i Kai).

Waikīkī’s marshland, the boundaries of which changed seasonally, once covered about 2,000-acres (about four times the size of Waikīkī today) before the marshes were drained.

During the first decade of the 20th-century, the US War Department acquired more than 70-acres in the Kālia portion of Waikīkī for the establishment of a military reservation called Fort DeRussy.

They drained and filled the area, so they could build on it.  Thus, the Army began the transformation of Waikīkī from wetlands to solid ground.

In the early-1900s, Lucius Pinkham, then President of the Territorial Board of Health and later Governor, developed the idea of constructing a drainage canal to drain the wetlands, which he considered “unsanitary.”  This called for the construction of a canal to reclaim the marshland.

The Waikīkī Reclamation District was identified as the approximate 800-acres from King and McCully Streets to Kapahulu Street, near Campbell Avenue down to Kapiʻolani Park and Kalākaua Avenue on the makai side (1921-1928.)

The dredge material not only filled in the makai Waikīkī wetlands, it was also used to fill in the McKinley High School site.

During the 1920s, the Waikīkī landscape would be transformed when the construction of the Ala Wai Drainage Canal, begun in 1921 and completed in 1928, resulted in the draining and filling in of the remaining ponds and irrigated fields of Waikīkī.

The initial planning called for the extension of the Ala Wai Canal past its present terminus and excavate along Makee Island in Kapiʻolani Park, connecting the Canal with the ocean on the Lēʻahi side of the project.

However, funds ran short and this extension was contemplated “at some later date, when funds are made available”; however, that never occurred.

By 1924, the dredging of the Ala Wai Canal and filling of the wetlands stopped the flows of the Pi‘inaio, ‘Āpuakēhau and Kuekaunahi streams running from the Makiki, Mānoa, and Pālolo valleys to and through Waikīkī.

Walter F. Dillingham’s Hawaiian Dredging Company dredged the canal and sold the material he had dredged to create the canal to build up the newly created land.  The canal is still routinely dredged.

During the course of the Ala Wai Canal’s initial construction, the banana patches and ponds between the canal and the mauka side of Kalākaua Avenue were filled and the present grid of streets was laid out.  These newly created land tracts spurred a rush to development.

With construction of the Ala Wai Canal, 625-acres of wetland were drained and filled and runoff was diverted away from Waikīkī beach.  The completion of the Ala Wai Canal not only gave impetus to the development of Waikīkī as Hawai‘i’s primary visitor destination, but also expanded the district’s potential for residential use.

During the period 1913-1927, the demand for housing in Honolulu grew along with the city’s population.  Waikīkī helped satisfy this demand; the large kamaʻāina landholdings virtually disappeared and the area started to be subdivided.

Before reclamation, assessed values for property were at about $500-per acre and the same property was reclaimed at ten cents per square foot, making a total cost of $4,350-per acre.  The selling price after reclamation, $6,500 to $7,000-per acre, showed the financial benefit of the reclamation efforts.

From an economic point of view, without the Ala Wai Canal, Waikīkī may never have developed into the worldwide tourist attraction it is today.

In 1925, the City Planning Commission requested the citizens of Honolulu to submit suitable Hawaiian names for the renaming of the Waikīkī Drainage canal; twelve names were suggested.

The Commission felt that Ala Wai (waterway,) the name suggested by Jennie Wilson was the “most euphonic”.  (An engineer with the Planning Commission was quick to note that, “the fact that Mrs. Wilson is the mayor’s wife had nothing to do with the choice of the name.”)

In November 1965, a storm, classified as a 25-year event, overflowed the Ala Wai Canal banks and flooded Ala Wai Boulevard.

Ala Wai Canal and the historic walls lining the canal are owned by the State of Hawaiʻi. The promenades on the mauka side of the Ala Wai Canal are owned by the State, and by, Executive Ordered to the City and County of Honolulu, the promenades on the makai side are owned by the City.

The promenades on both sides of the Ala Wai Canal are maintained by the City Department of Parks and Recreation.  The Ala Wai Canal is listed in the National and State registers of historic places.

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by Peter T Young Leave a Comment

Kālia

In traditional times, Pi‘inaio Stream was the dominant feature of the western area of Waikīkī.

It entered the ocean as a wide, ribboned kahawai (wide delta,) bringing fresh waters from the mountain valleys and creating an area of abundance. The early-Hawaiians found this plentiful land and marine resources as an excellent place to settle (the early settlers arrived around 600 AD.).

The Stream played a vital role in the geography, and cultural usage, of the ‘ili of Kālia. The meaning of Pi‘inaio is uncertain but it could be an allusion to going inland (pi‘i), to the location of a naio (a sandalwood-like tree – as may have commonly grown in the vicinity.)  (Cultural Surveys)

Waikīkī was famous for its fishponds with one listing citing 45 ponds.  The ten fishponds at Kālia were loko puʻuone (isolated shore fishponds formed by a barrier sand berm) with salt-water lens intrusion and fresh water entering from upland ʻauwai (irrigation canals.)

The shallow relatively-protected reefs of Waikīkī and the availability of the riparian resources of the Pi‘inaio estuary made the back dune ponds easily adaptable into fish ponds.

The inland ponds may have formed along the coast where existing depressions in the sand were chosen to make the loko puʻuone, and brush was cleared out. During traditional times, the ponds were used to farm fish, usually for the Hawaiian Ali‘i (royalty). The ʻamaʻama (mullet) and the awa (milkfish) were the two types of fish traditionally raised in the ponds.

Kālia was once renowned for the fragrant limu līpoa, as well as several other varieties of seaweed such as manauea, wāwaeʻiole, ʻeleʻele, kala and some kohu.

Limu kala was harvested to make lei for offerings.  The lei limu kala was and is still offered at the kūʻula [stone god used to attract fish] by fishermen or anyone who wishes to be favored by or is grateful to the sea.

John Papa ʻĪʻī relates an account from the early-1800s of a catch at a Kālia fishpond: “so large that a great heap of fish lay spoiling upon the bank of the pond.” (The waste was disapproved of.) This abundance of fishponds may have required significant maintenance and would have provided a potentially huge source of food for distribution at chiefly discretion.

The name of the area “Kālia” translated as “waited for” has a sense of “waiting”, “loitering” or “hesitating.” While the nuance is uncertain, one could imagine that the mouth of the Pi‘inaio Stream would be a logical place for travelers to pause.

An ʻōlelo noʻeau (Hawaiian proverb/saying) speaks of the pleasant portion of the coast of Kālia in Waikīkī:  Ke kai wawalo leo leʻa o Kālia, The pleasing, echoing sea of Kālia.  (Pukui)

Kālia is also mentioned in a story about a woman who left her husband and children on Kīpahulu, Maui, to go away with a man of O‘ahu. Her husband missed her and went to see a kahuna (priest) who was skilled in hana aloha (prayer to evoke love) sorcery.

The kahuna told the man to find a container with a lid and then speak into it of his love for his wife. The kahuna then uttered an incantation into the container, closed it, and threw it into the sea. The wife was fishing one morning at Kālia, O‘ahu, and saw the container. She opened the lid, and was possessed by a great longing to return to her husband. She walked until she found a canoe to take her home (Pukui): Ka makani kāʻili aloha o Kīpahulu; The love-snatching wind of Kīpahulu (Cultural Surveys)

In Fragments of Hawaiian History John Papa ʻĪʻī described “Honolulu trails of about 1810,” including the trail from Honolulu to Waikiki. He said that: Kawaiahaʻo which led to lower Waikiki went along Kaʻananiau, into the coconut grove at Pawaʻa, the coconut grove of Kuakuaka, then down to Piʻinaio; along the upper side of Kahanaumaikai‘s coconut grove, along the border of Kaihikapu pond, into Kawehewehe; then through the center of Helumoa of Puaʻaliʻiliʻi, down to the mouth of the Āpuakēhau Stream.

Based on ʻĪʻī‘s description, the trail from Honolulu to Waikiki in 1810 coursed through the makai side of the present Fort DeRussy grounds in the vicinity of Kālia Road. It is likely that this trail was a long-established traditional route through Waikiki.

Toward the beginning of the 1900s, downtown Honolulu was the destination for Hawaiian visitors, who numbered only about 3,000. While Honolulu had numerous hotels, there were few places to stay in Waikiki.

In 1891, at Kālia, the ‘Old Waikiki’ opened as a bathhouse, one of the first places in Waikiki to offer rooms for overnight guests. It was later redeveloped in 1928 as the Niumalu Hotel; the site eventually became the Hilton Hawaiian Village.

In 1911, the Army acquired 70-acres for the construction of Fort DeRussy and started filling in the fishponds which covered most of the Fort – pumping fill from the ocean continuously for nearly a year in order to build up an area on which permanent structures could be built.

Then, as part of the government’s Waikīkī Land Reclamation project, the Waikīkī landscape was further transformed with the construction of the Ala Wai Drainage Canal – begun in 1921 and completed in 1928 – resulted in the draining and filling in of the ponds and irrigated fields of Waikīkī.

Dredging for the project was performed by Hawaiian Dredging Company, owned by Walter F. Dillingham, who then sold the dredged sediments to Waikīkī developers. The dredge produced fill for the reclamation of over 600-acres of land in the Waikīkī vicinity.

The ʻili of Kālia runs from the ʻEwa end of today’s Ala Moana Center (near Piʻikoi Street) to the vicinity of the Halekūlani Hotel (makai of Kalākaua Avenue.)  (Lots of information here from Cultural Surveys.)

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Pearl Harbor Yacht Club

In 1888, the legislature gave Benjamin Franklin (Frank) Dillingham an exclusive franchise “for construction and operation on the Island of O‘ahu a steam railroad … for the carriage of passengers and freight.”

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.

Passenger travel was an add-on opportunity that not only included train rides; they also operated a bus system.  However, the hauling for the agricultural ventures was the most lucrative.

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.

Excursion trains filled with passengers traveled to Pearl City on weekends and the area became a favorite place for pleasure seekers and picnic parties.

“Boarding a train at the O‘ahu Railway and Land Company depot at King and Iwilei streets I we rode to Pearl City and transferred to a small section-train known as The Dummy for the short peninsula ride to within a few steps from our destination.”

“Usually the section-locomotive trailed one passenger car but when it trailed a flat car instead we were elated. We could sit on its edge and dangle our legs.” (Henrietta Mann, Watumull Oral History)

Wealthy families visited the peninsula on weekends or during the summers, maintaining mansions on the peninsula and enjoying parties and yacht races in Pearl Harbor. Dillingham promoted sail boat races, a large dancing pavilion, and many forms of entertainment and recreation.  (Aiea Pearl City Livable Communities Plan)

The local paper reported, “A new sporting club is being organized by a number of Honolulu men.  It will be called “The Pearl Harbor Yacht Club” and will have a handsome club house on the lochs”. (Pacific Commercial Advertiser, December 4, 1899)  There was even talk of building an ‘ark’ (a barge with a house on it), noting , “In San Francisco Bay … there are many ‘arks’. (Honolulu Republican, September 3, 1900)

“In 1901 the Hawaii Yacht Club was chartered and built a boat house near the west end of Aloha Avenue, about where the ferry landing was later built. The club later reorganized at the Ala Wai. Many of the wealthy families had yachts or other vessels for recreation, which joined the utilitarian fishing and ferry boats on the waters around the peninsula.”

The Pearl Harbor Yacht Club “became known for the many sail boat races it held. The Yacht Club had a wooden L-shaped pier at the end of Lanakila Avenue and a marine railway to pull boats out of the water.  (Historic Context Study)

The Pearl Harbor Yacht Club (PHYC) had two earlier locations on Pearl City Peninsula before it was established north of Lanakila Avenue in the late 1920s.

The first club house, called the “old Parker Place,” faced on Middle Loch and was loaned to the club by R.W. Atkinson, one of the club’s charter members and owner of that property.

The club purchased the “Jones Place” in November 1925, remodeling the house, and building a pier and “runway for hauling boats”.

In March 1928 the two-story residence of Albert F. Afong was purchased and “turned into a clubhouse for the Yacht Club”. The clubhouse was situated on the lot abutting the pier and some of its foundation is still visible.  (HAER HI-55)

“[Pearl Harbor] Yacht Club [property] was owned by this Chinese guy, Afong. And then, when Afong, in 1929, stock crash, he went bankrupt (I heard), and he had to get rid of all his land. That’s when the yacht club bought his home. It was a big yard, big home.”

“The Pearl Harbor Yacht Club originally bought the Ted Cooke home, but that was a smaller place. The building was big, big, two-story building. Originally that was built by the Jones Family. And then they sold it to the yacht club, and the yacht club first started in the peninsula over there. Then it was too small, so they took the Afong place.”  (Asada Oral History)

“Pearl Harbor was a great thing, for instance. In the late twenties and early thirties the Pearl Harbor Yacht Club was very active. A whole bunch of us young people had what we called eighteen-footers; they were center-board boats.”

“We’d go down virtually every weekend in the summer months and usually stay at Ben Dillingham’s grandmother’s house, we boys. And the girls would stay with the Theodore [Atherton] Cookes, both of whom had lovely homes right on the peninsula there.”

“We would go into these races and have just a glorious time. Of course all of that’s gone now, except over at Kaneohe; they’ve more or less continued the tradition. Honolulu, in our youth, was a small, simple, quiet, slow-moving town, which is no longer.”  (James Judd Jr, Watumull Oral History)

“[M]y dad liked sailing very much. He must have started sailing competitively when I was, oh I guess, around twelve or fifteen years old. Pearl Harbor Yacht Club was inside Pearl Harbor. There was a wonderful yacht club there and there were no limits. You could sail around Ford Island and all the way down West Loch, et cetera because the U. S. Navy hadn’t set up any restricted areas.”

“Every once in a while there’d be a naval exercise. Wonderful races with several classes of sailboats were what I participated in. My dad raced a star class boat and I had a little moon boat.”

“I can remember seeing all the great ships of the Navy there, and I’d just be sailing my own little twelve-foot sail boat and be looking at the Lexington and the Saratoga … and George Patton.”

“The great General Patton was a sailor, he was at Schofield, and he was a sailor. He was a very wealthy person. He had a schooner, about a seventy-foot black-hulled gorgeous schooner and he’d sail around Pearl before he’d go out the entrance and here we were just kids taking it all in.” (Stanley Kennedy Jr, Watumull Oral History)

“The pre-war club was a place for Hawaii’s leading families and members of the Big 5 commercial and plantation companies. They included the Dillinghams, Frears, Castles, Cookes, Dowsetts, Spauldings, McInernys, Mott-Smiths, Wilders, Atkinsons, Damons, James Dole and Princess Kawananakoa.”

“Pearl Harbor Yacht Club was also a magnet for local and national celebrities in those heady days of the late 1920s and through the 1930s.”  (Dean Smith; Sigall)

“Through the years, membership in the Pearl Harbor Yacht has included Shirley Temple, Duke Kahanamoku and Harold Dillingham, who sailed the 1934 Pearl Harbor Yacht Club’s entry into the biannual Trans-Pacific Yacht Race aboard ‘Manuiwa’ and won.”  (Ho’okele)

“Duke was quite an avid yachtsman and he belonged to the Pearl Harbor Yacht Club, which was at Pearl City at that time. We had raced up on Saturday to Waikiki and the following Sunday, which was December 7, we were supposed to race back again to Pearl City. Well, naturally, we couldn’t because the war started that morning.”  (Nadine Kahanamoku, Watumull Oral History)

Today, Pearl Harbor Yacht Club provides recreational and competitive boating opportunities for Active Duty, Reserve, Retiree, DoD personnel and their families, as well as the community at large.  It is situated at 57 Arizona Memorial Drive in Pearl Harbor.

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Broken Leg

In 1834, John Paty sailed for the first time to Hawai‘i in the brig Avon, of which he was master and part owner, accompanied by his wife and brother, and arrived at Honolulu in June of that year.  (They had three children while in Hawaiʻi, John Henry Paty (1840,) Mary Francesca Paty (1844) and Emma Theodora Paty (1850.)

In 1860, “Capt John Paty, as a ship master out of Honolulu, and the valuable assistance rendered by him in the furtherance of commercial intercourse between the Hawaiian Islands and adjacent ports in foreign countries, as evidenced by the accomplishment of his one hundredth passage across the Pacific.”   (The Friend, November 1, 1860)

In 1865, Paty, on another run to the Islands, hired Benjamin Franklin (Frank) Dillingham as first mate on the bark Whistler, on the San Francisco/Honolulu run.

Frank, the son of Benjamin Clark Dillingham, a shipmaster, and Lydia Sears (Hows) Dillingham, was born on September 4, 1844 in West Brewster, Massachusetts. Frank left school at 14 and shipped on his uncle’s vessel for a voyage around the Horn to San Francisco. 

“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 would indeed return, and on his third trip aboard the Whistler, he rented a horse. “Sailors are notoriously unfamiliar with horses” he later wrote—describing his collision with a carriage. Ships and sailors were of economic import in the Islands, and on July 29, 1865, the Pacific Commercial Advertiser ran a short piece on his accident:

“The first officer of the bark Whistler Mr Dillingham, whose leg was broken last Friday night by being thrown from a horse, in a collision with a carriage on the vally road, is now at the American Marine Hospital, where he receives every care and attention, and is in a favorable condition for recovery.”

The Whistler could not wait and sailed without him. Ultimately, and unknown to anyone at the time, this changed to course of economic history in the Islands and resulted in lasting legacies.

While recovering, Dillingham had a long time to reflect upon his options. This time he was more serious about staying ashore. Already in love with these Islands, he had met Emma Louise Smith on an earlier visit.

Despite tales of her nursing him back to health, she was away in New England while Frank was recuperating. She was also engaged to another man whom by all accounts she did not love. Dillingham’s patience in slowly courting Emma demonstrated a determination for which he later became known.

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.”

They laughed at him and called it ‘Dillingham’s Folly.’ But Benjamin Franklin Dillingham’s dream of a railroad into the wilderness of West Oahu carried the promise of a sugar industry and major developments that would change Hawaii forever. (Wagner)

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 [OR&L], 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.”

On September 4, 1889, Mr. Dillingham’s forty-fifth birthday, the first train to run out of Honolulu took an excursion party one-half mile into the Palama rice fields.

‘Dillingham’s Folly’ had now become the greatest single factor in the development of O‘ahu and Honolulu.  (Nellist)

“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)

The rail line was extended, reaching Waianae in 1895 and, with Waialua plantation enormously expanded under Mr. Dillingham’s driving leadership, the railroad eventually was extended there and on to Kahuku. (Nellist)

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.”  (Sugar, May 1918) 

On his death in 1918 at age 74, Dillingham was hailed as a “master builder” and Honolulu’s financial district closed its doors out of respect.   (Wagner)  The Islands would have been different, if not for a sailor breaking his leg riding a horse.

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. (Information in this post taken, in part, from ‘Next Stop Honolulu.’)

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