FederationX said:
It was annexed in 1899, so who had it before that point?
From one sites it appears that Wake Island has a dubious history of when it became US territory.
From
http://www.richardsramblings.com/archives/2002/09/000164.html
"Despite its lack of agriculture or an economy, the island is rich in historical significance, warranting a lengthy and subsequently fascinating lesson on the history of Wake Atoll. According to Theodore Leverett's history of the island on the Flags of the World website, "Wake Island was first discovered by the Spaniard Álvaro de Mendana in 1586, who named it San Francisco and claimed it in the name of the King of Spain. This claim was internationally recognized, the atoll being viewed as worthless... In 1796 the Englishman Captain Samuel Wake of the merchant vessel Prince William Henry rediscovered it. He gave the atoll its present name, also carried by its largest island... On December 20, 1840, the USS Vincennes brought the explorer Charles Wilkes and the naturalist Titian Peale to the island where they conducted a series of surveys and eventually lent their names to the other two islands of the atoll... During the Spanish-American War, an American troop convoy bound for the Philippines (then owned by Spain) stopped off at Wake. Major General Francis V. Greene hoisted the Stars and Stripes, then with 45 stars, there on July 4, 1898... The subsequent peace treaty which ended the war [with Spain] transferred Wake to the United States."
For the record, the Treaty of Paris, ratified by officials from the United States of America and the Spanish Empire on December 10, 1898, relinquished all Spanish claim of sovereignty over and title to Cuba, Puerto Rico, the island of Guam in the Marianas, all islands in the West Indies, and all islands within approximately 116 degrees and 127 degrees longitude east of Greenwich near and including the Philippine Island archipelago. An amendment three years later added several additional islands located southwest of the island chain of Palawan that had been inadvertantly left off the original treaty. No other specific islands or locations of any kind were mentioned. Wake Island did not fall within the boundaries of the treaty as it is located at 166 degrees of longitude east of Greenwich. This finding directly contradicts the common opinion that Wake Island was included in the spoils of war between the United States and Spain as shared by such historians as Stanley K. Schultz, Professor of History at the University of Wisconsin, but the language of the treaty is indisputable."
I would almost put it acquisition in the same category as that of Midway, a sort of accidental acquisition.
I think much of the problem with how the war went for Spain rests directly with the domestic unrest that Spain was going through for the past 25-30 years.