Sheraton Princess Kai'ulani

Princess Kaʻiulani. This is one of my favorite value spots because of the location, just across the street from Waikiki Beach and it's expansive pool area, lending the a sense of abundance to the property. It’s quite fitting that this modest gem of a hotel is named for Victoria Kaʻiulani Kalaninuiahilapalapa Kawekiu i Lunalilo Cleghorn (1875–1899), because like this hotel compared to her luxury Starwood sister hotels across the street, Princess Kaʻiulani too, was humble, stood in the shadow of her more decorated relatives. I am comparing Princess Kailuani’s place in history, with the hotel’s reputation alongside the Moana Surfrider, a Westin Resort & Spa and the The Royal Hawaiian, a Luxury Collection Resort and Sheraton Waikiki. This 1,142-room hotel is one of the original Waikiki destinations and was built by shipping magnate Captain William Matson. Named for it’s former royal resident whose father, Archibald Cleghorn, the Governor of Oahu, created the family’s ten-acre, Ainahau Estate. The hotel opened on June 11, 1955. At the time, the hotel’s Princess Wing was the tallest building in Hawaii (11 stories). Fun Fact: when Hawaii became a state in 1959, Matson Navigation Company sold all of its hotel properties to the Sheraton hotel chain (now Starwood). Today many of the guests have no idea of the property’s relevance to Waikiki’s history, they just come for the great location and very affordable rates. To make reservations click here (to my Priceline affiliate account) or email