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Kelowna is the largest city of the Okanagan valley based in British Columbia, Canada, that was founded in the 1860s as a supply town to the Cariboo gold miners. The CPR sternwheeler made regular stops at the city via water, as it was the only way to get to Kelowna at that time. This led to further development. By 1892, Kelowna was developed into a town, and in 1950, it was classified as a city. Growth was mediocre in the World War I and World War II, but after these events were completed, it started developing again. In 1958, the building of the city's floating bridge, Okanagan Lake Bridge, was completed. This was later replaced by the William R. Bennett Bridge, which was completed in 2008.

The city is home to 19 buildings, 6 of which stand taller than 50 metres (164 ft). The majority of the city's skyscrapers are clustered around Downtown, with its tallest building being the 26-story Skye at Waterscapes, which rises 78 metres (256 ft) and was completed in 2005. The Skye at Waterscapes is also the second-tallest building in British Columbia, with the tallest being the Vancouver CMA, and is the tallest building between cities Vancouver and Calgary. The second-tallest building in Kelowna is the Discovery Pointe Resort, standing at 70 metres (230 ft) tall with 22 storeys.

, the city contains 12 high rises over 35 metres (115 ft), with 2 of them being skyscrapers of over 70 metres (230 ft) in height. The tallest development that is under construction in the city is the Landmark VI office tower, which is the first 1st office tower constructed in British Columbia outside of Metro Vancouver since the Sussex Place, the tallest building of Victoria, was completed in 1995. Landmark VI is planned to reach a height of 81 metres (266 ft) and 17 floors, making it the tallest skyscraper in British Columbia outside of Metro Vancouver. Overall, as of February 2012, there is also a 1 high-rise under construction, 1 approved for construction, and 5 proposed for construction in Kelowna.

Tallest buildings
The following list ranks Kelowna high-rises that stand at least 35 metres (115 ft) tall, based on standard height measurement. It includes spires and architectural details, but does not include antenna masts. This includes spires and architectural details but does not include antenna masts. An equal sign (=) following a rank indicates the same height between two or more buildings. The year column indicates the year in which a building was completed.

Tallest approved or proposed
This is a list of buildings that have been approved or proposed for construction in Kelowna for rising over 50 m. A floor count of 15 stories is used as the cutoff for buildings whose heights have not yet been released by their developers. Table entries with em-dashes (—) indicate that information regarding building heights and/or dates of completion has not yet been released.