Skyline Investments | 1,876 followers on LinkedIn. Welcome to Skyline, one of Ontario’s top players in hospitality properties with operations spanning North America | Skyline Investments is a $750 million publicly traded Canadian owner, developer and manager of commercial real estate across North America. The Company has over 2,000 employees, owns more than 19 assets across North America with 3,180 hotel rooms under management spread over 18 cities, and development lands with rights for almost 3,000 residential units. Notable assets include Deerhurst Resort, Horseshoe Resort, and Blue Mountain.