Obama’s Hawaii Vacation Home And The Luxury Rentals Of Kailua


The Obamas’s first rental choice — where they stayed in 2009 and 2010 — is arguably even more impressive. The Plantation Estate, unofficially known as the “Winter White House,” opens up to a lagoon-style pool in the front courtyard with cascading waterfalls and a lavish heated spa. We imagine Barack and Michelle sipping piƱa coladas while Sasha and Malia splashed around in the heated pool.