Boutique City Hotel of the Year: O:Live Boutique Hotel, Puerto Rico Is there a hipper hotel anywhere in the Caribbean? If there is, let us know, because this San Juan 15-room property is, plainly, a stunner. Rivaling the best urban boutiques of Europe and the mainland United States, this Mediterranean-inspired Condado-area hotel simply oozes cool: the rooftop pool and bar; the transparent bathrooms and the sort of intimate, attentive service that every boutique hotel demands. It’s all a credit to husband and wife owners Loisse Herger and Fernando Davila, who have created a destination boutique hotel in the heart of Puerto Rico’s capital.