Puerto Rico Hotels, Resorts & All Inclusives From Local Guides

Puerto Rico is one of the largest and most diverse island destinations in the world and it supports a hotel and resort ecosystem that reflects this. In Puerto Rico you will find a wide range of boutique, beachfront, luxury, secluded and all inclusive accommodations. If Eco tourism is your thing, or if you just want to get away, primitive rain forest bungalows and beach dwellings abound. Options for organic food and meals cooked by private chefs from local ingredients are available. Luxury hotels and resorts with casinos keep the good times rolling. Activity and excursion based stays and trips (surfing, fishing, diving, spear fishing, snorkeling, etc.) exist all over the island. The quantity and diversity of Puerto Rico's hotels and resorts help make the island the top destination in the Caribbean.

See all hotel & resort experiences below or filter by region here: Old San Juan | Condado | Calle Loiza/Ocean Park | Isla Verde | Pinones | Rio Grande | Fajardo | Rincon & West Coast

Old San Juan

Hotel El Convento - Old San Juan, Puerto Rico 

Hotel El Convento in Old San Juan, Puerto Rico is one of the most luxurious hotels/resorts on the island. The El Convento was built in 1646 and is the oldest member of the Historic Hotels of America. Located in the heart of Old San Juan, Hotel El Convento is an easy walk from everything that the historic district of Puerto Rico has to offer. Well appointed rooms, service, location and a great restaurant make El Convento a top choice in Old San Juan.

Caribe Hilton - Old San Juan, Puerto Rico

The Caribe Hilton in Old San Juan, Puerto Rico is one of the best known hotels/resorts on the island. The Caribe Hilton opened in 1949 and has some great history that is worth a read through on Wikipedia. The hotel and resort has 646 rooms and just completed a $100 million renovation post hurricane Maria. The property's large ocean front pool complex, calm swim beach, tennis courts, on property dining options and numerous amenities set the Caribe Hilton apart. The Caribe Hilton also claims that the Pina Colada was invented here in 1954. It's worth noting that several other places in Puerto Rico, including Barrachina (a restaurant in Old San Juan), also claim that honor.

352 Guest House Hotel Boutique - Old San Juan, Puerto Rico

The 352 Guest House is one of my favorite Hotels in Old San Juan. It's located in the heart of Old San Juan in a Spanish building that was constructed in the late 1700s. The building was originally home to settlers and military personnel manning the nearby forts. Additionally, this boutique hotel is located across the street from the only remaining Franciscan building in Old San Juan, the San Francisco de Asís Church built in 1876. The service is amazing and personal, the hotel is full of original details and decor, the menus have a good selection of healthy and vegetarian options and the location is perfect for exploring historical Old San Juan.