Search for Cheap Deals on
Historic Hotels in Caribbean Islands

Check Last Minute Caribbean Islands Hotel Deals

Tonight Dec 20 - Dec 21 This weekend Dec 20 - Dec 22

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Featured Caribbean Islands Historic Hotels

Hotel El Convento

100 Cristo St, San Juan

Fully refundableReserve now, pay when you stay

Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...

Boutique Hotel Palacio

Calle Duarte 106, Santo Domingo, Distrito Nacional

Fully refundableReserve now, pay when you stay

Stay at this 3.5-star business-friendly hotel in Santo Domingo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...

Hotel Rumbao, a Tribute Portfolio Hotel

100 Brumbaugh Street, San Juan, Puerto Rico

Fully refundableReserve now, pay when you stay

Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...

CasaBlanca Hotel

316 Calle Fortaleza, San Juan

Fully refundableReserve now, pay when you stay

Stay at this 3.5-star hotel in San Juan. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff ...

The Gallery Inn

204-206 Norzagaray, Old San Juan, San Juan

Stay at this 3-star hotel in San Juan. Enjoy a rooftop terrace, parking (surcharge), and daily housekeeping. Popular attractions Port of San Juan and Pan American ...

Villa Herencia Hotel

23 Cll Caleta Las Monjas, San Juan

Fully refundableReserve now, pay when you stay

Stay at this 3.5-star boutique hotel in San Juan. Enjoy free WiFi, daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular ...

La Terraza de San Juan

262 Calle del Sol, Viejo San Juan, San Juan

Fully refundableReserve now, pay when you stay

Stay at this 3.5-star hotel in San Juan. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...

Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive

Blvd Zona Hotelera, Playa Juanillo, Cap Cana, Punta Cana, La Altagracia

Stay at this 5-star luxury resort in Punta Cana. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...

Admiral's Inn and Gunpowder Suites

Nelson's Dockyard, English Harbour, Antigua

Stay at this 3.5-star beach hotel in English Harbour. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...

Fortaleza Suites

315 Calle Fortaleza, Old San Juan, San Juan

Stay at this 3.5-star guesthouse in San Juan. Enjoy free WiFi, a 24-hour front desk, and laundry facilities. Our guests praise the helpful staff and the clean ...

Caribe Hilton

1 San Geronimo Street, San Juan

Book a stay at this beach resort in San Juan. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

Copper and Lumber Store Hotel

Nelsons Dockyard, English Harbour, Antigua

Stay at this 3-star beach hotel in English Harbour. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...

See all 78,970 properties in Caribbean Islands

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.