Last updated on October 5th, 2025
From the historic charm of Old San Juan to the beachfront luxury of Condado, San Juan offers some of the Caribbean’s most exceptional hotels. Whether you seek colonial elegance, oceanfront infinity pools, or vibrant nightlife, these top-rated San Juan hotels blend Puerto Rican hospitality with world-class amenities. Here are the best hotels in San Juan for an unforgettable Caribbean getaway.
Discover why San Juan remains one of the top destinations for luxury travelers seeking both culture and relaxation in the heart of the Caribbean.
Why Stay at San Juan’s Luxury Hotels?
San Juan’s finest hotels offer:
🏨 Beachfront infinity pools with ocean views
🍽️ World-class dining featuring Puerto Rican cuisine
🚤 Private beach access along the Atlantic coast
💆 Luxury spas with tropical treatments
🌆 Prime locations near historic sites and nightlife
Best Hotels in San Juan
1. Condado Vanderbilt Hotel
The iconic Condado Vanderbilt Hotel has been San Juan’s crown jewel since 1919. My sunset cocktails at their oceanfront terrace, with views of the Atlantic stretching to the horizon, was unforgettable. The Beaux Arts architecture and impeccable service make this the most luxurious address in San Juan.
- Area: Condado
- Highlights: Historic elegance, OLVide Spa, oceanfront infinity pool
- Perfect for: Discerning travelers and romantic getaways
2. Fairmont El San Juan Hotel
The legendary Fairmont El San Juan Hotel is where Caribbean glamour meets modern luxury. Dancing under the palm trees at their famous Brava nightclub was a highlight of my stay. The beachfront location and four pools make this one of the best hotels in San Juan for those who want it all.
- Area: Isla Verde
- Highlights: Beachfront location, 24-hour casino, CHIC rooftop pool
- Perfect for: Nightlife lovers and beach enthusiasts
3. Sheraton Puerto Rico Resort & Casino
Conveniently located near the convention center, the Sheraton Puerto Rico Resort & Casino offers reliable luxury with stunning marina views. Their infinity-edge pool overlooking the water is one of the most photogenic spots in San Juan.
- Area: Convention District
- Highlights: Marina views, 24-hour casino, Club Lounge access
- Perfect for: Business travelers and convention attendees
4. Hotel El Convento
Step back in time at Hotel El Convento, a 17th-century convent transformed into one of the most charming boutique hotels in San Juan. Sipping sangria in their tropical courtyard surrounded by Spanish colonial architecture was like being in old-world Puerto Rico.
- Area: Old San Juan
- Highlights: Historic charm, rooftop pool, complimentary wine hour
- Perfect for: Culture lovers and history buffs
5. San Juan Marriott Resort & Stellaris Casino
The beachfront San Juan Marriott Resort & Stellaris Casino offers reliable luxury with direct access to one of Condado’s best beaches. Their oceanfront La Vista Latin Grill serves some of the best mofongo in San Juan.
- Area: Condado
- Highlights: Private beach, 24-hour casino, kids’ programs
- Perfect for: Families and beach lovers
6. Condado Ocean Club
This boutique beachfront property offers intimate luxury at Condado Ocean Club. Their rooftop infinity pool with panoramic ocean views is one of the most Instagrammable spots in San Juan.
- Area: Condado
- Highlights: Rooftop pool, beachfront location, personalized service
- Perfect for: Couples and design-conscious travelers
7. DREAMCATCHER by DW – Adults Only
This bohemian-chic retreat, DREAMCATCHER by DW, offers a completely different experience from San Juan’s large resorts. Their vegetarian breakfast in the lush garden setting was one of the most peaceful moments of my trip.
- Area: Ocean Park
- Highlights: Vegetarian cuisine, yoga classes, artistic vibe
- Perfect for: Wellness travelers and creatives
FAQs About The Best Hotels in San Juan
Final Tips for Booking
– Condado hotels offer beach access and central location
– Old San Juan hotels provide historic charm but limited parking
– Book spa treatments and dinner reservations in advance at luxury properties
– Check for resort fees when comparing rates
Whether you choose a historic landmark or a modern beachfront resort, the best hotels in San Juan promise an extraordinary Caribbean vacation filled with Puerto Rican warmth and hospitality.
Best Travel Tips
Book Your Flight
Find the cheapest flight by using Skyscanner. For over a decade I've found it to nearly always offer the best deals.
Book Your Accommodation
You can book your hotel or guesthouse with Agoda as it consistently has the best rates.
Always Use Travel Insurance
Travel insurance safeguards you against illness, injury, theft, and cancellations, providing peace of mind if anything goes wrong. My top pick for excellent service and value is SquareMouth (best for all age groups.)
Need Help Finding Activities for Your Trip?
- Economy to Mid-Range
- TripAdvisor
- Go With Guide Mid-Range to Luxury
- TRAFALGAR
Stay Connected While Traveling
Cheapest Way to Transfer Money
I’ve been using XE for all my international money transfers, and it’s been a game changer. The fees are super low, and I get the real exchange rate which saves a lot. The normal fee is usually just a couple dollars per transaction.
Ready to Book Your Trip?
Take a look at my resource page for top travel companies and tips. I’ve listed all my personal favorites that I've used over years of full-time travel, each best in class, so you can’t plan your trip wrong!
