Puerto Rico Luxury Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Luxury Puerto Rico Hotels

Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue, San Juan
  • 6 min drive from Port of San Juan
The price is NZ$744 per night from 6 Oct to 7 Oct
NZ$744
6 Oct - 7 Oct
includes taxes & fees
Stay at this 5-star luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,626 reviews)
"The hotel was amazing, staff was so welcoming and always took care of whatever we needed, also recommended a lot of good spots around the area and they had a beautiful view of the ocean would come again."

Reviewed on 30 Sept 2025

Condado Vanderbilt Hotel
Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
  • 7 min walk from Port of San Juan
The price is NZ$960 per night from 11 Oct to 12 Oct
NZ$960
11 Oct - 12 Oct
includes taxes & fees
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 ...
8.8/10 Excellent! (1,000 reviews)
"Beautiful hotel! Was a fantastic place to stay for a first time in San Juan"

Reviewed on 30 Sept 2025

Hotel El Convento
The St. Regis Bahia Beach Resort, Puerto Rico

The St. Regis Bahia Beach Resort, Puerto Rico

5 out of 5
State Road 187 Kilometer 4.2, Río Grande
  • 45 min drive from Port of San Juan
The price is NZ$1,567 per night from 26 Oct to 27 Oct
NZ$1,567
26 Oct - 27 Oct
includes taxes & fees
Stay at this 5-star luxury resort in Río Grande. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (444 reviews)
"Service and sport facilities are great"

Reviewed on 15 Aug 2025

The St. Regis Bahia Beach Resort, Puerto Rico
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.