Puerto Rico Island Luxury Vacations
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Top Luxury vacation packages in Puerto Rico Island
Price found within the past 48 hours. Click for updated prices.
The Condado Plaza Hotel
Condado
Price was NT$23,551, price is now NT$19,340 per person
NT$19,340
per person
Oct 29 - Nov 1
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Juan (SJU)
7.8/10 Good! (1,610 reviews)
The property is highly convenient as it resembles a village in itself.
Reviewed on 2025/8/29
Condado Vanderbilt Hotel
Condado
Price was NT$32,809, price is now NT$26,122 per person
NT$26,122
per person
Oct 29 - Nov 1
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Juan (SJU)
9.2/10 Wonderful! (1,533 reviews)
Excellent in everyhting. Pablito or Pablo from Tacos and Tequila was superb. All night. Made my wife and I felt right at home. MEI ling from Ola restaurant was amazing person and very attentive.
Everything was perfect. As a professional photographer. This place is at top of our list.
Well come back. Thank you.
Reviewed on 2025/8/29
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was NT$25,073, price is now NT$21,886 per person
NT$21,886
per person
Oct 29 - Nov 1
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Juan (SJU)
9/10 Wonderful! (2,509 reviews)
Clean beautiful room staff amazing food good
Reviewed on 2025/8/29
The Royal Sonesta San Juan
Isla Verde
Price was NT$24,107, price is now NT$22,353 per person
NT$22,353
per person
Oct 29 - Nov 1
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Juan (SJU)
9/10 Wonderful! (1,963 reviews)
Staff was very nice. All the guys at the entrance and front door were really friendly and helpful! Room was clean and nice. Perfect location on the beach. Pool and bars were excellent. Food not so much but drinks were great
Reviewed on 2025/8/28
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View all trips5* Luxury vacations in Puerto Rico Island
Price found within the past 48 hours. Click for updated prices.
Condado Vanderbilt Hotel
Condado
Price was NT$32,809, price is now NT$26,122 per person
NT$26,122
per person
Oct 29 - Nov 1
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Juan (SJU)
9.2/10 Wonderful! (1,533 reviews)
Excellent in everyhting. Pablito or Pablo from Tacos and Tequila was superb. All night. Made my wife and I felt right at home. MEI ling from Ola restaurant was amazing person and very attentive.
Everything was perfect. As a professional photographer. This place is at top of our list.
Well come back. Thank you.
Reviewed on 2025/8/29
The St. Regis Bahia Beach Resort, Puerto Rico
Herreras
Price was NT$32,048, price is now NT$32,048 per person
NT$32,048
per person
Oct 29 - Nov 1
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Juan (SJU)
9.4/10 Exceptional! (441 reviews)
Service and sport facilities are great
Reviewed on 2025/8/15
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See all available trips from Columbus to Puerto Rico Island
View all trips3 Night Luxury vacations in Puerto Rico Island
Price found within the past 48 hours. Click for updated prices.
The Condado Plaza Hotel
Condado
Price was NT$23,551, price is now NT$19,340 per person
NT$19,340
per person
Oct 29 - Nov 1
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Juan (SJU)
7.8/10 Good! (1,610 reviews)
The property is highly convenient as it resembles a village in itself.
Reviewed on 2025/8/29
Condado Vanderbilt Hotel
Condado
Price was NT$32,809, price is now NT$26,122 per person
NT$26,122
per person
Oct 29 - Nov 1
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Juan (SJU)
9.2/10 Wonderful! (1,533 reviews)
Excellent in everyhting. Pablito or Pablo from Tacos and Tequila was superb. All night. Made my wife and I felt right at home. MEI ling from Ola restaurant was amazing person and very attentive.
Everything was perfect. As a professional photographer. This place is at top of our list.
Well come back. Thank you.
Reviewed on 2025/8/29
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was NT$25,073, price is now NT$21,886 per person
NT$21,886
per person
Oct 29 - Nov 1
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Juan (SJU)
9/10 Wonderful! (2,509 reviews)
Clean beautiful room staff amazing food good
Reviewed on 2025/8/29
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See all available trips from Columbus to Puerto Rico Island
View all tripsTop Luxury Puerto Rico Island Hotels
Condado Vanderbilt Hotel
1055 Ashford Avenue, San Juan
Condado Vanderbilt Hotel is a San Juan luxury 5-star beach property where you can treat yourself to 24-hour room service, pillowtop beds, and more. Deluxe amenities ...
9.2/10 Wonderful! (1,534 reviews)
"Incredible views of the city and ocean from our suite. The staff were so friendly and helpful. Pools and food at our hotel were delicious. Convenient to everything. On the last day, the battery on the key fob to our rental car died. They walked to Walgreens and changed out the battery for us."
Reviewed on 2025/8/27
Hotel El Convento
100 Cristo St, San Juan
Hotel El Convento is a San Juan luxury 4.5-star boutique property where you can pamper yourself with massage services, designer toiletries, and more. The outdoor ...
8.8/10 Excellent! (1,002 reviews)
"Great stay very nice location"
Reviewed on 2025/8/25
The St. Regis Bahia Beach Resort, Puerto Rico
State Road 187 Kilometer 4.2, Río Grande
The St. Regis Bahia Beach Resort, Puerto Rico is a lush 5-star beach property where you can be treated to deep soaking bathtubs and pillowtop beds. The 4 outdoor ...
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.