
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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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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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.