Sud Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Sud Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel
Condado
$585
per person
Oct 26 - Oct 30
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Juan (SJU)
Book a stay at this luxury hotel in San Juan. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Made me pay a deposit when I checked and I’m still fighting to get my refund back of $100. They were to call me back and I’m still waiting to get a call back since June 10th that I checked out. Breakfast is repetitive person in the bar cooks right in front of you.
Reviewed on Aug 14, 2026
Hotel Puerto Valdes
Puerta de Tierra
$721
per person
Sep 24 - Sep 28
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Juan (SJU)
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
OLV Fifty Five - Adults Only
Condado
$848
per person
Oct 26 - Oct 30
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Juan (SJU)
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Aire de O:live
Isla Verde
$833
per person
Oct 26 - Oct 30
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Juan (SJU)
Book a stay at this luxury hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Isla Verde Beach and Jose Miguel Agrelot Coliseum are located nearby.
My stay here was amazing. Staff were phenomenal and property was very clean and beautiful. I’d stay here again.
Reviewed on Aug 14, 2026
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
$894
per person
Oct 26 - Oct 30
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Juan (SJU)
Book a stay at this spa resort in Río Grande. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions Luquillo Beach and Wyndham Rio Mar Casino are located nearby.
Hotel Rumbao, a Tribute Portfolio Hotel
Old San Juan
$602
per person
Oct 26 - Oct 30
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Juan (SJU)
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
Top Hotel Deals
Hyatt Place Bayamon
Crta. 167, Avenida Ramon Luis Rivera Bayamon
Book a stay at this business-friendly hotel in Bayamon. Enjoy free breakfast, free WiFi, and a casino. Our guests praise the breakfast and the helpful staff ...
Hotel Vista Alegre
Carr. PR-152 KM 2.3 Int Sector El Hotel BO. Quebradillas Barranquitas
Stay at this hotel in Barranquitas. Enjoy free breakfast, free WiFi, and free parking.
Hotel Nest
1112 Av. Juan Ponce de León San Juan San Juan
Stay at this hotel in San Juan. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hotel Vista Bahia & Marina
296 Cll A Salinas Salinas
Stay at this hotel in Salinas. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Marina de Salinas and Playa La Ochenta are located ...
Four Points by Sheraton Caguas Real Hotel & Casino
500 Alhambra En Granada Boulevard Caguas
Book a stay at this golf hotel in Caguas. Enjoy free WiFi, a casino, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
Hospedaje Primavera
135 Calle Guayama San Juan San Juan
Stay at this guesthouse in San Juan. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Jose Miguel Agrelot Coliseum and Isla Verde ...
Serena Boutique Hotel
PR-173 KM 26.5 Aguas Buenas Aguas Buenas
Stay at this B&B in Aguas Buenas. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. ...
Ficus Hotel
Paseo Dr Jose Celso Barbosa San Juan San Juan
Stay at this hotel in San Juan. Enjoy parking (surcharge), a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff in our reviews. ...
Dream's Hotel Puerto Rico
Ave. Universidad 109, Rio Piedras San Juan
Stay at this hotel in San Juan. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Hotel Las Vegas
PR 153, Km 2.9 Santa Isabel
Stay at this motel in Santa Isabel. Enjoy 24-hour room service, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean ...
The Village Inn Hotel
Carr. 858 Sector Cacao Km 2.8 Carolina
Stay at this hotel in Carolina. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hacienda del Sur
Carr 545 KM 1.5, Sector Gabia Santa Isabel
Stay at this hotel in Santa Isabel. Enjoy free WiFi, free parking, and a garden. Popular attractions Carribbean Cinemas Santa Isabel and Coamo Springs are located ...
1912 Boutique Hotel
112 C. Barbosa Cayey Cayey
Stay at this hotel in Cayey. Enjoy free WiFi, cable TV channels, and an in-room espresso maker. Popular attractions Carribbean Cinemas Cayey and Monumento al ...
Canyon Boutique Hotel
PR-719, Km 1.0 Barranquitas
Stay at this guesthouse in Barranquitas. Enjoy free WiFi, free parking, and a conference center. Our guests praise the helpful staff in our reviews. Popular ...
Las Casitas de Village
858 Km 2.8 Carolina
Stay at this apartment in Carolina. Enjoy free parking, daily housekeeping, and air conditioning. Popular attractions Plaza Carolina and Julia de Burgos Park ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Sep 15 - Thu, Sep 17
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$110
Roundtrip
found 6 days ago
Wed, Sep 16 - Thu, Sep 17
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$232
Roundtrip
found 2 days ago
Sat, Sep 12 - Sat, Sep 19
LGA
LaGuardia
SJU
Luis Munoz Marin Intl.
$246
Roundtrip
found 2 days ago
Tue, Oct 13 - Fri, Oct 16
FLL
Fort Lauderdale - Hollywood Intl.
BQN
Rafael Hernandez
$277
Roundtrip
found 3 days ago
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