Caimito Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Caimito Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Villas De Playa 2
Higuillar
Price was $1,144, price is now $904 per person
$904
per person
Sep 4 - Sep 8
found 14 hours ago
Roundtrip flight included
Oakland (OAK) to San Juan (SJU)
Book a stay at this business-friendly villa in Dorado. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Dorado Beach and Costa Dorado Beach are located nearby.
It was overall a good experience.
Reviewed on Jun 18, 2026
Hotel Puerto Valdes
Puerta de Tierra
Price was $1,353, price is now $968 per person
$968
per person
Sep 4 - Sep 8
found 14 hours ago
Roundtrip flight included
Oakland (OAK) 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 Distrito T-Mobile are located nearby.
Quaint modern boutique hotel with spacious apartment-style rooms. We were pleasantly surprised not only by the facility but the hospitality of the staff. They were so accommodating and knowledgeable. Would definitely recommend if looking for an upscale hotel without the bustling traffic of a large chain.
Reviewed on Jul 26, 2026
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was $1,396, price is now $1,109 per person
$1,109
per person
Sep 4 - Sep 8
found 14 hours ago
Roundtrip flight included
Oakland (OAK) to San Juan (SJU)
Book a stay at this beach 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.
Fairmont El San Juan Hotel
Isla Verde
Price was $1,440, price is now $1,149 per person
$1,149
per person
Sep 4 - Sep 8
found 14 hours ago
Roundtrip flight included
Oakland (OAK) to San Juan (SJU)
Book a stay at this luxury resort in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Isla Verde Beach and Casino del Mar at La Concha Resort are located nearby.
Love the access to the beach
Reviewed on Jul 27, 2026
Aire de O:live
Isla Verde
Price was $1,616, price is now $1,305 per person
$1,305
per person
Sep 4 - Sep 8
found 14 hours ago
Roundtrip flight included
Oakland (OAK) 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 Casino del Mar at La Concha Resort are located nearby.
Fairmont El San Juan Villa Experience
Isla Verde
Price was $1,770, price is now $1,431 per person
$1,431
per person
Sep 4 - Sep 8
found 14 hours ago
Roundtrip flight included
Oakland (OAK) to San Juan (SJU)
Book a stay at this luxury hotel in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Isla Verde Beach and Casino del Mar at La Concha Resort are located nearby.
I had an incredible time at the Fairmont. The staff was fantastic, and the rooms were spotless. I chose to stay in the bungalow, which was incredibly cozy and private. The entire property was simply amazing. The pools, beach, restaurants, and casino were all top-notch. It was a truly memorable experience.
Reviewed on Jul 23, 2026
Top Hotel Deals
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
20.94 km from city center
Book a stay at this beach 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 ...
Fairmont El San Juan Hotel
6063 Isla Verde Avenue Carolina
27.46 km from city center
Book a stay at this luxury resort in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street Carolina
27.41 km from city center
Book a stay at this family-friendly resort in Carolina. Enjoy free breakfast, free WiFi, and a casino. Our guests praise the breakfast and the pool in our reviews. ...
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
20.07 km from city center
Book a stay at this luxury resort in Río Grande. Enjoy 5 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff ...
The Royal Sonesta San Juan
5961 Isla Verde Avenue Carolina
27.46 km from city center
Book a stay at this beach resort in Carolina. Enjoy a full-service spa, 6 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in ...
DoubleTree by Hilton San Juan
105 Avenida de Diego San Juan
31.19 km from city center
Book a stay at this spa resort in San Juan. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in ...
El Conquistador Resort
1000 Conquistador Avenue Fajardo
28.34 km from city center
Book a stay at this beach hotel in Fajardo. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Hyatt Centric San Juan - Isla Verde
8020 Tartak Street, Isla Verde Carolina
27.48 km from city center
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular ...
San Juan Airport Hotel
LMM International Airport Carolina
26.16 km from city center
Book a stay at this business-friendly hotel in Carolina. Enjoy free breakfast, free WiFi, and 10 beach bars. Our guests praise the breakfast and the restaurant ...
Coral by the Sea Hotel
Calle Rosa 2 Carolina
27.22 km from city center
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Marriott Isla Verde Beach Resort
7012 Boca De Cangrejos Avenue Carolina
26.87 km from city center
Book a stay at this beach hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
Residence Inn by Marriott San Juan Isla Verde
6500 Isla Verde Avenue, Isla Verde Carolina
27.24 km from city center
Book a stay at this business-friendly hotel in Carolina. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and ...
Bali Hotel Adults Only Isla Verde, a Trademark by Wyndham
1167 Calle Marginal, Villa Mar Carolina
28.21 km from city center
Stay at this hotel in Carolina. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Isla Verde Beach and Casino del Mar at La Concha Resort ...
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, Nov 3 - Tue, Nov 17
MIA
Miami Intl.
SJU
Luis Munoz Marin Intl.
$108 Roundtrip, found 4 days ago
$108
Roundtrip
found 4 days ago
Tue, Sep 1 - Wed, Sep 2
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Thu, Sep 17 - Fri, Sep 18
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$242 Roundtrip, found 19 hours ago
$242
Roundtrip
found 19 hours ago
Fri, Sep 18 - Mon, Sep 21
LGA
LaGuardia
SJU
Luis Munoz Marin Intl.
$246 Roundtrip, found 4 days ago
$246
Roundtrip
found 4 days ago