San Juan Trips (flight + hotel)

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Top hotels in San Juan

Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd, Rio Segundo
Fully refundableReserve now, pay when you stay
The price is P6,397 per night from Aug 18 to Aug 19
P6,397
P7,229 total
Aug 18 - Aug 19
includes taxes & fees
9/10 Wonderful! (2,276 reviews)
"Staff was great and stay was too"

Reviewed on Aug 9, 2025

Hampton by Hilton San Jose Airport
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

3.5 out of 5
Sobre Autopista General Cañas, Ulloa, Heredia
Fully refundableReserve now, pay when you stay
The price is P5,164 per night from Sep 1 to Sep 2
P5,164
P5,835 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (2,612 reviews)
"This place is close to the airport. The staff is wonderful. The rooms are spacious. They have a nice pool area for families. You can at the hotel restaurant or easily walk to nearby restaurants."

Reviewed on Aug 8, 2025

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Courtyard by Marriott San Jose Airport Alajuela

Courtyard by Marriott San Jose Airport Alajuela

3.5 out of 5
Plaza Los Mangos, Radial Francisco J Orlich, Rio Segundo, Alajuela
Fully refundableReserve now, pay when you stay
The price is P7,656 per night from Aug 15 to Aug 16
P7,656
P8,652 total
Aug 15 - Aug 16
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Excellent front desk support"

Reviewed on Aug 10, 2025

Courtyard by Marriott San Jose Airport Alajuela
See all 857 properties in San Juan
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.

Frequently asked questions

What are the cheapest months to go to San Juan?
September, October and November are the best times to look for cheap San Juan vacation packages. Traveling in less busy periods means you'll typically find better prices on accommodations and flights.
How many days is enough for San Juan?
The ideal length for your San Juan vacation depends on what you'd like to see. Typically, a handful of days to a week will give you time to visit all the top attractions and explore some hidden gems along the way.
How to find the best San Juan package deals?
Start your search for a San Juan package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect San Juan package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your San Juan getaway off to a flying start.
When to book a vacation package to San Juan?
If you've got your San Juan vacation dates confirmed, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for traveling on a whim.
How to plan a trip to San Juan?

  1. Choose your dates: The things you want to do in San Juan and your favorite season will help you decide when to travel.
  2. Budget wisely: In addition to the cost of your stay, you should factor in other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that could crop up during your trip to San Juan.
  3. Decide how long to go away for: Now that you're up to speed on San Juan, you can figure out the right length of your break. Put together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized San Juan vacation package.

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