San Juan Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

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 €107 per night from 12 Aug to 13 Aug
€107
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (2,285 reviews)
"Great Free Breakfast!"

Reviewed on 12 Jul 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 €84 per night from 18 Jul to 19 Jul
€84
18 Jul - 19 Jul
includes taxes & fees
8.4/10 Very Good! (2,541 reviews)
"Room is a little old, could use some updating, no English tv channels."

Reviewed on 15 Jul 2025

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
DoubleTree by Hilton Cariari - San Jose Costa Rica

DoubleTree by Hilton Cariari - San Jose Costa Rica

4 out of 5
Autopista Grl. Canas, Cruce San Antonio, San Antonio Belen Intersection, La Asunción
Fully refundableReserve now, pay when you stay
The price is €104 per night from 1 Aug to 2 Aug
€104
1 Aug - 2 Aug
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Loved our time here. The staff was super sweet and helpful. The service was above and beyond. Our favorite part was breakfast, delicious buffet style dining."

Reviewed on 14 Jul 2025

DoubleTree by Hilton Cariari - San Jose Costa Rica
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 holiday packages. Travelling in less busy periods means you'll typically find better prices on accommodation and flights.
How many days is enough for San Juan?
The ideal length for your San Juan holiday 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 holiday package to San Juan?
If you've got your San Juan holiday 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 travelling 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 favourite 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 personalised San Juan holiday package.

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