San Juan Holidays

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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 3.208.447 ₫ per night from 14 Aug to 15 Aug
3.208.447 ₫
3.625.546 ₫ total
14 Aug - 15 Aug
includes taxes & fees
9.2/10 Wonderful! (2,582 reviews)
"Close to airport. Easy in and out. Quiet."

Reviewed on 15 Jul 2026

Hampton by Hilton San Jose Airport
Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

3.5 out of 5
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
The price is 2.494.700 ₫ per night from 27 Jul to 28 Jul
2.494.700 ₫
2.819.011 ₫ total
27 Jul - 28 Jul
includes taxes & fees
9.4/10 Exceptional! (1,151 reviews)
"we left at 4am, the shuttle bus to international air port is excellent!"

Reviewed on 12 Jul 2026

Fairfield by Marriott San Jose Airport Alajuela
DoubleTree by Hilton Cariari - San Jose Costa Rica

DoubleTree by Hilton Cariari - San Jose Costa Rica

5 out of 5
Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
The price is 3.213.174 ₫ per night from 6 Aug to 7 Aug
3.213.174 ₫
3.630.971 ₫ total
6 Aug - 7 Aug
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Employés excellents!"

Reviewed on 14 Jul 2026

DoubleTree by Hilton Cariari - San Jose Costa Rica
See all 1,359 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 search for cheap San Juan holiday packages. Opting to travel in less busy months means you'll typically find lower prices on hotels and flights.
How many days is enough for San Juan?
Usually, a handful of days is enough to check out the main sights during your San Juan holiday. But if you'd like to have time to relax or take day trips, think about extending your itinerary.
How to find the best San Juan package deals?
Start your search for a San Juan package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," 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, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your San Juan adventure underway.
When to book a holiday package to San Juan?
Secure fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment San Juan getaway.
How to plan a trip to San Juan?

  1. Pick your dates: The things you plan to do in San Juan and your favourite season will help you decide when to go.
  2. Set your budget: Consider costs like food, flights and transportation when calculating how much to set aside for your trip to San Juan. Then, pick a property that suits your budget, whether that's an affordable option or a more luxurious retreat.
  3. Decide how long to go away for: Now that you're up to speed on San Juan, you can work out the right length of your holiday. Put together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodation: After you've nailed down your dates and duration, book the perfect San Juan holiday package for you.

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