San Juan Holidays

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San Juan Holiday

Our pick of the best San Juan Hotel Deals

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 NZ$251 per night from 19 July to 20 July
NZ$251
19 July - 20 July
includes taxes & fees
9.2/10 Wonderful! (2,552 reviews)
"Great location next to the airport, with a concierge shuttle. The hotel was very clean, it has a very good free breakfast included, and the staff was super.nice and helpful. This is my preferred hotel when I am in San Jose."

Reviewed on 5 July 2026

Hampton by Hilton San Jose Airport
Homewood Suites By Hilton Cariari San Jose

Homewood Suites By Hilton Cariari San Jose

3 out of 5
Pan American Highway La Asunción Heredia
Fully refundableReserve now, pay when you stay
The price is NZ$246 per night from 19 July to 20 July
NZ$246
19 July - 20 July
includes taxes & fees
9.6/10 Exceptional! (510 reviews)
"Great stay"

Reviewed on 4 July 2026

Homewood Suites By Hilton Cariari San Jose
Hilton Garden Inn San Jose Airport City Mall

Hilton Garden Inn San Jose Airport City Mall

3.5 out of 5
Francisco J. Orlich Road Alajuela Alajuela
Fully refundableReserve now, pay when you stay
The price is NZ$251 per night from 19 July to 20 July
NZ$251
19 July - 20 July
includes taxes & fees
9/10 Wonderful! (1,921 reviews)
"Clean and quiet; friendly and helpful staff; breakfast not included."

Reviewed on 4 July 2026

Hilton Garden Inn San Jose Airport City Mall
See all 881 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.

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