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$240 per night from 30 July to 31 July
NZ$240
30 July - 31 July
includes taxes & fees
9.2/10 Wonderful! (2,579 reviews)
"Room was very nice, included an iron, which many do not. Free breakfast was very good, as was the wifi. Restaurant was pretty basic, but our waitress Irene was super!"

Reviewed on 13 July 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 NZ$202 per night from 3 Aug to 4 Aug
NZ$202
3 Aug - 4 Aug
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 July 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 NZ$221 per night from 29 July to 30 July
NZ$221
29 July - 30 July
includes taxes & fees
9/10 Wonderful! (1,021 reviews)
"The shuttle service was a big disappointment, especially since I took the time to call the hotel and ask for specific instructions. Everything else was 5 stars."

Reviewed on 13 July 2026

DoubleTree by Hilton Cariari - San Jose Costa Rica
See all 1,642 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.

What to do in San Juan

ISLA TORTUGA DESDE SAN JOSÉ

ISLA TORTUGA DESDE SAN JOSÉ

NZ$238
per adult
92% of travellers recommend
ISLA TORTUGA DESDE SAN JOSÉ
San Jose: Central Market Bites and Sights Walking Tour

San Jose: Central Market Bites and Sights Walking Tour

NZ$52
per adult
98% of travellers recommend
San Jose: Central Market Bites and Sights Walking Tour
Happy Tourists

Full Day Poas Volcano, La Paz Waterfall Gardens and Coffee Plantation Experience

NZ$317
per adult
98% of travellers recommend
Full Day Poas Volcano, La Paz Waterfall Gardens and Coffee Plantation Experience
See all activities in San Juan

Frequently asked questions

What are the cheapest months to go to San Juan?
To pick up cheap San Juan holiday packages, organise your getaway outside of peak times such as school holidays. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for San Juan?
The ideal duration of your San Juan holiday depends on what you'd like to see and do. Generally, a few days to a week will give you time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best San Juan package deals?
Use Expedia's handy filters to find some terrific San Juan package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for San Juan package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
When to book a holiday package to San Juan?
If you have your San Juan holiday dates finalized, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to San Juan?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to San Juan.
  2. Set your budget: Factor in expenses such as flights, transportation and food when calculating how much to set aside for your trip to San Juan. Then, choose a property that fits your budget, whether that's a wallet-friendly option or a more luxurious getaway.
  3. Decide how long to go for: Now that you know more about San Juan, you can work out the right length of your break. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, 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.