San Juan Holidays from AU$1,206

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The Latest San Juan Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Luisiana

Hotel Luisiana

3.5 out of 5
Price was AU$1,639, price is now AU$1,206 per person
AU$1,206
per person
4 Sept - 10 Sept
found 18 hours ago
Return direct flight included
Calgary (YYC) to San José (SJO)
8.4/10 Very good! (1,002 reviews)
Son muy inflexibles con las horas de salida y encontré visible insectos desagradables

Reviewed on 11 June 2026

Xandari Resort And Spa

Xandari Resort And Spa

4 out of 5
Price was AU$2,573, price is now AU$1,870 per person
AU$1,870
per person
4 Sept - 10 Sept
found 18 hours ago
Return direct flight included
Calgary (YYC) to San José (SJO)
9.6/10 Exceptional! (1,000 reviews)
Beautiful, relaxing property with kind staff.

Reviewed on 15 July 2026

ETM Wellness Private Retreat

ETM Wellness Private Retreat

3.5 out of 5
Save 100% on your flight
Price was AU$3,958, price is now AU$2,939 per person
AU$2,939
per person
4 Sept - 10 Sept
found 18 hours ago
Return direct flight included
Calgary (YYC) to San José (SJO)
No reviews

Balmoral Suites

Balmoral Suites

3.5 out of 5
Catedral
Price was AU$1,862, price is now AU$1,398 per person
AU$1,398
per person
4 Sept - 10 Sept
found 18 hours ago
Return direct flight included
Calgary (YYC) to San José (SJO)
7.4/10 Good! (43 reviews)
It was amazing! Clean and awesome staff!

Reviewed on 22 Apr 2026

Hotel Pico Colorado

Hotel Pico Colorado

2 out of 5
Price was AU$1,757, price is now AU$1,360 per person
AU$1,360
per person
4 Sept - 10 Sept
found 18 hours ago
Return direct flight included
Calgary (YYC) to San José (SJO)
9.4/10 Exceptional! (12 reviews)
Food was very good.

Reviewed on 24 May 2026

San Juan Holiday

Our pick of the best San Juan Hotel Deals

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 AU$178 per night from 8 Aug to 9 Aug
AU$178
8 Aug - 9 Aug
includes taxes & fees
9.4/10 Exceptional! (1,146 reviews)
"Room waa clean. Nice staff. Parking available. Did not have breakfast. Had to leave early in the morning to the airport"

Reviewed on 20 July 2026

Fairfield by Marriott San Jose Airport Alajuela
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 AU$221 per night from 26 July to 27 July
AU$221
26 July - 27 July
includes taxes & fees
9.2/10 Wonderful! (2,599 reviews)
"Très bon hôtel lors d'un arrivée a San Jose. À peine 5 minutes de voiture de l'aéroport et il y a le déjeuner inclus. Le buffet déjeuner était très bien. La chambre était propre et les lits confortables. Nous recommandons."

Reviewed on 21 July 2026

Hampton by Hilton San Jose Airport
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 AU$176 per night from 4 Aug to 5 Aug
AU$176
4 Aug - 5 Aug
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"Nombre de serviettes disponibles selon le nombre de personnes."

Reviewed on 20 July 2026

DoubleTree by Hilton Cariari - San Jose Costa Rica
See all 892 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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.