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 S$179 per night from 13 Aug to 14 Aug
S$179
13 Aug - 14 Aug
includes taxes & fees
9.2/10 Wonderful! (2,581 reviews)
"Perfect close location to airport. Free shuttle was so helpful. Very clean and plenty offered for the free breakfast. Will definitely stay here again."

Reviewed on 14 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 S$139 per night from 13 Aug to 14 Aug
S$139
13 Aug - 14 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 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 S$184 per night from 24 Jul to 25 Jul
S$184
24 Jul - 25 Jul
includes taxes & fees
9/10 Wonderful! (1,000 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 Jul, 2026

DoubleTree by Hilton Cariari - San Jose Costa Rica
See all 1,443 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.

Stay near popular San Juan attractions

Saprissa Stadium

Known as La Cueva del Monstruo, this vibrant stadium pulses with the passionate energy of Deportivo Saprissa's purple-clad fans. Experience Costa Rican football culture at its most electric during evening matches.
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What to do in San Juan

Catamaran Ocean King Manuel Antonio

Catamaran Ocean King Manuel Antonio

S$111
per adult
90% of travellers recommend
Catamaran Ocean King Manuel Antonio
San Jose: Central Market Bites and Sights Walking Tour

San Jose: Central Market Bites and Sights Walking Tour

S$38
per adult
98% of travellers recommend
San Jose: Central Market Bites and Sights Walking Tour
ISLA TORTUGA DESDE SAN JOSÉ

ISLA TORTUGA DESDE SAN JOSÉ

S$174
per adult
92% of travellers recommend
ISLA TORTUGA DESDE SAN JOSÉ
See all activities in San Juan

Frequently asked questions

How much does a San Juan holiday package cost?
You'll find cheap prices on Expedia for your San Juan escape. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to San Juan costs.
What are the cheapest months to go to San Juan?
If you're looking to score a cheap San Juan holiday package, consider visiting in September, October and November. You'll usually find lower prices on accommodation and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for San Juan?
Usually, a handful of days is enough to tick off the main sights during your San Juan holiday. However, if you want to have time to kick back or go on day tours, consider extending your itinerary.
Is it worth booking a holiday package to San Juan?
San Juan has everything you need for a fantastic trip — bars and pubs, history and shopping are just the start. Whether you'd like to check out sights such as Saprissa Stadium and Estadio Ricardo Saprissa Ayma, or venture off the beaten track, you'll have plenty to see and do on your San Juan holiday.
How to find the best San Juan package deals?
Finding a cheap San Juan package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can personalise your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly San Juan package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a San Juan holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and hotels individually. Better still, you can customise your San Juan getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to San Juan?
If you've got your San Juan holiday dates locked in, book early to bag some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to San Juan?

  1. Choose when to get away: Check your schedule and get packing. Your favourite season and the type of activities on offer will also help you decide when to escape to San Juan.
  2. Set a budget: Factor in costs such as flights, food and transportation when calculating how much to put aside for your trip to San Juan. Then, choose a hotel that works with your budget, whether that's an affordable option or a high-end getaway.
  3. Decide how long to go for: Now that you know more about San Juan, you can work out the ideal length of your holiday. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a San Juan holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.