San Juan Holidays

Photo by Coby McNaughton

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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$185 per night from 28 Jul to 29 Jul
S$185
28 Jul - 29 Jul
includes taxes & fees
9.2/10 Wonderful! (2,550 reviews)
"Nice"

Reviewed on 4 Jul, 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 S$181 per night from 19 Jul to 20 Jul
S$181
19 Jul - 20 Jul
includes taxes & fees
9.6/10 Exceptional! (510 reviews)
"Great stay"

Reviewed on 4 Jul, 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 S$195 per night from 24 Jul to 25 Jul
S$195
24 Jul - 25 Jul
includes taxes & fees
9/10 Wonderful! (1,920 reviews)
"Clean and quiet; friendly and helpful staff; breakfast not included."

Reviewed on 4 Jul, 2026

Hilton Garden Inn San Jose Airport City Mall
See all 1,631 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

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
San Jose by Night: Small Group Food and Culture Tour with Dinner

San Jose by Night: Small Group Food and Culture Tour with Dinner

S$71
per adult
92% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
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.

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.