San Juan Holidays from NZ$777

Book a Hotel + Flight or Car together to unlock savings

Photo by Coby McNaughton
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest San Juan Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Nina´s - Juan Santamaria
Apartamentos Cityzen
Studio Hotel Boutique
Xandari Resort And Spa
Canal Grande Lodge

San Juan Holiday

Our pick of the best San Juan Hotel Deals

Barceló San José

Barceló San José

4 out of 5
Autopista General Canas 3km, El Robledal - La Uruca, San José, San Jose
Fully refundableReserve now, pay when you stay
The price is NZ$121 per night from 10 Aug to 11 Aug
NZ$121
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,613 reviews)
"The friendly service of the staff from the moment you arrive at the hotel, the cleanliness, the security, and the attention that all staff provide to their guests."

Reviewed on 17 Jul. 2025

Barceló San José
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$215 per night from 13 Aug to 14 Aug
NZ$215
13 Aug - 14 Aug
includes taxes & fees
9/10 Wonderful! (2,268 reviews)
"Excellent"

Reviewed on 20 Jul. 2025

Hampton by Hilton San Jose Airport
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

3.5 out of 5
Sobre Autopista General Cañas, Ulloa, Heredia
Fully refundableReserve now, pay when you stay
The price is NZ$171 per night from 1 Aug to 2 Aug
NZ$171
1 Aug - 2 Aug
includes taxes & fees
8.4/10 Very Good! (2,551 reviews)
"."

Reviewed on 20 Jul. 2025

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
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.

Discover the most popular places to visit in San Juan

What to do 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.

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