San Juan Holidays

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Our guide on where to stay in San Juan

Find the best San Juan areas and neighborhoods for the activities you enjoy most. Learn more about San Juan
Condado

Condado

1 out of top 10 points of interest in this area

Experience San Juan at its most modern in a chic neighborhood packed with high-end fashion shops, elegant casinos and popular restaurants.

Find hotels in Condado

San Juan Holiday

San Juan Beach Holiday

There's nothing like a San Juan holiday to add a little spring in your step. The sound of rolling surf and the smell of fresh ocean air will help refresh your mind, body and soul. To be near the town centre on your trip to San Juan, find a hotel around Condado Beach (just 3 kilometres away). If you're intending to stay for a while, browse our San Juan holiday packages. Not only will you be able to save some money, you'll also have other stunning beaches around you to explore, like Playa Ocean Park and Playa del Caribe Hilton. Now that's a win-win!

Things You Should Know About San Juan

  • If fresh sea air and strolls along the shore are your idea of a dreamy escape, why not opt for one of our San Juan beach hotels? Staying by the water is the perfect cure for life's little stresses.
  • Our apartments, like Howard Johnson Centro Cardiovascular San Juan and La Terraza de San Juan, are a hit with visitors of all sorts. Check out the amenities and get ready for your stay in San Juan!
  • San Juan has a population of roughly 418 100 people. Why not get out and mingle with a few of them? It's an excellent way to pick up a little inside intel on the place! Also look up our San Juan things to do page.
  • Don't leave without stopping by Port of San Juan, Condado Beach and Condado Beach. With the cash you save through our San Juan holiday deals, you can see more top attractions like these.

Our pick of the best San Juan Hotel Deals

Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street, San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$409 per night from 2 Sept to 3 Sept
NZ$409
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (2,093 reviews)
"The hotel was a short, inexpensive ride from old San Juan. The beach area was calm and great for small children but there was a lot of sargassum. We ended up taking a short Uber ride to Isla verde beach which was spectacular. The pool area gets crowded and difficult to find chairs."

Reviewed on 2 Aug. 2025

Caribe Hilton
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
999 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$440 per night from 19 Aug to 20 Aug
NZ$440
19 Aug - 20 Aug
includes taxes & fees
7.8/10 Good! (1,498 reviews)
"Very nice property and kid friendly"

Reviewed on 3 Aug. 2025

The Condado Plaza Hotel
Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
1 Calle San Gerónimo, San Juan, San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$214 per night from 11 Aug to 12 Aug
NZ$214
11 Aug - 12 Aug
includes taxes & fees
7.4/10 Good! (3,310 reviews)
"The staff are great, specifically Camacho at the Lobby. The hotel is great located and The breakfast and room can do some improvement. Overall, i"

Reviewed on 2 Aug. 2025

Costa Bahia Hotel Paseo Caribe
See all 2,539 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.

Discover the most popular places to visit in San Juan

Luquillo Beach featuring a sandy beach

Luquillo Beach

Sample local street food or doze under a palm tree on this picturesque stretch of coast.

Luquillo Beach
Castillo San Felipe del Morro showing general coastal views and heritage elements

Castillo San Felipe del Morro

This walled fortress was once used to protect Puerto Rico from invading colonies, and today offers visitors a dramatic reminder of that history.

Castillo San Felipe del Morro

Casino del Mar at La Concha Resort

Why not try your luck with a visit to Casino del Mar at La Concha Resort during your travels in San Juan? Stroll along the beautiful beaches in this vibrant area or visit its top-notch restaurants.

Casino del Mar at La Concha Resort

What to do in San Juan

Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

NZ$269
per adult
90% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
Old San Juan Walking Tour

Old San Juan Walking Tour

NZ$65
per adult
96% of travellers recommend
Old San Juan Walking Tour
San Juan: Snorkeling with Turtles Adventure and Free Videos

San Juan: Snorkeling with Turtles Adventure and Free Videos

NZ$86
per adult
94% of travellers recommend
San Juan: Snorkeling with Turtles Adventure and Free Videos
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, a range of factors like the season, choice of hotel and length of stay 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 book a cheap San Juan holiday package, consider visiting in September, October and November. You'll typically find better prices on flights and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for San Juan?
We suggest planning a San Juan holiday for around 3 days. This will give you enough time to check off major attractions such as Catedral Basilica Menor de San Juan Bautista and Playa Ocean Park, as well as explore neighbourhoods like Santurce and Isla Verde. You could even squeeze in a day trip (or two) beyond San Juan.
Is it worth booking a holiday package to San Juan?
San Juan has everything you need for an amazing getaway. Get your San Juan holiday off to a flying start by checking out popular attractions like Condado Beach.
How to find the best San Juan package deals?
Use Expedia's filter tool to help you find some fabulous San Juan package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for San Juan package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a San Juan holiday as a package?
You can enjoy significant savings on your San Juan break by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to San Juan?
If you're considering a spur-of-the-moment San Juan holiday, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to San Juan?

  1. Pick your travel dates: The things you want to do in San Juan and your favourite season will help you decide when to get away.
  2. Plan your budget wisely: As well as the price of your stay, you should factor in other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that could crop up during your trip to San Juan.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to experience in San Juan. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your accommodation and airfare: Once you've nailed down your dates and duration, lock in the right San Juan holiday package for you.

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