San Juan Holidays

Book a Hotel + Flight or Car together to unlock savings

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
San Juan

Old San Juan

4/5(1 area review)

The interesting museums and waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Pier 4 might round out your trip.

Find hotels in Old San Juan

Top hotels in San Juan

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 5.549.863 ₫ per night from 15 Jul to 16 Jul
5.549.863 ₫
7.045.715 ₫ total
15 Jul - 16 Jul
includes taxes & fees
7.8/10 Good! (1,360 reviews)
"Location, location. Right in beach. It’s amazing."

Reviewed on 1 Jul 2025

The Condado Plaza Hotel
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 4.181.483 ₫ per night from 28 Jul to 29 Jul
4.181.483 ₫
5.981.956 ₫ total
28 Jul - 29 Jul
includes taxes & fees
8.4/10 Very Good! (1,956 reviews)
"Great staff"

Reviewed on 1 Jul 2025

Caribe Hilton
Condado Vanderbilt Hotel
Condado Vanderbilt Hotel
5 out of 5
1055 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
The price is 9.376.003 ₫ per night from 13 Jul to 14 Jul
9.376.003 ₫
12.488.888 ₫ total
13 Jul - 14 Jul
includes taxes & fees
9/10 Wonderful! (1,526 reviews)
"This is my 3rd stay here. Other than the $200 nightly incidental fee (you can either get it back at then end of your trip, or use it on spa, room service , drinks or any either of their ON SITE restaurants) and night hotel tariff fee it is truly a luxury experience. You won’t get that, “out of the ..."

Reviewed on 29 Jun 2025

Condado Vanderbilt Hotel
See all 2,417 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.

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.

Popular places to visit

Port of San Juan

Port of San Juan

4/5(9 reviews)

Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art galleries.

Port of San Juan
Luquillo Beach showing a beach

Luquillo Beach

5/5(2 reviews)

Nothing says holiday like spending a lazy day at Luquillo Beach, a popular beach in San Juan. Discover the area's countryside and mountain views.

Luquillo Beach
Carolina Beach

Carolina Beach

4/5(2 reviews)

Why not spend a care-free afternoon at Carolina Beach during your travels in San Juan? Amble around this romantic area's seaside and enjoy its top-notch restaurants.

Carolina Beach