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
Condado

Condado

1 out of top 10 points of interest in this area
4.5/5(3 area reviews)

The stunning beaches and popular shops are just a few highlights of Condado. Make a stop by Condado Beach or Casino del Mar at La Concha Resort while you're exploring the area.

Find hotels in Condado

Top hotels in San Juan

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 5.359.488 ₫ per night from 15 Sept to 16 Sept
5.359.488 ₫
7.273.666 ₫ total
15 Sept - 16 Sept
includes taxes & fees
8.4/10 Very Good! (2,146 reviews)
"Will Definitely return"

Reviewed on 15 Aug 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 8.643.488 ₫ per night from 1 Sept to 2 Sept
8.643.488 ₫
11.513.179 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (1,536 reviews)
"Awesome experience, Giovanna. The concierge was awesome and very helpful. They also have free bikes you can take out and explore the beautiful island. I recommend wandering off to the private beach under the hotel for breathtaking views and beautiful picture opportunities for you and your loved ..."

Reviewed on 15 Aug 2025

Condado Vanderbilt 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
7.4/10 Good! (3,370 reviews)
"Old and dirty carpet in bedroom."

Reviewed on 15 Aug 2025

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Costa Bahia Hotel Paseo Caribe
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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.

Popular places to visit

Port of San Juan

Port of San Juan

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

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
Dorado Beach

Dorado Beach

If a restful holiday is part of your travel plans, Dorado Beach might be the perfect place to visit during your trip to San Juan. While you're in the area, stroll along the seaside.

Dorado Beach

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.