San Juan Holidays

Book a Hotel + Flight or Car together to unlock savings

  • 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

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
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 1 might round out your trip.

Find hotels in Old San Juan

San Juan Holiday

Our pick of the best San Juan Hotel Deals

Caribe Hilton
Caribe Hilton
4.5 out of 5
1 San Geronimo Street, San Juan
The price is NZ$605 per night from 1 Apr to 2 Apr
NZ$605
includes taxes & fees
1 Apr - 2 Apr
8.4/10 Very Good! (1,607 reviews)
"The beach and pool area was perfect for a fun and relaxing time"

Reviewed on 22 Mar. 2025

Caribe Hilton
The Condado Plaza Hotel
The Condado Plaza Hotel
4 out of 5
999 Ashford Avenue, San Juan
The price is NZ$431 per night from 7 Apr to 8 Apr
NZ$431
includes taxes & fees
7 Apr - 8 Apr
7.4/10 Good! (1,029 reviews)
"We did a short girls trip EVERYTHIMG was awesome. Nothing bad to say at all"

Reviewed on 23 Mar. 2025

The Condado Plaza Hotel
San Juan Marriott Resort and Stellaris Casino
San Juan Marriott Resort and Stellaris Casino
4.5 out of 5
1309 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$977 per night from 20 Apr to 21 Apr
NZ$977
includes taxes & fees
20 Apr - 21 Apr
8.8/10 Excellent! (1,165 reviews)
"The hotel staff, from check-in to the beach, were always kind and helpful. The beach is right in front of the hotel, and they provide chairs, umbrellas, and towels. It’s also nice to go to the pool after the beach. The food at the hotel is very expensive, but there are cheaper restaurants and cafés ..."

Reviewed on 22 Mar. 2025

San Juan Marriott Resort and Stellaris Casino
See all 2,224 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.

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

4/5(2 reviews)

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 where you can enjoy the games and entertainment of this top casino in San Juan? Stroll along the seaside in this vibrant area or visit its top-notch restaurants.

Casino del Mar at La Concha Resort

What to do in San Juan

City Lights / GLOW

LED Kayak Night Glow Tour in Condado Lagoon

NZ$117
per adult
92% of travellers recommend
LED Kayak Night Glow Tour in Condado Lagoon
Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

NZ$118
per adult
80% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
Main Natural Waterslide

El Yunque Waterslide and Waterfall Tour with Food and Photos

NZ$92
per adult
92% of travellers recommend
El Yunque Waterslide and Waterfall Tour with Food and Photos
See all activities in San Juan
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.