San Juan Beach Vacations 2026

Top Beach vacation packages in San Juan

Price found within the past 48 hours. Click for updated prices.

Condado Vanderbilt Hotel

Condado

$588

per person

Oct 5 - Oct 7

found 1 hour ago

Roundtrip non-stop flight included

Austin (AUS) to San Juan (SJU)

9.4/10 Exceptional! (1,837 reviews)

DoubleTree by Hilton San Juan

Santurce

Save 100% on your flight

$868

per person

Nov 5 - Nov 8

found 17 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to San Juan (SJU)

9/10 Wonderful! (1,020 reviews)

Excelent

Reviewed on Sep 4, 2026

San Juan Marriott Resort and Stellaris Casino

Condado

$1,396

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

9/10 Wonderful! (1,699 reviews)

We were 100% impressed. A little pricey but worth it overall. Beach view was awesome. The majority of the staff were so friendly and helpful.

Reviewed on Sep 4, 2026

Hotel El Convento

Old San Juan

$902

per person

Nov 15 - Nov 19

found 13 hours ago

Roundtrip flight included

New York (NYC) to San Juan (SJU)

9.2/10 Wonderful! (1,021 reviews)

Ciqala Suites Hotel

Santurce

$635

per person

Nov 5 - Nov 7

just found

Roundtrip non-stop flight included

Indianapolis (IND) to San Juan (SJU)

8.2/10 Very Good! (1,013 reviews)

Reviewed on Sep 4, 2026

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5* Beach vacations in San Juan

Price found within the past 48 hours. Click for updated prices.

Condado Vanderbilt Hotel

Condado

$588

per person

Oct 5 - Oct 7

found 1 hour ago

Roundtrip non-stop flight included

Austin (AUS) to San Juan (SJU)

9.4/10 Exceptional! (1,837 reviews)

Don't see what you're looking for?

See all available trips from Columbus to San Juan

View all trips

3 Night Beach vacations in San Juan

Price found within the past 48 hours. Click for updated prices.

San Juan Marriott Resort and Stellaris Casino

Condado

$517

per person

Oct 5 - Oct 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

9/10 Wonderful! (1,699 reviews)

We were 100% impressed. A little pricey but worth it overall. Beach view was awesome. The majority of the staff were so friendly and helpful.

Reviewed on Sep 4, 2026

DoubleTree by Hilton San Juan

Santurce

Save 100% on your flight

$868

per person

Nov 5 - Nov 8

found 17 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to San Juan (SJU)

9/10 Wonderful! (1,020 reviews)

Excelent

Reviewed on Sep 4, 2026

Condado Vanderbilt Hotel

Condado

Save 100% on your flight

$546

per person

Oct 5 - Oct 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

9.4/10 Exceptional! (1,837 reviews)

Don't see what you're looking for?

See all available trips from Columbus to San Juan

View all trips

4 Night Beach vacations in San Juan

Price found within the past 48 hours. Click for updated prices.

Dream Inn PR

Santurce

$388

per person

Oct 7 - Oct 11

found 17 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to San Juan (SJU)

9.4/10 Exceptional! (935 reviews)

My boyfriend and i stayed here for vacation, 10/10. the staff are so kind and willing to help! the energy is super relaxing and cute. and the pool is nice—I couldn’t get my boyfriend out of it, haha. They have a rooftop which is also beautiful!! The hotel is located by a beach and pretty close to food and fun activities!

Reviewed on Sep 3, 2026

DREAMCATCHER by DW - ADULTS ONLY

Santurce

Save 100% on your flight

$968

per person

Nov 5 - Nov 9

found 9 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to San Juan (SJU)

9.4/10 Exceptional! (1,001 reviews)

Such a calm and relaxing place. Loved our room and the shared areas. It was such an easy place to stay, checking in, leaving luggage, getting anything you were after. It was like staying at home but not. Small and peaceful. I would totally recommend it, even if you aren't vegetarian etc. The noise was from rain on the roof, frogs, and birds in the garden. They are struggling through severe water restrictions atm and I commend how this didn't effect our stay. Thank you so much for a peaceful few days.

Reviewed on Sep 2, 2026

Fortaleza Suites

Old San Juan

$476

per person

Oct 5 - Oct 9

found 3 hours ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

8.8/10 Excellent! (1,413 reviews)

Bel accueil. Petite cuisine bien pratique. Parfaitement localisé pour visiter le Old San Juan à pied!

Reviewed on Sep 3, 2026

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See all available trips from Columbus to San Juan

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How do I book the best San Juan beach vacation packages?

Life’s a beach when you dive into our brilliant San Juan beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in San Juan?

A rental steps from the shore creates an amazingly affordable San Juan beach vacation. Seaside sojourns during low season start from $388. Prices and availability are subject to change. Additional terms may apply.

When should I book a San Juan beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in San Juan?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a San Juan beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a San Juan vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find San Juan beach vacation deals?

Sort your search results by deals to delight in amazing San Juan beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a San Juan beach trip with free cancellation and/or flexible dates?

Just like the San Juan tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my San Juan beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in San Juan. (OK, maybe not that last part.)

Top Beach San Juan Hotels

The Condado Plaza Hotel

999 Ashford Avenue San Juan

5 min drive from Port of San Juan

Settle in and relax at this resort, a great choice for listening to the waves on Condado Beach if you're searching for a San Juan vacation. 2 outdoor pools, ...

8/10 Very Good! (2,817 reviews)

Travelers like: close to beach, sun loungers, beach umbrellas, beach towels

Travelers say...

"We got the 6th floor which smelled terrible, room also smelled very bad due to humidity. The room and bathroom where dirty and full of stains, toilet was dirty, furniture where stained, balcony was very dirty, it fell like we where at a very cheap motel. Pool area was ok, but the structure needs ..."

Reviewed on Sep 4, 2026

Caribe Hilton

1 San Geronimo Street San Juan

4 min drive from Port of San Juan

Enjoy your stay at this luxury spa resort, close to Playa del Caribe Hilton, where you can enjoy the sunsets on your beach vacation. 3 outdoor pools, 3 outdoor ...

La Concha Resort, Puerto Rico, Autograph Collection

1077 Ashford Ave Condado San Juan

6 min drive from Port of San Juan

At this spa resort, get ready to stroll along the shoreline in San Juan, as you'll be near Condado Beach. Amenities at La Concha Resort, Puerto Rico, Autograph ...

9.2/10 Wonderful! (2,876 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach yoga

Travelers say...

"The only issue was the construction going on during our stay. That noise killed the ocean view vibes. But over all everything was great"

Reviewed on Sep 4, 2026

See all 3,022 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.