Top Beach vacation packages in San Juan

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

Caribe Hilton

San Juan Antiguo

$431

per person

Nov 23 - Nov 25

found 15 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to San Juan (SJU)

8.6/10 Excellent! (2,341 reviews)

The beach was beautiful and very relaxing. The room was dated and the hallway did have a mildew smell. The balcony view was beautiful and listening to the waves were soothing. The bar was very pricey and the food was pricey as well in the hotel. The cookie place was good and the staff was very kind. I did enjoy the wildlife such as the fish in the ocean. The hermit crabs walking on the beach. The iquanas were beautiful to watch as well.

Reviewed on Oct 22, 2025

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Condado

Save 100% on your flight

$1,714

per person

Dec 24 - Dec 28

found 8 hours ago

Roundtrip non-stop flight included

Bridgetown (BGI) to San Juan (SJU)

9/10 Wonderful! (643 reviews)

This has to be my #1 hotel experience ever. The staff was so great, environment very private and just awesome place and views. I will be back.,

Reviewed on Sep 15, 2025

Hotel El Convento

Old San Juan

$558

per person

Nov 23 - Nov 25

found 21 hours ago

Roundtrip flight included

Miami (MIA) to San Juan (SJU)

9/10 Wonderful! (1,006 reviews)

Convenient location to enjoy historic San Juan and national park forts. Parking is abysmal on the weekends, but ok on weekdays.

Reviewed on Oct 21, 2025

Condado Vanderbilt Hotel

Condado

$514

per person

Nov 23 - Nov 25

found 15 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to San Juan (SJU)

9.2/10 Wonderful! (1,602 reviews)

Very friendly staff, clean room and great location.

Reviewed on Oct 23, 2025

The Condado Plaza Hotel

Condado

$770

per person

Dec 24 - Dec 26

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to San Juan (SJU)

8/10 Very Good! (1,749 reviews)

This was my third time at this property over the last 10 years. It has not aged well. I understand upkeep is expensive but there were some simple things that could have been done to Spruce it up. A little repainting. Removing trees growing out of the roofs of the pool house.

Reviewed on Oct 23, 2025

Don't see what you're looking for?

See all available trips from Columbus to San Juan

View all trips

5* Beach vacations in San Juan

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

Condado Vanderbilt Hotel

Condado

$514

per person

Nov 23 - Nov 25

found 15 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to San Juan (SJU)

9.2/10 Wonderful! (1,602 reviews)

Very friendly staff, clean room and great location.

Reviewed on Oct 23, 2025

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.

Hotel El Convento

Old San Juan

$742

per person

Nov 23 - Nov 26

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to San Juan (SJU)

9/10 Wonderful! (1,006 reviews)

Convenient location to enjoy historic San Juan and national park forts. Parking is abysmal on the weekends, but ok on weekdays.

Reviewed on Oct 21, 2025

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Condado

$1,778

per person

Dec 26 - Dec 29

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (643 reviews)

This has to be my #1 hotel experience ever. The staff was so great, environment very private and just awesome place and views. I will be back.,

Reviewed on Sep 15, 2025

The Condado Plaza Hotel

Condado

$785

per person

Dec 24 - Dec 27

found 1 hour ago

Roundtrip flight included

Baltimore (BWI) to San Juan (SJU)

8/10 Very Good! (1,749 reviews)

This was my third time at this property over the last 10 years. It has not aged well. I understand upkeep is expensive but there were some simple things that could have been done to Spruce it up. A little repainting. Removing trees growing out of the roofs of the pool house.

Reviewed on Oct 23, 2025

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.

The Tryst Beachfront Hotel

Condado

$979

per person

Dec 24 - Dec 28

found 14 hours ago

Roundtrip flight included

Hartford (BDL) to San Juan (SJU)

8.2/10 Very Good! (572 reviews)

Treated with respect and very, very accommodating to our needs. The food at the bar and drinks were excellent also. Highly recommended for others.

Reviewed on Oct 12, 2025

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Condado

Save 100% on your flight

$1,714

per person

Dec 24 - Dec 28

found 8 hours ago

Roundtrip non-stop flight included

Bridgetown (BGI) to San Juan (SJU)

9/10 Wonderful! (643 reviews)

This has to be my #1 hotel experience ever. The staff was so great, environment very private and just awesome place and views. I will be back.,

Reviewed on Sep 15, 2025

DoubleTree by Hilton San Juan

Santurce

$1,082

per person

Dec 24 - Dec 28

found 14 hours ago

Roundtrip flight included

Hartford (BDL) to San Juan (SJU)

9/10 Wonderful! (1,014 reviews)

The breakfast isn’t free

Reviewed on Oct 20, 2025

Don't see what you're looking for?

See all available trips from Columbus to San Juan

View all trips

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 $431. Prices and availability are subject to change. Additional terms may apply.

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

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 ...

9/10 Wonderful! (2,162 reviews)

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

Travelers say...

Great stay! Clean, comfortable room and friendly staff. Check-in was smooth and the location was convenient. Would definitely stay again.

Reviewed on Oct 19, 2025

Condado Ocean Club - Adults Only

1045 Avenida Doctor Ashford, San Juan, PR

6 min drive from Port of San Juan

Stroll along the shore in San Juan, as you'll be a short walk from Condado Beach with a holiday at this hotel. Amenities at Condado Ocean Club - Adults Only ...

8.8/10 Excellent! (1,462 reviews)

Travelers like: on the beach, beach towels

Travelers say...

Very good staff. Manager (Betsy) is a fantastic person

Reviewed on Oct 19, 2025

Condado Vanderbilt Hotel

1055 Ashford Avenue, San Juan

6 min drive from Port of San Juan

At this luxury spa hotel, get ready to walk along the waves in San Juan, as you'll be near Condado Beach. Amenities at Condado Vanderbilt Hotel include 4 outdoor ...

9.2/10 Wonderful! (1,608 reviews)

Travelers like: on the beach, cabanas, beach umbrellas, beach towels

Travelers say...

Amazon service and beautiful property.

Reviewed on Oct 19, 2025

See all 2,795 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.