Descalabrado Vacations from $393

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Your Descalabrado Vacation

Say bye-bye to the worries of planning and hello to a Descalabrado vacation package. With everything organized before you go, you can focus on discovering every inch of this city, starting with Caonillas Abajo, which is great for camping, families and views. Want some sightseeing inspiration for your trip to Descalabrado? Coamo Springs and Playa La Ochenta are two top attractions here. Expedia will help you escape your routine. Tailor your vacation to Descalabrado to suit your style of travel, whatever that may look like.

The Latest Descalabrado vacation packages

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

Ola Boutique Hotel

4.5 out of 5
Condado
Price was $1,212, price is now $393 per person
$393
per person
Feb 4 - Feb 8
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (589 reviews)
Very nice staff. And the complementary breakfast was fabulous! Would definitely come back

Reviewed on Dec 1, 2025

The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Price was $1,775, price is now $629 per person
$629
per person
Jan 3 - Jan 10
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (50 reviews)
Centrico, comodo, perfecto para estar cerca de todo y tener tranquilidad

Reviewed on Nov 28, 2025

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Price was $1,579, price is now $780 per person
$780
per person
Feb 4 - Feb 8
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (577 reviews)
The staff was amazing, best hotel stay I’ve had in awhile

Reviewed on Nov 30, 2025

Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,073, price is now $530 per person
$530
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (389 reviews)
My stay at Urbana Hotel was amazing. From the moment I arrived, the service was excellent and the staff made me feel truly welcomed. The overall experience was smooth, comfortable, and exceeded my expectations. I highly recommend this hotel to anyone looking for great service and a memorable stay.

Reviewed on Nov 20, 2025

Placid Suites

Placid Suites

3 out of 5
Condado
Save 100% on your flight
Price was $917, price is now $455 per person
$455
per person
Feb 4 - Feb 8
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
8/10 Very Good! (1,002 reviews)
Small cool room and good location

Reviewed on Dec 2, 2025

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Descalabrado Hotel Deals

Hacienda del Sur

Hacienda del Sur

2 out of 5
Carr 545 KM 1.5, Sector Gabia Santa Isabel
$160 nightly
The price is $175 total per night from Dec 9 to Dec 10
$175 total
Dec 9 - Dec 10
Total with taxes and fees
9.6/10 Exceptional! (20 reviews)
Perfect stay. Stunning views. Delicous food and great bar on site. Pool was nice. Everything was extremely clean, all staff was amazing. San juan only an hour away, Orocovis is super close to. 10/10 will be staying here again

Reviewed on Sep 7, 2025

Hacienda del Sur
Caribbean Paradise – Oceanfront Villa with Infinity Pool & Garden Sanctuary

Caribbean Paradise – Oceanfront Villa with Infinity Pool & Garden Sanctuary

Santa Isabel PR
10/10 Exceptional! (1 review)
Our stay was absolutely amazing. The property is beautiful and exactly like the pictures. Very clean, comfortable and stocked with every item you could need (keurig, ice maker, utensils, etc.) The pool is perfect and we spent a couple of our entire days just enjoying it. We did not want to leave. ...

Reviewed on Nov 8, 2025

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Caribbean Paradise – Oceanfront Villa with Infinity Pool & Garden Sanctuary
Hilton Ponce Golf & Casino Resort

Hilton Ponce Golf & Casino Resort

4.5 out of 5
1150 Caribe Avenue Ponce
$178 nightly
The price is $197 total per night from Dec 14 to Dec 15
$197 total
Dec 14 - Dec 15
Total with taxes and fees
8.6/10 Excellent! (1,022 reviews)
Staff were very friendly!!

Reviewed on Nov 29, 2025

Hilton Ponce Golf & Casino Resort
See all 283 properties in Descalabrado
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.

Find the Best Descalabrado Vacation Packages

Descalabrado Essential Information

Language
Spanish
Currency
U.S dollars
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Mercedita Airport (PSE)

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Frequently asked questions

How much does a Descalabrado vacation package cost?
You can snap up a vacation package to this destination from $393 on Expedia. But how much your vacation to Descalabrado costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Descalabrado?
If you're looking to score a cheap Descalabrado vacation package, consider planning a trip in September, October and December. You'll typically find better prices on flights and hotels during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Descalabrado?
Generally, a handful of days is enough to go to the major sights during your Descalabrado vacation. However, if you prefer to have time to chill out or take day tours, consider extending your itinerary.
How to find the best Descalabrado package deals?
Use Expedia's filter tool to find some tempting Descalabrado package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Descalabrado package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Descalabrado vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still get the flexibility to create a customized Descalabrado vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Descalabrado?
If you're considering an impromptu Descalabrado adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Descalabrado vacation packages?
Your Descalabrado break is meant to be a relaxing escape from your busy life, not a source of money worries. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.