Descalabrado Vacations from $555

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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.
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $1,004, price is now $555 per person
$555
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,000 reviews)
Excelente servicio! Ambiente tranquilo y acogedor. Gran lugar para disfrutar en familia.

Reviewed on Jul 21, 2026

Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Isla Verde
Save 100% on your flight
Price was $1,437, price is now $679 per person
$679
per person
Sep 23 - Sep 27
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
10/10 Exceptional! (1 review)
The room was clean and spacious!

Reviewed on Mar 24, 2026

VILLA JOYUDA

VILLA JOYUDA

3 out of 5
Save 100% on your flight
Price was $5,991, price is now $3,569 per person
$3,569
per person
Sep 27 - Oct 3
just found
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
10/10 Exceptional! (1 review)
It has everything you may need and more

Reviewed on Nov 5, 2025

SELVA by DW

SELVA by DW

4 out of 5
Pitahaya
Save 100% on your flight
Price was $3,345, price is now $2,071 per person
$2,071
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
10/10 Exceptional! (3 reviews)
Todo estuvo perfecto limpieza 💯communication al 💯 y los servicios ofrecido todo me parecio exelente buen olor en las toallas y sabanas ,

Reviewed on Jun 25, 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,011, price is now $632 per person
$632
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.8/10 Excellent! (695 reviews)
Todo fue excelente gracias

Reviewed on Jul 21, 2026

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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
$106 nightly
The price is $115 total per night from Jul 22 to Jul 23
$115 total
Jul 22 - Jul 23
Total with taxes and fees
9.6/10 Exceptional! (53 reviews)
"Good"

Reviewed on Jul 20, 2026

Hacienda del Sur
3BR Puerto Rico Villa w Pool | Aqua Bella 1

3BR Puerto Rico Villa w Pool | Aqua Bella 1

Santa Isabel PR
9.8/10 Exceptional! (8 reviews)
"Fantastic stay with my family. It’s a beautiful property with incredible views. The pool was amazing and the kids really enjoyed their time here. The host was great and very responsive. The property was very clean and secure. We would definitely stay here again!!"

Reviewed on Jun 8, 2026

Get rates
3BR Puerto Rico Villa w Pool | Aqua Bella 1
Romantic 1BR Puerto Rico Villa w Pool|Aqua Bella 2

Romantic 1BR Puerto Rico Villa w Pool|Aqua Bella 2

Santa Isabel PR
$553 nightly
The price is $587 total per night from Jul 27 to Jul 28
$587 total
Jul 27 - Jul 28
Total with taxes and fees
10/10 Exceptional! (3 reviews)
"Absolutely beautiful the pictures do not do justice for the breath taking view. The host was more than attentive and was very easy to get ahold of. Overall beautiful stay, definitely would come back."

Reviewed on Jun 29, 2026

Romantic 1BR Puerto Rico Villa w Pool|Aqua Bella 2
See all 300 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 $555 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.