Descalabrado Vacations from $537

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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 $923, price is now $537 per person
$537
per person
May 11 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,000 reviews)
Great hotel, lots to do around.

Reviewed on Mar 3, 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Puerta de Tierra
Save 100% on your flight
Price was $1,226, price is now $707 per person
$707
per person
May 20 - May 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
8.8/10 Excellent! (582 reviews)
Excellent service, clean room and great area

Reviewed on Mar 4, 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 $2,349, price is now $1,366 per person
$1,366
per person
Apr 20 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
No reviews
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Higuillar
Price was $2,983, price is now $1,837 per person
$1,837
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.4/10 Exceptional! (3 reviews)
Clean, great location, very freidly people

Reviewed on Feb 4, 2026

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Price was $1,924, price is now $1,191 per person
$1,191
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.8/10 Excellent! (611 reviews)
I had a high expectation for this hotel, as it is extremely beautiful online. The lobby and staff were exceptional. I gave this review 3 stars because of the lack of attention to the room. Our exterior door in the bathroom (only source of fresh air) was broken and unable to open. We called about it but nothing was done. Also, the room felt a little dirty - some shelves and walls looked dirty. Additionally, on 2 days, our room was not serviced and we needed to make a call to remedy. The hotel roof turns into a nightclub at night. We were there on opening night for dinner and the bar and ambiance were amazing. However, don't try to fall asleep any time before 2am on Friday or Saturday - the club music is so loud. And the hotel and bar are not owned by the same people so the hotel doesn't have any control over the volume. The hottub was out of commission for 2 days - kind of a bummer. Overall - this hotel has promise - but needs more attention to detail.

Reviewed on Feb 23, 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
$141 nightly
The price is $154 total per night from Mar 9 to Mar 10
$154 total
Mar 9 - Mar 10
Total with taxes and fees
9.6/10 Exceptional! (32 reviews)
This place was so impressive. The grounds are immaculate. The rooms are super clean and Modern. The Pool area is very calming. The food from the bar area was really tasty. Everyone was very nice and accommodating. I will definitely stay there again.

Reviewed on Feb 20, 2026

Hacienda del Sur
Private Oceanfront Caribbean Escape – Infinity Pool +Interior Garden Sanctuary

Private Oceanfront Caribbean Escape – Infinity Pool +Interior Garden Sanctuary

Santa Isabel PR
9.6/10 Exceptional! (4 reviews)
It is a very small house it really should not be marketed for more than 4 people the single seat bed is not good for an adult. Once you open de sofa bed there is no space to socialize inside the house. Having a beach front property with a pool and not provide beach towels is not convenient at all. ...

Reviewed on Jan 4, 2026

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Private Oceanfront Caribbean Escape – Infinity Pool +Interior Garden Sanctuary
Hilton Ponce Golf & Casino Resort

Hilton Ponce Golf & Casino Resort

4.5 out of 5
1150 Caribe Avenue Ponce
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $228 total per night from Mar 19 to Mar 20
$228 total
Mar 19 - Mar 20
Total with taxes and fees
8.8/10 Excellent! (1,010 reviews)
Rooms are outdated. Jacuzzis were cold. Beach is not for swimming.

Reviewed on Mar 6, 2026

Hilton Ponce Golf & Casino Resort
See all 301 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 $537 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.