Obrero Holidays from £331

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Your Obrero Holiday

Your next big journey is calling out to you with a holiday package to Obrero. Fun, food and nothing but great times — you're sure to find it in this neighbourhood. Start your trip to Obrero with a visit to nearby attractions such as Jose Miguel Agrelot Coliseum, Hiram Bithorn Stadium and Condado Beach. Don't just imagine it — do it! Book your ideal Obrero holiday with Expedia and experience travel your way.

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

Urbana Hotel

2 out of 5
San Juan Antiguo
Save 100% on your flight
Price was £514, price is now £331 per person
£331
per person
17 Oct - 20 Oct
found 4 hours ago
Return flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (328 reviews)
The front desk staff was amazing, they welcomed us with champagne

Reviewed on 22 Aug 2025

Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Save 100% on your flight
Price was £727, price is now £402 per person
£402
per person
17 Oct - 20 Oct
found 4 hours ago
Return flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (466 reviews)
Both Marco and Francisco were professional and helpful. We would definitely stay here again.

Reviewed on 22 Aug 2025

Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was £580, price is now £353 per person
£353
per person
17 Oct - 20 Oct
found 4 hours ago
Return flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (467 reviews)
This place smell so good and staff was so great. The room was very spacious. The bathroom need to update.

Reviewed on 22 Aug 2025

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4 out of 5
Condado
Save 100% on your flight
Price was £777, price is now £479 per person
£479
per person
17 Oct - 20 Oct
found 4 hours ago
Return flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (528 reviews)
It was a great property but not worth the price. Maybe if it had complimentary drinks and breakfast

Reviewed on 22 Aug 2025

Bali Posh Hotel PR, Adults Only -Isla Verde

Bali Posh Hotel PR, Adults Only -Isla Verde

2.5 out of 5
Isla Verde
Save 100% on your flight
Price was £624, price is now £392 per person
£392
per person
17 Oct - 20 Oct
found 4 hours ago
Return flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (723 reviews)
Not a lot of parking

Reviewed on 22 Aug 2025

Where to stay in Obrero

Find the best Obrero areas and neighborhoods for the activities you enjoy most. Learn more about Obrero
Condado

Condado

1 out of top 10 points of interest in this area
4.5/5(3 area reviews)

Experience San Juan at its most modern in a chic neighborhood packed with high-end fashion shops, elegant casinos and popular restaurants.

Find hotels in Condado

Top hotels in Obrero

Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
301 Hwy 693, Dorado, Vega Alta
Fully refundable
The price is £140 per night from 23 Sept to 24 Sept
£140
23 Sept - 24 Sept
includes taxes & fees
9.2/10 Wonderful! (2,410 reviews)
"construction next door"

Reviewed on 22 Aug 2025

Hyatt Vacation Club at Hacienda del Mar, Dorado
Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street, San Juan
Fully refundableReserve now, pay when you stay
The price is £206 per night from 16 Sept to 17 Sept
£206
16 Sept - 17 Sept
includes taxes & fees
8.4/10 Very Good! (2,192 reviews)
"We really enjoyed our experience. However, on check-in day we were disappointed because the beds weren't freshly made but the hotel accomodated us by discounting a couple of fees. The indoor restaurant's breakfast was just ok."

Reviewed on 21 Aug 2025

Caribe Hilton
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
200 Coco Beach Blvd. Highway 955-I, Río Grande
Fully refundableReserve now, pay when you stay
The price is £197 per night from 23 Sept to 24 Sept
£197
23 Sept - 24 Sept
includes taxes & fees
8.8/10 Excellent! (2,519 reviews)
"Amazing time!"

Reviewed on 22 Aug 2025

Hyatt Regency Grand Reserve Puerto Rico
See all 3,740 properties in Obrero
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Obrero travel package cost?
Be ready to book, because a getaway to Obrero starts from only £331. When you combine your flights, hotels and car rentals into a travel package, you'll score great deals.
If I'm not able to travel, can I cancel my Obrero travel package?
Whether it's your hotel, flight or rental car, you can cancel or alter it. Locked in your Obrero travel package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may incur a fee from your hotel, airline or car rental company. For further information, head to our Customer Service Portal. We're here to help you each step of the way.
How do I get a cheap travel package to Obrero?
You'll save piles of cash if you combine your flights, hotels and car rentals into an Obrero travel package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer more than 550 air carriers and 1,000,000 hotels globally, which means you'll always have plenty of options to choose from. Eager to save even more? Add some popular activities to your package deal and unlock even more discounts! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Obrero holidays?
Expedia has joined forces with online lender Klarna to make booking your next break easier on your hip pocket. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that suits your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that suit all types of budgets, so you can lock in that well-earned holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday across multiple transactions.
  • Low deposit holidays: When you stumble on an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Obrero?
Make sightseeing a breeze by staying in a hotel right around the corner from Obrero's main attractions. San Juan Gate and San Juan Cathedral are two of the best in this neighbourhood.
What are the top hotels in Obrero?
Get your trip off to a great start by reserving a room at Caribe Hilton. It's one of most popular hotels in Obrero. Another comfortable option is La Concha Renaissance San Juan Resort.
How far in advance should I book my Obrero holiday?
While not all airlines release ticket prices early, it's usually possible to look up international flights on Expedia up to a year in advance. This is the time when you can bag some fantastic deals. If you've left everything to the last minute, there's a chance you could get lucky. Low prices occasionally emerge only weeks prior to departure.
What does an Expedia Obrero travel package include?
It comes down to what type of escape you're contemplating. Obrero holiday deals can include flights, car rentals and hotels. You can mix and match to find the travel package that suits your budget and style. You can also add on activities and experiences after you've booked to land even bigger discounts.
What should I know before booking an Obrero travel package?
Tailor deals that fit your budget with an Expedia package. Flights, hotels, rental cars — we've got everything you need to plan your getaway. You'll save big dollars just for bundling your bookings. Whether you're going on a skiing adventure or sunning yourself on a warm beach, your dream holiday is just clicks away.
Can I choose my airline with an Obrero Expedia travel package?
With a travel package, you're the boss. Whether you'd prefer to fly to Obrero in business or coach, simply select from the available airline options. Expedia has access to more than 550 partner airlines all over the world.

Popular places to visit

Luquillo Beach showing a beach

Luquillo Beach

5/5(2 reviews)

Sample local street food or doze under a palm tree on this picturesque stretch of coast.

Luquillo Beach
Condado Beach showing a sandy beach, tropical scenes and kayaking or canoeing

Condado Beach

4.5/5(3 reviews)

This beach within the bustling city of San Juan is the perfect place to relax for a few hours.

Condado Beach
Dorado Beach

Dorado Beach

If a restful holiday is part of your travel plans, Dorado Beach might be the perfect place to visit during your trip to San Juan. While you're in the area, stroll along the seaside.

Dorado Beach

Things to do

San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

£66
per adult
90% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
Mixology Class at Casa BacardÍ in Puerto Rico

Mixology Class at Casa BACARDÍ in Puerto Rico

£66
per adult
94% of travellers recommend
Mixology Class at Casa BACARDÍ in Puerto Rico
El Yunque Rainforest Puerto Rico ATV Adventure

El Yunque Rainforest Puerto Rico ATV Adventure

£95
per adult
96% of travellers recommend
El Yunque Rainforest Puerto Rico ATV Adventure
See all activities in San Juan

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.