Maldonado Vacations & Trips 2026 from CA $1,190

Your Maldonado Vacation

Leave the planning to us with a Maldonado vacation package. With everything organized before you leave, the only thing left for you to do is sit back, relax and enjoy this destination's countless delights. Start your trip to Maldonado with a few days in Punta del Este visiting popular sights like Playa Montoya and Supermarket. Piriapolis is another city that draws travellers from far and wide. Cerro Pan de Azúcar and San Antonio Hill are two of the top places to see here. From the instant you book your Maldonado vacation to the second you come back home, Expedia will take care of you each step of the way.

Top vacation destinations in Maldonado

A sandy beach with waves, a person with a surfboard, and houses in the background.

Top Maldonado Vacation Deals

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

Regency Way Montevideo Hotel

Pocitos

CA $1,190

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Montevideo (MVD)

8.8/10 Excellent! (1,001 reviews)

El Descubrimiento Resort Club

CA $2,238

per person

Jan 12 - Jan 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Montevideo (MVD)

8/10 Very good! (1 review)

Este es un lugar ideal para familias con niños o adolescentes, todo el año, igual sin niños se pasa muy bien. Funciona solo con desayuno media pensión, las cabañas tienen parrillero y también todo para cocinar.

Reviewed on Apr 10, 2023

Opta Coliving

Punta Carretas

CA $1,240

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Montevideo (MVD)

9.2/10 Wonderful! (234 reviews)

La calidad del staff, une bonita chica me ayuda mucho en frances, merci, pour un problemo de tarjeta de credito. Muchas Gracias !

Reviewed on Nov 1, 2026

Regency Park Hotel

CA $1,247

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Montevideo (MVD)

8.8/10 Excellent! (253 reviews)

Regency Golf - Hotel Urbano

Punta Carretas

CA $1,516

per person

Jan 12 - Jan 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Montevideo (MVD)

8.6/10 Excellent! (957 reviews)

The worst mattress and shower I had to endure in years.

Reviewed on Oct 27, 2026

Where to stay in Maldonado

Find the best Maldonado areas and neighborhoods for the activities you enjoy most.

A bridge over a river with a modern building in the background.

La Barra

La Barra is noteworthy for its beaches, and you can make a stop at top attractions like La Barra Beach and Bikini Beach.

Find hotel + flight trips in La Barra

A desert landscape with large white rock formations.

Peninsula

Unique features of Peninsula include the beaches and waterfront views. Make a stop by Gorlero Avenue or Puerto de Punta del Este while you're exploring the area.

Find hotel + flight trips in Peninsula

A white, multi-story building with a thatched roof, surrounded by greenery and hills.

San Rafael

Beaches, restaurants, and spas highlight some of the notable features of San Rafael. Make a stop by Club de Tenis Medano while you're exploring.

Find hotel + flight trips in San Rafael

A coastal cityscape with a marina filled with boats, high-rise buildings, and a beach.

Aidy Grill

The beaches and bars are just a few features travelers like about Aidy Grill. If you want to do some sightseeing nearby, Enjoy Punta del Este Casino & Resort and Brava Beach are a few top places to visit.

Find hotel + flight trips in Aidy Grill

A coastal town with white buildings, a clear blue sea, and rocky cliffs.

Cantegril

While visiting Cantegril, you might make a stop by sights like Mansa Beach and Splash Aqua Park.

Find hotel + flight trips in Cantegril

Maldonado Hotel Deals

Don Majestic Hotel Punta del Este

Av. Roosevelt Parada 6 Punta del Este Maldonado

Fully refundableReserve now, pay when you stay

CA $133

CA $133 total

Nov 4 - Nov 5

9.2/10 Wonderful! (683 reviews)

"So clean, great view and unique. Breakfast was wonderful and location 10/10."

Reviewed on Nov 2, 2026

Enjoy Punta del Este

Rbla. Claudio Williman Parada 4 Punta del Este Maldonado

Fully refundableReserve now, pay when you stay

CA $202

CA $202 total

Nov 11 - Nov 12

Hotel Solerios Mansa

Fermentario Punta del Este Departamento de Maldonado

Fully refundableReserve now, pay when you stay

CA $175

CA $175 total

Nov 4 - Nov 5

9.6/10 Exceptional! (423 reviews)

"The staff was very nice and helpful with restaurant options for dinner. The room was very spacious and comfortable. We went out of season so the parking was fine in season am thinking it might be an issue because there is not much parking. The breakfast was very good."

Reviewed on Oct 21, 2026

See all 531 properties in Maldonado

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.

Frequently asked questions

How much does a Maldonado vacation package cost?

Get your credit card ready, because a getaway to Maldonado starts from an affordable CA $1,190. When you bundle your flights, hotels and more into a vacation package, you'll score the lowest prices.

How do I get a cheap travel package to Maldonado?

You'll save a ton of money if you combine your flights, car rentals and hotels into a Maldonado travel package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer over 550 partner airlines and 1,000,000 hotels globally, which means you'll always have plenty of variety to choose from. Like to save even more? Add some popular activities to your package deal to unlock even bigger bargains! After all, travel is about more than simply getting to your destination.

What are the top hotels in Maldonado?

For hotels in Punta del Este with comfy beds and friendly service, you can't beat Don Majestic Hotel Punta del Este and The Grand Hotel Punta Del Este. If you're swinging by Punta Ballena as well, you can look forward to a solid night's sleep at Enjoy Punta del Este or Parque Hotel Jean Clevers.

How far in advance should I book my Maldonado vacation?

Savvy travelers often book early. You can normally compare international airfares on Expedia up to 12 months before your intended flight. If you've left things to the last minute, fear not. Cheap prices sometimes appear in the last weeks prior to departure.

What does an Expedia Maldonado travel package include?

Flights, hotels and a cool car for all your road trip adventures. Simply choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on a few sightseeing tours and watch your savings pile up. When it comes to planning your Maldonado break, you're the one in control!

What should I know before booking a Maldonado travel package?

A travel package can be customized for your budget and is a terrific way to stretch your hard-earned dollars. What you include is totally up to you. Rental cars, hotels and flights — come up with a combination that suits your plans.

Can I choose my airline with a Maldonado Expedia vacation package?

Yes, and with over 550 airlines to select from around the world, you're not short on choice. Scroll through the available options and find out which airline fits your budget and needs.

If I'm not able to travel, can I cancel my Maldonado vacation package?

Whether it's your hotel or flight, yes, you can amend or cancel it. Booked your Maldonado vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may incur a fee from your hotel, airline or car rental company. For more details, check out our Customer Service Portal. We'll help you each step of the way.