Pico Island Beach Vacations

Book a Beach Hotel + Flight or Car together to unlock savings

Photo by Brian Scrivner

Find your perfect Pico Island beach vacation

How do I book the best Pico Island beach vacation packages?

Life’s a beach when you dive into our brilliant Pico Island beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Pico Island?

A rental steps from the shore creates an amazingly affordable Pico Island beach vacation. Seaside sojourns during low season start from . Prices and availability are subject to change. Additional terms may apply.

When should I book a Pico Island beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Pico Island?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Pico Island beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Pico Island vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Pico Island beach vacation deals?

Sort your search results by deals to delight in amazing Pico Island beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Pico Island beach trip with free cancellation and/or flexible dates?

Just like the Pico Island tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Pico Island beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Pico Island. (OK, maybe not that last part.)

Top Beach Pico Island Hotels

Hotel Caravelas

Hotel Caravelas

Rua Conselheiro Terra Pinheiro, 3 Madalena
  • 29 min walk from Pico Island Vineyard Culture
Book a stay at this beach hotel in Madalena. Enjoy free WiFi, free parking, and room service. Popular attractions Museu do Vinho and Adega do Vulcão are located ...
8/10 Very Good! (248 reviews)
"Service was very good. Breakfast was excellent cleanliness was a five star. Location is just the best."

Reviewed on Sep 19, 2026

Hotel Caravelas
Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

Caminho Da Fonte Silveira Lajes do Pico
  • 35 min drive from Pico Island Vineyard Culture
Book a stay at this beach hotel in Lajes do Pico. Enjoy free WiFi, free parking, and room service. Popular attractions Whaler’s Museum and Cabeço do Ferrobo ...
9/10 Wonderful! (2 reviews)
"Fantastic room! Newly remodeled ocean view. Listening to ocean waves while falling asleep is amazing. Great breakfast and dinner."

Reviewed on Jul 29, 2026

Aldeia da Fonte Hotel
Sara Village

Sara Village

Estrada Regional Nº1 Nº20 Sao Roque do Pico Azorea
  • 26 min drive from Pico Island Vineyard Culture
Book a stay at this beach country house in Sao Roque do Pico. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Convent of Sao Roque ...
8.4/10 Very Good! (66 reviews)
"We did not stay and cancellation was not accepted."

Reviewed on Aug 6, 2026

Sara Village
See all 393 properties in Pico Island
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.

Things to do

Happy Cows Buggy Tour

Happy Cows Buggy Tour

$353
per traveler
Happy Cows Buggy Tour
Picture 10 for Activity Horta, Faial: University based Whale & Dolphin Expedition

Horta, Faial: Research Whale & Dolphin Expedition

$104
per adult
100% of travellers recommend
Horta, Faial: Research Whale & Dolphin Expedition
Whale and Dolphin Watching in Pico Island - Half Day

Whale and Dolphin Watching in Pico Island - Half Day

$83
per adult
Whale and Dolphin Watching in Pico Island - Half Day
See all activities in Pico Island

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.