
Pleasure Point Vacations from $528
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Your Pleasure Point Vacation
Reserving a Pleasure Point vacation package is a wonderful way to get to know this unique neighborhood. From its must-see spots to its lesser-known gems, there's a lot to delve into. Can't wait to explore the sights during your trip to Pleasure Point? Make sure you stop by nearby attractions like Santa Cruz Beach Boardwalk, Main Beach and Capitola Wharf. Expedia can help turn your dream Pleasure Point vacation into reality, no matter your budget or travel plans.
The Latest Pleasure Point Vacation Packages

Aqua Breeze Inn
Reviewed on Nov 11, 2025


Marbella Lane Triplex San Jose
Reviewed on Nov 11, 2025

Where to stay in Pleasure Point

Westside Santa Cruz
Westside Santa Cruz is known for its stunning beaches, and with sights like Santa Cruz Beach Boardwalk and Monterey Bay, you won't get bored spending a day wandering around this part of Santa Cruz.
Pleasure Point Hotel Deals

Hotel Paradox, Autograph Collection
gorgeous inside, amenities were perfect from the water fill stations to the lawn games at the pool. rooms were spacious and adorable. we had a great stay
Reviewed on Nov 8, 2025

Holiday Inn Express Hotel & Suites Santa Cruz by IHG
Ongoing business trips
Reviewed on Nov 7, 2025

La Quinta Inn & Suites by Wyndham Santa Cruz
Great location. Room was spacious and had a balcony. Room was very clean and had enough towels. Staff was friendly and helpful. Breakfast was great! Had everything that we wanted for breakfast. We will stay again when we come back.
Reviewed on Oct 31, 2025
Discover the most popular places to visit in Pleasure Point

Pleasure Point Park
Explore the lovely green spaces of Pleasure Point Park and enjoy the surfing in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Santa Cruz Beach Boardwalk
Enjoy the thrills at Santa Cruz Beach Boardwalk and find out why people love this theme park in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Mystery Spot
Find out about the history of Santa Cruz with a stop at Mystery Spot. Attend a sporting event in this walkable area, or seek out the surfing spots.
























