Pleasure Point Holidays
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Your Pleasure Point Holiday
Book a Pleasure Point holiday package and immerse yourself in the way of life and rhythm of this unique neighbourhood. With all your travel plans worked out, the only thing you need to concentrate on here is having a good time. Some top nearby attractions to check out during your trip to Pleasure Point include Santa Cruz Beach Boardwalk, Main Beach and Seacliff State Beach. Don't just imagine it — make it happen! Reserve your ideal Pleasure Point holiday with Expedia and travel your way.
Where to stay in Pleasure Point
Find the best Pleasure Point areas and neighborhoods for the activities you enjoy most. Learn more about Pleasure Point
Westside Santa Cruz
6 out of top 10 points of interest in this area
Travellers to Westside Santa Cruz praise its stunning beaches. If you've got some more time to explore, be sure to stop by Santa Cruz Beach Boardwalk and Monterey Bay.
Eastside Santa Cruz
1 out of top 10 points of interest in this area
Travellers come to Eastside Santa Cruz for its beaches, and you can see top attractions like Monterey Bay and Twin Lakes State Beach while you're in town.
Beach Hill - Beach Flats
While there might not be top attractions in Beach Hill - Beach Flats, you can explore the larger area and discover places like Santa Cruz Beach Boardwalk and Monterey Bay National Marine Sanctuary Exploration Center.
Upper Seabright
While Upper Seabright isn't home to many top sights, Santa Cruz Beach Boardwalk and Santa Cruz Harbor are some notable places to visit nearby.
Downtown Santa Cruz
Unique features of Downtown Santa Cruz include the beaches and restaurants. Make a stop by Pacific Avenue or Santa Cruz Museum of Art and History while you're exploring the area.
Top hotels in Pleasure Point
Chaminade Resort & Spa
1 Chaminade Ln Santa Cruz CA
Fully refundableReserve now, pay when you stay
£142
7 Sept - 8 Sept
includes taxes & fees
La Bahia Hotel and Spa
215 Beach Street Santa Cruz CA
Fully refundableReserve now, pay when you stay
£361
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (427 reviews)
"Everything was amazing"
Reviewed on 12 Aug 2026
Seaside Inn & Suites
525 Ocean St Santa Cruz CA
Fully refundableReserve now, pay when you stay
£75
8 Sept - 9 Sept
includes taxes & fees
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 Pleasure Point travel package cost?
Get ready to book, because a getaway to Pleasure Point starts from just . When you combine your hotels, flights and car rentals into a travel package, you'll land the lowest prices.
If I'm not able to travel, can I cancel my Pleasure Point travel package?
Don't stress if you're rethinking your Pleasure Point travel package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally get that your circumstances can suddenly change, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Pleasure Point?
Bundle your flights and hotels with Expedia to save big bucks on your next trip. With more than 550 airlines and 1,000,000 hotels around the globe, your Pleasure Point travel package can be customized exactly to suit your travel style. With all that extra cash, why not throw in a few fun tours and experiences? It's an easy way to unlock even more bargains. The holiday you've always dreamed of in Pleasure Point is closer than you thought!
Does Expedia offer Book Now, Pay Later Pleasure Point holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has devised a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book your dream getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:
- Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream holiday possible.
- Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
- Low deposit holidays: When you stumble on an awesome deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock it in.
Where should I stay in Pleasure Point?
Most who travel to Pleasure Point include Santa Cruz Beach Boardwalk and Mystery Spot on their must-see lists. Why not reserve a hotel right near these iconic attractions?
What are the top hotels in Pleasure Point?
If it's your very first time in Pleasure Point, lock in a room at Chaminade Resort & Spa or Hyatt Place Santa Cruz. Both hotels will make you feel at home and are favourites among many savvy travellers.
How far in advance should I book my Pleasure Point holiday?
While prices do change, we generally advise booking your spot as early as possible. Many international airfares become available on Expedia up to a year in advance. If you're booking last minute, you might still get lucky. Cheap tickets to Pleasure Point sometimes occur in the weeks prior to departure.
What does an Expedia Pleasure Point travel package include?
Hotels, flights and rental cars, or any combination of them — it's your choice. Whether you're exploring Pleasure Point on a family road trip or enjoying a solo break, there's a bundle to fit your style and budget. Once you've made your booking, why not add on a few activities?
What should I know before booking a Pleasure Point travel package?
We already have low prices. However, you'll enjoy even more savings if you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Pleasure Point Expedia travel package?
Yes, you're in charge. Expedia has access to more than 550 partner airlines worldwide, so you can tailor your Pleasure Point trip according to your needs and budget.
Stay near popular Pleasure Point attractions
Pleasure Point Park
8.2/10 (37 reviews)
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 cycling trails.
38th Avenue Beach Access
Why not spend a lazy afternoon at 38th Avenue Beach Access during your trip to Santa Cruz?
Moran Lake Beach
Why not spend a lazy afternoon at Moran Lake Beach during your trip to Santa Cruz? While you're in the area, stroll along the beautiful beaches.
The Hook
10.0/10 (1 review)
If a restful holiday is part of your travel plans, The Hook might be the perfect place to visit during your trip to Santa Cruz.
Things to do
Beach Hill to Historic Downtown Santa Cruz Loop
£34
per adult
Santa Cruz Walking Tour: Discover Downtown & Mission Hill
£34
per adult
* 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.