Pleasure Point Holidays

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Your Pleasure Point Holiday

Reserving a Pleasure Point holiday package is a wonderful way to get to know this unique neighbourhood. 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 holiday into reality, no matter your budget or travel plans.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Our guide on 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
Santa Cruz which includes general coastal views and views as well as an individual male

Westside Santa Cruz

7 out of top 10 points of interest in this area
4/5(16 area reviews)

Travellers to Westside Santa Cruz praise its stunning beaches. If you've got some more time to explore, be sure to stop by Monterey Bay and Pacific Avenue.

Find hotel + flight trips in Westside Santa Cruz

Our pick of the best Pleasure Point Hotel Deals

Hotel Paradox, Autograph Collection
Hotel Paradox, Autograph Collection
4 out of 5
611 Ocean St, Santa Cruz, CA
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 3 Dec to 4 Dec
AU$177
includes taxes & fees
3 Dec - 4 Dec
8.2/10 Very Good! (1,003 reviews)
"-"

Reviewed on 28 Nov. 2024

Hotel Paradox, Autograph Collection
Hilton Santa Cruz/Scotts Valley
Hilton Santa Cruz/Scotts Valley
3.5 out of 5
6001 La Madrona Drive, Santa Cruz, CA
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 3 Dec to 4 Dec
AU$173
includes taxes & fees
3 Dec - 4 Dec
8/10 Very Good! (1,065 reviews)
"The pool and hot tub were really wonderful. We enjoyed our stay."

Reviewed on 26 Nov. 2024

Hilton Santa Cruz/Scotts Valley
Los Gatos Lodge
Los Gatos Lodge
3 out of 5
50 Los Gatos-Saratoga Road, Los Gatos, CA
Fully refundableReserve now, pay when you stay
The price is AU$221 per night from 1 Dec to 2 Dec
AU$221
includes taxes & fees
1 Dec - 2 Dec
8.2/10 Very Good! (1,000 reviews)
"The location is very good near to downtown Los Gatos. Old property but very well kept."

Reviewed on 20 Nov. 2024

Los Gatos Lodge
See all 1,119 properties in Pleasure Point
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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Pleasure Point holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Pleasure Point from just . And the more you bundle, the more you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Pleasure Point?
Bundle your flights and hotels with Expedia to save on your next trip. With more than 550 air carriers and 1 000 000 hotel options worldwide, your Pleasure Point holiday package can be customized exactly to suit your budget. With all that extra cash, why not throw in a few awesome tours and activities? It’s an easy way to unlock even more bargains. The holiday you’ve always dreamed of in Pleasure Point is much closer than you thought!
Where should I stay in Pleasure Point?
A journey to Pleasure Point isn’t complete without seeing Santa Cruz Beach Boardwalk and Mystery Spot. Look for somewhere to stay right nearby and easily access these impressive sights.
What are the top hotels in Pleasure Point?
If it’s your first time in Pleasure Point, secure a room at Beach Lovers Retreat or One Of Two Oceanfront Units Right On The Beach Near Pleasure Point In Santa Cruz. Both have good amenities and are favourites with lots of travellers.
How far in advance should I book my Pleasure Point holiday?
While not all air carriers release ticket prices early, customers are usually able to start comparing international fares on Expedia up to 12 months in advance. This is the time when you’ll bag some fantastic deals. If you’re booking at the last minute, you might still be in luck. Sometimes the cheapest prices emerge only weeks prior to departure.
What does an Expedia Pleasure Point travel package include?
Flights, hotels and car rentals — we bring you the very best deals. All you’ll have to do is decide on your preferred combination. Once you’ve made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it easy to put together an exciting Pleasure Point escape.
What should I know before booking a Pleasure Point travel package?
You’ll land terrific savings when you bundle your hotels, flights and rental cars into a package. Not only that, booking everything in one place makes trip planning easier. So why waste your money or time? Whether you’re organising a luxury city stay with your love or a budget family adventure, check out our holiday packages today.
If I'm not able to travel, can I cancel my Pleasure Point holiday package?
You can cancel your Pleasure Point booking if your plans have changed. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Pleasure Point

Pleasure Point Park

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 cycling trails.

Pleasure Point Park
Cowell's Beach

Cowell's Beach

Explore the waterfront of Cowell's Beach and enjoy activities such as surfing in Santa Cruz. Attend a sporting event in this walkable area or seek out the cycling trails.

Cowell's Beach

Pasatiempo Golf Course

Play a round of golf in Santa Cruz at Pasatiempo Golf Course, and enjoy other activities such as surfing. Attend a sporting event in this walkable area or seek out the cycling trails.

Pasatiempo Golf Course

Activities

Beginner Surf Lesson in Santa Cruz

Beginner Surf Lesson in Santa Cruz

AU$198
Per adult
Beginner Surf Lesson in Santa Cruz
Bixby Bridge

Big Sur Private SUV Charter - San Francisco Round trip or One way

AU$1,919
Per adult
Big Sur Private SUV Charter - San Francisco Round trip or One way
Santa Cruz Redwoods Forest Therapy

Santa Cruz Redwoods Forest Therapy

AU$132
Per adult
Santa Cruz Redwoods Forest Therapy
See all activities in Santa Cruz
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.