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.

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
Westside Santa Cruz

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 Santa Cruz Beach Boardwalk.

Find hotels in Westside Santa Cruz

Our pick of the best Pleasure Point Hotel Deals

Dream Inn Santa Cruz

Dream Inn Santa Cruz

4 out of 5
175 W Cliff Dr Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is AU$371 per night from 28 Apr to 29 Apr
AU$371
28 Apr - 29 Apr
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Shower and bathroom was a little aged but other than that, everything was great. Would be a great improvement if floors were hardwood with replaceable area rugs. Carpet never feels clean in any hotel.

Reviewed on 16 Apr 2026

Dream Inn Santa Cruz
Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
1 Chaminade Ln Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is AU$274 per night from 23 Apr to 24 Apr
AU$274
23 Apr - 24 Apr
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
Everything about the property absolutely acceded our standards ! The staff was very nice and helpful with everything and made sure our stay was great ! The pool was very large, the room was very big and had nice views.

Reviewed on 17 Apr 2026

Chaminade Resort & Spa
La Quinta Inn & Suites by Wyndham Santa Cruz

La Quinta Inn & Suites by Wyndham Santa Cruz

3 out of 5
550 2nd St Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is AU$255 per night from 22 Apr to 23 Apr
AU$255
22 Apr - 23 Apr
includes taxes & fees
9.2/10 Wonderful! (1,253 reviews)
Disappointed that they didn’t offer wi-fi or bottled water. Will not be returning.

Reviewed on 16 Apr 2026

La Quinta Inn & Suites by Wyndham Santa Cruz
See all 1,258 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

Mystery Spot

Mystery Spot

3/5(2 reviews)

Find out about the history of Santa Cruz when you take a trip to Mystery Spot. Attend a sporting event in this walkable area or seek out the surfing spots.

Mystery Spot
Santa Cruz Harbor

Santa Cruz Harbor

Explore the waterfront in Santa Cruz with a trip to Santa Cruz Harbor. While you're in the area, stroll along the beautiful beaches.

Santa Cruz Harbor
T4D055 Sunset, Cowell Beach, Santa Cruz, California, United States

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

Activities

Santa Cruz, California Scavenger Hunt

Santa Cruz, California Scavenger Hunt

AU$41
per adult
100% of travellers recommend
Santa Cruz, California Scavenger Hunt
Meet Capitola Wine Bar owners!

Capitola Friday Night Food Tour

AU$184
per adult
100% of travellers recommend
Capitola Friday Night Food Tour
Capitola Private 2-Hour Walking Tour

Capitola Private Personalized Self-Guided App Tour

AU$7
per traveller
Capitola Private Personalized Self-Guided App Tour
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.