Pleasure Point Vacations

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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(2,615 area reviews)

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

Find hotels in Westside Santa Cruz

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 NT$7,774 per night from Apr 23 to Apr 24
NT$7,774
NT$8,853 total
Apr 23 - Apr 24
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
Was perfect for us since I could sit on the patio and watch the kids in the pool or beach and work a bit from our balcony. Great food delivered from attached restaurant, Jack O’Neils.

Reviewed on 2026/4/19

Dream Inn Santa Cruz
Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
1 Chaminade Ln Santa Cruz CA
The price is NT$4,272 per night from Apr 23 to Apr 24
NT$4,272
NT$6,211 total
Apr 23 - Apr 24
includes taxes & fees
8.2/10 Very Good! (1,006 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 2026/4/17

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 NT$4,001 per night from Apr 23 to Apr 24
NT$4,001
NT$4,620 total
Apr 23 - Apr 24
includes taxes & fees
9.2/10 Wonderful! (1,261 reviews)
First time staying here, and definitely will not be the last! Amazing staff! The breakfast was fresh and delicious!

Reviewed on 2026/4/19

La Quinta Inn & Suites by Wyndham Santa Cruz
See all 1,259 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.

Frequently asked questions

How much does a Pleasure Point vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Pleasure Point from just . And the more you bundle, the more you save. The vacation 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 vacation 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 vacation 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 favorites with lots of travelers.
How far in advance should I book my Pleasure Point vacation?
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 organizing a luxury city stay with your love or a budget family adventure, check out our vacation packages today.
If I'm not able to travel, can I cancel my Pleasure Point vacation 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

USA-Santa Cruz-Natural Bridges State Beach; Shutterstock ID 101070745

Natural Bridges State Park

You can take time to visit Natural Bridges State Park during your travels to Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Natural Bridges State Park
Pier at Santa Cruz, California

Santa Cruz Wharf

After visiting Santa Cruz Wharf, make a plan to see the other sights and activities in Santa Cruz. Attend a sporting event in this walkable area, or seek out the surfing spots.

Santa Cruz Wharf
EN5XP1 Street scene in autumn with shops art galleries on Ocean Avenue Carmel Monterey County California

Ocean Street

During your visit to Santa Cruz, you can enjoy retail therapy at Ocean Street. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

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