Pleasure Point Holidays

Book a Hotel + Flight or Car together to unlock savings

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
Aerial view of the Santa Cruz beach and the amusement park in California

Westside Santa Cruz

7 out of top 10 points of interest in this area
4/5(31 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

Top hotels in Pleasure Point

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 5.973.231 ₫ per night from 13 May to 14 May
5.973.231 ₫
6.810.845 ₫ total
13 May - 14 May
includes taxes & fees
9.2/10 Wonderful! (1,021 reviews)
The staff were so accommodating! Special hour out to Ashton the valet and waitress Sophie!

Reviewed on 8 May 2026

Dream Inn Santa Cruz
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 4.551.284 ₫ per night from 11 May to 12 May
4.551.284 ₫
5.215.561 ₫ total
11 May - 12 May
includes taxes & fees
9.2/10 Wonderful! (1,287 reviews)
5 stars

Reviewed on 6 May 2026

La Quinta Inn & Suites by Wyndham Santa Cruz
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 4.051.432 ₫ per night from 10 May to 11 May
4.051.432 ₫
4.654.681 ₫ total
10 May - 11 May
includes taxes & fees
8.8/10 Excellent! (1,249 reviews)
Staff was super helpful!

Reviewed on 8 May 2026

Hotel Paradox, Autograph Collection
See all 1,262 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 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 1null000null000 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.

Popular places to visit

Mystery Spot

Mystery Spot

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
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 search for that perfect souvenir at Ocean Street. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Ocean Street