Pleasure Point Holidays

Photo by Jennifer Radman

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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
Santa Cruz showing 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(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 Santa Cruz Beach Boardwalk and Monterey Bay.

Find hotels in Westside Santa Cruz

Top hotels in Pleasure Point

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 S$177 per night from 28 Sept to 29 Sept
S$177
28 Sept - 29 Sept
includes taxes & fees
8.4/10 Very Good! (1,044 reviews)
Great Place
"Really great place to stay. Lovely comfortable room, barn door bathroom and walk in shower. Wish breakfast was included in the booking. We paid $50 (tip included)for avocado on toast and pancake with berries and 2 coffees, at the breakfast bar in the hotel. Not far from everything."

Reviewed on 8 Sept, 2025

Hotel Paradox, Autograph Collection
Ocean Pacific Lodge

Ocean Pacific Lodge

2 out of 5
301 Pacific Avenue, Santa Cruz, CA
The price is S$135 per night from 23 Sept to 24 Sept
S$135
23 Sept - 24 Sept
includes taxes & fees
8.6/10 Excellent! (1,176 reviews)
"The service was nice, our A/C, bed, and shower were all great. It was very quiet at night. The close location to Wharf and Downtown eats is great. We had a top floor corner room, which we hoped for. But I think we were too far from the router, our internet was awful. Also they bizarrely had an ashtray ..."

Reviewed on 17 Sept, 2025

Ocean Pacific Lodge
Dream Inn Santa Cruz

Dream Inn Santa Cruz

4 out of 5
175 W Cliff Dr, Santa Cruz, CA
The price is S$360 per night from 13 Oct to 14 Oct
S$360
13 Oct - 14 Oct
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
Perfect place!
"Perfect place on the ocean!!! Modern yet nestalgic! Great rooms!"

Reviewed on 17 Sept, 2025

Dream Inn Santa Cruz
See all 1,187 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 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.

Popular places to visit

Ocean Street

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

Things to do

Beginner Surf Lesson in Santa Cruz

Beginner Surf Lesson in Santa Cruz

S$166
per adult
Beginner Surf Lesson in Santa Cruz
Santa Cruz Redwoods Forest Therapy

Santa Cruz Redwoods Forest Therapy

S$109
per adult
Santa Cruz Redwoods Forest Therapy
Bay Area Rock Climbing

Beginner Outdoor Rock Climbing - Bay Area

S$153
per adult
Beginner Outdoor Rock Climbing - Bay Area
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.