Pleasure Point Holidays from £1,113

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Your Pleasure Point Holiday

Book a Pleasure Point holiday package and immerse yourself in the way of life and rhythm of this unique neighbourhood. With all your travel plans worked out, the only thing you need to concentrate on here is having a good time. Some top nearby attractions to check out during your trip to Pleasure Point include Santa Cruz Beach Boardwalk, Main Beach and Seacliff State Beach. Don't just imagine it — make it happen! Reserve your ideal Pleasure Point holiday with Expedia and travel your way.

Price found within the past 48 hours. Click for updated prices.
Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Price was £1,316, price is now £1,113 per person
£1,113
per person
16 Sept - 19 Sept
found 1 day ago
Return flight included
London (LON) to San Jose (SJC)
9.4/10 Exceptional! (1,411 reviews)
Love the welcome glass of champagne! Easy walking to CHM and the theater and Zareens! Beautiful and swanky hotel.

Reviewed on 19 Jun 2026

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was £1,829, price is now £1,368 per person
£1,368
per person
15 Aug - 22 Aug
found 1 hour ago
Return flight included
Glasgow (GLA) to San Jose (SJC)
8.2/10 Very good! (1,021 reviews)
The gentleman who was at the front desk this Wednesday afternoon was extremely pleasant and professional. I was impressed at how gently he treated the guest before me. He did his job quickly and made my check-in experience wonderful.

Reviewed on 27 Jun 2026

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Price was £2,021, price is now £1,660 per person
£1,660
per person
15 Aug - 22 Aug
found 1 hour ago
Return flight included
Glasgow (GLA) to San Jose (SJC)
8.2/10 Very good! (1,013 reviews)
The property was wonderful. Thoroughly enjoyed the spa center and their private patio/hot tub area.

Reviewed on 27 Jun 2026

Holiday Inn Express Hotel & Suites Santa Cruz by IHG

Holiday Inn Express Hotel & Suites Santa Cruz by IHG

2.5 out of 5
Westside Santa Cruz
Price was £1,632, price is now £1,343 per person
£1,343
per person
15 Aug - 22 Aug
found 1 hour ago
Return flight included
Glasgow (GLA) to San Jose (SJC)
8.6/10 Excellent! (1,222 reviews)
I liked there was brakefast. I would like to have spanish help due to my poor spanish

Reviewed on 28 Jun 2026

La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
Westside Santa Cruz
Price was £2,489, price is now £2,078 per person
£2,078
per person
15 Aug - 22 Aug
found 1 hour ago
Return flight included
Glasgow (GLA) to San Jose (SJC)
9.6/10 Exceptional! (351 reviews)
So awesome can’t wait to go back

Reviewed on 26 Jun 2026

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
A coastal cityscape with a beach, pier, and amusement park.

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

La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
215 Beach Street Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is £361 per night from 6 Jul to 7 Jul
£361
6 Jul - 7 Jul
includes taxes & fees
9.6/10 Exceptional! (358 reviews)
"So awesome can’t wait to go back"

Reviewed on 26 Jun 2026

La Bahia Hotel and 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 £155 per night from 29 Jun to 30 Jun
£155
29 Jun - 30 Jun
includes taxes & fees
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 £190 per night from 20 Jul to 21 Jul
£190
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (1,293 reviews)
"The art and furniture in the lobby is so unique and is changed regularly. It was my 4th time here in the last two years and it just seems to be so loved by the staff and management"

Reviewed on 27 Jun 2026

Hotel Paradox, Autograph Collection
See all 1,268 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Pleasure Point travel package cost?
Get ready to book, because a getaway to Pleasure Point starts from just £1,113. When you combine your hotels, flights and car rentals into a travel package, you'll land the lowest prices.
If I'm not able to travel, can I cancel my Pleasure Point travel package?
Don't stress if you're rethinking your Pleasure Point travel package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally get that your circumstances can suddenly change, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Pleasure Point?
Bundle your flights and hotels with Expedia to save big bucks on your next trip. With more than 550 airlines and 1,000,000 hotels around the globe, your Pleasure Point travel package can be customized exactly to suit your travel style. With all that extra cash, why not throw in a few fun tours and experiences? It's an easy way to unlock even more bargains. The holiday you've always dreamed of in Pleasure Point is closer than you thought!
Does Expedia offer Book Now, Pay Later Pleasure Point holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has devised a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book your dream getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you stumble on an awesome deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Pleasure Point?
Most who travel to Pleasure Point include Santa Cruz Beach Boardwalk and Mystery Spot on their must-see lists. Why not reserve a hotel right near these iconic attractions?
What are the top hotels in Pleasure Point?
If it's your very first time in Pleasure Point, lock in a room at Chaminade Resort & Spa or Hyatt Place Santa Cruz. Both hotels will make you feel at home and are favourites among many savvy travellers.
How far in advance should I book my Pleasure Point holiday?
While prices do change, we generally advise booking your spot as early as possible. Many international airfares become available on Expedia up to a year in advance. If you're booking last minute, you might still get lucky. Cheap tickets to Pleasure Point sometimes occur in the weeks prior to departure.
What does an Expedia Pleasure Point travel package include?
Hotels, flights and rental cars, or any combination of them — it's your choice. Whether you're exploring Pleasure Point on a family road trip or enjoying a solo break, there's a bundle to fit your style and budget. Once you've made your booking, why not add on a few activities?
What should I know before booking a Pleasure Point travel package?
We already have low prices. However, you'll enjoy even more savings if you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Pleasure Point Expedia travel package?
Yes, you're in charge. Expedia has access to more than 550 partner airlines worldwide, so you can tailor your Pleasure Point trip according to your needs and budget.

Stay near popular Pleasure Point attractions

Pleasure Point Park

8.2/5 (37 reviews)
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.
See properties

Things to do

Self Guided UC Santa Cruz Walking Tour: Unlock Secret Stories

UC Santa Cruz: Personalized Self-Guided App Tour

£4
per traveller
UC Santa Cruz: Personalized Self-Guided App Tour
Santa Cruz Walking Tour: Discover Downtown & Mission Hill

Santa Cruz Walking Tour: Discover Downtown & Mission Hill

£33
per adult
Santa Cruz Walking Tour: Discover Downtown & Mission Hill
Beginner Outdoor Rock Climbing - Bay Area

Beginner Outdoor Rock Climbing - Bay Area

£96
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. Flight-inclusive packages are ATOL protected.