Pleasure Point Holidays from £712

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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
per person
19 Sept - 23 Sept
found 1 day ago
Return direct flight included
London (LON) to San Jose (SJC)
9.4/10 Exceptional! (1,007 reviews)
The live music with a great meal … was just wonderful!

Reviewed on 11 Aug 2025

Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
North San Jose
per person
27 Sept - 2 Oct
found 20 hours ago
Return direct flight included
Newcastle (NCL) to San Jose (SJC)
8.8/10 Excellent! (1,414 reviews)
Check in went smoothly and very efficient and staff were friendly and accommodating

Reviewed on 14 Aug 2025

Chase Suite Hotel Newark-Fremont

Chase Suite Hotel Newark-Fremont

3.5 out of 5
per person
27 Sept - 2 Oct
found 20 hours ago
Return direct flight included
Newcastle (NCL) to San Jose (SJC)
8.4/10 Very Good! (1,001 reviews)
The front desk sucks and the service took hours

Reviewed on 4 Aug 2025

Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
per person
27 Sept - 2 Oct
found 20 hours ago
Return direct flight included
Newcastle (NCL) to San Jose (SJC)
9/10 Wonderful! (1,569 reviews)
Hotel staff was very friendly and helpful. Hotel was perfect for a business trip. The breakfast was good and the waitress was excellent. The room was very large and clean.

Reviewed on 15 Aug 2025

Aloft San Jose Cupertino

Aloft San Jose Cupertino

3 out of 5
West San Jose
per person
27 Sept - 29 Sept
found 1 day ago
Return direct flight included
London (LON) to San Jose (SJC)
8.8/10 Excellent! (1,007 reviews)
Older facility! But was a decent stay.

Reviewed on 15 Aug 2025

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 which includes 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 £110 per night from 19 Aug to 20 Aug
£110
19 Aug - 20 Aug
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
"We loved our stay - the hotel pool and hot tubs were our favorite. The weekend pool party with a DJ was a fun scene. The lobby decor and games had a unique vibe. The restaurant food was good and we enjoyed eating at the pool. Our room was cute and clean, but a little tight for a family of four. Overall ..."

Reviewed on 10 Aug 2025

Hotel Paradox, Autograph Collection
Ocean Pacific Lodge

Ocean Pacific Lodge

2 out of 5
301 Pacific Avenue, Santa Cruz, CA
The price is £85 per night from 1 Sept to 2 Sept
£85
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,111 reviews)
"Room was clean. We got a room with a jetted tube but didn’t use it. It looked old and we weren’t supposed to use it past 10 pm. Pool/hot tub was nice. Hotel was close to boardwalk"

Reviewed on 12 Aug 2025

Ocean Pacific Lodge
Seacliff Inn Aptos, Tapestry Collection by Hilton

Seacliff Inn Aptos, Tapestry Collection by Hilton

3.5 out of 5
7500 Old Dominion Court, Aptos, CA
Fully refundableReserve now, pay when you stay
The price is £115 per night from 1 Sept to 2 Sept
£115
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,028 reviews)
"The location was great staff was amazing and I really enjoyed the restaurant on site."

Reviewed on 12 Aug 2025

Seacliff Inn Aptos, Tapestry Collection by Hilton
See all 1,200 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 £712. 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.

Popular places to visit

Santa Cruz Beach Boardwalk

Santa Cruz Beach Boardwalk

Enjoy the exciting rides at Santa Cruz Beach Boardwalk and see why everyone loves this theme park in Santa Cruz. Attend a sporting event in this walkable area or seek out the cycling trails.

Santa Cruz Beach Boardwalk
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
Wilder Ranch State Park

Wilder Ranch State Park

Enjoy a trip to Wilder Ranch State Park and popular activities such as surfing in Santa Cruz. Attend a sporting event in this walkable area or seek out the cycling trails.

Wilder Ranch State Park

Things to do

Beginner Surf Lesson in Santa Cruz

Beginner Surf Lesson in Santa Cruz

£96
per adult
Beginner Surf Lesson in Santa Cruz
5-Hour Wilderness Skills & Survival Clinic

5-Hour Wilderness Skills & Survival Clinic

£103
per adult
5-Hour Wilderness Skills & Survival Clinic
Santa Cruz Redwoods Forest Therapy

Santa Cruz Redwoods Forest Therapy

£63
per adult
Santa Cruz Redwoods Forest Therapy
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.