Pleasure Point Holidays from £812

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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.
Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was £957, price is now £812 per person
£812
per person
24 Mar - 27 Mar
found 1 day ago
Return direct flight included
London (LHR) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
Nice people. Easy location. Comfy beds.

Reviewed on 6 Feb 2026

Aloft Cupertino

Aloft Cupertino

3 out of 5
Price was £1,066, price is now £884 per person
£884
per person
31 Mar - 7 Apr
found 19 hours ago
Return flight included
London (LHR) to San Jose (SJC)
8.6/10 Excellent! (1,004 reviews)
Room was spacious and modern. Bedding was a little thin and uncomfortable. I give a 3 out of 5 for the room. Front desk staff is not accommodating nor helpful. Overall, not bad but not great either.

Reviewed on 1 Feb 2026

Global Luxury Suites San Jose Downtown

Global Luxury Suites San Jose Downtown

4 out of 5
Downtown San Jose
Price was £1,401, price is now £1,169 per person
£1,169
per person
24 Mar - 27 Mar
found 1 day ago
Return direct flight included
London (LHR) to San Jose (SJC)
6.6/10 (29 reviews)
The property has three elevators only one was working, the trash shoot was not working, on my last day, Friday, December 26 the smoke detector kept beeping, called maintenance. They came and changed the battery. Later that evening, the smoke detector kept on beeping and beeped the entire night and the rest of my stay Saturday morning.

Reviewed on 28 Dec 2025

@ Marbella Lane - SJ Designer Home 3BR Ldry+p

@ Marbella Lane - SJ Designer Home 3BR Ldry+p

3 out of 5
Price was £1,491, price is now £1,261 per person
£1,261
per person
24 Mar - 27 Mar
found 1 day ago
Return direct flight included
London (LHR) to San Jose (SJC)
No reviews
@ Marbella Lane - 4BR Siliconvalley Gempool House

@ Marbella Lane - 4BR Siliconvalley Gempool House

3 out of 5
Berryessa
Price was £1,517, price is now £1,285 per person
£1,285
per person
24 Mar - 27 Mar
found 1 day ago
Return direct flight included
London (LHR) to San Jose (SJC)
No reviews

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
This is a small state park at the northern end of Santa Cruz' scenic West Cliff Drive and a little over a mile from the Boardwalk, wharf and Main Beach. A couple of times a year you can see Monarch butterflies during their migration. They are not in the numbers of years past, but you'll still see some. If you walk north towards the rocks during low tide you will find some amazing tidepools full of sea anenomes, sea urchins, starfish, crabs, hermit crabs, and all sorts of marine life. The tidepools are on a ledge, so the tide needs to be quite high

Westside Santa Cruz

8 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 Pacific Avenue.

Find hotels in Westside Santa Cruz

Top hotels in Pleasure Point

Santa Cruz N At The Beach! Oceanfront w/ Amazing Sunsets!

Santa Cruz N At The Beach! Oceanfront w/ Amazing Sunsets!

Santa Cruz CA
9.2/10 Wonderful! (118 reviews)
The view and sounds of the ocean are sooo fantastic! Loved it!

Reviewed on 17 Jan 2026

Get rates
Santa Cruz N At The Beach! Oceanfront w/ Amazing Sunsets!
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 £103 per night from 1 Mar to 2 Mar
£103
1 Mar - 2 Mar
includes taxes & fees
9.2/10 Wonderful! (1,257 reviews)
Wonderful visit.

Reviewed on 5 Feb 2026

La Quinta Inn & Suites by Wyndham Santa Cruz
Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
1 Chaminade Ln Santa Cruz CA
The price is £166 per night from 23 Feb to 24 Feb
£166
23 Feb - 24 Feb
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Restaurant and hotel staff were very friendly.

Reviewed on 6 Feb 2026

Chaminade Resort & Spa
See all 1,211 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 £812. 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

Gotta ride this 100 year old wooden roller Coaster on the Santa Cruz Beach Boardwalk

Santa Cruz Beach Boardwalk

4/5(41 reviews)

Have a fun-filled day with the family at Santa Cruz Beach Boardwalk during your visit to Santa Cruz. Attend a sporting event in this walkable area or seek out the cycling trails.

Santa Cruz Beach Boardwalk
The place where you can't stay straight.

Mystery Spot

4.5/5(2 reviews)

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

Things to do

Beginner Outdoor Rock Climbing - Bay Area

Beginner Outdoor Rock Climbing - Bay Area

£94
per adult
Beginner Outdoor Rock Climbing - Bay Area
Rock Climbing 2 - Beyond the Basics

Outdoor Rock Climbing - Level 2

£87
per adult
Outdoor Rock Climbing - Level 2
Santa Cruz Redwoods Forest Therapy

Redwoods Forest Bathing

£65
per adult
Redwoods Forest Bathing
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.