Pleasure Point Holidays from £729

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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.
Caravelle Inn Extended Stay

Caravelle Inn Extended Stay

2 out of 5
Rosemary
per person
1 Aug - 4 Aug
found 1 day ago
Return direct flight included
London (LON) to San Jose (SJC)
5.2/10 (1,000 reviews)
This property is very dated. It offers no amenities, soap. The tv and llight work from a wall switch. Theres no phone. The front desk is closed from 11pm until next day. I had to leave key in seminopened drop tray. It should be a by hour room rental. It served its purpose.

Reviewed on 12 Jun 2025

Cupertino Hotel

Cupertino Hotel

3.5 out of 5
per person
1 Aug - 4 Aug
found 1 day ago
Return direct flight included
London (LON) to San Jose (SJC)
8/10 Very Good! (1,007 reviews)
Layout of the room was nice.

Reviewed on 22 Jun 2025

County Inn

County Inn

3 out of 5
North Whisman
per person
1 Aug - 4 Aug
found 1 day ago
Return direct flight included
London (LON) to San Jose (SJC)
6.8/10 (1,001 reviews)
Very easy check-in and great staff. Breakfast is pretty good. Maid service was excellent. Thanks!

Reviewed on 31 May 2025

Executive Inn Hotel

Executive Inn Hotel

2 out of 5
per person
1 Aug - 4 Aug
found 1 day ago
Return direct flight included
London (LON) to San Jose (SJC)
6.8/10 (1,000 reviews)
Good hotel I stay here many times

Reviewed on 22 Jun 2025

Courtyard by Marriott Newark Silicon Valley

Courtyard by Marriott Newark Silicon Valley

3 out of 5
per person
1 Aug - 4 Aug
found 1 day ago
Return direct flight included
London (LON) to San Jose (SJC)
8.8/10 Excellent! (1,002 reviews)
Great and safe location, friendly staff though property carpet is ageing.

Reviewed on 17 Jun 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

Holiday Inn Express Hotel & Suites Santa Cruz by IHG
Holiday Inn Express Hotel & Suites Santa Cruz by IHG
2.5 out of 5
1410 Ocean Street, Santa Cruz, CA
Fully refundable
The price is £125 per night from 2 Jul to 3 Jul
£125
2 Jul - 3 Jul
includes taxes & fees
8.4/10 Very Good! (1,098 reviews)
"Always a great stay"

Reviewed on 21 Jun 2025

Holiday Inn Express Hotel & Suites Santa Cruz by IHG
Dream Inn Santa Cruz
Dream Inn Santa Cruz
4 out of 5
175 W Cliff Dr, Santa Cruz, CA
The price is £303 per night from 29 Jun to 30 Jun
£303
29 Jun - 30 Jun
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Great view from our room! Friendly staff and very accommodating."

Reviewed on 23 Jun 2025

Dream Inn 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 £119 per night from 29 Jun to 30 Jun
£119
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
"Great and friendly staff members."

Reviewed on 23 Jun 2025

Hotel Paradox, Autograph Collection
See all 1,204 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 £729. 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

4/5(41 reviews)

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

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
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

Train Ride Adventure through Mother Natures Giant Redwoods Park

Train Ride Adventure through Mother Natures Giant Redwoods Park

£187
per adult
Train Ride Adventure through Mother Natures Giant Redwoods Park
Beginner Surf Lesson in Santa Cruz

Beginner Surf Lesson in Santa Cruz

£95
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
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.