Pleasure Point Vacations from ￥175,902

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The Latest Pleasure Point Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
North San Jose
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Osaka (KIX) to San Jose (SJC)
8.8/10 Excellent! (1,403 reviews)
The hotel property was ok. We had booked our stay because it offered airport shuttle transportation. Much to our dismay, when we checked in at 4pm every time slot was full, and they would not accommodate us. We had to pay $25 for an Uber ride. Also there was confusion about feathers and down in the rooms, I had called in advance and was told that only hypoallergenic pillows and comforters were used. Not true. Based on this stay, we will be avoiding Hyatt properties in the future.

Reviewed on Jun 20, 2025

@ Marbella Lane - Alluring & Spacious 3BR Home

@ Marbella Lane - Alluring & Spacious 3BR Home

3 out of 5
Cambrian
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Osaka (KIX) to San Jose (SJC)
No reviews
@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Osaka (KIX) to San Jose (SJC)
No reviews
Hotel Valencia Santana Row

Hotel Valencia Santana Row

4 out of 5
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Osaka (KIX) to San Jose (SJC)
9/10 Wonderful! (1,002 reviews)
The ac shuts off every 10 min n dont turn back on

Reviewed on Jul 2, 2025

Hotel De Anza

Hotel De Anza

4 out of 5
Downtown San Jose
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Osaka (KIX) to San Jose (SJC)
8.4/10 Very Good! (1,010 reviews)
While I was there at the front desk to check in, another lady was there trying to ask another front desk person for some info. The guy was on the phone and didn't even acknowledge her. She was there for a good 10 min and finally left. The guy was still on the phone and didn't even pause to ask what she need. To me it's unacceptable.

Reviewed on Jul 3, 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 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(2,586 area reviews)

Westside Santa Cruz is known for its stunning beaches, and with sights like Santa Cruz Beach Boardwalk and Monterey Bay, you won't get bored spending a day wandering around this part of Santa Cruz.

Find hotels in Westside Santa Cruz

Pleasure Point Hotel Deals

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 ￥32,928 per night from Jul 22 to Jul 23
￥32,928
￥37,543 total
Jul 22 - Jul 23
includes taxes & fees
9.2/10 Wonderful! (1,201 reviews)
"Walking distance to the boardwalk. Buy parking at the inn to save $35 parking pass."

Reviewed on Jul 3, 2025

La Quinta Inn & Suites by Wyndham Santa Cruz
Dream Inn Santa Cruz
Dream Inn Santa Cruz
4 out of 5
175 W Cliff Dr, Santa Cruz, CA
Fully refundableReserve now, pay when you stay
The price is ￥44,077 per night from Jul 7 to Jul 8
￥44,077
￥50,052 total
Jul 7 - Jul 8
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"The staff at Dream Inn were professional and kind. We are low maintenance guests and we really enjoyed the hotel. Room service was excellent."

Reviewed on Jul 2, 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 ￥25,665 per night from Jul 7 to Jul 8
￥25,665
￥29,395 total
Jul 7 - Jul 8
includes taxes & fees
8.4/10 Very Good! (1,015 reviews)
"Good location for walking"

Reviewed on Jul 4, 2025

Hotel Paradox, Autograph Collection
See all 1,198 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 vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Pleasure Point from just ￥175,902. And the more you bundle, the more you save. The vacation 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 vacation 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 vacation 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 favorites with lots of travelers.
How far in advance should I book my Pleasure Point vacation?
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 organizing a luxury city stay with your love or a budget family adventure, check out our vacation packages today.
If I'm not able to travel, can I cancel my Pleasure Point vacation 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.

Discover the most popular places to visit in Pleasure Point

Another beautiful sunset 🌇

Santa Cruz Beach Boardwalk

4.5/5(2,013 reviews)

Enjoy the thrills at Santa Cruz Beach Boardwalk and find out why people love this theme park in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

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

Mystery Spot

4/5(639 reviews)

Find out about the history of Santa Cruz with a stop at Mystery Spot. Attend a sporting event in this walkable area, or seek out the surfing spots.

Mystery Spot
Natural Bridges State Park

Natural Bridges State Park

4.5/5(251 reviews)

You can take time to visit Natural Bridges State Park during your travels to Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Natural Bridges State Park

Things to do

Santa Cruz, California Scavenger Hunt

Santa Cruz, California Scavenger Hunt

￥4,193
per adult
100% of travellers recommend
Santa Cruz, California Scavenger Hunt
Secret Beach Location

Half Day Private Beach Tour in Santa Cruz

￥5,063
per traveler
Half Day Private Beach Tour in Santa Cruz
Self Guided UC Santa Cruz Walking Tour: Unlock Secret Stories

Self Guided UC Santa Cruz Walking Tour: Unlock Secret Stories

￥2,892
per adult
Self Guided UC Santa Cruz Walking Tour: Unlock Secret Stories
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.