Pleasure Point Vacations from ￥327,086

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The Latest Pleasure Point Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
Price was ￥356,057, price is now ￥327,086 per person
￥327,086
per person
Aug 27 - Sep 2
found 1 day ago
Roundtrip flight included
Osaka (KIX) to San Jose (SJC)
9/10 Wonderful! (1,979 reviews)
The mattress is pretty solf.

Reviewed on Jun 7, 2026

Avatar Hotel Santa Clara, Tapestry Collection by Hilton

Avatar Hotel Santa Clara, Tapestry Collection by Hilton

3.5 out of 5
Price was ￥434,469, price is now ￥384,800 per person
￥384,800
per person
Aug 27 - Sep 2
found 1 day ago
Roundtrip flight included
Osaka (KIX) to San Jose (SJC)
8.8/10 Excellent! (287 reviews)
Room air conditioning unit not working, called front desk, maintenance person immediately showed up , Ended up having to move to another room, requested help with moving and maintenance person assisted. Rooms are smaller than most hotels but workable with family. Beds were comfortable and the location was the best as we were close to many venues and events in Santa Clara. Staff was always helpful. There was an incident Sunday, June &, early in the morning. Upon checking out I asked the desk person if they were aware of the situation. Police, Ambulance and fire personal all present. I think they should have been aware and offered to assist the family involved in the incident. Otherwise Staff was helpful especially Axel.

Reviewed on Jun 9, 2026

Hyatt Regency Santa Clara

Hyatt Regency Santa Clara

4 out of 5
Price was ￥464,055, price is now ￥413,764 per person
￥413,764
per person
Aug 27 - Sep 2
found 1 day ago
Roundtrip flight included
Osaka (KIX) to San Jose (SJC)
9/10 Wonderful! (1,004 reviews)
Breakfast is offered

Reviewed on Jun 8, 2026

Embassy Suites by Hilton Santa Clara Silicon Valley

Embassy Suites by Hilton Santa Clara Silicon Valley

3.5 out of 5
Price was ￥447,480, price is now ￥406,788 per person
￥406,788
per person
Aug 27 - Sep 2
found 1 day ago
Roundtrip flight included
Osaka (KIX) to San Jose (SJC)
8.8/10 Excellent! (1,002 reviews)
We always come back to this property. Breakfast is wonderful. I think everybody loves the made to order omelette station. Rooms are big. Indoor pool is very nice. Nice and quiet location but very close to dining and shopping. We always feel relaxed and well rested when we stay here.

Reviewed on May 3, 2026

Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

3.5 out of 5
Price was ￥364,949, price is now ￥333,516 per person
￥333,516
per person
Aug 27 - Sep 2
found 1 day ago
Roundtrip flight included
Osaka (KIX) to San Jose (SJC)
8.6/10 Excellent! (1,013 reviews)
Great experience at the front desk. Rooms were clean, bathroom and shower were good. Overall, had a very positive experience. Sleep quality is very important to me, and the hotel was very quiet. Thank you!

Reviewed on Jun 6, 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
Aerial view of the Santa Cruz beach and the amusement park in California

Westside Santa Cruz

7 out of top 10 points of interest in this area
4/5(2,615 area reviews)

Westside Santa Cruz is known for its stunning beaches, and with sights like Monterey Bay and Santa Cruz Beach Boardwalk, 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

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
1 Chaminade Ln Santa Cruz CA
The price is ￥35,858 per night from Jun 28 to Jun 29
￥35,858
￥47,385 total
Jun 28 - Jun 29
includes taxes & fees
8.2/10 Very Good! (1,027 reviews)
"best stay in santa cruz!"

Reviewed on Jun 10, 2026

Chaminade Resort & Spa
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 ￥57,204 per night from Jun 28 to Jun 29
￥57,204
￥73,171 total
Jun 28 - Jun 29
includes taxes & fees
9.6/10 Exceptional! (333 reviews)
"This is one of the best properties I have ever stayed at. The rooms were fantastic with all the pluses you would want. Close to the pier and boardwalk, excellent restaurants, a spa. And the staff went above and beyond - from valet, to front desk, breakfast, the spa. These people understand what it ..."

Reviewed on Jun 12, 2026

La Bahia Hotel and Spa
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 ￥66,101 per night from Jun 21 to Jun 22
￥66,101
￥74,826 total
Jun 21 - Jun 22
includes taxes & fees
9.4/10 Exceptional! (1,025 reviews)
"There was no hot water for the shower and the room service took twice the time they said. Beautiful view of the ocean from our room though. The hotel is nice but is pretty bare bones with the amenities. Plan on using valet isles you want to drag all your stuff across the street to the parking ..."

Reviewed on Jun 12, 2026

Dream Inn Santa Cruz
See all 1,269 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 ￥327,086. 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.

Stay near popular Pleasure Point attractions

Pleasure Point Park

4.1/5 (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 biking trails.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.