Pleasure Point Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
- Shashi Hotel Mountain View Palo Alto
Aug 5 - Aug 9Shashi Hotel Mountain View Palo Alto + Flight
Mountain View4 nights9.4/10 - Exceptional (1,390 reviews)"Check out is 11am I was packing my things so i was late for abt 40 mins after 11am and then they asked for 20$ for being late. The staff are awful. 😑"Reviewed May 25, 2026Roundtrip • Vancouver (YVR) - San Jose (SJC)YVR - SJC • 1 stop SJC - YVR • 1 stopCA $1,868CA $1,371found 1 day agoper traveller - Marbella Lane - 3BR Designer Home 12-min to Levi's
Aug 5 - Aug 9Marbella Lane - 3BR Designer Home 12-min to Levi's + Flight
San Jose4 nightsRoundtrip • Vancouver (YVR) - San Jose (SJC)YVR - SJC • 1 stop SJC - YVR • 1 stopCA $3,836CA $2,497found 1 day agoper traveller - Marbellalane-4br Siliconvalley Gem 16min to Levi's
Aug 5 - Aug 9Marbellalane-4br Siliconvalley Gem 16min to Levi's + Flight
Berryessa4 nightsRoundtrip • Vancouver (YVR) - San Jose (SJC)YVR - SJC • 1 stop SJC - YVR • 1 stopCA $4,795CA $3,326found 1 day agoper traveller - @ Marbella Lane - SJ Designer Home 12-min to Levi's
Aug 5 - Aug 9@ Marbella Lane - SJ Designer Home 12-min to Levi's + Flight
San Jose4 nightsRoundtrip • Vancouver (YVR) - San Jose (SJC)YVR - SJC • 1 stop SJC - YVR • 1 stopCA $4,425CA $3,075found 1 day agoper traveller - Marbella Lane Duplex San Jose 10-Min to Levi’s
Aug 5 - Aug 9Marbella Lane Duplex San Jose 10-Min to Levi’s + Flight
Willow Glen4 nights8.2/10 - Very good (15 reviews)"Thank you for giving my family the pleasure of staying in your home"Reviewed May 21, 2026Roundtrip • Vancouver (YVR) - San Jose (SJC)YVR - SJC • 1 stop SJC - YVR • 1 stopCA $2,206CA $1,669found 1 day agoper traveller
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
Westside Santa Cruz
8 out of top 10 points of interest in this area
4/5(35 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.
Pleasure Point Hotel Deals
Dream Inn Santa Cruz
175 W Cliff Dr Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is CA $384 per night from Jun 3 to Jun 4
CA $384
CA $436 total
Jun 3 - Jun 4
includes taxes & fees
9.4/10 Exceptional! (1,022 reviews)
"Awesome rooms facing the ocean. Clean room, comfortable bed and bathroom had good water pressure. Very cool surfer vibe hotel. Excellent customer service by staff and valet...."
Reviewed on May 26, 2026
La Bahia Hotel and Spa
215 Beach Street Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is CA $440 per night from May 31 to Jun 1
CA $440
CA $571 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (296 reviews)
"Comfortable beds they charge 50 dollars per day for resort fees they don’t tell you till after they deduct from your credit card. Parking is also 50 dollars per day"
Reviewed on May 26, 2026
Hotel Paradox, Autograph Collection
611 Ocean St Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from May 27 to May 28
CA $206
CA $236 total
May 27 - May 28
includes taxes & fees
8.8/10 Excellent! (1,260 reviews)
"Comfy hotel for a family trip. We enjoyed the pool and hot tub, both heated and open until 10pm. The lobby also had comfortable places to chill and play games. The room was pretty comfy, but the AC unit could have been more modern. It was hard to keep the room the temp we wanted. We also would have ..."
Reviewed on May 25, 2026
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
Discover the most popular places to visit in Pleasure Point
Santa Cruz Beach Boardwalk
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.
Cowell's Beach
Explore the waterfront of Cowell's Beach and enjoy activities such as surfing in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.
Santa Cruz Harbor
Explore the waterfront in Santa Cruz with a trip to Santa Cruz Harbor. While you're in the area, stroll along the beautiful beaches.
Things to do
Santa Cruz Walking Tour: Discover Downtown & Mission Hill
CA $62
per adult
UC Santa Cruz: Personalized Self-Guided App Tour
CA $7
per traveller
Capitola Friday Night Food Tour
CA $176
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.