Pleasure Point Vacation Packages
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Top Holiday Package Deals in Pleasure Point
Price found within the past 48 hours. Click for updated prices.
Holiday Inn San Jose - Silicon Valley by IHG
Rosemary
Price was CA $1,039, price is now CA $787 per person
CA $787
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
8.2/10 Very Good! (1,115 reviews)
Had the way experience. Staff was friendly, nice and made my check in and our stay just perfect. Hotel was clean, quiet just above and they just go above and beyond.for their guest.
Thank you!
Reviewed on Apr 8, 2026
Avatar Hotel Santa Clara, Tapestry Collection by Hilton
Price was CA $1,501, price is now CA $1,092 per person
CA $1,092
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
8.8/10 Excellent! (277 reviews)
From the check in to check out, this hotel was amazing! Wonderful, friendly staff who went above and beyond for our little dancers (we stayed for a dance convention in the area). Clean, beautiful property. The pool area was fun for the kids and adults both! Extremely clean rooms and nicely stocked with everything we needed. The restaurant and bar were amazing as well. Great location. We’ll definitely return!
Reviewed on Mar 28, 2026
Hyatt Place San Jose Airport
North San Jose
Price was CA $1,501, price is now CA $1,100 per person
CA $1,100
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
9/10 Wonderful! (1,541 reviews)
Great experience.
They did have a code to get the parking rate at a lower price.
Reviewed on Apr 8, 2026
Hyatt House San Jose Airport
North San Jose
Price was CA $1,065, price is now CA $806 per person
CA $806
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
9/10 Wonderful! (1,004 reviews)
Breakfast was amazing and the staff was wonderful!
Reviewed on Mar 31, 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
Westside Santa Cruz
7 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 Monterey Bay and Santa Cruz Beach Boardwalk, you won't get bored spending a day wandering around this part of Santa Cruz.
Pleasure Point Hotel Deals
Dazzling Family Beach Retreat: HOT TUB, BIKES, SURF BOARDS, BBQ, BEACH ACCESS
Santa Cruz CA
10/10 Exceptional! (281 reviews)
Close to the ocean for our morning walks. The Hot tub, so easy to raise the cover and nicely hot. Loved the huge water containers in the frig. Enjoyed the Sun deck, too. Shopping and restaurants very close, especially Shadowbrook.
Reviewed on Mar 23, 2026
Dream Inn Santa Cruz
175 W Cliff Dr Santa Cruz CA
The price is CA $318 per night from May 5 to May 6
CA $318
CA $362 total
May 5 - May 6
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
Our room was very clean and the bed was very comfortable. The hot tub was extremely crowded however it was Spring Break for a lot of people. We love how everything we needed was within walking distance.
Reviewed on Apr 10, 2026
La Bahia Hotel and Spa
215 Beach Street Santa Cruz CA
The price is CA $455 per night from Apr 19 to Apr 20
CA $455
CA $588 total
Apr 19 - Apr 20
includes taxes & fees
9.6/10 Exceptional! (221 reviews)
Clean room
Reviewed on Apr 10, 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
4/5(70 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 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.
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.
Things to do
Capitola Private Personalized Self-Guided App Tour
CA $7
per traveller
UC Santa Cruz: Personalized Self-Guided App Tour
CA $7
per traveller
Capitola Friday Night Food Tour
CA $177
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.