Title: 5 Stars Hotels in Pleasure Point, Santa Cruz from CA $169 - Find Cheap Pleasure Point Hotels With 5 Stars | Expedia.ca [Pleasure Point Travel Guide](https://expedia.ca/Santa-Cruz-Pleasure-Point.dx553248635975748864)[Vacation Rentals in Santa Cruz](https://expedia.ca/Santa-Cruz-Vacation-Rentals.d6666.Travel-Guide-VacationRentals)[Flights to Santa Cruz](https://expedia.ca/Cheap-Flights-To-Santa-Cruz.d6666.Travel-Guide-Flights)[Things to do in Santa Cruz](https://expedia.ca/Things-To-Do-In-Santa-Cruz.d6666.Travel-Guide-Activities)[Pleasure Point Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasure-Point.d553248635975748864.Car-Rental-Guide)[Pleasure Point Vacations](https://expedia.ca/Pleasure-Point.d553248635975748864.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/2cb656d8e4b1906847424ef219dd57f5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Dori Vogel Cirrincione # 5 Stars Hotels in Pleasure Point, Santa Cruz from CA $169 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pleasure Point 5 Star Hotels Tonight [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975748864&startDate=2025-10-11&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=553248635975748864&startDate=2025-10-12&endDate=2025-10-13&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975748864&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975748864&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pleasure Point 5 Star Hotels ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Pleasure-Point-Santa-Cruz-Hotels.s50-n553248635975748864-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Pleasure-Point-Santa-Cruz-Hotels.s50-n553248635975748864-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pleasure Point. ![Chaminade Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/27600/27566/9f8bd72a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Chaminade Resort & Spa 1 Chaminade Ln, Santa Cruz, CA CA $157 CA $239 total Oct 19 - Oct 20 includes taxes & fees 7.8/10 Good! (1,004 reviews) [](https://expedia.ca/Santa-Cruz-Hotels-Chaminade-Resort-Spa.h27566.Hotel-Information) ![Hotel Paradox, Autograph Collection](https://images.trvl-media.com/lodging/1000000/20000/11100/11056/bbbd3a94_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Paradox, Autograph Collection 611 Ocean St, Santa Cruz, CA CA $146 CA $169 total Oct 26 - Oct 27 includes taxes & fees 8.6/10 Excellent! (1,072 reviews) [](https://expedia.ca/Santa-Cruz-Hotels-Hotel-Paradox.h11056.Hotel-Information) ![Dream Inn Santa Cruz](https://images.trvl-media.com/lodging/1000000/30000/23500/23409/ea20759f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Dream Inn Santa Cruz 175 W Cliff Dr, Santa Cruz, CA CA $345 CA $392 total Oct 13 - Oct 14 includes taxes & fees 9.2/10 Wonderful! (1,006 reviews) [](https://expedia.ca/Santa-Cruz-Hotels-Dream-Inn-Santa-Cruz.h23409.Hotel-Information) Still don't see what you're looking for? [See all properties in Pleasure Point.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=553248635975748864&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=553248635975748864&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=553248635975748864&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=553248635975748864&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=553248635975748864&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=553248635975748864&star=50&star=50&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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