Deals on vacations and trips to Pleasure Point
Pleasure Point flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Sonesta San Jose - Milpitas
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like a free area shuttle.
@ Marbella Lane - 3BR Designer Near Valley Fair
Save 100% on your flight
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Jose (SJC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.
Hayes Mansion, San Jose - Curio Collection by Hilton
South San Jose
Save 100% on your flight
per person
Jul 29 - Aug 5
just found
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the 24-hour gym, poolside bar, and laundry facilities.
Shashi Hotel Mountain View Palo Alto
Save 100% on your flight
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Jose (SJC)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Top Pleasure Point hotels deals
Hotel Paradox, Autograph Collection
611 Ocean St, Santa Cruz, CA
Free Cancellation
Reserve now, pay when you stay
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the 24-hour gym, poolside bar, and concierge services.
Pool
Hot Tub
Dream Inn Santa Cruz
175 W Cliff Dr, Santa Cruz, CA
Free Cancellation
Reserve now, pay when you stay
A full-service spa, an outdoor pool, and a restaurant are all featured at this eco-certified resort. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. A poolside bar, a 24-hour front desk, and a coffee shop are also provided.
Pool
Spa
Holiday Inn Express Hotel & Suites Santa Cruz by IHG
1410 Ocean Street, Santa Cruz, CA
Free Cancellation
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Business travelers can take advantage of the express check-out. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included
Hilton Santa Cruz/Scotts Valley
6001 La Madrona Drive, Santa Cruz, CA
Free Cancellation
Reserve now, pay when you stay
This hotel features an outdoor pool and a 24-hour gym. Enjoy the hot tub and perks like free WiFi. Self parking, a 24-hour business center, and a terrace are also offered.
Pool
Hot Tub
Courtyard by Marriott Santa Cruz
313 Riverside Avenue, Santa Cruz, CA
Free Cancellation
Reserve now, pay when you stay
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.
Pool
Spa
Seascape Beach Resort
One Seascape Resort Drive, Aptos, CA
Free Cancellation
Reserve now, pay when you stay
This smoke-free hotel features 3 outdoor pools, 8 outdoor tennis courts, and a restaurant. Enjoy the 3 hot tubs and perks like free valet parking and a free beach shuttle. You'll appreciate the gym, bar/lounge, and laundry facilities.
Pool
Hot Tub
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.
Popular places to visit
Pleasure Point Park
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.
38th Avenue Beach Access
Why not spend a lazy afternoon at 38th Avenue Beach Access during your trip to Santa Cruz?
The Hook
If a restful vacation is part of your travel plans, The Hook might be the perfect place to seek out during your trip to Santa Cruz.
Photos of local treasures
Browse Pleasure Point vacation photos for more inspiration
