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.
Hotel Solares
Westside Santa Cruz
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including litter boxes. There's an outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Chaminade Resort & Spa
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
This smoke-free resort features a full-service spa, 4 outdoor tennis courts, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. You'll appreciate the gym, bar/lounge, and snack bar/deli.
@ Marbella Lane - 3BR Designer Near Valley Fair
Save 100% on your flight
per person
Sep 20 - Sep 23
found 1 day ago
Roundtrip non-stop 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.
Bay Front Inn Santa Cruz
Westside Santa Cruz
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
A seasonal outdoor pool is featured at this motel, along with free WiFi in public areas and a terrace. A garden, a picnic area, and express check-out are also on offer.
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 a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.
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
