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 Silicon Valley
Price was $662, price is now $493 per person
$493
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to San Jose (SJC)
This hotel features an outdoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the gym, bar/lounge, and snack bar/deli.
Sonesta San Jose - Milpitas
Save 100% on your flight
Price was $1,611, price is now $1,074 per person
$1,074
per person
Jun 27 - Jul 4
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 business center and free WiFi in public areas. Enjoy the gym and perks like a free area shuttle.
Marbellalane-4br Siliconvalley Gem 16min to Levi's
Berryessa
Save 100% on your flight
Price was $2,233, price is now $1,617 per person
$1,617
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
An outdoor pool is featured at this cottage, along with free self parking. WiFi in public areas is free. A garden is also provided.
Marbella Lane - 3BR Designer Home 12-min to Levi's
Save 100% on your flight
Price was $3,638, price is now $2,704 per person
$2,704
per person
Jul 23 - Jul 27
found 19 hours 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.
Top Pleasure Point hotels deals
Dream Inn Santa Cruz
175 W Cliff Dr Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$289 nightly
The price is $328 total per night
$328 total
Jun 3 - Jun 4
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free 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
La Bahia Hotel and Spa
215 Beach Street Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$369 nightly
The price is $414 total per night
$414 total
May 31 - Jun 1
Total with taxes and fees
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi. You'll appreciate the a rooftop terrace, poolside bar, and coffee shop.
Pool
Hot Tub
La Quinta Inn & Suites by Wyndham Santa Cruz
550 2nd St Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $184 total per night
$184 total
Jun 2 - Jun 3
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Enjoy the free continental breakfast each morning. Self parking, a terrace, and a snack bar/deli are also offered.
Pool
Breakfast included
Hotel Paradox, Autograph Collection
611 Ocean St Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $159 total per night
$159 total
May 31 - Jun 1
Total with taxes and fees
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
Chaminade Resort & Spa
1 Chaminade Ln Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$158 nightly
The price is $178 total per night
$178 total
Jun 4 - Jun 5
Total with taxes and fees
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.
Pool
Hot Tub
Casablanca On The Beach
101 Main St Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$209 nightly
The price is $238 total per night
$238 total
Jun 1 - Jun 2
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and self parking. A terrace, a lobby fireplace, and express check-out are also on offer.
Pet friendly
Free WiFi
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
