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.
Cliff Crest Bed & Breakfast
Westside Santa Cruz
Price was $781, price is now $601 per person
$601
per person
Mar 25 - Mar 28
found 8 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to San Jose (SJC)
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free self parking, and a free beach shuttle. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. A terrace and a garden are also provided.
Motel 6 Santa Cruz, CA
Westside Santa Cruz
Price was $1,321, price is now $991 per person
$991
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)
Free self parking is available and the motel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. Express check-out is also provided.
Aqua Breeze Inn
Westside Santa Cruz
Price was $1,027, price is now $800 per person
$800
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and laundry facilities are also provided.
West Cliff Inn - A Four Sisters Inn
Westside Santa Cruz
Price was $1,502, price is now $1,196 per person
$1,196
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a lobby fireplace, and a picnic area are also on offer.
La Bahia Hotel and Spa
Westside Santa Cruz
Price was $1,221, price is now $982 per person
$982
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)
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.
Top Pleasure Point hotels deals
Santa Cruz N At The Beach! Oceanfront w/ Amazing Sunsets!
Santa Cruz CA
This vacation home featured laundry facilities and barbecue grills.
Hotel Paradox, Autograph Collection
611 Ocean St Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $132 total per night
$132 total
Jan 25 - Jan 26
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.
Seacliff Inn Aptos, Tapestry Collection by Hilton
7500 Old Dominion Court Aptos CA
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $123 total per night
$123 total
Jan 27 - Jan 28
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 3 conference rooms, free WiFi in public areas, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and wedding services.
Chaminade Resort & Spa
1 Chaminade Ln Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$158 nightly
The price is $177 total per night
$177 total
Feb 1 - Feb 2
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.
Dream Inn Santa Cruz
175 W Cliff Dr Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$269 nightly
The price is $306 total per night
$306 total
Jan 25 - Jan 26
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.
La Bahia Hotel and Spa
215 Beach Street Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$300 nightly
The price is $337 total per night
$337 total
Jan 27 - Jan 28
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.
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?
Moran Lake Beach
Why not spend a lazy afternoon at Moran Lake Beach during your trip to Santa Cruz? While you're in the area, stroll along the beautiful beaches.
Photos of local treasures
Browse Pleasure Point vacation photos for more inspiration
