Pleasure Point Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Pleasure Point

Find the best Pleasure Point areas and neighborhoods for the activities you enjoy most. Learn more about Pleasure Point
A coastal cityscape with a beach, pier, and amusement park.

Westside Santa Cruz

6 out of top 10 points of interest in this area

Travellers to Westside Santa Cruz praise its stunning beaches. If you've got some more time to explore, be sure to stop by Santa Cruz Beach Boardwalk and Monterey Bay.

Find hotels in Westside Santa Cruz
A rocky coastline with waves crashing against the rocks.

Eastside Santa Cruz

1 out of top 10 points of interest in this area

Travellers come to Eastside Santa Cruz for its beaches, and you can see top attractions like Monterey Bay and Twin Lakes State Beach while you're in town.

Find hotels in Eastside Santa Cruz
A street with a clock tower, a tram, and a building with a sign.

Beach Hill - Beach Flats

While there might not be top attractions in Beach Hill - Beach Flats, you can explore the larger area and discover places like Santa Cruz Beach Boardwalk and Monterey Bay National Marine Sanctuary Exploration Center.

Find hotels in Beach Hill - Beach Flats
A beach with people playing and walking.

Upper Seabright

While Upper Seabright isn't home to many top sights, Santa Cruz Beach Boardwalk and Santa Cruz Harbor are some notable places to visit nearby.

Find hotels in Upper Seabright
A historic building with a distinctive corner turret, surrounded by autumn-colored trees and a clear street.

Downtown Santa Cruz

Unique features of Downtown Santa Cruz include the beaches and restaurants. Make a stop by Pacific Avenue or Santa Cruz Museum of Art and History while you're exploring the area.

Find hotels in Downtown Santa Cruz

Top hotels in Pleasure Point

Chaminade Resort & Spa

Chaminade Resort & Spa

1 Chaminade Ln Santa Cruz CA
Fully refundableReserve now, pay when you stay
S$245
7 Sept - 8 Sept
includes taxes & fees
Chaminade Resort & Spa
La Bahia Hotel and Spa

La Bahia Hotel and Spa

215 Beach Street Santa Cruz CA
Fully refundableReserve now, pay when you stay
S$626
18 Aug - 19 Aug
includes taxes & fees
9.6/10 Exceptional! (430 reviews)
"We loved every minute of our stay!"

Reviewed on 15 Aug, 2026

La Bahia Hotel and Spa
Seaside Inn & Suites

Seaside Inn & Suites

525 Ocean St Santa Cruz CA
Fully refundableReserve now, pay when you stay
S$112
2 Sept - 3 Sept
includes taxes & fees
8.2/10 Very good! (1,114 reviews)
"Avoid. Pretty gross place. Good reviews are from bots or people on a binge. Loud, dirty room, peeling paint, stained sheets, phone covered in dust like the room was never cleaned in the history of man, shower from a horror movie, and a staff to match. Had to grab room on short notice and all other ..."

Reviewed on 15 Aug, 2026

Seaside Inn & Suites
See all 1,258 properties in Pleasure Point
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.

Frequently asked questions

How much does a Pleasure Point holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Pleasure Point from just . And the more you bundle, the more you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Pleasure Point?
Bundle your flights and hotels with Expedia to save on your next trip. With more than 550 air carriers and 1,000,000 hotel options worldwide, your Pleasure Point holiday package can be customized exactly to suit your budget. With all that extra cash, why not throw in a few awesome tours and activities? It's an easy way to unlock even more bargains. The holiday you've always dreamed of in Pleasure Point is much closer than you thought!
Where should I stay in Pleasure Point?
A journey to Pleasure Point isn't complete without seeing Santa Cruz Beach Boardwalk and Mystery Spot. Look for somewhere to stay right nearby and easily access these impressive sights.
What are the top hotels in Pleasure Point?
If it's your first time in Pleasure Point, secure a room at Beach Lovers Retreat or One Of Two Oceanfront Units Right On The Beach Near Pleasure Point In Santa Cruz. Both have good amenities and are favourites with lots of travellers.
How far in advance should I book my Pleasure Point holiday?
While not all air carriers release ticket prices early, customers are usually able to start comparing international fares on Expedia up to 12 months in advance. This is the time when you'll bag some fantastic deals. If you're booking at the last minute, you might still be in luck. Sometimes the cheapest prices emerge only weeks prior to departure.
What does an Expedia Pleasure Point travel package include?
Flights, hotels and car rentals — we bring you the very best deals. All you'll have to do is decide on your preferred combination. Once you've made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it easy to put together an exciting Pleasure Point escape.
What should I know before booking a Pleasure Point travel package?
You'll land terrific savings when you bundle your hotels, flights and rental cars into a package. Not only that, booking everything in one place makes trip planning easier. So why waste your money or time? Whether you're organising a luxury city stay with your love or a budget family adventure, check out our holiday packages today.
If I'm not able to travel, can I cancel my Pleasure Point holiday package?
You can cancel your Pleasure Point booking if your plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Stay near popular Pleasure Point attractions

Pleasure Point Park

8.2/10 (37 reviews)
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 cycling trails.
See properties

38th Avenue Beach Access

Why not spend a lazy afternoon at 38th Avenue Beach Access during your trip to Santa Cruz?
See properties

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.
See properties

The Hook

10.0/10 (1 review)
If a restful holiday is part of your travel plans, The Hook might be the perfect place to visit during your trip to Santa Cruz.
See properties

Things to do

Santa Cruz Beach Hill to Mission Hill Loop Via Downtown

Beach Hill to Historic Downtown Santa Cruz Loop

S$58
per adult
Beach Hill to Historic Downtown Santa Cruz Loop
Capitola Friday Night Food Tour

Capitola Friday Night Food Tour

S$166
per adult
100% of travellers recommend
Capitola Friday Night Food Tour
Humpback Whale Breaching

Ocean Safaris Whale Watching semi-private limited to 6 people max

S$528
per adult
100% of travellers recommend
Ocean Safaris Whale Watching semi-private limited to 6 people max
See all activities in Santa Cruz

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.