Pleasure Point Holidays from AU$799

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Your Pleasure Point Holiday

Make travel planning stress-free by reserving a holiday package to Pleasure Point. We'll take care of the specifics, so you can focus on savouring everything this neighbourhood can offer. If you're in the mood to sightsee, no trip to Pleasure Point is complete without a stop at nearby Hind Park. Stop dreaming and start doing. When it's time to lock in your holiday to Pleasure Point, Expedia will help get you there.

Top Holiday Package Deals in Pleasure Point

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
Save 100% on your flight
AU$799
per person
22 Oct - 26 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.4/10 Very good! (1,004 reviews)
Spacious 3-bed Family House With Courtyard

Spacious 3-bed Family House With Courtyard

Balmain
AU$1,108
per person
31 Oct - 4 Nov
found 7 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Prime Location 2-bed Apartment With Parking

Prime Location 2-bed Apartment With Parking

Centennial Park
Save 100% on your flight
AU$804
per person
31 Oct - 4 Nov
found 7 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8/10 Very good! (1 review)
Modern, clean fully equipped kitchen in a lovely location with everything you need for a pleasant stay.

Reviewed on 5 Apr 2026

Luxury 2-bed With Ocean Views and Garden

Luxury 2-bed With Ocean Views and Garden

Collaroy
Save 100% on your flight
AU$897
per person
15 Oct - 18 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Spacious Stay Near Shops & Cafes in Marrickville

Spacious Stay Near Shops & Cafes in Marrickville

Marrickville
Save 100% on your flight
AU$1,095
per person
8 Oct - 15 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews

Our guide on 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 historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

2 out of top 10 points of interest in this area

Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.

Find hotels in Sydney Central Business District
A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Once the site of disused railway yards and dilapidated wharves, one of Sydney’s greatest urban renewal projects has breathed life into this location once more.

Find hotels in Darling Harbour
A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 out of top 10 points of interest in this area

Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Accor Stadium or Sydney Olympic Park Athletic Centre while you're exploring the area.

Find hotels in Sydney Olympic Park
A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

This coastal suburb of Sydney is like something from a postcard, and a haven for surfers, swimmers and sunbakers.

Find hotels in Manly
A street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

A noteworthy feature of The Rocks is its captivating waterfront views. While you're in town, be sure to stop and check out Circular Quay and Museum of Contemporary Art.

Find hotels in The Rocks

Our pick of the best Pleasure Point Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
AU$378
6 Sept - 7 Sept
includes taxes & fees
9.6/10 Exceptional! (2,253 reviews)
"Nice hotel. Breakfast was $65/pp We ate elsewhere"

Reviewed on 20 Aug 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
AU$311
13 Sept - 14 Sept
includes taxes & fees
Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
AU$269
13 Sept - 14 Sept
includes taxes & fees
Hyatt Regency Sydney
See all 5,692 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
Romantic Holidays
ski holidays
Ski Holidays
Ski Holidays
honeymoon holidays
Honeymoon Holidays
Honeymoon Holidays
pet friendly holidays
Pet-friendly Holidays
Pet-friendly Holidays
Spa Holidays
Spa Holidays
Spa Holidays

Frequently asked questions

How much does a Pleasure Point holiday package cost?
Live it up in Pleasure Point from as little as AU$799. We offer a wonderful selection of hotels, flights and rental cars to suit every budget. You can score even better deals when you add a couple of sightseeing tours to your package.
How do I get a cheap travel package to Pleasure Point?
Lock in flights that suit your schedule, add a hotel room to your booking and watch the savings stack up with a Pleasure Point holiday package. It's as simple as that! From hotels and flights to rental cars and tours, Expedia is your gateway to cheap travel. And with more than 550 airlines and 1 000 000 properties throughout the world to select from, you'll never be short of choice.
Where should I stay in Pleasure Point?
If you're eager to be in the middle of the action, stay near Sydney Showground. Many visitors book a hotel around this top attraction.
How far in advance should I book my Pleasure Point holiday?
To bag rock-bottom prices, book ASAP. Airlines typically advertise flights, along with some of the lowest fares, around 12 months in advance. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you're in need of a last-minute getaway in Pleasure Point, there are always lots of great deals on Expedia. Check them out now!
What does an Expedia Pleasure Point travel package include?
Flights, rental cars and hotels, or any combination of the three — the choice is yours. Whether you're visiting Pleasure Point with the entire family or travelling solo, there's a bundle to suit every style and budget. Once you've made your booking, why not add on a few tours or activities?
What should I know before booking a Pleasure Point travel package?
Whether it's relaxation or adventure you're craving, a Pleasure Point holiday package lets you organise your escape your way. Plus, you'll get access to great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Pleasure Point Expedia holiday package?
With a holiday package, you're in control. Whether you want to fly to Pleasure Point in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Pleasure Point holiday package?
You sure can, and we'll help you every step of the way. You may be able to amend or cancel your Pleasure Point holiday package at no cost within 24 hours of booking. However, you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If life throws you a curveball, look up our Customer Service Portal for more information.

Activities

SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

AU$159
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

AU$88
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Beautiful view of the Canberra in Australia

Canberra Discovery Tour - Australia's Capital by Gray Line Sydney

AU$189
per adult
72% of travellers recommend
Canberra Discovery Tour - Australia's Capital by Gray Line Sydney
See all activities in Sydney
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.