Pleasure Point Holidays from AU$751

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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.
Brokenback Views Country Estate
YEHS Hotel Sydney CBD
InterContinental Sydney Double Bay by IHG
YEHS Hotel Sydney Harbour Suites
Hotel Coronation

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

Our pick of the best Pleasure Point Hotel Deals

Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street, The Rocks, NSW
Fully refundableReserve now, pay when you stay
The price is AU$289 per night from 7 Sept to 8 Sept
AU$289
7 Sept - 8 Sept
includes taxes & fees
Shangri-La Sydney
The Fullerton Hotel Sydney

The Fullerton Hotel Sydney

5 out of 5
1 Martin Place, Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is AU$305 per night from 22 Sept to 23 Sept
AU$305
22 Sept - 23 Sept
includes taxes & fees
The Fullerton Hotel Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St., Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is AU$385 per night from 18 Sept to 19 Sept
AU$385
18 Sept - 19 Sept
includes taxes & fees
9.6/10 Exceptional! (1,920 reviews)
"Great location in the rocks, walkable to the Sydney opera house, harbor bridge and botanical gardens. Our room was spacious and we had great views (floor 21). Our kids loved the heated pool and hot tub. We didn’t eat in the hotel but can highly recommend the 4 seasons."

Reviewed on 18 Aug. 2025

Four Seasons Hotel Sydney
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?
Live it up in Pleasure Point from as little as AU$751. 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.

Discover the most popular places to visit in Pleasure Point

Activities

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.