Woolooware Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 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
Price found within the past 48 hours. Click for updated prices.
  • Restaurant
    Jul 26 - Aug 1

    YEHS Hotel Sydney Harbour Suites + Flight

    Sydney Central Business District
    5 nights
    4.0 star property
    8.2/10 - Very Good (2,734 reviews)
    "Will not be booking the hotel again. It was a poor experience from the beds nearly unsleepable, construction being done , bags of linen and cleaning products outside the lifts you have to manoeuvre past. Flat out disappointing, not a great place to stay highly recommend to anyone reviewing to look somewhere else."
    Reviewed May 19, 2026
    Roundtrip • Osaka (KIX) - Sydney (SYD)
    KIX - SYD • 1 stop SYD - KIX • 1 stop
    ₩2,538,875
    ₩1,995,723
    per traveler
    found 1 day ago
    YEHS Hotel Sydney Harbour Suites
  • Apartment | Living room
    Jul 26 - Aug 1

    Elegant Stay in Balmain With Pool Access + Flight

    Balmain
    5 nights
    2.5 star property
    Roundtrip • Osaka (KIX) - Sydney (SYD)
    KIX - SYD • 1 stop SYD - KIX • 1 stop
    ₩3,382,438
    ₩2,338,574
    per traveler
    found 1 day ago
    Elegant Stay in Balmain With Pool Access
  • Apartment | Living area
    Jul 26 - Aug 1

    Huge Harbour View Apartment In Historic Home + Flight

    Cremorne
    5 nights
    2.5 star property
    Roundtrip • Osaka (KIX) - Sydney (SYD)
    KIX - SYD • 1 stop SYD - KIX • 1 stop
    ₩3,222,483
    ₩2,269,505
    per traveler
    found 1 day ago
    Huge Harbour View Apartment In Historic Home
  • Apartment | Exterior
    Jul 26 - Aug 1

    King Size Studio With Water View, Walk To The City + Flight

    Woolloomooloo
    5 nights
    2.5 star property
    Roundtrip • Osaka (KIX) - Sydney (SYD)
    KIX - SYD • 1 stop SYD - KIX • 1 stop
    ₩2,947,878
    ₩2,138,372
    per traveler
    found 1 day ago
    King Size Studio With Water View, Walk To The City
  • Outdoor dining
    Jul 26 - Aug 1

    Watsons Bay Boutique Hotel + Flight

    Watsons Bay
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,005 reviews)
    Roundtrip • Osaka (KIX) - Sydney (SYD)
    KIX - SYD • 1 stop SYD - KIX • 1 stop
    ₩2,963,984
    ₩2,438,994
    per traveler
    found 1 day ago
    Watsons Bay Boutique Hotel

Where to stay in Woolooware

Find the best Woolooware areas and neighborhoods for the activities you enjoy most. Learn more about Woolooware
Sydney Central Business District

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(1,344 area reviews)

Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.

Find hotels in Sydney Central Business District

Woolooware Hotel Deals

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 ₩345,712 per night from May 24 to May 25
₩345,712
₩380,283 total
May 24 - May 25
includes taxes & fees
9.6/10 Exceptional! (2,180 reviews)
"Booked a Harbour View Club Suite with access to the Level 32 Exec Club. Access to the Club made a huge difference, and made the stay good value as, inclusive breakfast, lunch, canapés (much more than just canapés), drinks, wine, beer and cocktails were very good. My wife is Gluten Free and Dairy ..."

Reviewed on May 19, 2026

Four Seasons Hotel Sydney
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 ₩326,240 per night from May 24 to May 25
₩326,240
₩358,869 total
May 24 - May 25
includes taxes & fees
9.2/10 Wonderful! (2,684 reviews)
"The staff were more than helpful breakfast was lovely as was the service for high tea Jane was very accommodating and professional"

Reviewed on May 19, 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street Sydney NSW
The price is ₩291,177 per night from May 24 to May 25
₩291,177
₩320,295 total
May 24 - May 25
includes taxes & fees
8.8/10 Excellent! (2,043 reviews)
"Great location and in-house food was pretty good. Disappointed when the TV didn’t work for days. End of day be nice to have had that service. Didn’t get much help from the concierge. Other than that, was pretty good."

Reviewed on May 17, 2026

Hyatt Regency Sydney
See all 5,614 properties in Woolooware
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 Woolooware vacation package cost?
Live it up in Woolooware from just . We offer a wonderful selection of flights, rental cars and hotels to suit your budget. You can score even better deals when you add a couple of experiences or tours to your vacation package.
How do I get a cheap travel package to Woolooware?
Bundle your bookings with Expedia to save big on your next adventure. With over 550 partner airlines and 1,000,000 hotel options across the world, your Woolooware vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not include a few fun tours and activities? It's an easy way to unlock even more savings. The vacation you've always dreamed of in Woolooware is closer than you thought!
Where should I stay in Woolooware?
Most people who visit Woolooware put both Sydney Opera House and Sydney Harbour Bridge on their must-see lists. Why not consider a hotel as close as possible to these main attractions?
What are the top hotels in Woolooware?
Whether you plan to stay for one or several nights in Woolooware, you'll get a good night's rest at Fully Furnished Apartment. This place is popular with lots of travelers.
How far in advance should I book my Woolooware vacation?
While prices fluctuate, we generally advise booking your vacation as soon as possible. Most international airfares are found on Expedia up to a year in advance. If you're booking last minute, you might still get lucky. Cheap journeys to Woolooware occasionally appear in the weeks prior to departure.
What does an Expedia Woolooware travel package include?
Flights, hotels and a cool set of wheels for all your fun road trip adventures. Simply choose your preferred bundle and get access to great discounts. Once you've made your booking, add on a few activities and tours and watch your savings grow. When it comes to planning your Woolooware escape, you're in charge!
What should I know before booking a Woolooware travel package?
Get ready to save with an Expedia travel package. Combine your flights, rental cars and hotels and be rewarded with great discounts. You're not restricted to hotels, though. Book with us and take your pick of oceanfront condos, city apartments and even houseboats and castles!
Can I choose my airline with a Woolooware Expedia vacation package?
Yes, the choice is all yours. Expedia has access to more than 550 partner airlines all over the world, so you can design your Woolooware escape according to your travel needs.
If I'm not able to travel, can I cancel my Woolooware vacation package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Woolooware vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Woolooware

Sydney Opera House

Sydney Opera House

4.5/5(1,540 reviews)

One of the world’s most famous buildings is surprisingly accessible; take in a show or just take a stroll to admire this astonishing building.

Sydney Opera House
Circular Quay

Circular Quay

4.5/5(1,418 reviews)

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay
Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(1,399 reviews)

Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.

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