Sydney Waterfront Luxury Holidays

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Top flight + Luxury hotel deals in Sydney Waterfront

Price found within the past 48 hours. Click for updated prices.
Medusa Boutique Hotel

Medusa Boutique Hotel

Darlinghurst
Save 100% on your flight
AU$531
per person
20 Dec - 23 Dec
found 9 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9.6/10 Exceptional! (498 reviews)
Wow, the Medusa is absolutely fabulous! Love the beautifully designed interior which has bags of character and uses gorgeous colours, textures and sumptuous materials to create a feeling of period splendour and true luxury. Staff were fun, friendly and helpful. Evenings on the balcony, shaded by a pretty tree complete with fairylights and the occasional visit from a shy possum, were divine. A truly memorable stay.

Reviewed on 13 Oct 2026

Oaks Cypress Lakes Resort

Oaks Cypress Lakes Resort

Save 100% on your flight
AU$1,208
per person
27 Dec - 3 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.6/10 Excellent! (2,324 reviews)
Stunning location. Breakfast was delish. Golf was great. Pool was fabulous. Only bad thing is the hills to get to room but they have a shuttle bus for that. Close to everything and staff were beyond lovely. Can’t wait to come back already we had a wonderful weekend. Thank you

Reviewed on 19 Oct 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
Save 100% on your flight
AU$710
per person
20 Nov - 22 Nov
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very good! (2,960 reviews)
Haven Glebe

Haven Glebe

Glebe
Save 100% on your flight
AU$801
per person
4 Jan - 11 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)
Perfect for a good night’s stay in a convenient location with a lot of options to eat and drink around. Short walk from tram stop and bus stop. Staff were incredibly friendly! Parking very handy, make sure you book it early though.

Reviewed on 7 Oct 2026

The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

Chippendale
AU$756
per person
20 Nov - 22 Nov
found 10 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
9.2/10 Wonderful! (592 reviews)
This was a last minute booking and I was able to book this smoothly within hours of checking in. The hotel is nicely located with a grocery store, pharmacy and restaurants within 3 minutes walking distance. It is close to public transport - within walking distance on a main road to Central station, buses and light rail. I had a room booked for 1 night which was clean, modern, with good amenities - robe, slippers, tea & coffee & various selections for the minibar. I utilized the kettle for my tea, appreciated this immensely! I ended up extending my stay for 4 nights - but switched rooms due to availability. The only suggestion I have is for plugs to be upgraded to include USB/UBC outlets for easy charging ports near the bed and at the built in table. Upgraded lighting around the bathroom mirror would make a noticeable difference and I’m not sure there was a separate fan for the bathroom so got quite steamy during showering! All hotels I have stayed at for this price point have had a clear fan system for bathrooms. Safe for solo travelers! Would stay here again. Note ** The rooftop pool and bar were closed for the winter season so was unable to access these amenities despite the weather being warm and pleasant.

Reviewed on 5 Sept 2026

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5* Luxury holidays in Sydney Waterfront

Price found within the past 48 hours. Click for updated prices.
Establishment Hotel

Establishment Hotel

Sydney Central Business District
Save 100% on your flight
AU$991
per person
4 Dec - 7 Dec
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
9/10 Wonderful! (697 reviews)
Spicers Vineyards Estate

Spicers Vineyards Estate

Save 100% on your flight
AU$2,460
per person
27 Dec - 3 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9.6/10 Exceptional! (137 reviews)
Pullman Quay Grand Sydney Harbour

Pullman Quay Grand Sydney Harbour

Sydney Central Business District
Save 100% on your flight
AU$1,261
per person
20 Nov - 22 Nov
found 11 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
9.2/10 Wonderful! (1,002 reviews)
We had an apartment room with balcony, the room was very clean and although a busy part of the city, it was still quite. Staff were great and always helpful. Breakfast was first class. Loved the location, easy transport options and close to everything we love about Sydney. Thanks

Reviewed on 19 Oct 2026

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3 Night Luxury holidays in Sydney Waterfront

Price found within the past 48 hours. Click for updated prices.
Medusa Boutique Hotel

Medusa Boutique Hotel

Darlinghurst
Save 100% on your flight
AU$531
per person
20 Dec - 23 Dec
found 9 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9.6/10 Exceptional! (498 reviews)
Wow, the Medusa is absolutely fabulous! Love the beautifully designed interior which has bags of character and uses gorgeous colours, textures and sumptuous materials to create a feeling of period splendour and true luxury. Staff were fun, friendly and helpful. Evenings on the balcony, shaded by a pretty tree complete with fairylights and the occasional visit from a shy possum, were divine. A truly memorable stay.

Reviewed on 13 Oct 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
Save 100% on your flight
AU$829
per person
20 Nov - 23 Nov
found 22 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very good! (2,960 reviews)
APX World Square

APX World Square

Haymarket
Save 100% on your flight
AU$1,206
per person
29 Dec - 1 Jan
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8/10 Very good! (2,894 reviews)
It’s okay, Took me 20 minutes to figure out how to get the tv working

Reviewed on 19 Oct 2026

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4 Night Luxury holidays in Sydney Waterfront

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

YEHS Hotel Sydney QVB

Sydney Central Business District
Save 100% on your flight
AU$668
per person
11 Jan - 15 Jan
found 12 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.6/10 Excellent! (1,004 reviews)
Staff was really helpful and it’s in a great location

Reviewed on 18 Oct 2026

Convenient Studio in Trendy Inner-city Suburb

Convenient Studio in Trendy Inner-city Suburb

Surry Hills
Save 100% on your flight
AU$700
per person
3 Dec - 7 Dec
found 9 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Rydges World Square

Rydges World Square

Sydney Central Business District
Save 100% on your flight
AU$1,365
per person
28 Dec - 1 Jan
just found
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.8/10 Excellent! (1,341 reviews)
Near to everything transpo, eateries, groceries

Reviewed on 17 Oct 2026

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How to find luxurious holiday packages in Sydney Waterfront?

How to find a luxury holiday in Sydney Waterfront?

Whether you fancy heading off on an unforgettable spa break or relaxing on an all-inclusive vacation, finding your perfect 2026 luxury escape Sydney Waterfront couldn’t be easier. Use Expedia’s filters to find luxury escapes Sydney Waterfront hotels and luxury holiday rentals with the amenities you need to make your holiday extra special.

How to book a luxury holiday in Sydney Waterfront with Expedia?

Once you’ve identified your ideal luxury holiday Sydney Waterfront you simply need to enter your travel dates to view your travel and accommodation options. You can select from luxury holiday rentals to luxury hotels. Use the filters to find luxury escapes Sydney Waterfront deals around your selected dates and you could save money too.

Are luxury holidays in Sydney Waterfront worth the cost?

Memories are priceless so splashing out on luxury getaways to Sydney Waterfront in 2026 can be well worth the extra expense. That said, there are some great value luxury escapes Sydney Waterfront deals available if you’re prepared to book a holiday out of season. Consider booking villas or luxury holiday homes in Sydney Waterfront for a group or larger family holiday to keep costs down.

How do I choose the perfect luxury holiday package for Sydney Waterfront?

Make sure you think carefully about what you want from your luxury holiday in Sydney Waterfront before you book. If you’re taking the kids, click on the “family-friendly” filter to find hotels with facilities they’ll love—along with a pool bar and sauna for the adults to enjoy.

Where can I find excellent deals on luxury holidays in Sydney Waterfront?

Luxury doesn’t have to cost the earth. If you’re looking for discount luxury escapes Sydney Waterfront deals, then Expedia can help. Whether you’re after cost-effective luxury weekend getaways to Sydney Waterfront or a longer trip with luxury hire car, use the filters to access some of the best deals available.

How to find luxury spa Sydney Waterfront holiday packages?

Expedia can help you discover some of the most luxurious spa hotels to fit your budget, taste, and dates. You can compare prices and read reviews before deciding. It’s also often possible to get a luxury holiday Sydney Waterfront with free cancellation too, so you can book with confidence.

How to discover last-minute luxury holiday deals to Sydney Waterfront with Expedia.

While booking ahead is a good way to seal in some great value deals, it’s also possible to access top-notch last-minute luxury escapes to Sydney Waterfront. Simply enter your dates to see what’s on offer, and if you can be flexible about flights and hotels, so much the better for your pocket.

How to find luxury pet-friendly Sydney Waterfront holiday packages?

If you don’t want to leave your pet at home, no problem. It doesn’t mean you have to miss out on luxury facilities. Use the “pet-friendly” filter to find luxury escapes Sydney Waterfront hotels that will welcome your furry friend.

How to find great luxury beach holiday packages in Sydney Waterfront?

To discover some of the most luxurious beach lodgings available, tick the “all-inclusive” and “sea view” filters. You’ll be able to select from a big selection of luxury escape Sydney Waterfront hotels and apartments with direct access to beaches.

Why book luxury holiday packages in Sydney Waterfront with Expedia?

Expedia’s handy travel filters can help you search through a huge number of options and book a luxury escape Sydney Waterfront you’ll never forget. From rooms with a view to resorts with top-rated golf courses, you can customise your vacation and find one that ticks all your boxes.

Activities

Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

AU$50
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
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$83
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
See all activities in Sydney Waterfront
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.