Pennant Hills Holidays from NZ$1,247

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

Top Holiday Package Deals in Pennant Hills

Price found within the past 48 hours. Click for updated prices.
Stylish 2-bed House With Private Courtyard

Stylish 2-bed House With Private Courtyard

2.5 out of 5
Redfern
Save 100% on your flight
Price was NZ$2,023, price is now NZ$1,247 per person
NZ$1,247
per person
16 June - 19 June
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
10/10 Exceptional! (1 review)
Excellent place for us to use as a base for vivisting Sydney for a short holiday. 5-10min walk from Redfern railway station meaning it was easy to move around the city.

Reviewed on 5 May 2026

Bright 2-bed Flat With Balcony in Vaucluse

Bright 2-bed Flat With Balcony in Vaucluse

2.5 out of 5
Vaucluse
Save 100% on your flight
Price was NZ$3,373, price is now NZ$1,853 per person
NZ$1,853
per person
27 July - 3 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
Central 2-bed Apartment With Private Parking

Central 2-bed Apartment With Private Parking

2 out of 5
Strathfield
Save 100% on your flight
Price was NZ$2,995, price is now NZ$1,689 per person
NZ$1,689
per person
27 July - 3 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
10/10 Exceptional! (1 review)
YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$2,258, price is now NZ$1,382 per person
NZ$1,382
per person
27 July - 3 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.6/10 Excellent! (1,003 reviews)
Great value for money in the heart of Sydney. Very helpful staff.

Reviewed on 28 Apr 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$2,235, price is now NZ$1,379 per person
NZ$1,379
per person
27 July - 3 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very Good! (2,710 reviews)
Great location within walking distance of Chinatown & darling Harbour. Lots of food & pub options everywhere. Rooms are very spacious.

Reviewed on 16 May 2026

Our guide on where to stay in Pennant Hills

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

Sydney Central Business District

3 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

Our pick of the best Pennant Hills 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 NZ$429 per night from 18 May to 19 May
NZ$429
18 May - 19 May
includes taxes & fees
9.6/10 Exceptional! (2,176 reviews)
Beautiful hotel close to cruise port and transit.

Reviewed on 16 May 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 NZ$410 per night from 21 May to 22 May
NZ$410
21 May - 22 May
includes taxes & fees
9.2/10 Wonderful! (2,670 reviews)
Excellent location. Reception staff very helpful but lacked local information which would have been of help i.e short cuts to the piers. Clean all over the hotel but house keeping lacking in our room, i.e not clean the first day. Furing stay, cutlery and linen napkin and glass wasn't taken away to ...

Reviewed on 16 May 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
The price is NZ$363 per night from 2 June to 3 June
NZ$363
2 June - 3 June
includes taxes & fees
8.8/10 Excellent! (2,040 reviews)
Clean, great location, beautiful inside, great staff. Sumi at the bar was helpful and gave us hot water for tea. She was lovely and so were all the other staff members .

Reviewed on 16 May 2026

Hyatt Regency Sydney
See all 6,411 properties in Pennant Hills
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 Pennant Hills holiday package cost?
Live it up in Pennant Hills from as little as NZ$1,247. Choose from a wonderful selection of rental cars, hotels and flights to suit every budget. Score even more discounts when you add some tours or experiences to your package.
How do I get a cheap travel package to Pennant Hills?
Creating your own Pennant Hills holiday package with Expedia is one of the best ways to save. We have more than 550 airlines and 1 000 000 hotels throughout the world. With such an awesome range to pick from, you'll have no worries pulling together your ideal getaway.
Where should I stay in Pennant Hills?
A trip to Pennant Hills isn't complete without paying a visit to Lane Cove National Park, Sydney Adventist Hospital and Koala Park Sanctuary. Stay close to these attractions and make sightseeing easy.
What are the top hotels in Pennant Hills?
Whether you aim to stay for just one night or a week in Pennant Hills, you'll get a good night's sleep at Nesuto Pennant Hills. This option is a top pick for plenty of travellers.
How far in advance should I book my Pennant Hills holiday?
While prices change frequently, we generally advise booking your seats as early as possible. Most international fares become available on Expedia up to 12 months in advance. If you're booking last minute, you might still be in luck. Cheaper tickets to Pennant Hills sometimes appear only weeks before departure.
What does an Expedia Pennant Hills travel package include?
Rental cars, flights and hotels — you'll discover them all here. With Expedia, you can shape your Pennant Hills package the way you like it. All you have to do is decide exactly what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the greater the savings!
What should I know before booking a Pennant Hills travel package?
Find deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we have them all. You'll save precious cash just for bundling your bookings. Whether you're embarking on a winter snow adventure or venturing someplace warm, your ideal holiday is just clicks away.
Can I choose my airline with a Pennant Hills Expedia holiday package?
You can, and with over 550 airlines to pick from worldwide, you've got lots of choice. Browse the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Pennant Hills holiday package?
Because we know life can throw you a few curveballs, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you've booked your Pennant Hills holiday package in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.

Discover the most popular places to visit in Pennant Hills

Lane Cove National Park

Lane Cove National Park

Explore the great outdoors at Lane Cove National Park, a lovely green space in Sydney. Visit the shops and top-notch restaurants in this walkable area.

Lane Cove National Park
Sydney Opera House

Sydney Opera House

The bold lines of the Sydney Opera House speak more about Sydney than any other part of this cosmopolitan city of four million.

Sydney Opera House
Circular Quay

Circular Quay

Trains, buses and boats all make a bee-line for Circular Quay, a place at the heart of Sydney's journeying – and so should you.

Circular Quay

Activities

Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

NZ$77
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$62
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
BridgeClimb Summit at Sydney Harbour Bridge

BridgeClimb Summit at Sydney Harbour Bridge

NZ$395
per adult
98% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
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.