Southern Highlands Beach Vacations

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Flight and Beach hotel deals in Southern Highlands

Price found within the past 48 hours. Click for updated prices.
Haven Glebe

Haven Glebe

Glebe
CA $2,864
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)
Great

Reviewed on Sep 16, 2026

Establishment Hotel

Establishment Hotel

Sydney Central Business District
CA $3,127
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9/10 Wonderful! (697 reviews)
We were welcomed by Emily at Front of House who was so helpful. She gave us great recommendations and really made us welcome. My only disappointment was due to booking through Expedia only 1 breakfast was included whereas if we had booked direct both guests would receive breakfast. Otherwise the stay was ideal. The area is great, 10 minute walk to most places, circular quay, the rocks, old sydney, the shopping area in Pitt Street.

Reviewed on Sep 7, 2026

Sofitel Sydney Darling Harbour

Sofitel Sydney Darling Harbour

Sydney Central Business District
CA $3,863
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9/10 Wonderful! (1,003 reviews)
QT Bondi

QT Bondi

Bondi Beach
CA $3,732
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9.2/10 Wonderful! (774 reviews)
Furama Darling Harbour

Furama Darling Harbour

Haymarket
CA $3,077
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
8.4/10 Very good! (1,000 reviews)
Clean room, and good location.

Reviewed on Sep 23, 2026

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5* Beach holidays in Southern Highlands

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

Establishment Hotel

Sydney Central Business District
CA $3,127
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9/10 Wonderful! (697 reviews)
We were welcomed by Emily at Front of House who was so helpful. She gave us great recommendations and really made us welcome. My only disappointment was due to booking through Expedia only 1 breakfast was included whereas if we had booked direct both guests would receive breakfast. Otherwise the stay was ideal. The area is great, 10 minute walk to most places, circular quay, the rocks, old sydney, the shopping area in Pitt Street.

Reviewed on Sep 7, 2026

Sofitel Sydney Darling Harbour

Sofitel Sydney Darling Harbour

Sydney Central Business District
CA $3,863
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9/10 Wonderful! (1,003 reviews)
QT Bondi

QT Bondi

Bondi Beach
CA $3,732
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9.2/10 Wonderful! (774 reviews)
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3 Night Beach holidays in Southern Highlands

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

Establishment Hotel

Sydney Central Business District
CA $3,128
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9/10 Wonderful! (697 reviews)
We were welcomed by Emily at Front of House who was so helpful. She gave us great recommendations and really made us welcome. My only disappointment was due to booking through Expedia only 1 breakfast was included whereas if we had booked direct both guests would receive breakfast. Otherwise the stay was ideal. The area is great, 10 minute walk to most places, circular quay, the rocks, old sydney, the shopping area in Pitt Street.

Reviewed on Sep 7, 2026

Spicers Potts Point

Spicers Potts Point

Potts Point
CA $3,129
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9.8/10 Exceptional! (155 reviews)
Class all the way and Phillip at reception was brilliant. The advice he gave regarding local restaurants was well received and accurate. The only disappointment was we had only one night there! We will be back!

Reviewed on Jun 8, 2026

QT Bondi

QT Bondi

Bondi Beach
CA $3,645
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9.2/10 Wonderful! (774 reviews)
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4 Night Beach holidays in Southern Highlands

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

YEHS Hotel Sydney CBD

Sydney Central Business District
CA $2,707
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
8.4/10 Very good! (1,000 reviews)
Room had been renovated. No natural light. Close to cbd

Reviewed on Sep 24, 2026

Bright Tamarama 2-bed With Balcony Water View

Bright Tamarama 2-bed With Balcony Water View

Tamarama
CA $3,230
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
No reviews
Bright 3-bed Apartment Near Coogee Beach

Bright 3-bed Apartment Near Coogee Beach

Coogee
CA $3,165
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
No reviews
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Find the best beach vacations in Southern Highlands

What are some benefits when booking beach vacations in Southern Highlands?

When you travel to the beach in Southern Highlands, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Southern Highlands?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Southern Highlands trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Southern Highlands?

There are quite a few things you can do to get cheap beach vacations in Southern Highlands. Prices range from CA $2,707, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Southern Highlands. These package deals let you save by booking your accommodation and your flight together with savings of up to 11.

Why should I book family beach vacations?

When you're travelling with the family to Southern Highlands, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Southern Highlands?

It's easy to find a beachfront vacation accommodation in Southern Highlands using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Southern Highlands as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Southern Highlands is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout New South Wales. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Southern Highlands

French Boutique The Loft Apartment @Chapmans+Pets+B'fast

French Boutique The Loft Apartment @Chapmans+Pets+B'fast

Moss Vale NSW
  • 15 min drive from Bendooley Estate Book Barn
Book a stay at this golf apartment in Bowral. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Moss Vale Golf Club and Leighton Gardens are ...
8.6/10 Excellent! (8 reviews)
"This is a wonderful place to stay in every respect, particularly in terms of comfort. Would very much recommend."

Reviewed on Sep 19, 2026

French Boutique The Loft Apartment @Chapmans+Pets+B'fast
The Coach House at The Rift Estate

The Coach House at The Rift Estate

Bowral NSW
  • 12 min drive from Bendooley Estate Book Barn
Book a stay at this family-friendly vacation home in Bowral. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Southern Highlands Botanic ...
9.8/10 Exceptional! (10 reviews)
"Fire Place was warm. The number of rooms were perfect for our extended family. Kitchen was well-equipped. The gardens and grounds were lovely"

Reviewed on Apr 13, 2026

The Coach House at The Rift Estate
Martha's ......... Your hideaway in the highlands.

Martha's ......... Your hideaway in the highlands.

Burradoo NSW
  • 10 min drive from Bendooley Estate Book Barn
Book a stay at this family-friendly vacation home in Bowral. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cecil Hoskins Nature Reserve ...
Martha's ......... Your hideaway in the highlands.
See all 1,604 properties in Southern Highlands
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.

Things to do

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

CA $244
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
Sydney Wine Tasting & Southern Highlands with Pick up & drop off

Sydney Wine Tasting & Southern Highlands with Pick up & drop off

CA $453
per adult
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
See all activities in Southern Highlands

More vacations you might like

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