Southern Highlands Beach Vacations
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Top Beach vacation packages in Southern Highlands
Price found within the past 48 hours. Click for updated prices.
Rydges Sydney Central
Surry Hills
Price was $1,828, price is now $1,585 per person
$1,585
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.8/10 Excellent! (1,008 reviews)
Great location, everything was easy!
Reviewed on Apr 28, 2026
Rydges Cronulla Beachside
Cronulla
Price was $1,998, price is now $1,688 per person
$1,688
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.6/10 Excellent! (979 reviews)
Fantastic view and position. Say no more
Reviewed on Apr 27, 2026
The Old Clare by Ode Hotels
Chippendale
Price was $1,899, price is now $1,610 per person
$1,610
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
9.2/10 Wonderful! (564 reviews)
There was absolutely no staff
Visibility to help with luggage we had to lug our own luggage to our rooms which is unheard of / previous owners had bell staff to take your luggage from the car - foyer areas are very run down - whole hotel needs a revamp as it’s looking very stayed - it is such a shame as we have been here many times under the old owners and loved it every time - this time we have been left wanting - even the rooftop bar was empty which tells you something - this used to ALwAyS be pumping …. Do better to stay competitive
Reviewed on Feb 28, 2026
Spicers Sangoma Retreat - Adults Only
Bowen Mountain
Price was $5,417, price is now $4,624 per person
$4,624
per person
Jun 1 - Jun 6
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
10/10 Exceptional! (46 reviews)
Quite isolated and rooms getting a bit tired but staff and food great and very relaxing
Reviewed on Feb 15, 2025
The Brighton Hotel Sydney - MGallery Collection
Brighton-le-Sands
Price was $1,915, price is now $1,645 per person
$1,645
per person
Jun 1 - Jun 6
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
8/10 Very Good! (1,002 reviews)
Beautifully redecorated rooms, with plenty of space for families and stunning views of the water. Restaurants and bars really well appointed, and centrally located for a staycay that feels beachy whilst easy access to the city. The bar is quite noisy on fri/sat as filters into the beachfront rooms, generally OK but harder when travelling with kids. Some fabulous staff and a few less so, hence the 4/5 for that.
Reviewed on Apr 19, 2026
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View all trips5* Beach vacations in Southern Highlands
Price found within the past 48 hours. Click for updated prices.
Amora Hotel Jamison Sydney
Sydney Central Business District
Price was $1,901, price is now $1,666 per person
$1,666
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
9/10 Wonderful! (1,543 reviews)
Reception staff on arrival very unfriendly. Not polite or welcoming at all. We had just come from an extremely delayed long day
Reviewed on Apr 28, 2026
Pullman Quay Grand Sydney Harbour
Sydney Central Business District
Price was $3,108, price is now $2,778 per person
$2,778
per person
Jun 23 - Jun 27
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
Everything was good except the restaurant.
Reviewed on Apr 18, 2026
25hours Hotel Sydney The Olympia
Paddington
Price was $2,688, price is now $2,403 per person
$2,403
per person
Jun 23 - Jun 27
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
9.6/10 Exceptional! (36 reviews)
Perfect location for exploring Sydney. Nice design and good size room. Staff are very friendly. Decent cafe on premise and within easy access of nearby restaurants and bars. Really enjoyed my stay.
Reviewed on Mar 25, 2026
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View all trips3 Night Beach vacations in Southern Highlands
Price found within the past 48 hours. Click for updated prices.
The Old Clare by Ode Hotels
Chippendale
Price was $2,409, price is now $2,362 per person
$2,362
per person
Jul 5 - Jul 6
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
9.2/10 Wonderful! (564 reviews)
There was absolutely no staff
Visibility to help with luggage we had to lug our own luggage to our rooms which is unheard of / previous owners had bell staff to take your luggage from the car - foyer areas are very run down - whole hotel needs a revamp as it’s looking very stayed - it is such a shame as we have been here many times under the old owners and loved it every time - this time we have been left wanting - even the rooftop bar was empty which tells you something - this used to ALwAyS be pumping …. Do better to stay competitive
Reviewed on Feb 28, 2026
Wildlife Retreat at Taronga
Mosman
Price was $2,496, price is now $2,444 per person
$2,444
per person
Jul 5 - Jul 6
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
9.8/10 Exceptional! (892 reviews)
The relaxed environment and professional service in a beautifully natural setting was very much worth the money to stay. I absolutely recommend.
Reviewed on Apr 23, 2026
Watsons Bay Boutique Hotel
Watsons Bay
Price was $2,415, price is now $2,368 per person
$2,368
per person
Jul 5 - Jul 6
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
9.4/10 Exceptional! (1,006 reviews)
Relaxing place and beautiful surroundings. The room was very clean and spacious.
Reviewed on Apr 27, 2026
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View all trips4 Night Beach vacations in Southern Highlands
Price found within the past 48 hours. Click for updated prices.
Wildlife Retreat at Taronga
Mosman
Price was $2,244, price is now $2,124 per person
$2,124
per person
Jul 16 - Jul 18
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
9.8/10 Exceptional! (892 reviews)
The relaxed environment and professional service in a beautifully natural setting was very much worth the money to stay. I absolutely recommend.
Reviewed on Apr 23, 2026
Capella Sydney
Sydney Central Business District
Price was $3,009, price is now $2,871 per person
$2,871
per person
Jun 23 - Jun 25
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
9.8/10 Exceptional! (384 reviews)
Capella Sydney is elegance done right. Everything was beautifully considered, from the design to the service. The atmosphere felt refined, warm, and effortless. A truly polished stay, and one I would gladly return to.
Reviewed on Apr 12, 2026
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See all available trips from Columbus to Southern Highlands
View all tripsFind your perfect Southern Highlands beach vacation
How do I book the best Southern Highlands beach vacation packages?
Life’s a beach when you dive into our brilliant Southern Highlands beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.
How can I find cheap beach vacations in Southern Highlands?
A rental steps from the shore creates an amazingly affordable Southern Highlands beach vacation. Seaside sojourns during low season start from $1,585. Prices and availability are subject to change. Additional terms may apply.
When should I book a Southern Highlands beach holiday?
For a bustling beach break, book in . For a less crowded coast, is the time to turn up.
How can I book the best family beach vacations in Southern Highlands?
With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.
How do I find a Southern Highlands beachfront vacation?
Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.
Can I book a package including a Southern Highlands vacation beach house rental?
Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.
Can I find Southern Highlands beach vacation deals?
Sort your search results by deals to delight in amazing Southern Highlands beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.
Can I book a Southern Highlands beach trip with free cancellation and/or flexible dates?
Just like the Southern Highlands tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.
Why should I book my Southern Highlands beach vacation with Expedia?
Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Southern Highlands. (OK, maybe not that last part.)
Top Beach Southern Highlands Hotels
Rockwall - Pet-Friendly - Fire Pit
Bundanoon NSW
Make the most of this fantastic location, as you'll be not far from the beach when booking a stay at this vacation home.
The Coach House at The Rift Estate
Bowral NSW
Book a stay at this family-friendly vacation home in Bowral. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions International Cricket Hall ...
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
Martha's ......... Your hideaway in the highlands.
Burradoo NSW
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 ...
10/10 Exceptional! (11 reviews)
The host was friendly, responsive and helpful. The house was really well kitted out with lots of cooking pans/utensils/crockery and cutlery: bathroom essentials were provided. The lounge and bedrooms were comfortable-the outdoor areas were well supplied with seats etc and there’s plenty of garden ...
Reviewed on Dec 28, 2025
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.
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.
