Luxury Vacations in Southern 2026

Photo by Gerald Englebretsen

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Flight and Luxury hotel deals in Southern

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

BIG4 Hobart Airport Tourist Park

Cambridge

CA $509

per person

Nov 10 - Nov 14

found 12 hours ago

Roundtrip flight included

Sydney (SYD) to Hobart (HBA)

9.2/10 Wonderful! (714 reviews)

A clean, fresh, and very convenient stay, right next to Hobart airport.

Reviewed on Sep 14, 2026

The Rox Hobart

Hobart Central Business District

CA $2,109

per person

Nov 10 - Nov 14

found 12 hours ago

Roundtrip flight included

Sydney (SYD) to Hobart (HBA)

9.4/10 Exceptional! (6 reviews)

Lovely place. Had all the right things.

Reviewed on Feb 14, 2026

Grande Vue Private Hotel

Battery Point

CA $891

per person

Nov 10 - Nov 14

found 12 hours ago

Roundtrip flight included

Sydney (SYD) to Hobart (HBA)

9.8/10 Exceptional! (470 reviews)

Great property very unique, clean and tidy

Reviewed on Aug 21, 2026

Prospect Country House

Richmond

CA $925

per person

Nov 10 - Nov 14

found 12 hours ago

Roundtrip flight included

Sydney (SYD) to Hobart (HBA)

10/10 Exceptional! (48 reviews)

The lodgings, food and service was fantastic! I felt like I was in a Jane Austin film and loved every second. The room was updated, comfortable and very cozy for the winter. The food at the resturant was the best meal we had in Tassie and would come back again just for that. Staff were friendly and overall a 5 star experience.

Reviewed on Aug 15, 2026

MACq 01 Hotel

Hobart Central Business District

CA $1,162

per person

Nov 10 - Nov 14

found 12 hours ago

Roundtrip flight included

Sydney (SYD) to Hobart (HBA)

9.8/10 Exceptional! (1,001 reviews)

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5* Luxury holidays in Southern

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

Villa Howden

Margate

CA $818

per person

Nov 10 - Nov 14

found 12 hours ago

Roundtrip flight included

Sydney (SYD) to Hobart (HBA)

9.2/10 Wonderful! (222 reviews)

Our stay at this accommodation was exceptionally wonderful. The property itself was absolutely beautiful—timeless, elegant, and truly a special place to relax and unwind. Every detail contributed to a memorable experience, and we had such a great stay from beginning to end. A special mention must go to Philip, who was simply amazing. He attended to all of our needs with genuine warmth and care, making us feel incredibly welcome throughout our stay. In the evening, he made us drinks and desserts by the fire. To make our visit even more special, Philip surprised us with a beautiful birthday treat to celebrate my husband's birthday. The next morning, he greeted us with a delicious breakfast, and his company was so warm, embracing, and enjoyable. His hospitality truly made our experience unforgettable. Thank you for such a wonderful stay. We will absolutely be returning to this beautiful accommodation and look forward to experiencing its charm and elegance again in the future.

Reviewed on Jun 13, 2026

MACq 01 Hotel

Hobart Central Business District

CA $1,162

per person

Nov 10 - Nov 14

found 12 hours ago

Roundtrip flight included

Sydney (SYD) to Hobart (HBA)

9.8/10 Exceptional! (1,001 reviews)

The Hobart Entrance

Kingston

CA $990

per person

Nov 10 - Nov 14

found 12 hours ago

Roundtrip flight included

Sydney (SYD) to Hobart (HBA)

6/10 (2 reviews)

I don’t like to leave bad reviews, but I hope this saves someone from the headache and inconvenience we experienced. The actual condition of the property is far from what is pictured. It is dilapidated, dirty, and unfit for rental. There were dead bugs all over inside and a live scorpion, stains in the carpet, and the pantry had dirty empty containers. The outdoor grounds were covered in animal feces, with an empty pool, defunct hot tub, and rubbish about the property. We found alternative accommodations and left the property immediately. It’s a shame, because it could be beautiful place if it were actually kept up.

Reviewed on Mar 23, 2024

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4 Night Luxury holidays in Southern

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

Allurity Hotel

Hobart Central Business District

CA $529

per person

Nov 10 - Nov 14

found 12 hours ago

Roundtrip flight included

Sydney (SYD) to Hobart (HBA)

7.6/10 Good! (754 reviews)

Good location, clean spacious rooms, mini fridge and POD coffee a bonus, suited our needs for an overnight stay at reasonable price

Reviewed on Sep 17, 2026

Annies Garden Cottage

South Hobart

CA $554

per person

Nov 10 - Nov 14

found 12 hours ago

Roundtrip flight included

Sydney (SYD) to Hobart (HBA)

9.8/10 Exceptional! (26 reviews)

Annie is a great host, cute little place. Would recommend 😎

Reviewed on Jun 14, 2026

The Rox Hobart

Hobart Central Business District

CA $2,109

per person

Nov 10 - Nov 14

found 12 hours ago

Roundtrip flight included

Sydney (SYD) to Hobart (HBA)

9.4/10 Exceptional! (6 reviews)

Lovely place. Had all the right things.

Reviewed on Feb 14, 2026

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What are some benefits when booking luxury Southern vacations?

When you book a luxury Southern vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Southern?

If you're looking for something luxurious in Southern, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $509, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 20. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Southern. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Southern?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Southern.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Southern. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Southern?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Southern or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Southern. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.