South Island Holidays from AU$1,282

Book a Hotel + Flight or Car together to unlock savings

Photo by Michael Jaskolka

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 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

Your South Island Holiday

When it's time for your next adventure, choose a South Island holiday package. From its coastal beaches to a whole lot more, there are tons of enticing reasons to base yourself in this neighbourhood. Start your trip to South Island by checking out nearby attractions such as Lovers Key Beach, Santini Marina Shopping Plaza and Mound House. No matter your travel goals or budget, booking your ideal South Island holiday is simple with Expedia.

Top Holiday Package Deals in South Island

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was AU$2,772, price is now AU$1,282 per person
AU$1,282
per person
19 Jan - 26 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Fort Myers (RSW)
18.4/10 Exceptional! (1,001 reviews)
Very nice Staff is excellent.

Reviewed on 24 Nov 2025

Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was AU$3,758, price is now AU$2,348 per person
AU$2,348
per person
19 Jan - 26 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Fort Myers (RSW)
17.2/10 Exceptional! (1,002 reviews)
the place was nice but there was a cockroack in the bathroom.

Reviewed on 20 Nov 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Price was AU$3,716, price is now AU$2,554 per person
AU$2,554
per person
19 Jan - 26 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Fort Myers (RSW)
17.6/10 Exceptional! (1,009 reviews)
Great spot! Met the owner and son bartending on a Saturday! Staff were very friendly and the beach was perfect every day.

Reviewed on 26 Nov 2025

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
Price was AU$7,251, price is now AU$6,210 per person
AU$6,210
per person
19 Jan - 26 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Fort Myers (RSW)
18/10 Exceptional! (1,914 reviews)
The staff and amenities at the resort were awesome! The room was subpar for the price.

Reviewed on 24 Nov 2025

Black Friday Sale

Save up to 40% on select hotels
Book now

Our guide on where to stay in South Island

Find the best South Island areas and neighborhoods for the activities you enjoy most. Learn more about South Island
Default Image

Mid Island

1 out of top 10 points of interest in this area

While visiting Mid Island, you might make a stop by sights like Estero Boulevard Beach and Sterling Ave Beach.

Find hotels in Mid Island

Our pick of the best South Island Hotel Deals

Pointe Estero Beach Resort

Pointe Estero Beach Resort

2 out of 5
6640 Estero Blvd Fort Myers Beach FL
The price is AU$848 per night from 2 Dec to 3 Dec
AU$848
2 Dec - 3 Dec
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Everything was perfect.

Reviewed on 16 Nov 2025

Pointe Estero Beach Resort
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
6620 Estero Blvd Fort Myers Beach FL
9.4/10 Exceptional! (932 reviews)
Wonderful vacation at the Gullwing.

Reviewed on 2 Nov 2025

Get rates
GullWing Beach Resort
Yachts and Villas By the Bay

Yachts and Villas By the Bay

Fort Myers Beach FL
9/10 Wonderful! (39 reviews)
Winter get away
This is a great place to relax close to shops and the beach. Most important everyone is friendly. We enjoyed the stay.

Reviewed on 23 Jan 2025

Get rates
Yachts and Villas By the Bay
See all 1,146 properties in South Island
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a South Island holiday package cost?
Get set to book, because a getaway to South Island starts from an enticing AU$1,282. When you bundle your flights, hotels and car rentals into a package, you'll score great deals.
How do I get a cheap travel package to South Island?
One word: bundle. Hotels, rental cars and flights — combine whatever you need into a South Island holiday package and save. Score even better deals when you add extras such as tours or experiences to your booking. But that's not the only good part. You have the freedom to tailor your trip your own way. We offer more than 550 partner airlines and 1 000 000 properties worldwide, so that everyone has a chance to travel and fulfil those holiday dreams.
How far in advance should I book my South Island holiday?
While not all airlines release ticket prices early, customers are usually able to compare international airfares on Expedia up to 12 months in advance. This is the time when you'll nab some incredible deals. If you've left everything to the last minute, you might get lucky. Low prices sometimes emerge a few weeks prior to departure.
What does an Expedia South Island travel package include?
Flights, hotels and a cool set of wheels for all your road trip adventures. Simply pick and choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on a few sightseeing tours and watch your savings stack up. When it comes to creating your South Island trip, you're the boss!
What should I know before booking a South Island travel package?
You can look forward to saving with an Expedia travel package. Bundle your flights, rental cars and hotels and score exciting discounts. You're not limited to hotels, however. Book with us and take your pick of beachside villas, mountain cabins and even treehouses and ranches!
Can I choose my airline with a South Island Expedia holiday package?
Yes, and with more than 550 airlines to choose from across the globe, you've got lots of choice. Take a look at the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my South Island holiday package?
If your holiday plans in South Island have changed, it's good to know that you can cancel or amend your booking. If you made your booking within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose a fee. To find out more, visit our Customer Service Portal.

Discover the most popular places to visit in South Island

Bunche Beach

Bunche Beach

Find a relatively obscure beach in a popular area of sand, warm water and a fascinating variety of coastal life. You’ll be thankful for the uncrowded space.

Bunche Beach

Activities

Sunset Dolphin Cruise with Sanibel Lighthouse Views

Sunset Dolphin Cruise with Sanibel Lighthouse Views

AU$108
per adult
88% of travellers recommend
Sunset Dolphin Cruise with Sanibel Lighthouse Views
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Tiki Pub Fun In The Sun Dolphin Cruise

AU$100
per adult
100% of travellers recommend
Fort Myers Beach: Tiki Pub Fun In The Sun Dolphin Cruise
Copacetic Day Sail

Copacetic Day Sail

AU$108
per adult
100% of travellers recommend
Copacetic Day Sail
See all activities in Fort Myers Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.