Island Walk Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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

Where to stay in Island Walk

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

Top hotels in Island Walk

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundableReserve now, pay when you stay
The price is S$810 per night from 18 Feb to 19 Feb
S$810
18 Feb - 19 Feb
includes taxes & fees
9/10 Wonderful! (2,021 reviews)
Rust on the carpet, outdated room, no HVAC it was broken

Reviewed on 8 Feb, 2026

Naples Grande Beach Resort
Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

3.5 out of 5
1221 5th Ave S Naples FL
8.8/10 Excellent! (1,716 reviews)
The staff was very friendly and efficient. The room was very clean and spacious, The hotel is older, yet going through renovation. The location and harbor view is great. Priced right.

Reviewed on 10 Feb, 2026

Bayfront Inn Fifth Avenue
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
12155 Tamiami Trail N Naples FL
Fully refundableReserve now, pay when you stay
The price is S$512 per night from 22 Feb to 23 Feb
S$512
22 Feb - 23 Feb
includes taxes & fees
9.6/10 Exceptional! (628 reviews)
everyone was great room was amazing

Reviewed on 11 Feb, 2026

The Perry Hotel Naples
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 an Island Walk holiday package cost?
Our Island Walk holiday packages, which begin at just , are the easiest way to save precious money. Select your preferred flights, hotels and rental cars to create your ideal escape.
How do I get a cheap travel package to Island Walk?
It's easy. Just bundle. Flights, rental cars and hotels — combine whatever you need into an Island Walk holiday package to save a pile of cash. Score even more deals when you add extras such as experiences or tours to your booking. But that's not the only impressive part. You have the freedom to tailor your holiday your way. We offer over 550 air carriers and 1,000,000 hotel options all over the world, so that everyone has a chance to travel and live out those holiday dreams.
Where should I stay in Island Walk?
Most people who travel to Island Walk include both Naples Pier and Barefoot Beach on their itineraries. Why not reserve a hotel right near these fantastic attractions?
How far in advance should I book my Island Walk holiday?
Reward yourself with the biggest variety and the cheapest prices by booking your Island Walk holiday nice and early. Airlines usually publish flights around 12 months prior to departure, so start your planning as soon as you can. Having said that, Expedia is constantly working to give you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Island Walk travel package include?
It comes down to what you want. If you're travelling by yourself, you might decide to bundle flights and hotels. Taking the whole crew to Island Walk? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the freedom to build your own travel package.
What should I know before booking an Island Walk travel package?
An Expedia travel package can be customized for your budget and is a terrific way to stretch your hard-earned dollars. How little or much you include is up to you. Rental cars, hotels and flights — come up with a combination that suits your plans.
Can I choose my airline with an Island Walk Expedia holiday package?
With a holiday package, you're the one in charge. Whether you're eager to fly to Island Walk in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners around the world.
If I'm not able to travel, can I cancel my Island Walk holiday package?
We understand — unexpected stuff happens. If you've locked in an Island Walk holiday package and need to cancel or amend it, we can help. We recommend visiting our Customer Service Portal first for information. But generally, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may charge a fee.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.