Harbour Island Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ¥45,448 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Harbour Island

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

Harbour Island Hotel Deals

The Westin Tampa Waterside
The Westin Tampa Waterside
4 out of 5
725 S Harbour Island Blvd, Tampa, FL
The price is ¥16,943 per night from Aug 3 to Aug 4
¥16,943
¥24,207 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Staff were great. Amazing location and great room."

Reviewed on Jul 5, 2025

The Westin Tampa Waterside
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is ¥22,291 per night from Aug 3 to Aug 4
¥22,291
¥25,300 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,651 reviews)
"Nice overnight stay! Super comfortable"

Reviewed on Jul 12, 2025

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Hotel Alba, Tapestry Collection by Hilton
Hotel Alba, Tapestry Collection by Hilton
4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is ¥18,672 per night from Aug 4 to Aug 5
¥18,672
¥21,192 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (1,985 reviews)
"I had a great time."

Reviewed on Jul 12, 2025

Hotel Alba, Tapestry Collection by Hilton
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 a Harbour Island vacation package cost?
Custom build your Harbour Island vacation package from just . Choose from any combination of rental cars, flights and hotels to put together the escape you've been dreaming about. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to Harbour Island?
Booking a flight and hotel together with Expedia won't just save valuable time --- it'll save you a nice amount too. A Harbour Island vacation package makes it easy to put together your ideal trip. With more than 550 airlines across the world to select from, finding convenient flights that fit your schedule won't be hard. On top of that, we've got over 1,000,000 hotels globally to choose from. Talk about choice! Whatever your budget, Expedia puts more of the world within your reach.
Where should I stay in Harbour Island?
Most travelers who visit Harbour Island put both Port of Tampa and Raymond James Stadium on their to-do lists. Why not reserve a hotel near these great attractions?
What are the top hotels in Harbour Island?
If it's comfort and convenience you're looking for, it's hard to beat The Westin Tampa Waterside. Spend your nights relaxing here and your days discovering Harbour Island's finest sights.
How far in advance should I book my Harbour Island vacation?
Reward yourself with the biggest variety at the cheapest prices by booking your vacation to Harbour Island nice and early. Airlines generally release flights anywhere up to a year in advance, so start your planning ASAP. That being said, Expedia is committed to providing you with the best bargains around, so it's always a good time to book your dream vacation!
What does an Expedia Harbour Island travel package include?
Flights, hotels and a reliable car for all your fun road trip adventures. Simply select your preferred bundle and get access to great discounts. Once you've made your booking, add on a few tours and activities and watch your savings grow. When it comes to creating your Harbour Island trip, the choice is all yours!
What should I know before booking a Harbour Island travel package?
We already have low prices. However, you'll grab an even better deal when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Harbour Island Expedia vacation package?
Expedia has access to more than 550 partner airlines worldwide, so you definitely can. Just pick the airline you want and put together your ideal Harbour Island escape.
If I'm not able to travel, can I cancel my Harbour Island vacation package?
If your travel plans in Harbour Island have been upended, it's a relief to know that it is possible to cancel or amend your booking. If you booked within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may impose a fee. For more information, check our Customer Service Portal.

Discover the most popular places to visit in Harbour Island

Things to do

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