Harbor Hills Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Harbor Hills

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $1,813, price is now CA $1,204 per person
CA $1,204
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,057 reviews)
Fantastic apartments right on the beach and close to nearby restaurants.

Reviewed on Jul 15, 2026

CW Hotel

CW Hotel

4 out of 5
Price was CA $2,251, price is now CA $1,466 per person
CA $1,466
per person
Sep 26 - Oct 3
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
No reviews
We had such a great stay at the CW Resort in Clearwater! The pool area was beautiful and relaxing, the views were amazing, and the entire property was very clean and well maintained. It was the perfect place to unwind and enjoy a Florida getaway. We would definitely stay here again!

Reviewed on Jul 8, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $3,279, price is now CA $2,176 per person
CA $2,176
per person
Sep 20 - Sep 27
just found
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
9.2/10 Wonderful! (543 reviews)
Is definitely my new favorite place people staff and everyone was amazing

Reviewed on Jul 16, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,780, price is now CA $1,896 per person
CA $1,896
per person
Sep 26 - Oct 3
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
9.4/10 Exceptional! (564 reviews)
Awesome! Highly recommend

Reviewed on Jul 15, 2026

Stylish Treasure Island Escape

Stylish Treasure Island Escape

3 out of 5
Sunshine Beach
Price was CA $6,654, price is now CA $4,692 per person
CA $4,692
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
No reviews

Where to stay in Harbor Hills

Find the best Harbor Hills areas and neighborhoods for the activities you enjoy most. Learn more about Harbor Hills
A beach with people, a city skyline, and a distinctive pink building.

Pass-a-Grille

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotels in Pass-a-Grille

Harbor Hills Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $362 per night from Jul 26 to Jul 27
CA $362
CA $464 total
Jul 26 - Jul 27
includes taxes & fees
9.4/10 Exceptional! (3,526 reviews)
"Awesome"

Reviewed on Jul 16, 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Aug 2 to Aug 3
CA $206
CA $234 total
Aug 2 - Aug 3
includes taxes & fees
The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $283 per night from Aug 6 to Aug 7
CA $283
CA $375 total
Aug 6 - Aug 7
includes taxes & fees
8.2/10 Very good! (2,805 reviews)
"Amazing location beautiful and clean"

Reviewed on Jul 16, 2026

Hilton Clearwater Beach Resort & Spa
See all 14,667 properties in Harbor Hills
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Harbor Hills vacation package cost?
Less than you might think — from a tempting CA $1,204, as a matter of fact! By bundling hotels, flights and car rentals into your own customized package, your getaway to Harbor Hills is just clicks away.
How do I get a cheap travel package to Harbor Hills?
Crafting your own Harbor Hills vacation package with Expedia is a smart way to save. We offer access to over 550 air carriers and 1,000,000 properties globally. With such a fantastic range to pick from, you'll have no trouble pulling together your ideal getaway.
Where should I stay in Harbor Hills?
With so much to explore in Harbor Hills, we recommend you book a room in a hotel close to its attractions. Largo Medical Center, Pinellas Trail and Largo Mall are some interesting ones to put on your must-see list.
What are the top hotels in Harbor Hills?
When it comes to comfortable places to stay in Harbor Hills, you can't go past Newly Renovated Florida Home Minutes From Indian Rocks And Clearwater Beach. Check out our offers and score a bargain.
How far in advance should I book my Harbor Hills vacation?
While not all airlines release tickets early, you can usually start comparing international fares on Expedia up to 12 months in advance. This is the time when you'll bag some incredible bargains. If you've left everything to the last minute, you might get lucky. Discounted prices occasionally become available a few weeks before departure.
What does an Expedia Harbor Hills travel package include?
With Expedia, you can choose any combination of hotels, car rentals and flights to create your ideal Harbor Hills travel package. Once you've made your booking, you can add on all the fun stuff like tours and activities. Don't forget — the more you bundle, the more cash you'll save!
What should I know before booking a Harbor Hills travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and pick up exciting discounts. You're not limited to hotels, however. We've got island resorts, city apartments and just about everything in between!
Can I choose my airline with a Harbor Hills Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Harbor Hills vacation package?
Your situation can change in a flash, so yes. You may be able to cancel or amend your Harbor Hills vacation package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still make the necessary changes, but your car rental company, hotel or airline may charge a fee. Looking for more information? Look up our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Things to do

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

CA $52
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $53
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

CA $95
per adult
100% of travellers recommend
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.