Harbor Hills Vacations from $567

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Your Harbor Hills Vacation

Planning your next adventure just got a whole lot simpler with a vacation package to Harbor Hills. Immerse yourself in all this neighborhood has to offer while creating nice memories along the way. When it's time to see the sights, you'll find a lot of awesome attractions nearby including Largo Mall, Florida Botanical Gardens and Pinellas Trail. Visit one, two or all during your trip to Harbor Hills. Whatever your ideal Harbor Hills vacation looks like, you can turn it into reality with Expedia.

The Latest Harbor Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

4 out of 5
Sand Key
Save 100% on your flight
Price was $1,009, price is now $567 per person
$567
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (1,006 reviews)
Wonderful room, great bar, and pool

Reviewed on Oct 29, 2025

The Avalon Club

The Avalon Club

4 out of 5
Price was $1,734, price is now $909 per person
$909
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (466 reviews)
Overall the property was clean; however, it was a great disappointment to see the street light with wires as an ocean view literally right outside your balcony. I also didn’t appreciate upon greeting the staff stressed about the fees instead of stressing what is already included, such as the beach chairs, umbrella etc…

Reviewed on Oct 15, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,685, price is now $966 per person
$966
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,008 reviews)
Great front desk staff ! Very kind and helpful

Reviewed on Oct 27, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $2,369, price is now $1,411 per person
$1,411
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (669 reviews)
The suite was very clean and well maintained. Every suite had a balcony and view of gulf. Living area was small in compared to kitchen and bedrooms. A+ on the bathrooms.

Reviewed on Oct 29, 2025

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $960, price is now $598 per person
$598
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (4,474 reviews)
100 Stars plus by far a very amazing Hotel and completely worth the money you won't be disappointed

Reviewed on Oct 30, 2025

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
Downtown St. Petersburg featuring outdoor art

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

Harbor Hills Hotel Deals

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
$139 nightly
The price is $158 total per night from Nov 23 to Nov 24
$158 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (2,316 reviews)
All was clean and fresh

Reviewed on Oct 27, 2025

Hotel Alba, Tapestry Collection by Hilton
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
$215 nightly
The price is $242 total per night from Nov 6 to Nov 7
$242 total
Nov 6 - Nov 7
Total with taxes and fees
8/10 Very Good! (2,274 reviews)
The

Reviewed on Oct 28, 2025

Hilton Clearwater Beach Resort & Spa
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
$261 nightly
The price is $295 total per night from Nov 23 to Nov 24
$295 total
Nov 23 - Nov 24
Total with taxes and fees
9.4/10 Exceptional! (2,766 reviews)
Excellent accommodation, staff were friendly & so helpful.

Reviewed on Oct 27, 2025

Wyndham Grand Clearwater Beach
See all 13,908 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Harbor Hills

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Clearwater Beach

Clearwater Beach

4.5/5(44 reviews)

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach
Beach Walk featuring a sandy beach

St. Petersburg - Clearwater Beaches

5/5(5 reviews)

Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

St. Petersburg - Clearwater Beaches

Things to do

The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

$37
per adult
88% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$32
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

$35
per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
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.