Search Hotels in Highland Oaks, St. Petersburg - Clearwater

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19 Dec - 20 Dec
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Our top choices for Highland Oaks hotels

Rooftop terrace
AC Hotel Clearwater Beach

AC Hotel Clearwater Beach

AC Hotel Clearwater Beach
3.5 star property
29.5 km from Highland Oaks
9.0 out of 10, Wonderful, (951)
"Beautiful place to stay. Very comfortable. "
United States
Nicole
The price is 4.948.912 ₫
5.592.271 ₫ total
includes taxes & fees
24 Dec - 25 Dec
AC Hotel Clearwater Beach
Rooftop terrace
Hampton Inn & Suites Clearwater Beach

Hampton Inn & Suites Clearwater Beach

Hampton Inn & Suites Clearwater Beach
3.5 star property
28.9 km from Highland Oaks
9.2 out of 10, Wonderful, (1000)
"It was a great stay! "
United States
Marisol
The price is 5.482.763 ₫
6.195.523 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn & Suites Clearwater Beach
Family Double Room, Pool View | In-room safe, desk, laptop workspace, blackout curtains
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel
2.0 star property
29.8 km from Highland Oaks
9.6 out of 10, Exceptional, (586)
"very nice hotel "
United States
Sheldon
The price is 4.483.240 ₫
5.066.062 ₫ total
includes taxes & fees
21 Dec - 22 Dec
ChartHouse Clearwater Beach Marina Hotel
Exterior
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa
4.0 star property
30.2 km from Highland Oaks
8.0 out of 10, Very good, (2362)
"Great hotel, awesome views, friendly staff"
United States
Kathryn
The price is 4.079.694 ₫
5.651.167 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Clearwater Beach Resort & Spa
Outdoor pool, pool cabanas (surcharge), pool umbrellas
The Saint Hotel

The Saint Hotel

The Saint Hotel
2.0 star property
8.3 km from Highland Oaks
9.6 out of 10, Exceptional, (494)
"So cute, clean, vibe-y. Great location also!! "
United States
charlene
The price is 3.595.176 ₫
5.103.366 ₫ total
includes taxes & fees
20 Dec - 21 Dec
The Saint Hotel
Beach nearby, white sand
Devon Shores

Devon Shores

Devon Shores
2.5 star property
29.5 km from Highland Oaks
9.6 out of 10, Exceptional, (1251)
"The place was very clean the staff was very friendly and helpful."
United States
Gladys
The price is 3.659.036 ₫
4.134.711 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Devon Shores
5 outdoor pools, pool loungers
Island Grand at TradeWinds

Island Grand at TradeWinds

Island Grand at TradeWinds
4.0 star property
7.6 km from Highland Oaks
7.4 out of 10, Good, (1006)
"Perfect spot for a family with small children. Lots of activities and the grounds were fantastic. "
Canada
Jared
The price is 3.293.132 ₫
5.357.276 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Island Grand at TradeWinds
Terrace/patio
Hyatt House Tampa Downtown

Hyatt House Tampa Downtown

Hyatt House Tampa Downtown
3.5 star property
30.5 km from Highland Oaks
9.4 out of 10, Exceptional, (1226)
"Very pleased with the amenities and food quality."
United States
Claudia
The price is 3.781.443 ₫
4.334.056 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hyatt House Tampa Downtown
2 outdoor pools, pool loungers
The Beachcomber

The Beachcomber

The Beachcomber
2.5 star property
7.7 km from Highland Oaks
8.0 out of 10, Very good, (1005)
"Very clean and staff was great! "
United States
Keith
The price is 3.726.162 ₫
5.340.916 ₫ total
includes taxes & fees
20 Dec - 21 Dec
The Beachcomber
Terrace/patio
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront
4.0 star property
26.7 km from Highland Oaks
8.2 out of 10, Very good, (1001)
"This place was great staff was very friendly and helpful "
United States
Michael
The price is 3.216.266 ₫
3.650.462 ₫ total
includes taxes & fees
24 Dec - 25 Dec
DoubleTree by Hilton Tampa Rocky Point Waterfront
Terrace/patio
Beach House Hotel

Beach House Hotel

Beach House Hotel
2.0 star property
11.3 km from Highland Oaks
9.0 out of 10, Wonderful, (721)
"Robert was really great giving places you can eat to visited and excellent staff in the property..thx"
United States
Julio
The price is 2.108.552 ₫
3.572.693 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Beach House Hotel
Sun deck
Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
9.7 km from Highland Oaks
9.4 out of 10, Exceptional, (611)
"I believe the pool area the Jacuzzi should be open at least till 9:00 or 10:00 p.m."
United States
GARY
The price is 4.431.645 ₫
5.602.681 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Provident Oceana Beachfront Suites
2 outdoor pools, a heated pool, pool loungers
Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach
3.5 star property
29.2 km from Highland Oaks
8.8 out of 10, Excellent, (1229)
"Was a great stay."
United States
Margaret
Edge Hotel Clearwater Beach
On the beach, white sand, beach towels, beach bar
Bilmar Beach Resort

Bilmar Beach Resort

Bilmar Beach Resort
4.0 star property
10.2 km from Highland Oaks
8.6 out of 10, Excellent, (1013)
"The Hotel, location and staff were amazing "
United States
Ana
The price is 3.333.935 ₫
4.957.191 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Bilmar Beach Resort
Property amenity
ROOST Tampa

ROOST Tampa

ROOST Tampa
4.0 star property
30.7 km from Highland Oaks
9.4 out of 10, Exceptional, (909)
"The location was great , the street its on is very much like a NYC street lots to do and see."
United States
Ludwig
The price is 4.711.996 ₫
5.348.116 ₫ total
includes taxes & fees
24 Dec - 25 Dec
ROOST Tampa
Couples treatment room(s), body treatments, aromatherapy
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa
4.0 star property
29.7 km from Highland Oaks
9.2 out of 10, Wonderful, (2078)
"Very nice resort "
United States
Angela
The price is 6.554.676 ₫
8.447.898 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hyatt Regency Clearwater Beach Resort & Spa
Exterior
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds
4.0 star property
7.7 km from Highland Oaks
8.2 out of 10, Very good, (1545)
"We got an upgrade on the room , the service was amazing ; hotel, amenities , everything was excellent. "
United States
Gaby Bonet
The price is 3.056.216 ₫
5.089.562 ₫ total
includes taxes & fees
20 Dec - 21 Dec
RumFish Beach at TradeWinds
On the beach, beach umbrellas, beach towels
Hotel Sol

Hotel Sol

Hotel Sol
2.5 star property
17.9 km from Highland Oaks
9.2 out of 10, Wonderful, (1000)
"Rooms clean & perfect spot right on the beach!"
United States
Sarah
The price is 3.156.195 ₫
3.923.453 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Hotel Sol
On the beach, white sand, beach towels, kayaking
Shephard's Beach Resort

Shephard's Beach Resort

Shephard's Beach Resort
3.5 star property
29 km from Highland Oaks
9.0 out of 10, Wonderful, (1460)
"Everything was Excellent top tier service from the front desk to cleaning staff, I will be returning!!!"
United States
paul
Shephard's Beach Resort
Outdoor pool, pool umbrellas, pool loungers
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
4.0 star property
29.8 km from Highland Oaks
9.4 out of 10, Exceptional, (2908)
"Everything about this stay was AMAZING!!!"
United States
Nikki
The price is 5.336.365 ₫
7.071.208 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Wyndham Grand Clearwater Beach
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.
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Where to stay in Highland Oaks

Find the best Highland Oaks areas for the activities you enjoy most.

Downtown St. Petersburg

Downtown St. Petersburg is beloved for its fantastic nightlife. Take some time to explore sights in the area like Tampa Bay and The Coliseum.

Pass-a-Grille

Pass-a-Grille is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to Pass-a-Grille Beach or St. Petersburg - Clearwater Beaches.

Sand Key

If you're spending some time in Sand Key, Belleair Beach and Sand Key Park are top sights worth seeing.

Sunset Beach

Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg - Clearwater Beaches.

Clearwater featuring café lifestyle

Downtown Clearwater

If you're spending some time in Downtown Clearwater, Coachman Park and Nancy and David Bilheimer Capitol Theatre are top sights worth seeing.

Top Highland Oaks Hotel Reviews

Frequently asked questions

What is Highland Oaks like?
Guests are sure to enjoy their time checking out all that St. Petersburg's Highland Oaks neighbourhood has to offer. Consider a visit to Boyd Hill Nature Preserve as part of your Highland Oaks travel plans.
If I need to cancel my hotel reservation in Highland Oaks, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the best options available in Highland Oaks.
What is there to do around this St. Petersburg neighbourhood?
Boyd Hill Nature Preserve is an attraction you might want to check out while you're in Highland Oaks. When you're sightseeing in St. Petersburg, Dr. Carter G. Woodson African American Museum and Duncan McClellan Gallery are also worth a stop.