Highlands Vacations from $296

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Your Highlands Vacation

Your next great adventure is just around the corner with a vacation package to Highlands. Relaxation, entertainment and great times — you're sure to find it in this neighborhood. When it's time to explore the sights, you'll find loads of big-name attractions nearby including Jacksonville Zoo and Gardens, Oceanway Community Center and Florida State College North Campus. Tick off one, two or all during your trip to Highlands. Stop dreaming and start doing. When you're ready to lock in your vacation to Highlands, Expedia is here to help.

The Latest Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Jacksonville Hotel
Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
Courtyard by Marriott Jacksonville Beach Oceanfront
Omni Amelia Island Resort & Spa
Weekly Inn

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Where to stay in Highlands

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

Highlands Hotel Deals

Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
715 1st St N Jacksonville Beach FL
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $150 total per night from Dec 1 to Dec 2
$150 total
Dec 1 - Dec 2
Total with taxes and fees
8.8/10 Excellent! (3,397 reviews)
Rooms very clean, bottles of water disappeared since last stay. Staff is nice, great island decore. Its a shame that they dont serve breakfast. Just overpriced muffins and medicore coffee. Hottub would make it excellent and shrimp cocktail.

Reviewed on Nov 28, 2025

Margaritaville Jacksonville Beach
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
9300 Baymeadows Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $135 total per night from Dec 21 to Dec 22
$135 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (1,262 reviews)
Yes

Reviewed on Nov 25, 2025

Embassy Suites by Hilton Jacksonville Baymeadows
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $165 total per night from Dec 19 to Dec 20
$165 total
Dec 19 - Dec 20
Total with taxes and fees
8.8/10 Excellent! (1,383 reviews)
Excellent room and amenities. Beautiful view. My check in personnel let me know that it was only $20 to upgrade to a riverfront room, which was awesome! So appreciate that!

Reviewed on Nov 29, 2025

Hyatt Regency Jacksonville
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.

Discover the most popular places to visit in Highlands

Things to do

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