Clearwater Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Top hotels in Clearwater

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (3,428 reviews)
Clean room and friendly staff.

Reviewed on 19 Jan, 2026

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Grand Hotel Ocean City Oceanfront
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
Fully refundableReserve now, pay when you stay
The price is S$127 per night from 16 Feb to 17 Feb
S$127
16 Feb - 17 Feb
includes taxes & fees
9/10 Wonderful! (1,590 reviews)
Clean

Reviewed on 20 Jan, 2026

Hyatt Place Ocean City / Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (2,327 reviews)
The TV in the living room area did not work. We called once for them to come up and fix it and they did. Then it stopped working again.

Reviewed on 22 Jan, 2026

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Princess Royale Oceanfront Resort
See all 12,989 properties in Clearwater
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 Clearwater holiday package cost?
The cheapest Clearwater package is , so your dream escape can become a reality — without a hefty price tag. Combine flights, hotels and car rentals to customize a package that fits you.
How do I get a cheap travel package to Clearwater?
Creating your own Clearwater holiday package with Expedia is the easiest way to save. We have over 550 partner airlines and 1,000,000 properties spread across the globe. With such a broad range to choose from, you'll have no difficulty creating your ideal adventure.
Where should I stay in Clearwater?
With interesting attractions like Fenwick Island Beach and Bethany Beach Beaches in this neighbourhood, look for a hotel positioned near either of them. Bear Trap Dunes Golf Club is another sight that visitors flock to.
What are the top hotels in Clearwater?
Comfortable Beach Cottage, Just 1 Mile To Bethany Beach Community Pool is one of Clearwater's leading hotels. Reserve a room here and you'll be able to snooze soundly knowing you're in excellent hands.
How far in advance should I book my Clearwater holiday?
Reserving your flight early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to a year in advance. This is typically the cheapest time to book. If circumstances have left you booking late, discount tickets to Clearwater occasionally appear a few weeks before departure.
What does an Expedia Clearwater travel package include?
Rental cars, flights and hotels — we've got them covered. With Expedia, you can create your Clearwater travel package your way. All you have to do is decide just what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the bigger your savings!
What should I know before booking a Clearwater travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and score great discounts. You're not restricted to hotels, though. Book with us and choose from island resorts, cabins in the mountains and even houseboats and castles!
Can I choose my airline with a Clearwater Expedia holiday package?
Yes, the choice is all yours. Expedia has access to more than 550 partner airlines globally, so you can tailor your Clearwater escape according to your budget and needs.
If I'm not able to travel, can I cancel my Clearwater holiday package?
Don't worry if you're rethinking your Clearwater holiday package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We get that life can throw the occasional spanner in the works, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.