Deal Island Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Packages with flights are ATOL protected

Your Deal Island Holiday

With a holiday package to Deal Island, say goodbye to endless planning and hello to stress-free adventure. Every detail of your journey has been taken care of before you go, so you can spend more time experiencing this fantastic city. If sightseeing is on your to-do list during your trip to Deal Island, schedule a stop at top attractions such as Shark Fin Shoal. Check out Expedia's extensive range of travel options and start organising your ultimate holiday to Deal Island now.

Deal Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Salisbury - Ocean City Wicomico Regional Airport (SBY)
Population
470
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Cedar Hill Marina, Shark Fin Shoal and Lower Hooper Island

Top hotels in Deal Island

Waterfront Maryland Retreat w/ Dock & Bay View!

Waterfront Maryland Retreat w/ Dock & Bay View!

Deal Island Historic District, MD
9.8/10 Exceptional! (7 reviews)
Great bayfront house
"This was a perfect place to stay, a bit far from our daily destination of Assateague but worth the drive for a place to unload and I unwind and relax without worrying about disturbing anyone, and with enough space for the whole family. We took advantage of the dock for crabbing and watching the sunset. ..."

Reviewed on 26 Jul 2025

Get rates
Waterfront Maryland Retreat w/ Dock & Bay View!
Quaint Island Getaway

Quaint Island Getaway

Deal Island Historic District, MD
Always a pleasure!
"Staying at the Quaint Island Getaway is always a pleasure! Sarah is an accessible host, the property is cozy and clean. My party loved the new firepit."

Reviewed on 24 Sep 2024

Get rates
Quaint Island Getaway
1 Mi to Boat Ramp: Peaceful Deal Island Home!

1 Mi to Boat Ramp: Peaceful Deal Island Home!

Deal Island Historic District, MD
ok
"Bath tub barely drained. ankle deep water during shower. Prefer that host use vrbo site to communicate and not text or call my cell directly. Pool was nice"

Reviewed on 6 Jul 2025

Get rates
1 Mi to Boat Ramp: Peaceful Deal Island Home!
See all 112 properties in Deal Island
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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

Why should I book my Deal Island holiday with Expedia?
Choose Expedia to plan your next adventure with ease, all in one convenient place. Our insider tip for scoring the best deal on a Deal Island retreat? Bundle your accommodation, airfares and/or hire car into a package holiday. Then add a couple of awesome tours and activities. Many bookings also come with flexible cancellation policies, so there's no need to worry if you have to switch up your travel itinerary. Round-the-clock assistance with changing and cancelling your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Deal Island?
Deal Island draws the crowds in May, June and July. If you want a more relaxed escape, head there in November, December and January. To give you an idea of the type of weather to expect, the average daytime temperature in January, the coolest time of year in Deal Island, is 2ºC. The warmest time here is July, when temperatures reach an average of 25ºC.
How do I get a cheap holiday to Deal Island?
Our Deal Island holidays mean plenty of savings for the savvy traveller. For the best deal, simply bundle your hotel, flights and hire cars. But great bargains are just the beginning of your next awesome adventure. Book with Expedia and and you'll have over 400 air carriers and 321,000 properties all over the world to pick from. No matter your style or budget, there's a holiday here just for you. Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
Do I need a visa for my Deal Island holiday?
Visa requirements for Deal Island vary depending on your nationality and reason for your visit. Make sure you check official government websites to determine if you need a visa for your trip. This is also a good place to find the most up-to-date information, including details about application procedures or supporting documentation that might be necessary. Research your visa requirements in advance to ensure a smooth travel experience. Finally, check to see that your passport is valid for a further six months from the date of your return.
What should I wear on my Deal Island holiday?
Consider the sorts of activities you have planned during your holiday in Deal Island and bring versatile pieces that you can mix and match. For fashion inspiration or information on any dress codes, browse a few style blogs or social media accounts. It's also a wise move to check the forecast so you can pack the right clothes. July is the warmest month in Deal Island, with average temperatures of 25ºC. January is when much of this destination is at its coolest, so pack for daytime temperatures of around 2ºC.
What does an Expedia Deal Island holiday include?
Flights, hire cars and hotels — you'll find them all here. With Expedia, you can shape your Deal Island package however you want. All you have to do is figure out just what you need. Once you've made your booking, why not add extras like activities and experiences? The more you bundle, the bigger the savings! Explore a variety of styles on Expedia and discover the right fit for you and your guests. From the most sought-after property types, like private holiday homes and cottages, to everything in between, you'll find loads of holiday retreats in Deal Island to select from so you can personalise your stay to suit your needs.
Does Expedia offer Book Now, Pay Later Deal Island holidays?
We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply select the payment plan best suited to your needs during the checkout process and take the stress out of budgeting for your next trip. Make sure you bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna offers just that! Paying in convenient monthly instalments will make your getaway dreams come true.
  • No-deposit holidays: When you stumble on an awesome deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock it in.

Can I choose my airline with a Deal Island Expedia holiday?
With a holiday package, the choice is in your hands. Whether you'd like to fly to Deal Island in coach or business class, simply select from the available airline options. Expedia has access to over 400 partner airlines throughout the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.