Little Bay Holidays

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  • Better together

    Save up to €900 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 Little Bay

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road Philipsburg
Fully refundableReserve now, pay when you stay
The price is €242 per night from 4 Aug to 5 Aug
€242
4 Aug - 5 Aug
includes taxes & fees
8.2/10 Very good! (1,009 reviews)
"While the resort grounds itself were beautiful, the staff and food were very lackluster. Upon our arrival, we found that our television was not working correctly and requested someone fix it so that we could watch television on the rare occasions that we were in the room. That request took almost ..."

Reviewed on 19 Jul 2026

Divi Little Bay Beach Resort
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Little Bay Road Philipsburg St. Maarten
Fully refundableReserve now, pay when you stay
The price is €290 per night from 4 Aug to 5 Aug
€290
4 Aug - 5 Aug
includes taxes & fees
8.4/10 Very good! (490 reviews)
"I loved this stat even though everything seems like a walk I enjoyed it all"

Reviewed on 20 Jul 2026

Oceans at Divi Little Bay
Belair Beach Hotel

Belair Beach Hotel

3 out of 5
Little Bay Philipsburg
The price is €217 per night from 28 Jul to 29 Jul
€217
28 Jul - 29 Jul
includes taxes & fees
8.8/10 Excellent! (197 reviews)
"My stay at the hotel was excellent. Quiet easy access to the beach good parking and also pool accessibility."

Reviewed on 12 Jul 2026

Belair Beach Hotel
See all 3,643 properties in Little Bay
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.

Stay near popular Little Bay attractions

Fort Amsterdam

8.8/10 (245 reviews)
The remains of the first Dutch military base in the Caribbean offer stunning views across the ocean and over the town of Philipsburg behind it.
See properties

What to do in Little Bay

Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

€73
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

€137
per adult
90% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

€56
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
See all activities in Little Bay

Frequently asked questions

How much does a Little Bay holiday package cost?
You'll find cheap prices on Expedia for your Little Bay break. However, factors like your choice of hotel, the season and length of stay will influence how much your holiday to Little Bay costs.
What are the cheapest months to go to Little Bay?
September, October and November are the best times to search for cheap Little Bay holiday packages. Choosing to travel in quieter months means you can usually find lower prices on accommodation and flights.
How many days is enough for Little Bay?
With a well-organised schedule, you can easily visit the most popular Little Bay sights in a handful of days. But if you prefer to venture off the beaten track or take day trips, think about booking your Little Bay holiday for longer.
How to find the best Little Bay package deals?
Landing a cheap Little Bay package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can personalise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Little Bay package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Little Bay holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a customised Little Bay holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Little Bay?
If you're planning a spur-of-the-moment Little Bay adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Little Bay?

  1. Pick your travel dates: What you plan to do in Little Bay and your preferred season will help you decide when to get away.
  2. Set a budget: Consider costs such as flights, transportation and food when calculating how much to save for your trip to Little Bay. Then, pick a property that matches your budget, whether that's a low-cost stay or a lavish retreat.
  3. Decide how long to go for: Now that you're more familiar with Little Bay, you can figure out the ideal length of your break. Pull together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalised Little Bay holiday package.

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