Simpson Bay Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Simpson Bay Vacation Packages

Simpson Bay Hotel Deals

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is SARĀ 1,876 per night from Aug 2 to Aug 3
SARĀ 1,876
SARĀ 2,270 total
2 Aug - 3 Aug
includes taxes & fees
The Morgan Resort Spa Village
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
The price is SARĀ 875 per night from Aug 7 to Aug 8
SARĀ 875
SARĀ 1,076 total
7 Aug - 8 Aug
includes taxes & fees
Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Fully refundableReserve now, pay when you stay
The price is SARĀ 501 per night from Aug 9 to Aug 10
SARĀ 501
SARĀ 625 total
9 Aug - 10 Aug
includes taxes & fees
9.2/10 Wonderful! (1,647 reviews)
"Nice and beautiful hotel. Everyone was welcoming. My room was big and beautiful with the best view."

Reviewed on 16 July 2026

Hilton Vacation Club Flamingo Beach St. Maarten
See all 448 properties in Simpson 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 Simpson Bay attractions

A beach with colorful play structures, a lifeguard tower, and a row of red kayaks.

Kim Sha Beach

8.8/10 (591 reviews)
Kim Sha Beach offers pristine white sands and turquoise waters ideal for families and water sports enthusiasts. Enjoy jet skiing or kayaking, then explore the vibrant restaurants and nightlife of nearby Simpson Bay.
See properties

Frequently asked questions

How much does a Simpson Bay vacation package cost?
You'll find cheap prices on Expedia for your Simpson Bay escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Simpson Bay costs.
What are the cheapest months to go to Simpson Bay?
If you're hoping to snag a cheap Simpson Bay vacation package, consider visiting in September, October and November. You'll usually find better rates on airfares and hotels during these months ā€” ideal for travelers wishing to save money.
How to find the best Simpson Bay package deals?
Start your search for a Simpson Bay package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Simpson Bay package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Simpson Bay escape off to a flying start.
Is it cheaper to book a Simpson Bay vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Simpson Bay vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Simpson Bay?
If you've got your Simpson Bay vacation dates confirmed, book as early as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Simpson Bay?

  1. Choose when to go: Check your schedule and get your bags packed. Your favorite time of year and the type of activities on offer will also help you decide when to vacation in Simpson Bay.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to flights and activities. Your accommodations will likely be the largest expense during your trip to Simpson Bay.
  3. Determine how many days away: Start by listing all the attractions you want to get to in Simpson Bay. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Simpson Bay vacation package.