Upper Prince's Quarter Holidays

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Upper Prince's Quarter Beach Holiday

Listen to the sound of waves crashing onto the shore and kick back by the shimmering waters on your Upper Prince's Quarter holiday. If you just need to get away, a trip to Upper Prince's Quarter will work wonders. We have a great range of Upper Prince's Quarter holiday deals to select from. Snap up one close to Guana Bay Beach, just 0.64 kilometres from the downtown area, and live out your holiday fantasies without hurting your budget.

Things You Should Know About Upper Prince's Quarter

Top hotels in Upper Prince's Quarter

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd Oyster Pond
Fully refundableReserve now, pay when you stay
The price is S$274 per night from 12 Jul to 13 Jul
S$274
12 Jul - 13 Jul
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
"What a wonderful place to stay. The breakfast was fantastic as we ate there everyday. Great location to get to the rest of the island. I would stay here in the future."

Reviewed on 8 Jul, 2026

Oyster Bay Beach Resort
JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

5 out of 5
144 Oyster Pond Resort Oyster Pond Sint Maarten
The price is S$599 per night from 13 Jul to 14 Jul
S$599
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (319 reviews)
"Great overall experience."

Reviewed on 9 Jul, 2026

JW Marriott St. Maarten Beach Resort & Spa
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond Road No 156 Oyster Pond
Fully refundableReserve now, pay when you stay
The price is S$192 per night from 1 Aug to 2 Aug
S$192
1 Aug - 2 Aug
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"This is my 2nd time staying at the property. The property & room are clean, I did not use the pool, but I could see it from my ocean view room. It does not appear that any other guest used it either. The breakfast was nothing much... my 1st stay we were given ham & cheese croissants, this time just ..."

Reviewed on 8 Jul, 2026

Princess Heights Luxury Boutique Condo Hotel
See all 3,604 properties in Upper Prince's Quarter
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 Upper Prince's Quarter attractions

Guana Bay Beach

9.0/10 (92 reviews)
Come to surf or swim in the waters of this picturesque bay away from the crowds of St. Maarten’s busier beaches.
See properties

What to do in Upper Prince's Quarter

The All Ages Tarzan Swing

The Best Catamaran Day Sail in St Maarten

S$187
per adult
98% of travellers recommend
The Best Catamaran Day Sail in St Maarten
Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

S$84
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

S$205
per adult
90% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
See all activities in Upper Prince's Quarter

Frequently asked questions

How much does an Upper Prince's Quarter holiday package cost?
You'll find cheap prices on Expedia for your Upper Prince's Quarter break. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Upper Prince's Quarter costs.
What are the cheapest months to go to Upper Prince's Quarter?
If you'd like to snag a cheap Upper Prince's Quarter holiday package, consider planning a trip in September, October and November. You'll typically find better rates on flights and accommodation during these months — ideal for budget-conscious travellers.
How many days is enough for Upper Prince's Quarter?
The ideal length for your Upper Prince's Quarter holiday depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to hit all the leading attractions and discover some hidden gems along the way.
How to find the best Upper Prince's Quarter package deals?
Begin your search for an Upper Prince's Quarter package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Upper Prince's Quarter package deal straight 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 Upper Prince's Quarter escape underway.
Is it cheaper to book an Upper Prince's Quarter holiday as a package?
You can enjoy significant savings on your Upper Prince's Quarter break by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Upper Prince's Quarter?
Land amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Upper Prince's Quarter getaway.
How to plan a trip to Upper Prince's Quarter?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Upper Prince's Quarter.
  2. Budget wisely: In addition to the cost of your accommodation, you'll need to consider other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Upper Prince's Quarter.
  3. Set the duration of your trip: Start by listing all the activities and sights you'd like to experience in Upper Prince's Quarter. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customised Upper Prince's Quarter holiday package.

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* 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.