Upper Prince's Quarter Holidays from £1,111

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Your Upper Princes Quarter Holiday

Reserve a Upper Princes Quarter holiday package and prepare to experience everything this city has to offer. Think about staying in the neighbourhood of Maho, which is great for dining, golfing and coastal beaches. You'll want to do some exploring during your trip to Upper Princes Quarter. Don't miss major attractions such as Little Bay Beach, Sint Maarten Park and Guana Bay Beach. Expedia is here to help you escape the everyday. Tailor your holiday to Upper Princes Quarter to match your travel style, whatever that may look like.

Top Upper Prince's Quarter Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
per person
14 Oct - 19 Oct
found 20 hours ago
Return flight included
London (LHR) to Philipsburg (SXM)
9/10 Wonderful! (1,192 reviews)
This resort is amazing! The villas are so nice!

Reviewed on 31 Jul 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
per person
14 Oct - 19 Oct
found 20 hours ago
Return flight included
London (LHR) to Philipsburg (SXM)
9.2/10 Wonderful! (1,192 reviews)
Food option need to be upgraded. But the restaurant the food was delious.

Reviewed on 30 Jul 2025

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
14 Oct - 19 Oct
found 20 hours ago
Return flight included
London (LHR) to Philipsburg (SXM)
9.2/10 Wonderful! (938 reviews)
Loved it! Highly recommend!

Reviewed on 30 Jul 2025

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
per person
14 Oct - 19 Oct
found 20 hours ago
Return flight included
London (LHR) to Philipsburg (SXM)
8.4/10 Very Good! (1,003 reviews)
I have to start by saying the beach is beautiful. The location is great not far from the boardwalk / phillipsburg or Simpson bay. The staff is very friendly and attentive. Taxi rides aren’t that bad, $20 to get you to most places. $40 on the high end the farther you go. Great vibes. Only negative I would say is the rooms are a little on the shabby side but take in mind they did get hit hard by the hurricanes and are still fixing stuff to get back to pristine. But overall great trip. Great resort. Great staff. We had a great time. We will be back!!!!

Reviewed on 30 Jul 2025

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
per person
14 Oct - 19 Oct
found 20 hours ago
Return flight included
London (LHR) to Philipsburg (SXM)
8.4/10 Very Good! (238 reviews)
The property was absolutely amazing!!! The staff was accommodating to your needs & it was so peaceful, calm, & relaxing. (Low season) I WILL BE BACK!

Reviewed on 22 Jul 2025

Where to stay in Upper Prince's Quarter

Find the best Upper Prince's Quarter areas and neighborhoods for the activities you enjoy most. Learn more about Upper Prince's Quarter
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Dawn Beach Estates

When in Dawn Beach Estates, you can plan a visit to Dawn Beach and Oyster Bay Marina, some noteworthy sights in the nearby area.

Find hotels in Dawn Beach Estates

Upper Prince's Quarter Beach Holiday

Get ready to live out those summery daydreams on your upcoming Upper Prince's Quarter holiday. Go on a refreshing walk, soak up the stunning ocean views and pick up unique seashells during your trip to Upper Prince's Quarter. Situated just 0.5 miles from the city centre, Guana Bay Beach is the place to be for many travellers. Browse our Upper Prince's Quarter holiday deals and watch your travel budget go further!

Things You Should Know About Upper Prince's Quarter

  • If you're looking for the convenience of being just minutes from the shoreline, check out our Upper Prince's Quarter beach hotels. The sound of cawing sea birds and the rhythms of the ocean are just a few clicks away.
  • Travellers also often book private holiday homes here. Whether you're heading off on a family holiday or spending time with that someone special, you'll have all the amenities you need for an unforgettable break. Sea Star by RedAwning and Beach House Gianna by RedAwning are some of your choices.

Upper Princes Quarter Essential Information

Language
Dutch
Currency
Netherlands Antillean guilders
Local Welcome
Hallo
Local Goodbye
Dag
Closest Airport
Princess Juliana Intl. Airport (SXM)
Max Temp Winter
27ºC
Max Temp Summer
27ºC
Top Sights
Sint Maarten Park, Little Bay Beach and Guana Bay Beach

Top hotels in Upper Prince's Quarter

JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

5 out of 5
144 Oyster Pond Resort, Building A, Oyster Pond, Sint Maarten
The price is £326 per night from 2 Aug to 3 Aug
£326
2 Aug - 3 Aug
includes taxes & fees
8.8/10 Excellent! (192 reviews)
"From the moment I arrived, I was enveloped in an atmosphere of warmth and impeccable service. The staff greeted me with genuine smiles and were incredibly efficient during check-in. My room was not only spotless but also beautifully designed, offering a serene space to unwind after a long day. The ..."

Reviewed on 26 Jul 2025

JW Marriott St. Maarten Beach Resort & Spa
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 £148 per night from 2 Aug to 3 Aug
£148
2 Aug - 3 Aug
includes taxes & fees
8.4/10 Very Good! (903 reviews)
"Parking not much parking and very tight spaces"

Reviewed on 29 Jul 2025

Oyster Bay Beach Resort
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond Road No 156, Dawn Beach, Oyster Pond
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (942 reviews)
"The hotel was a great place to stay. The staff was great and the place is beautiful."

Reviewed on 28 Jul 2025

Get rates
Princess Heights Luxury Boutique Condo Hotel
See all 3,589 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.
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Popular places to visit

Great Bay Beach

Great Bay Beach

If a restful holiday is part of your travel plans, Great Bay Beach might be the perfect place to visit during your trip to Philipsburg. Visit the shops and top-notch restaurants in this romantic area.

Great Bay Beach
Guana Bay Beach showing cuddly or friendly animals, a coastal town and a beach

Guana Bay Beach

The picturesque shores of this tranquil bay provide a great opportunity to escape the crowds and jump in the crystal clear water for surfing or swimming.

Guana Bay Beach

Little Bay Beach

If a restful holiday is part of your travel plans, Little Bay Beach might be the perfect place to visit during your trip to Philipsburg. Amble around this romantic area's seaside and enjoy its top-notch restaurants.

Little Bay Beach

What to do in Upper Prince's Quarter

Sky Explorer and Flying Dutchman

Sky Explorer and Flying Dutchman

£68
per adult
74% of travellers recommend
Sky Explorer and Flying Dutchman
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

£55
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

£110
per adult
82% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
See all activities in Upper Prince's Quarter

Frequently asked questions

How much does an Upper Princes Quarter travel package cost?
Cross off another part of the world with our Upper Princes Quarter travel packages, which start from just £1,111. Handpick the hotels and flights that suit your travel style. Then, add on a few tours or activities to round off your unique getaway.
If I'm not able to travel, can I cancel my Upper Princes Quarter travel package?
You can. We understand that even the best-laid plans can go awry, so we're happy to help if you need to make changes to your Upper Princes Quarter travel package. It may be possible to cancel or amend your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Upper Prince's Quarter?
One of the simplest ways to save money (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we've got everything you need. Select the combination that best suits you and see your savings stack up. Of course, a travel package is never one-size-fits-all. That's why Expedia offers over 550 airlines and 1,000,000 hotels globally, which lets you customize your Upper Prince's Quarter adventure.
Does Expedia offer Book Now, Pay Later Upper Prince's Quarter holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has worked out a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a fantastic getaway without hurting your hip pocket. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's convenient monthly instalment plans. If making small repayments each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip in multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is much easier with this payment plan. Just put down a small deposit on your holiday and then start packing your suitcase.

Where should I stay in Upper Princes Quarter?
With fascinating attractions like Philipsburg Courthouse and Guana Bay Beach in this neighbourhood, look for a hotel located near either of them. University of St. Martin is another Upper Princes Quarter hot spot that people flock to.
What are the top hotels in Upper Princes Quarter?
If it's your first visit to Upper Princes Quarter, lock in a room at Divi Little Bay Beach Resort or Holland House Beach Hotel. Both hotels offer friendly service and are popular options with many travellers.
How far in advance should I book my Upper Princes Quarter holiday?
Search Expedia to compare international airfares ASAP. You can generally purchase a ticket up to 12 months in advance. If it's too early for your preferred carrier, or you've left things to the last minute, don't worry. The lowest prices to Upper Princes Quarter occasionally appear within weeks of departure.
What does an Expedia Upper Princes Quarter travel package include?
With Expedia, you can choose a combination of car rentals, hotels and flights to create your perfect Upper Princes Quarter package. Once you've made your booking, you can add on fun stuff like tours and experiences. Don't forget, the more you bundle, the more deals you'll score!
What should I know before booking an Upper Princes Quarter travel package?
Booking all the parts of your trip together is a smart way to save. Bundle your flights, car rentals and hotels into a convenient little package. But you're not restricted to hotels. Expedia features all kinds of properties, including holiday rentals like mountain cabins and city residences. The list goes on!
Can I choose my airline with an Upper Princes Quarter Expedia travel package?
Yes, of course. We offer more than 550 partner airlines across the globe, so select the carrier that best suits your travel preferences.

* 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.