Upper Prince's Quarter Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 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

    Plan, book, and manage your trip all in one place

Our guide on 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
Default Image

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 Holiday

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

Our pick of the best Upper Prince's Quarter Hotel Deals

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 NZ$730 per night from 22 July to 23 July
NZ$730
22 July - 23 July
includes taxes & fees
8.8/10 Excellent! (189 reviews)
"Property was lovely, excellent service however it was that time of year in the North that the seaweed took over the beach. The hotel tried to contain it but the smell was overwhelming."

Reviewed on 12 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 NZ$331 per night from 22 July to 23 July
NZ$331
22 July - 23 July
includes taxes & fees
8.4/10 Very Good! (893 reviews)
"Over all will stay again"

Reviewed on 15 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! (939 reviews)
"It was a very romantic intimate stay. Paul the driver is very professional and made sure all our transportation was taken care of. Go to Maho beach and Nowhere special for live music and drinks. The room was fully equipped with a kitchen the housekeeping came every day. The only complaint was the ..."

Reviewed on 13 Jul. 2025

Get rates
Princess Heights Luxury Boutique Condo Hotel
See all 3,641 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.

Discover the most popular places to visit in Upper Prince's Quarter

Guana Bay Beach featuring cuddly or friendly animals, a coastal town and a sandy beach

Guana Bay Beach

Enjoy this peaceful paradise without the crowds and surf or swim in the warm Caribbean ocean.

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

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

NZ$125
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

NZ$248
per adult
82% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
Sky Explorer and Flying Dutchman

Sky Explorer and Flying Dutchman

NZ$154
per adult
74% of travellers recommend
Sky Explorer and Flying Dutchman
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.

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