Oyster Pond Holidays from £1,040

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 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

    Packages with flights are ATOL protected

Your Oyster Pond Holiday

Views, coastal beaches, adventure, fun — you'll find all that and more in Oyster Pond. Experience the best of this neighbourhood with a customized Oyster Pond holiday package. Some nearby attractions to see during your trip to Oyster Pond include Orient Bay, Dawn Beach and Coconut Grove Beach. No matter what your dream Oyster Pond holiday may look like, you can turn it into reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was £1,577, price is now £1,040 per person
£1,040
per person
4 Nov - 11 Nov
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
9.2/10 Wonderful! (949 reviews)
This property was very nice and astonishing. The area was quiet and lovely place to have a vacation at. The beds were so comfortable after a day of activities and excursions. The place is very peaceful and beautiful. The staff were amazing as well. The views were amazing. I would definitely recommend.

Reviewed on 15 Aug 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was £2,148, price is now £1,144 per person
£1,144
per person
4 Nov - 11 Nov
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
9.2/10 Wonderful! (1,220 reviews)
The property is within walking distance to restaurants, bars and lounges. There are several restaurants on site as well.

Reviewed on 17 Aug 2025

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was £1,792, price is now £1,236 per person
£1,236
per person
4 Nov - 11 Nov
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
My husband and I spent our anniversary at Holland House and absolutely loved our stay. The hotel has a charming outdoor atmosphere, and our room was clean with a beautiful ocean view. The location is perfect—close to everything, yet peaceful. The staff were welcoming and incredibly pleasant, which made our stay even more special. Although we didn’t have breakfast at the hotel, we did enjoy dinner one evening, which was delicious and made even better by the lovely live music. We truly had a wonderful experience and would love to stay here again.

Reviewed on 18 Aug 2025

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was £1,862, price is now £1,320 per person
£1,320
per person
4 Nov - 11 Nov
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
8.4/10 Very Good! (1,005 reviews)
All inclusive did not include Coffee Shop or certain Vodka like Tito’s!

Reviewed on 19 Aug 2025

La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was £1,727, price is now £1,237 per person
£1,237
per person
4 Nov - 11 Nov
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
9.4/10 Exceptional! (583 reviews)
Love the area, grounds, beach and room. Food is amazing and the bartenders and waitstaff were always attentive to us and they remembered us from our last stay 2 years ago!! La Playa made our 7th wedding anniversary truly special. This is one of the best places to stay in St Martin. We can’t wait to come back!

Reviewed on 19 Aug 2025

Top hotels in Oyster Pond

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 £136 per night from 1 Sept to 2 Sept
£136
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (919 reviews)
"It was so relaxed and beautiful. The views from the lighthouse were spectacular"

Reviewed on 12 Aug 2025

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, Building A, Oyster Pond, Sint Maarten
The price is £249 per night from 1 Sept to 2 Sept
£249
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (200 reviews)
"The JW Marriott is nice, the rooms were clean and the customer service was great. It is on the east side of the Dutch island (~30 min ride), so it’s best to rent a car to get around (they have free self parking in a covered garage). I got a free upgrade to my room and had an early check in. The dining ..."

Reviewed on 17 Aug 2025

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, Dawn Beach, Oyster Pond
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (957 reviews)
"This property was very nice and astonishing. The area was quiet and lovely place to have a vacation at. The beds were so comfortable after a day of activities and excursions. The place is very peaceful and beautiful. The staff were amazing as well. The views were amazing. I would definitely ..."

Reviewed on 15 Aug 2025

Get rates
Princess Heights Luxury Boutique Condo Hotel
See all 7,837 properties in Oyster Pond
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Oyster Pond travel package cost?
From as little as £1,040. Yes, you read that correctly. Our Oyster Pond packages are an easy way to make your budget stretch further. Bundle your preferred hotels, flights and rental car and explore this exciting destination.
If I'm not able to travel, can I cancel my Oyster Pond travel package?
Yes, it's possible to cancel your Oyster Pond booking if your travel plans have changed. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
How do I get a cheap travel package to Oyster Pond?
Bundle your bookings with Expedia to save big bucks on your next exciting adventure. With over 550 air carriers and 1,000,000 properties across the world, your Oyster Pond travel package can be customized exactly to suit your budget. With all that extra cash, why not throw in one or more exciting tours and experiences? It's an easy way to unlock even more discounts. The holiday you've always dreamed of in Oyster Pond is closer than you thought!
Does Expedia offer Book Now, Pay Later Oyster Pond holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on the purse strings. Paying in instalments means you can spread the costs of your next adventure, leaving you with more money to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Consider these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's convenient monthly instalment plans. If making bite-sized repayments each month works for you, pick this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday over multiple transactions.
  • Low deposit holidays: When you want to jump on an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Oyster Pond?
A holiday in Oyster Pond wouldn't be complete without stopping by Dawn Beach, Oyster Bay Marina and Coralita Beach. Spend your evenings close to these tourist attractions and make sightseeing simple.
What are the top hotels in Oyster Pond?
Colombus Résidence and Villa Coralita 4 Bedroom Villa By Redawning are a couple of the most sought-after properties in Oyster Pond. Why not take a look at the amenities and rates at each and then make a decision?
How far in advance should I book my Oyster Pond holiday?
It's difficult to pick the perfect time for airfares, but we generally suggest the earlier, the better. Many international journeys on Expedia become available up to 12 months in advance. If you're booking late, don't stress. Discounted prices occasionally appear within a few weeks of departure dates.
What does an Expedia Oyster Pond travel package include?
Car rentals, hotels and flights — we connect you to the best deals. All you'll have to do is pick your favourite combination. After you've made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it easy to put together an exciting Oyster Pond escape.
What should I know before booking an Oyster Pond travel package?
Bundling your bookings into an Oyster Pond travel package is the most convenient way to organise your trip. Not only that, you'll get great discounts just for combining your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with an Oyster Pond Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You're in control. We have more than 550 airline partners across the globe, so you have lots of choice when putting together your Oyster Pond trip.

Things to do

Captain Alan's Three Island Snorkelling & Beach Adventure

CAPTAIN ALAN'S 4hr -3 Islands-snorkeling-turtles-beach ADVENTURE

£66
per adult
CAPTAIN ALAN'S 4hr -3 Islands-snorkeling-turtles-beach ADVENTURE
St.Martin/St.Maarten Magical Tour

St.Martin/St.Maarten Magical Tour

£52
per adult
100% of travellers recommend
St.Martin/St.Maarten Magical Tour
St. Maarten 4 Hour Sightseeing Tour

St. Maarten 4 Hour Sightseeing Tour

£45
per adult
St. Maarten 4 Hour Sightseeing Tour
See all activities in Oyster Pond

* 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.