
Dawn Beach Estates Vacation Packages
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Top Holiday Package Deals in Dawn Beach Estates
Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $2,478, price is now CA $1,385 per person
CA $1,385
per person
May 10 - May 17
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Philipsburg (SXM)
9.2/10 Wonderful! (973 reviews)
Very nice rooms, pool and workout room.
Staff was very nice, friendly and accommodating.
Reviewed on Feb 10, 2026

Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,168, price is now CA $1,505 per person
CA $1,505
per person
May 10 - May 17
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Friendly staff, all inclusive resort, decent restaurants, beach and ocean swimming.
Reviewed on Feb 20, 2026

The Villas at Simpson Bay Resort
Pelican Key
Price was CA $5,800, price is now CA $2,797 per person
CA $2,797
per person
Mar 31 - Apr 7
found 7 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
Front desk staff was very pleasant. Security was awesome! I had an accident while staying and the security officer took me to the local clinic and waited for me. She was so nice and helpful.
Reviewed on Feb 21, 2026

Oceans at Divi Little Bay
Price was CA $4,290, price is now CA $2,641 per person
CA $2,641
per person
Mar 31 - Apr 7
found 7 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
8.4/10 Very Good! (266 reviews)
Overall most of the staff was extremely friendly. We did however have an extremely rude waitress . She told the table beside us 20 minutes before her shift was over “ I am done if you want a drink go to the bar don’t ask me” we sat about 20 minutes and she did not come over my wife went and asked her if we could get a drink , she told my wife she is done go to the bar my wife said it would have been nice if you let us know she rolled her eyes and walked away…. This is the first time we have ever been treated like that at a resort and will unfortunately not go back there again. The food was not bad, no idea why an all inclusive does not have room service if you want drinks, water, soft drinks you have to go to one of the bars or restaurants and ask for it. Room service was not consistent at all our room was not cleaned I called and asked why and was told we did not request for our room to be cleaned even though we had the sign hanging on our door. Had a suite the view was Beautiful…
Reviewed on Feb 19, 2026

Divi Little Bay Beach Resort
Price was CA $3,967, price is now CA $2,467 per person
CA $2,467
per person
Mar 31 - Apr 7
found 7 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
8.4/10 Very Good! (1,002 reviews)
Was a great beach and nice resort, but way understaffed and mismanaged . We were all inclusive, so everytime you would eat , you would have to wait for a bill stating how much your meal was , even though you didnt have to pay for it , you still had to sign it and put your room number on it. We were told that we would have to pay for any bottled water. We dont know if they actually charged us for it yet, we didnt ask for any bottled water but they would bring it to your table most of the time anyway. Your drinks from the bar was the same you had to sign a ticket for those too. Every all inclusive resort that we have been to before , you just gave your room number and amount of guest and left whenever you were done. This receipt signing cost employees alot of time and cost us time that we could have been doing something fun.
Reviewed on Feb 20, 2026
Where to stay in Dawn Beach Estates
Find the best Dawn Beach Estates areas and neighborhoods for the activities you enjoy most. Learn more about Dawn Beach Estates

Oyster Pond
2 out of top 10 points of interest in this area
4/5(13 area reviews)
Oyster Pond is a destination visitors seek out for is beaches, abundant dining options, and seaside views. You might want to check out attractions like Dawn Beach or Oyster Bay Marina while you're exploring the neighborhood.
Dawn Beach Estates Hotel Deals

Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
Upper Prince's Quarter Sint Maarten
10/10 Exceptional! (110 reviews)
Four couples traveling in the midst of a winter storm made for some stressful times but we finally arrived to a little slice of heaven. The house is VERY well appointed. The best that I’ve vacationed in. Lots of dishes, paper towels, linens, spices, oils, trash bags, laundry soap, etc. We were there ...
Reviewed on Feb 15, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
The price is CA $725 per night from Mar 16 to Mar 17
CA $725
CA $878 total
Mar 16 - Mar 17
includes taxes & fees
7.8/10 Good! (2,863 reviews)
Great staff. Very friendly.
Reviewed on Feb 12, 2026

The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $595 per night from Mar 9 to Mar 10
CA $595
CA $728 total
Mar 9 - Mar 10
includes taxes & fees
8.8/10 Excellent! (1,998 reviews)
The rooms were nice, the pool was awesome and the food was good. The cleaning staff was friendly and efficient. Many of the front desk staff and spa staff were very cold and often bordered on rude.
Reviewed on Feb 17, 2026
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.
Frequently asked questions
Things to do

High-Speed Ferry to St. Barths
CA $102
per adult
80% of travellers recommend

Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
CA $184
per adult
90% of travellers recommend

St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island
CA $76
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







