
Dawn Beach Estates Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Dawn Beach Estates
Price found within the past 48 hours. Click for updated prices.


The Villas at Simpson Bay Resort
Pelican Key
CA $3,760
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,584 reviews)
I love this property for the staff, the location and the price. My only complaint would be the room cleaning is not an everyday thing and I don’t like that.
Reviewed on Oct 24, 2026

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
CA $2,100
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
My cousin and I had a great overnight stay @ your hotel. The staff was very helpful. Paul was great !!!
Reviewed on Oct 24, 2026


Oyster Bay Beach Resort
Oyster Pond
CA $1,792
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
9/10 Wonderful! (1,010 reviews)
We went to the meeting with timeshare staff and were told we were getting a free week, but we never got anything. Very disappointing.
Reviewed on Oct 24, 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
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.

Red Pond Estates
While visiting Red Pond Estates, you might make a stop by sights like Guana Bay Beach and Gibb's Bay Beach.

Tamarind Hill Estates
Tamarind Hill Estates might not have many top sights, but Dawn Beach and Guana Bay Beach are two attractions nearby that you can check out.
Dawn Beach Estates Hotel Deals

Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
CA $244
CA $292 total
Oct 26 - Oct 27
includes taxes & fees
9/10 Wonderful! (2,142 reviews)
"Awesome staff"
Reviewed on Oct 24, 2026

The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
CA $600
CA $735 total
Oct 25 - Oct 26
includes taxes & fees
9/10 Wonderful! (2,423 reviews)
"Beautiful pool and friendly staff!"
Reviewed on Oct 23, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
CA $485
CA $558 total
Oct 27 - Oct 28
includes taxes & fees
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
How much does a Dawn Beach Estates vacation package cost?
Maybe less than you imagined — from a tempting CA $1,441, actually! By bundling hotels, flights and car rentals into your own tailor-made package, your Dawn Beach Estates escape is just clicks away.
How do I get a cheap travel package to Dawn Beach Estates?
If you love landing a bargain, combine your bookings into a Dawn Beach Estates vacation package. Whether you're looking for flights, hotels, activities or rental cars, you can browse and book them all in one place. You'll have a wealth of choice at your fingertips as well. Expedia has over 550 partner airlines and 1,000,000 hotels across the globe to take your pick of. Fly with who you prefer, stay where you like and save precious money — now that's the perfect vacation!
Where should I stay in Dawn Beach Estates?
There's loads to do in Dawn Beach Estates, so spend your nights close to its top attractions and spend more time sightseeing. Guana Bay Beach is one spot to add to your to-do list.
What are the top hotels in Dawn Beach Estates?
Get your vacation off to an excellent start by reserving a room at Prana By Island Properties Online. It's one of most sought-after properties in Dawn Beach Estates. Another cozy option is Stunning And Secluded Waterfront W.
How far in advance should I book my Dawn Beach Estates vacation?
Earlier is always better. Air carriers generally release flights around a year ahead of departure, and this is your chance to score some of the lowest prices. Just been told you should take some vacation time in a few weeks? That's alright! Expedia are never short of fantastic bargains to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Dawn Beach Estates travel package include?
Expedia has everything you need to plan your Dawn Beach Estates getaway, but how your package is structured is your call. Select from a combination of rental cars, flights and hotels. After some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package deal to suit your needs.
What should I know before booking a Dawn Beach Estates travel package?
A travel package can be easier on the wallet than individually booking all you need for your getaway. For example, bundle your hotels, flights and rental cars and save a tidy sum. Whatever sort of vacation you're planning, you're bound to find a package that fits your budget.
Can I choose my airline with a Dawn Beach Estates Expedia vacation package?
Yes, the choice is all yours. Expedia has access to more than 550 partner airlines all over the world, so you can tailor your Dawn Beach Estates trip according to your needs and budget.
If I'm not able to travel, can I cancel my Dawn Beach Estates vacation package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or amend your Dawn Beach Estates vacation package at no cost if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company for older bookings. If your travel plans unexpectedly change, look up our Customer Service Portal for further information.
Things to do

Half Day Snorkeling Adventure
CA $92
per adult
100% of travellers recommend

Tango Sunset Cruise with Caribbean Dinner & Open Bar
CA $108
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







