South Reward Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

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

Top Holiday Package Deals in South Reward

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
Price was CA $1,972, price is now CA $1,060 per person
CA $1,060
per person
Oct 26 - Oct 31
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,291 reviews)
The island was in good shape this trip, would have liked free workout area vs. having to pay a daily rate there. Nice that beach is on the property and easy walking acccess to nearby entertainment, eateries and bars.

Reviewed on Aug. 26, 2025

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was CA $3,173, price is now CA $2,114 per person
CA $2,114
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
Decent hotel. Pros: the breakfast was incredible. The area and hotel felt very safe. Beach was incredible, good chairs/umbrella. Good location for Philipsburg, very quite location compared to the rest of the island. Lots of shops closed. Cons: Could hear everything from the hallways. Had a faint weed smell on the first floor at all times. AC unit was spitting water all over the place for the whole stay (placed towels on the ground to soak it up). Bed was squeaky and uncomfortable (incl. Pillows) for a luxury hotel. Service was iffy, some were great, and some were just having a bad day. Beach captain Forbes was incredible. The bar tenders were mostly good too (one bad), shout out Terry and Flora, they were incredible.

Reviewed on Aug. 26, 2025

La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was CA $2,060, price is now CA $1,421 per person
CA $1,421
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9.4/10 Exceptional! (587 reviews)
Great location, clean property

Reviewed on Aug. 26, 2025

Esmeralda Resort

Esmeralda Resort

4 out of 5
Price was CA $2,991, price is now CA $2,210 per person
CA $2,210
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
8.6/10 Excellent! (464 reviews)
Nice having semi-private pool. All of the staff very friendly and helpful. Including at L'Astrolabe for breakfast and dinner.

Reviewed on Jun. 13, 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was CA $1,958, price is now CA $1,145 per person
CA $1,145
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,227 reviews)
The resort is beautiful. And the restaurants were delicious. We love the reptiles on the property. On the flip side the walls were thin you can hear the other guest. The room and hallways smelled of sewage and the toilets kept clogging.

Reviewed on Aug. 26, 2025

South Reward Hotel Deals

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road, Maho Bay, Lowlands
The price is CA $288 per night from Sep 1 to Sep 2
CA $288
CA $349 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (2,520 reviews)
"The beach, food, and parties were all great.Overall it was a great experience, would recommend coming here. Pink and black mold enshrouded the bathroom. Cleaning services are in need of improvement."

Reviewed on Aug. 24, 2025

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Sep 9 to Sep 10
CA $124
CA $149 total
Sep 9 - Sep 10
includes taxes & fees
8.8/10 Excellent! (1,316 reviews)
"Most wonderful resort with amazing friendly staff. The amenities were amazing as was the food and the service of the staff."

Reviewed on Aug. 26, 2025

Simpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $297 per night from Aug 27 to Aug 28
CA $297
CA $395 total
Aug 27 - Aug 28
includes taxes & fees
8.8/10 Excellent! (1,824 reviews)
"Very beautiful place. Definitely coming back"

Reviewed on Aug. 24, 2025

The Morgan Resort Spa Village
See all 3,582 properties in South Reward
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 Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Frequently asked questions

How much does a South Reward vacation package cost?
Much less than you might think — from a tempting CA $1,060, as a matter of fact! By bundling hotels, flights and car rentals into a custom-built vacation package, your trip to South Reward is only clicks away.
How do I get a cheap travel package to South Reward?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got them all. Choose a combination that suits you and watch your savings grow. We know a travel package is never a one-size-fits-all. That's why we offer over 550 airlines and 1,000,000 properties across the globe, which lets you customize your South Reward vacation.
How far in advance should I book my South Reward vacation?
Smart travelers will likely want to book early. You can usually look up international fares on Expedia up to a year before your flight. If you're purchasing tickets last minute, don't despair. Discounted prices occasionally become available just weeks before departure dates.
What does an Expedia South Reward travel package include?
From flights and hotels to rental cars, Expedia can help you create a South Reward package that works for you. Heading off for a week or longer? Look into a flight, hotel and rental car bundle. If you're taking a short break, a flight and hotel deal may suit you better. Tours and activities can be added after you've booked. Our packages make it a breeze to save and plan.
What should I know before booking a South Reward travel package?
Find deals that suit your budget with an Expedia package. Hotels, flights, rental cars — we've got all of them. You'll save precious dollars just by bundling your bookings. Whether you're taking off on an adventure in the snow or sunning yourself on a warm beach, your dream vacation is just a few clicks away.
Can I choose my airline with a South Reward Expedia vacation package?
Most definitely. We have access to over 550 airlines globally, so you can customize your South Reward getaway according to your budget and travel needs.
If I'm not able to travel, can I cancel my South Reward vacation package?
If your vacation plans in South Reward have been upended, it's a relief to know that you can cancel your booking. If you booked in the last 24 hours, you may be eligible to receive a refund. If your booking is older than that, your hotel, airline or car rental company may impose fees. For more details, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.