Red Pond Estates Vacations from $808

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Your Red Pond Estates Vacation

Our Red Pond Estates vacation packages are a simple and practical way to organize and reserve your next escape. Get to know the essence of this unique neighborhood without the hassle of planning it all yourself. Want a few ideas of what to see and do during your trip to Red Pond Estates? Dawn Beach and Gibbs Bay Beach are two nearby attractions to add to your list. Whatever your travel plans or budget, booking your ideal Red Pond Estates vacation is quick and easy with Expedia.

The Latest Red Pond Estates Vacation Packages

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
Save 100% on your flight
Price was $1,636, price is now $808 per person
$808
per person
Nov 9 - Nov 16
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,291 reviews)
The property is beautiful, service reps were great. Food on the resort was delicious, excursions provided were very nice. It was affordable, but you do get what you pay for. I chose the least expensive room, and it was very nice, but the furthest away from everything, except its own pool, so lots of walking in the heat. The toilet and sink leaked. I called twice and no one came and it was never fixed. I ended up putting towels on the floor behind the toilet and next to the sink to absorb the water. We were leaving 2 1/2 days later, so I didn’t pursue it. Hopefully it’s fixed for the next customer. If I ever go back to St Martin, I would stay again in a different section of the resort.

Reviewed on Sep 2, 2025

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $2,690, price is now $1,686 per person
$1,686
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
Wonderful stay. Only issue is the WiFi for the TV wasn’t stable but all else was amazing!

Reviewed on Aug 27, 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $2,513, price is now $1,589 per person
$1,589
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,227 reviews)
No welcome drinks when we arrived. Limited excursions on certain days.

Reviewed on Sep 2, 2025

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $1,776, price is now $1,271 per person
$1,271
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (960 reviews)
Its a beautiful property and the customer service experience is wonderful

Reviewed on Aug 30, 2025

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
Price was $1,767, price is now $1,274 per person
$1,274
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,084 reviews)
Bar staff was the best from Morgan and her team.

Reviewed on Sep 2, 2025

Where to stay in Red Pond Estates

Find the best Red Pond Estates areas and neighborhoods for the activities you enjoy most. Learn more about Red Pond Estates
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Oyster Pond

2 out of top 10 points of interest in this area
3.5/5(99 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 Oyster Bay Marina or Dawn Beach while you're exploring the neighborhood.

Find hotels in Oyster Pond

Red Pond Estates 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
$241 nightly
The price is $252 total per night from Sep 3 to Sep 4
$252 total
Sep 3 - Sep 4
Total with taxes and fees
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
$95 nightly
The price is $99 total per night from Sep 4 to Sep 5
$99 total
Sep 4 - Sep 5
Total with taxes and fees
8.8/10 Excellent! (1,289 reviews)
"Loved It"

Reviewed on Aug 31, 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
$278 nightly
The price is $289 total per night from Sep 4 to Sep 5
$289 total
Sep 4 - Sep 5
Total with taxes and fees
8.8/10 Excellent! (1,830 reviews)
"Amazing - make sure to check out the observation deck!"

Reviewed on Sep 1, 2025

The Morgan Resort Spa Village
See all 3,590 properties in Red Pond Estates
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
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Red Pond Estates

Dawn Beach featuring a coastal town, general coastal views and landscape views

Dawn Beach

Why not spend a carefree afternoon at Dawn Beach during your travels in Oyster Pond? Stroll along the seaside in this relaxing area, or check out its top-notch restaurants.

Dawn Beach

Coralita Beach

Why not spend a lazy afternoon at Coralita Beach during your trip to Oyster Pond? Wander the beautiful beaches and seaside in this romantic area.

Coralita Beach

Things to do

St Maarten

Private St Maarten Island Sightseeing Tour

$560
per traveler
Private St Maarten Island Sightseeing Tour
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

$75
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

$149
per adult
84% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
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.