A coastal resort with a turquoise beach, a swimming pool, and hillside buildings.

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Dates

November 2026

December 2026

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Our top choices for Oyster Pond condo rentals

A balcony with white railings, a bench, and two chairs.

1. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

South Reward

Trevayne

$229 nightly

Nov 8 - Nov 9

Total with taxes and fees

A balcony with two white chairs and a view of the ocean.

2. Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho, Sint Maarten

Roy N.

$247 nightly

Nov 6 - Nov 7

Total with taxes and fees

A poolside area with a wooden table, lounge chairs, and a view of the ocean.

3. Blue Sail Apartments - Two-Bedroom Apartments

Pelican Key

Heidi

$134 nightly

Nov 6 - Nov 7

Total with taxes and fees

A covered balcony with a view of trees and a tiled floor.

4. SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

South Reward

$272 nightly

Nov 7 - Nov 8

Total with taxes and fees

A rooftop pool with a clear view of the sea and distant hills.

5. D443 - One Bedroom with Lagoon view

Cole Bay

$290 nightly

Nov 10 - Nov 11

Total with taxes and fees

A tropical resort with palm trees, a pool, and a beach area.

6. The Maho Hideaway on Sunset "Airplane" Beach

Simpson Bay

Nathalie E.

$312 nightly

Nov 6 - Nov 7

Total with taxes and fees

7. Blue Sail Apartments - 1-Bedroom Apartments

Pelican Key

$188 nightly

Nov 6 - Nov 7

Total with taxes and fees

A modern living room with a TV, sofa, coffee table, and dining area.

8. Maho Beach House - Spacious 1 Bedroom Suite

Maho, Sint Maarten

Sinisa

$257 nightly

Nov 6 - Nov 7

Total with taxes and fees

9. Starfruit Condo with ocean view in Kombawa Domaine

Les Terres Basses

$525 nightly

Nov 6 - Nov 7

Total with taxes and fees

A beach view with a wooden structure in the foreground, clear turquoise water, and a distant boat.

10. Maho Beach House: Studio Getaway, Oceanfront Vibe

Maho, Sint Maarten

Colleen M.

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Learn more about Oyster Pond

Rent a kayak to explore the calm waters of this peaceful harbor, where waterfront restaurants serve fresh seafood with marina views. Dawn Beach sits just around the headland, offering excellent snorkeling opportunities among coral reefs teeming with tropical fish.

See all hotels in Oyster Pond

Top reviews in Oyster Pond

A glass table with a white mug and a loaf of bread, a decorative vase, and a poolside lounge area with a view of purple flowers and palm trees.

Pomme Cannelle Luxury Suites & Spa

Orient Bay

10/10 Excellent

Pauline & Jeremy!!! Fantastic warm welcome! You can tell that these owners absolutely love their guests. Too many details to mention from the private jacuzzi to concierge services provided by Pauline. Beautiful interiors, comfortable beds. Gated neighborhood 5 minutes on foot to Orient Bay beaches and restaurants. Good old fashioned bed and breakfast atmosphere. Oh!! The amazing, not-to-miss breakfast! Highly recommended.

Lara Abigail

A person sitting at a table with a book, a croissant, and a cup.

Le Martin Boutique Hôtel

Cul de Sac

10/10 Excellent

Elizabeth

A breakfast table with croissants, a watermelon slice, and a glass of orange juice, overlooking the ocean.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

10/10 Excellent

Third stay in St Maarten/Martin since 1993. By far the nicest hotel of my 3 stays. While not directly on a beach, a short drive to Orient, or across the street to Dawn Beach at the Westin. We were on the upper level, building B and had a great view of the ocean across the street. Actually you can drove about anywhere on the island in 30 to 45 minutes depending on traffic. We stayed the first week of November 2015 and full season had not kicked in. The traffic is slow and you have to be...

Island visitor

A swimming pool with lounge chairs and a table on a wooden deck, surrounded by greenery and a mountain view.

Villa Jwi Lavi Boutique Hotel

Cul de Sac

10/10 Excellent

My wife and I loved this place. It was smaller and quieter than your typical hotel or resort. The hosts provide a nice little breakfast each morning (croissants and baguettes with local jams, plus fresh fruit and juice). The pool is nice, as are the views. The property is a good location on the island, in my opinion. Easy drive to Anse Marcel on the northern tip (phenomenal beach up there). Also easy drive to Grand Case (best food ever) and Orient Beach (great scene in general). The hosts were...

Cameron

A covered outdoor seating area with wicker furniture and a view of the sea.

La Villa Hibiscus

Orient Bay

10/10 Excellent

We spent 4 nights at La Hibiscus. Really enjoyed everything about it. Florian gave us a free upgrade to the Jasmine suite. Large, comfortable bed, great shower and bathroom. Great terrace for sunning and looking at the mountains. We had the pool to ourselves which we loved. Very hands off approach by management which meant great privacy which we like. Only 5 minutes to Orient Beach….great choice of restaurants including a couple of breakfast places. Will definitely come back. FYI….renting a car...

Sid

A neatly made bed with a red bedspread, two matching lamps on either side, and a colorful pillow on the headboard.

Alicia's Inn

Downtown Philipsburg

10/10 Excellent

Jeanina the manager and Renicia were fantastic hosts. They went out of their way to ensure you had a great stay. Customer service here at times even exceeded 3 & 4 star properties. Complimentary wifi that consistently worked hassle free. Stayed several days. A clean, bright, well maintained 2 1/2 Star+ property for value minded travelers. Would stay here again. Would recommend this boutique property to a friend.

Leeward Islands

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

July Apartments

Madame's Estate

10/10 Excellent

Dulcie

A beach resort with palm trees, a pathway, and a view of the ocean.

Orient Beach Hotel

Orient Bay

10/10 Excellent

This is the perfect place to have an ocean view room that is beautifully done. The hotel doesn’t offer a ton of amenities, but it’s in a great location on a beautiful beach. Come here to enjoy time with a partner, have access to beach restaurants and activities and rent a car to explore the island. Our concierge, Junior, was amazing and saved us by getting our passports to us after we had already arrived to the airport!

Anonymous traveler

A beach with white lounge chairs and umbrellas, a palm tree, and a clear blue sky.

Hotel La Plantation

Orient Bay

10/10 Excellent

We took a trip as a family to celebrate three college graduations and an engagement. Due to the dates we could each go, we ended up needing to book it as three separate studios all on the lower level. After booking it as separate vacations on Expedia, I wrote to the hotel to see if they could make the rooms near each other. Within an hour we received a reply from Julie congratulating us on the engagement and graduations and saying that she would do her best to make sure we were near each...

Anonymous traveler

A swimming pool with a wooden deck, palm trees, and a building with multiple balconies and outdoor seating.

Palm Court Residence & Hotel at Orient Beach

Orient Bay

10/10 Excellent

Great staff! Had trouble with our rental car company and staff arranged to have different company drop car at hotel for us, such a breeze! Awesome morning breakfast, chocolate croissants were very tasty! Great proximity to the beach and a variety of restaurants in Orient Village. You MUST dine at La Table d'Antoine; best onion soup and duck breast w/5 vinegars, to die for!! Hotel has arrangement with Kakoa Beach Bar, so it as easy to get lounge chairs and umbrella each morning. If you're...

Pam

A bedroom with a bed, bedside tables, a chair, a desk, and a mirror.

Calinago Friendly Family Sxm Home

Downtown Philipsburg

10/10 Excellent

charity

Esmeralda Resort

Orient Bay

10/10 Excellent

My wife and I have been vacationing on St. Maarten for 15 years, and this was our first time at this resort. The staff are very nice and helpful. They have two great restaurants, one on the beach and one fine dining on the resort. We stayed for seven days which was perfect. During most days we were on the beach which was a three minute walk from our cottage. The CoCo restaurant has great food, friendly staff and the chairs and umbrellas are free to guests of the hotel. In the evening we ate a...

Anonymous traveler

A pool area with lounge chairs and umbrellas, surrounded by palm trees, and a view of the sea.

JW Marriott St. Maarten Beach Resort & Spa

Oyster Pond

10/10 Excellent

The staff is polite helpful patient and happy. Keith at Carambola restaurant was exceptional. The pastry Chef came herself to discuss our gluten free need for the dessert. Everyone was accommodating. The rental car seemed to have stalled, the valet staff went above and beyond to help restart. While checking out the manager was courteous and handled everything with well. The hotel was clean, no sand on the floors.

Sudha

A poolside bar with a view of a pool and lounge chairs.

Hotel L'Esplanade

Grand Case

10/10 Excellent

My wife and I stayed at the Hotel L'Esplanade for a week! And it was out first time here on the French side and we enjoyed it a lot. Very comfortable and spacious accommodations with large bedroom, bathroom and Living/dining room with the full kitchen if you decide to ignore all of the restaurants nearby and decide to make a meal yourself. Big, beautiful terrace to enjoy breakfast or sip wine while watching the sunset. The pool is peaceful, and the food is freshly grilled right before you, while...

Mikhail

A balcony with a view of the sea, a bed with towels, and two white wicker chairs.

Le Temps des Cerises Hotel Beach

Grand Case

10/10 Excellent

The hotel, which is only a few weeks old, and which is owned by the same people who own Sol E Luna nearby, is a classy, first rate property, right on the beach in Grand Case, with a staff that couldn't have been more friendly and helpful. All nine rooms have balconies with full ocean views. The design and styling are very contemporary and absolutely perfect. And, oh, the dining scene in Grand Case can't be beat!

Len

Frequently Asked Questions

How much do condos in Oyster Pond cost?

Expect to pay from $133 to $540 per night for condos in Oyster Pond. No matter your budget, the perfect stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in Oyster Pond?

Pack your suitcase and choose from condos in Oyster Pond. For work-related travel, a family getaway and everything in between, Expedia can help you find your ideal stay in just a few clicks.

Why book your condo in Oyster Pond with Expedia?

Getaways shouldn't be complicated, so if you're after condos at an affordable price, Expedia can help. Keep the budget in check and choose something cheap and cheerful, or splurge on a 5-star condo and treat your loved ones. Use our convenient search filters to find a stay in Oyster Pond that fits your needs.

How can I find cheap condos in Oyster Pond?

Expedia can help you easily source cheap condos in Oyster Pond. To find your perfect stay in just a few clicks, use our handy filter tool to tailor your search results by star rating, amenities and budget.

What is there to do in Oyster Pond near my condo?

The most useful travel accessory is a well-planned to-do list. Dawn Beach is a good spot to kick-start your adventures in Oyster Pond.

Search and Rent Oyster Pond Condos

Bundle & Save

OneKeyCash

Upfront pricing

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Oyster Pond condo rentals

1. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

2. Maho Beach House - Petit Studio Océanique - Charmante Vue

3. Blue Sail Apartments - Two-Bedroom Apartments

4. SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

5. D443 - One Bedroom with Lagoon view

6. The Maho Hideaway on Sunset "Airplane" Beach

7. Blue Sail Apartments - 1-Bedroom Apartments

8. Maho Beach House - Spacious 1 Bedroom Suite

9. Starfruit Condo with ocean view in Kombawa Domaine

10. Maho Beach House: Studio Getaway, Oceanfront Vibe

Learn more about Oyster Pond

Top reviews in Oyster Pond

Pomme Cannelle Luxury Suites & Spa

10/10 Excellent

Frequently Asked Questions

How much do condos in Oyster Pond cost?

How many condos are there in Oyster Pond?

Why book your condo in Oyster Pond with Expedia?

How can I find cheap condos in Oyster Pond?

What is there to do in Oyster Pond near my condo?

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