A coastal town with buildings, a windmill, and mountains in the background.

4 Star Hotels in Philipsburg

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4 Star Hotels in Philipsburg

A beachside lounge with lounge chairs and umbrellas, overlooking the sea.

A multi-story hotel with a grand entrance, a pool area, and outdoor seating.

A person relaxing on a beach chair with a drink, overlooking a clear blue sea and a distant shoreline.

A Holland House Beach Hotel reception area with a wooden deck, potted plants, and a signboard.

1. Holland House Beach Hotel

Downtown Philipsburg

$237

$284 total

includes taxes & fees

Sep 18 - Sep 19

A pool area with lounge chairs, palm trees, and a view of the ocean.

A rooftop bar with outdoor seating, overlooking a coastal area.

A modern hotel dining area with a buffet, seating arrangements, and a glass partition.

A spacious lounge area with a large window overlooking the sea, featuring a modern sofa set, a round coffee table, and a decorative vase.

2. Oceans at Divi Little Bay

Philipsburg

$209

$269 total

includes taxes & fees

Sep 28 - Sep 29

A resort pool with lounge chairs, palm trees, and a view of the ocean.

A coastal hotel with multiple red-roofed buildings, a beach, and a cruise ship in the background.

A coastal resort with multiple buildings featuring red roofs, a rocky shoreline, and a clear view of the sea.

3. Divi Little Bay Beach Resort

Philipsburg

$156

$203 total

includes taxes & fees

Oct 3 - Oct 4

A swimming pool with clear blue water, a building with balconies, and palm trees.

A beachfront hotel with a sandy beach, clear turquoise waters, and a rocky shoreline.

A pool with a view of the beach and ocean.

A resort with multiple-story buildings, a well-maintained lawn, and a view of the ocean.

4. Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

$120

$152 total

includes taxes & fees

Sep 16 - Sep 17

A beach with thatched umbrellas and lounge chairs, a palm tree, and a building in the background.

A restaurant with tables set for dining, large windows offering a view of the sunset over the ocean, and a ceiling fan.

An aerial view of a resort with multiple red-roofed buildings, a beach, and a clear blue sea.

A resort pool area with a view of the sea and sunset.

5. Simpson Bay Resort, Marina & Spa

Pelican Key

$153

$183 total

includes taxes & fees

Sep 15 - Sep 16

A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.

A modern living room with a glass coffee table, a beige sofa, a black leather sofa, and a view of a mountainous landscape through large windows.

A dining table set for six with a bottle of wine, surrounded by wicker chairs, overlooking a body of water and a mountainous landscape.

A beach with clear turquoise water, a sandy shore, and white buildings on a hillside.

6. Oyster Bay Beach Resort

Oyster Pond

$176

$211 total

includes taxes & fees

Sep 15 - Sep 16

A clear blue pool with lounge chairs and palm trees, overlooking the ocean.

A modern hotel with a glass infinity pool overlooking the ocean, lounge chairs, and a clear view of the sea.

A beachside resort with clear turquoise waters, white sand, and lounge chairs under umbrellas.

A hotel room with a large bed, a TV, and a view of the ocean.

7. The Morgan Resort Spa Village

Simpson Bay

$443

$542 total

includes taxes & fees

Sep 15 - Sep 16

A balcony with a view of a beach and pool area, including lounge chairs and umbrellas.

A beachfront hotel with a pool area, palm trees, and ocean views.

A spacious room with a large glass door leading to a balcony with a view of the beach and ocean.

A spacious lobby with a curved blue sofa, a modern chandelier, and a view of the kitchen and dining area.

8. Royal Islander Resort La Plage

Lowlands

$173

$209 total

includes taxes & fees

Sep 30 - Oct 1

A coastal resort with a swimming pool, beach access, and lush greenery.

An aerial view of a coastal resort with a swimming pool, beach, and ocean views.

A balcony with a view of the ocean, two wine glasses, and a chair.

An aerial view of a resort with a beach, swimming pool, and multiple buildings with red roofs.

9. Grand Case Beach Club

Grand Case

$249

$286 total

includes taxes & fees

Oct 13 - Oct 14

A beach with clear turquoise water, a sandy shore, and a hotel with multiple balconies overlooking the sea.

A balcony with a view of a pool and beach, a table with a vase of flowers, and a chair.

A wooden table with chairs on a balcony overlooking a beach and ocean.

A modern living room with a sofa, a coffee table, a TV, and a large window with a view of a resort.

10. Royal Islander Resort La Terrasse

Lowlands

$149

$180 total

includes taxes & fees

Sep 20 - Sep 21

A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

A person standing by a large window with a view of a body of water and a distant shoreline.

A coastal scene with clear turquoise waters, a sandy beach, and a hillside with buildings.

A balcony with a table set for two, overlooking a beach with clear blue waters and a distant shoreline.

11. condostmaarten by the sea -Adults Only-

Indigo Bay

$302

$447 total

includes taxes & fees

Oct 14 - Oct 15

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

A poolside breakfast setup with a tray of food, a teapot, and a glass of orange juice.

A beachside resort with thatched-roof structures, outdoor seating, and lush greenery.

A dining table with a bottle of wine, glasses, and a plate of food.

12. Esmeralda Resort

Orient Bay

$235

$244 total

includes taxes & fees

Oct 13 - Oct 14

A balcony with a table set for two, overlooking a pool and a beach.

A resort with a large pool, palm trees, and a view of the ocean.

A restaurant with outdoor seating, tables set with glassware and cutlery, and a bar area with a television and beverage dispensers.

A beach with clear turquoise water, a sandy shore, and a resort building with multiple floors and palm trees.

13. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Lowlands

$339

$389 total

includes taxes & fees

Oct 13 - Oct 14

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

A modern outdoor bar area with a pool, bar stools, and a view of the pool.

A hotel pool area with lounge chairs, a covered seating area, and a sign for 'Calama'.

A beach with lounge chairs and a thatched umbrella.

14. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

$144

$177 total

includes taxes & fees

Oct 4 - Oct 5

A resort with multiple hotel buildings, a marina, and a clear blue ocean.

A coastal hotel with a marina, clear turquoise water, and a backdrop of lush mountains.

A coastal hotel with multiple buildings, a dock, and clear turquoise waters.

A buffet setup with various food items and a view of the marina through large windows.

15. The Villas at Simpson Bay Resort

Pelican Key

$170

$204 total

includes taxes & fees

Sep 17 - Sep 18

A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

A room with a large window offering a view of a golf course and a beach.

A modern living room with a large sofa, a coffee table, and a TV on a cabinet. The room has large windows with a view of a cityscape and greenery.

A modern living room with a glass table, blue sofas, and a view of the sea.

16. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

$256

$359 total

includes taxes & fees

Oct 1 - Oct 2

A clear blue pool with wooden deck loungers and thatched umbrellas, surrounded by tropical vegetation.

An outdoor dining area with round tables and chairs, surrounded by thatched umbrellas, and tropical plants.

A modern kitchen with a built-in oven, a dining area with a bar stool, and a television mounted on a wooden panel.

17. The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant

Anse Marcel

$260

$270 total

includes taxes & fees

Sep 17 - Sep 18

A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

A hotel room with a large bed, a nightstand, a lamp, and a view of the ocean through a window.

Two wooden beach chairs with striped towels on a sandy beach with a view of the sea and a small island in the background.

A living room with a sofa, a coffee table, and a view of a garden through a sliding glass door.

18. Dawn Beach Club Resort Sint Maarten

Oyster Pond

$629

$755 total

includes taxes & fees

Sep 15 - Sep 16

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Top neighborhoods in Philipsburg

A coastal town with buildings, a clear blue sea, and mountains in the background.

A vintage yellow car parked on a cobblestone street lined with colorful buildings, including a Belgian Chocolate Box shop.

A narrow waterway with a small boat, surrounded by lush greenery and buildings with red roofs.

A coastal town with a beach, boats, and buildings.

A vibrant market stall with colorful paintings, hats, and textiles.

Downtown Philipsburg

Great Bay Beach's boardwalk sets the stage for Philipsburg's Caribbean charm, where duty-free shopping meets island vibes. Front Street dazzles with jewelry shops and local crafts, while the Yoda Guy Movie Exhibit adds a quirky twist to your explorations. After browsing the marketplace, cool off with a swim in turquoise waters or visit the Sint Maarten Park for a taste of local wildlife. Restaurants serve up Caribbean-Dutch fusion with fresh seafood and spicy Johnny cakes just steps from the sand. Small boutique hotels and guesthouses offer cozy stays within walking distance of attractions. The downtown core is completely walkable, with water taxis connecting to cruise terminals when your feet need a break.

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A large cruise ship docked at a pier with a mountainous coastline and sailboats in the background.

A hill with a yellow building and flags, palm trees, and a sign with a pelican and 'Hope to See You Again Soon!' text.

A beachside café with outdoor seating, including a hammock and tables, overlooking a marina with boats.

Point Blanche

Point Blanche offers a quiet slice of local Sint Maarten life away from tourist crowds. The coastal roads treat you to stunning ocean views as you wander this primarily residential area. Small beaches tucked along the shoreline provide peaceful spots to soak in Caribbean vistas without fighting for towel space. Harbour Point Village makes for an easy visit during your stay. Getting around requires a rental car or taxi since public transit is limited. Accommodations range from small guesthouses to vacation rentals with basic amenities at moderate prices. When hunger strikes, you'll need to head to nearby Philipsburg for more dining options beyond the few local eateries serving Caribbean comfort food.

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A coastal town with a marina, mountains, and a bay.

A coastal landscape with turquoise waters, a cruise ship, and a mountainous backdrop.

Belair

Belair's hillside luxury villas offer stunning views of the Caribbean Sea and a peaceful retreat from bustling tourist spots. Just a short drive from Little Bay Beach and Great Bay Beach, you'll enjoy both seclusion and convenience. The neighborhood's modern Caribbean architecture blends seamlessly with lush tropical landscaping cascading down the slopes. Most accommodations feature private infinity pools and panoramic ocean vistas, with full kitchens for self-catering. You'll need a rental car to navigate the steep terrain and reach nearby dining in Philipsburg. The constant trade wind breezes and cricket choruses at night create a perfect atmosphere for relaxation.

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A coastal cityscape with a marina, residential buildings, and a mountainous backdrop.

Indigo Bay

Indigo Bay boasts pristine beaches and luxurious villas with spectacular ocean views along Sint Maarten's western shore. This exclusive coastal community offers a tranquil escape from busy tourist areas. Take leisurely sunset strolls along scenic waterfront paths while enjoying panoramic views of the turquoise Caribbean waters. Snorkeling, kayaking, and sailing conditions are perfect for water enthusiasts. Resort restaurants serve upscale Caribbean-fusion cuisine and fresh seafood in sophisticated beachside settings. Accommodations range from high-end resorts to private villas with concierge service and direct beach access. A rental car is recommended as public transit is limited, though the peaceful community itself is perfect for walking.

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Vineyard

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Top landmarks in Philipsburg

A beach with turquoise water, white sand, and buildings in the background.

Great Bay Beach

9.0/10 (587 reviews)

If you can't wait to get to the beach, you might enjoy a trip to Great Bay Beach located 0.7 mi (1.1 km) from central Philipsburg. If you want to continue walking by the waves, head to Little Bay Beach located nearby.

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A pier with a red roof, flags, and a sign for 'S&Martin'.

Philipsburg Boardwalk

8.8/10 (97 reviews)

Philipsburg Boardwalk is worth a visit, located 0.4 mi (0.7 km) from central Philipsburg.

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A coastal beach with rocky shoreline, clear turquoise waters, and a backdrop of green hills and buildings.

Guana Bay Beach

9.0/10 (92 reviews)

Whether you want to collect beach glass or watch the sunset, Guana Bay Beach is a spot you might want to check out, located 0.4 mi (0.7 km) from central Upper Prince's Quarter. Catch the sunset by the shore at Gibb's Bay Beach, just a short walk away.

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A white building with green shutters and a green door labeled "COURTHOUSE".

Front Street District

If you want to give your credit card some exercise, head out to Front Street District in Downtown Philipsburg. Splash some more cash at Harbour Point Village.

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Port of St. Maarten

You can stroll along Port of St. Maarten for relaxing water views when you're in Point Blanche. If you carry on walking you'll get to Harbour Point Village and Bobby's Marina for some more water views.

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Little Bay Beach

9.4/10 (366 reviews)

Whether you want to hunt for sand dollars or smell the fresh air, Little Bay Beach is a spot you might want to check out, located 1.2 mi (1.9 km) from central Philipsburg. Catch the sunset by the shore at Great Bay Beach and Indigo Beach, located nearby.

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Rainforest Adventures St. Maarten

Rainforest Adventures St. Maarten is 1.4 mi (2.3 km) from central Philipsburg, why not stop by during your stay.

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Indigo Beach

8.0/10 (23 reviews)

Whether you want to hunt for sand dollars or smell the fresh air, Indigo Beach is a spot you might want to check out, located 1.4 mi (2.3 km) from central Cole Bay. Catch the sunset by the shore at Little Bay Beach and Burgeaux Bay Beach, located nearby.

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