4 Star Hotels in Philipsburg

November 2026
December 2026

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Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

4 Star Hotels in Philipsburg

1. Holland House Beach Hotel

Holland House Beach Hotel
Downtown Philipsburg
$245
$294 total
includes taxes & fees
Oct 20 - Oct 21
Holland House Beach Hotel

2. Oceans at Divi Little Bay

Oceans at Divi Little Bay
Philipsburg
$235
$301 total
includes taxes & fees
Nov 3 - Nov 4
Oceans at Divi Little Bay

3. Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
$194
$251 total
includes taxes & fees
Oct 26 - Oct 27
Divi Little Bay Beach Resort

4. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
$110
$142 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Flamingo Beach St. Maarten

5. Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
$176
$212 total
includes taxes & fees
Oct 20 - Oct 21
Oyster Bay Beach Resort

6. Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
$152
$184 total
includes taxes & fees
Oct 20 - Oct 21
Royal Islander Resort La Plage

7. The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
$198
$237 total
includes taxes & fees
Oct 20 - Oct 21
The Villas at Simpson Bay Resort

8. Esmeralda Resort

Esmeralda Resort
Orient Bay
$253
$263 total
includes taxes & fees
Oct 20 - Oct 21
Esmeralda Resort

9. Hotel La Plantation

Hotel La Plantation
Orient Bay
$176
$183 total
includes taxes & fees
Oct 20 - Oct 21
Hotel La Plantation

10. Grand Case Beach Club

Grand Case Beach Club
Grand Case
$365
$420 total
includes taxes & fees
Nov 4 - Nov 5
Grand Case Beach Club

11. Royal Islander Resort La Terrasse

Royal Islander Resort La Terrasse
Lowlands
$138
$167 total
includes taxes & fees
Oct 26 - Oct 27
Royal Islander Resort La Terrasse

12. La Playa Orient Bay

La Playa Orient Bay
Orient Bay
$353
$391 total
includes taxes & fees
Nov 2 - Nov 3
La Playa Orient Bay

13. The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
$428
$525 total
includes taxes & fees
Oct 20 - Oct 21
The Morgan Resort Spa Village

14. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay
$161
$195 total
includes taxes & fees
Nov 5 - Nov 6
Hilton Vacation Club Royal Palm St. Maarten

15. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
Maho
$256
$359 total
includes taxes & fees
Oct 20 - Oct 21
Mullet Bay Suites: Your Luxury Stay Awaits

16. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Lowlands
$360
$436 total
includes taxes & fees
Oct 20 - Oct 21
Sonesta Maho Beach All Inclusive Resort Casino & Spa

17. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
$173
$207 total
includes taxes & fees
Oct 21 - Oct 22
Simpson Bay Resort, Marina & Spa

18. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
Indigo Bay
$302
$447 total
includes taxes & fees
Oct 20 - Oct 21
condostmaarten by the sea -Adults Only-

19. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
Oyster Pond
$629
$755 total
includes taxes & fees
Oct 20 - Oct 21
Dawn Beach Club Resort Sint Maarten
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Top neighborhoods in Philipsburg

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.

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.

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.

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.

Sucker Garden

Sucker Garden offers a slice of real Caribbean life away from the resort bubble. This quiet residential area gives you a genuine peek into local Sint Maarten living without the tourist price tag. Just a short drive from Philipsburg's attractions and nearby beaches like Guana Bay, you're perfectly positioned for island exploration without the crowds. Local eateries serve up authentic Caribbean comfort food that won't break your budget. Modest guesthouses and vacation rentals provide affordable lodging with personal touches. A rental car is your best bet for getting around, though taxis can take you to nearby Sint Maarten Park or Dawn Beach when you're ready for adventure.

Top landmarks in Philipsburg

A turquoise beach with a wooden pier, a mountain in the background, and cruise ships docked in the water.

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 fortification with rusted cannons, a clear blue sea, and green hills in the background.

Fort Amsterdam

8.8/10 (245 reviews)
If seeing the sights is on your list of things to do, head to Fort Amsterdam— just one of the landmarks located 0.9 mi (1.4 km) from central Little Bay. Hotels.com travelers also say the area is great for couples and has lots of nice beaches.
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A beach with a wooden signboard about marine turtle conservation, a white building, and a coastline.

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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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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