300B Chocolate Hole, St. John, 00830, VI
resort comparison guide

Westin St. John Resort Villas vs Point Pleasant Resort

Choosing between The Westin St. John Resort Villas and Point Pleasant Resort? This in-depth comparison breaks down location, vibe, rooms, dining, amenities, beach access, price & more so you can decide which resort best fits your next Caribbean getaway.

The Westin St. John Resort Villas resort
The Westin St. John Resort Villas
All-Ages • Great Cruz Bay • Villa Resort

Best for families, couples, and villa-focused travelers who want a polished St. John resort setting with a private Great Cruz Bay beach, spacious accommodations, and resort-style amenities.

Point Pleasant Resort resort
Point Pleasant Resort
Condo-Style • St. Thomas • Hillside Setting

Better for independent travelers who want a hillside St. Thomas condo-resort feel with scenic views and a less traditional full-service resort experience.

Quick Verdict: The Westin St. John Resort Villas vs Point Pleasant Resort

If you want a well-rounded resort stay on St. John with villa-style space, a private white-sand beach, a large freshwater pool, kids’ programming, and on-site dining, The Westin St. John Resort Villas is the stronger fit.

If your priority is a more independent condo-style stay on St. Thomas with a hillside setting and a quieter, residential feel, Point Pleasant Resort may be the better match.

Bottom line: choose The Westin St. John Resort Villas for a fuller resort experience on St. John; choose Point Pleasant Resort for a more self-directed St. Thomas condo-resort stay.

The Westin St. John Resort Villas vs Point Pleasant Resort – At a Glance

Category The Westin St. John Resort Villas Point Pleasant Resort
Overall Vibe Family-friendly vacation-ownership resort with villa-style accommodations, tropical grounds, beach access, and a classic resort amenity base. Hillside condo-resort atmosphere, better suited to travelers who prefer a more independent stay over a conventional full-service resort format.
Location On Great Cruz Bay in St. John, with a private white-sand beach and ferry-based arrival from St. Thomas. On St. Thomas in a hillside resort setting, a better fit for travelers who want to base their trip on that island.
Rooms & Villas Studios, one-, two-, and three-bedroom villas and townhouses, with kitchens or kitchenettes and many accommodations offering washers/dryers. Condo-style accommodations with a more residential feel, ideal for guests who want independence rather than a standard hotel-room setup.
Dining On-site options include casual beach and pool dining, a marketplace/café, and steak-and-seafood dining, with room service available during set periods. Better for travelers comfortable with a more flexible, self-catered or off-property dining rhythm rather than relying on a large resort restaurant lineup.
Pools & Beach Private Great Cruz Bay beach, a large freshwater main pool, whirlpool spa, children’s pool, and non-motorized water activities. Hillside setting with a more view-driven resort feel, best for guests who do not need the same large beachfront resort footprint.
Kids & Family Strong family credentials, including children’s facilities and the Westin Family Kids Club with camp-style programming. Can work for families who prefer condo-style space, but the appeal is more independent and less centered on structured kids’ programming.
Price & Value Best value for travelers who will use the resort amenities, villa kitchens, beach setup, pool complex, and St. John location. Best value for travelers who want a condo-resort base on St. Thomas and do not need the same depth of on-site resort services.

Rooms & Villas: Resort Villas vs Hillside Condo Style

The Westin St. John Resort Villas – Room Style

Accommodations at The Westin St. John Resort Villas are designed for longer, more comfortable island stays, with studios through multi-bedroom villas and townhouses.

  • Studios plus one-, two-, and three-bedroom villas and townhouses
  • Full kitchens or kitchenettes, with many accommodations including washers/dryers
  • Largest villa categories can include private pools

The Westin is the better pick if you want a true resort-villa setup with more space, practical in-room amenities, and an easy family or group layout.

Point Pleasant Resort – Room Style

Point Pleasant Resort leans more condo-style, appealing to travelers who want a residential base rather than a traditional resort room experience.

  • Condo-resort format with a more independent stay style
  • Hillside setting that suits guests who value views and privacy
  • Best for travelers who prefer self-directed days over a full resort schedule

If you want a looser, more residential vacation rhythm, Point Pleasant Resort is the more natural fit.

Dining & Drinks: Resort Convenience vs Independent Flexibility

The Westin St. John Resort Villas – Restaurants & Bars

Dining at The Westin St. John Resort Villas is convenient for guests who want casual beach meals, grab-and-go options, and a more polished dinner setting without leaving the property.

Expect:

  • Snorkels Bar & Grill for casual pool and beach dining
  • The Marketplace at Great Cruz Bay for coffee, pastries, sandwiches, and provisions
  • Beach Café and Cruz Bay Prime for sit-down meals, including oceanfront breakfast and steak-and-seafood dining

Point Pleasant Resort – Restaurants & Bars

Point Pleasant Resort is better approached as a condo-resort base where travelers can keep dining flexible rather than expecting a large, self-contained resort dining program.

  • Best for guests who like a more independent dining routine
  • Condo-style stays can pair well with casual meals and off-property exploring
  • Ideal if you do not need multiple resort-run restaurants on site

If on-property dining convenience matters most, The Westin St. John Resort Villas has the clearer advantage.

Pools & Beach: Great Cruz Bay Resort Scene vs Hillside Island Base

The Westin St. John Resort Villas – Pool & Beach Scene

The Westin St. John Resort Villas has the stronger classic resort pool-and-beach setup, with a private stretch of white sand on Great Cruz Bay and a large freshwater pool overlooking the bay.

  • Private Great Cruz Bay beach with chairs and umbrellas included through the resort setup
  • Large freshwater main pool with whirlpool spa and poolside service
  • Complimentary non-motorized water activities such as stand-up paddleboarding, kayaking, and Hobie Cat sailing

Point Pleasant Resort – Pool & Beach Scene

Point Pleasant Resort’s appeal is more about its hillside resort feel and scenic setting than a large, beachfront resort complex.

  • Better for travelers who value views and a quieter base
  • Less of a full-scale beach-resort experience than The Westin
  • A good match for guests who plan to explore rather than stay planted at one resort beach all day

If your vacation hinges on a private beach, a major pool scene, and easy water activities, The Westin St. John Resort Villas is the stronger choice.

Kids & Family: Structured Resort Programming vs Independent Family Space

The Westin St. John Resort Villas – Family Programming

The Westin St. John Resort Villas is an all-ages resort with real family infrastructure, including children’s facilities and a dedicated kids’ club.

  • Westin Family Kids Club with camp-style activities for children
  • Children’s pool in addition to the main pool
  • Villa layouts that work well for families who want kitchens, laundry, and extra space

Point Pleasant Resort – Family Programming

Point Pleasant Resort can suit families who are comfortable with a condo-style stay and a more self-managed island itinerary.

  • Better for families who do not need structured kids’ programming
  • Condo-style setup can appeal to independent travelers and longer stays
  • Best for groups who prefer flexibility over a resort activity calendar

If kids’ programming and resort-style family amenities are important, The Westin St. John Resort Villas is the safer pick.

Price & Value: Which US Virgin Islands Stay Feels More Worth It?

The Westin St. John Resort Villas – Value Snapshot

The Westin St. John Resort Villas offers the most value when you will use the beach, pool, villa amenities, kids’ programming, on-site dining, and St. John location.

  • Best for families or groups who want villa space with resort services
  • Great if a private beach and large pool are central to the trip
  • Strong value for travelers who want a polished, amenity-rich St. John base

Point Pleasant Resort – Value Snapshot

Point Pleasant Resort is the better value if you want a more independent St. Thomas condo-resort stay and do not need the full resort-villa experience.

  • Best for travelers who prefer a hillside condo-resort atmosphere
  • Stronger for guests who plan to explore and dine flexibly
  • Worth considering if you want a quieter, less conventional resort base

Who Wins? Best US Virgin Islands Resort by Travel Style

Best for Resort-Villa Comfort
The Westin St. John Resort Villas resort

The Westin St. John Resort Villas

Choose The Westin if you want a St. John resort with villa-style accommodations, a private Great Cruz Bay beach, a large freshwater pool, and family-friendly amenities.

Best for Independent Island Stays
Point Pleasant Resort resort

Point Pleasant Resort

Point Pleasant Resort is the better pick for travelers who want a hillside St. Thomas condo-resort stay with a more independent, self-directed feel.

Best for Private Beach & Pool Time
The Westin St. John Resort Villas resort

The Westin St. John Resort Villas

For families, groups, and beach-focused travelers who want more built-in resort infrastructure, The Westin St. John Resort Villas is the stronger all-around choice.

Best for Hillside Views & Flexibility
Point Pleasant Resort resort

Point Pleasant Resort

If you want a quieter condo-style base and plan to shape your own days around St. Thomas, Point Pleasant Resort may fit better.

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The Westin St. John Resort Villas

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