The Hills, St John – Room Style

Accommodations at The Hills, St John are condominium-style villas rather than standard hotel rooms, giving guests more of a private-home feel within a gated luxury community.

• Multi-bedroom villas with individually decorated interiors
• Great for families, couples traveling together, and groups who want shared living space
• Some villas include private pools in addition to access to the shared community pool

The Hills is the better pick if you want a St. John stay that feels spacious, private, and residential rather than like a typical hotel room.

Point Pleasant Resort – Room Style

Point Pleasant Resort offers more of a hillside resort accommodation style, with the appeal centered on ocean views and a traditional island-resort base.

• Better for travelers who prefer a resort-style setup over a gated villa enclave
• Hillside positioning with an ocean-view vacation feel
• Best for guests who do not need multi-bedroom villa living space

If you want the ease of a more conventional resort stay, Point Pleasant Resort may feel simpler; if space and privacy matter more, The Hills has the edge.

The Hills, St John – Pool & Beach Scene

The Hills features a shared community villa pool with broad Cruz Bay views, plus select villas with private pools for guests who want an even more secluded setup.

• Shared pool overlooking Cruz Bay with deck space beside the Clubhouse
• Some villas offer private pools, including salt water pool options in select listings
• Beach chairs, beach towels, and a cooler are provided for exploring St. John beaches

Point Pleasant Resort – Pool & Beach Scene

Point Pleasant Resort leans into its hillside ocean-view setting, making it a better fit for travelers who want the scenery and flow of a coastal resort stay.

• Hillside setting with ocean-view atmosphere
• Better for guests who want a resort base rather than a villa community above Cruz Bay
• Good for travelers who plan to spend more time in a traditional resort environment

If private-villa flexibility and St. John beach exploring are priorities, choose The Hills; if a hillside resort scene matters more, consider Point Pleasant Resort.

The Hills, St John – Family Programming

The Hills, St John is an all-ages, family-oriented property, especially practical for families who want the space and convenience of a villa-style stay.

• Multi-bedroom villas that work well for families and multi-generational groups
• Concierge assistance can include childcare arrangements
• Kitchen, laundry, grills, and beach gear support a self-directed family trip

Point Pleasant Resort – Family Programming

Point Pleasant Resort may appeal to families or groups who want a relaxed resort base without committing to a full villa-community experience.

• Better for travelers who prefer a straightforward resort setup
• Good for guests who want hillside views and an independent island stay
• Less focused on the private multi-bedroom villa model that defines The Hills

If you are traveling with children, extended family, or several couples who want room to spread out, The Hills is usually the stronger fit.

The Hills, St John – Value Snapshot

The Hills, St John offers its best value when you can take advantage of the space, privacy, and services of a gated villa community rather than treating it like a standard hotel.

• Best for families and groups who want multi-bedroom villa layouts
• Strong for travelers who will use concierge help, the Clubhouse, kitchens, and beach gear
• Worth it if privacy, views, and a Cruz Bay hillside setting are key priorities

Point Pleasant Resort – Value Snapshot

Point Pleasant Resort is the better value if you want a more traditional hillside resort experience and do not need the full residential feel of The Hills.

• Best for travelers who prefer a resort-style base
• Stronger for guests who want ocean-view atmosphere without a villa-compound setup
• Worth it if simplicity and a conventional island-resort feel matter more than extra space