North Shore Oahu Gated Private Estate on lush 1 acre near Sunset Beach

Welcome to The Green Pineapple, an exquisite three-bedroom estate nestled in the tranquil, hilltop enclave of Pupukea on Oʻahu’s fabled North Shore. This distinguished two-story residence evokes the timeless allure of vintage Hawai‘i, gracefully reimagined with contemporary comfort and understated luxury.

Rich hardwood floors, high ceilings, and classic wainscoting set the tone for a serene island retreat. The home’s interiors are adorned with curated Hawaiian artwork and plush furnishings that blend sophistication with the relaxed rhythm of North Shore living.

The upper level features a spacious living area, a fully appointed kitchen, and three inviting bedrooms:

The Primary Suite offers a king bed, walk-in closet, deep soaking tub, and an oversized double shower.

The guest bedrooms—one king and one queen—share a beautifully appointed full bath.

A wet bar and game area provide an intimate setting for evening game of cards or chess and time to unwind..

With 400 Mbps high-speed internet and multiple workspaces, this home is ideally suited for guests seeking both tranquility and productivity.

Outdoors, verdant gardens and fruit-bearing trees (lychee, guava, citrus) surround covered lanais and patio spaces designed for relaxation. Enjoy an al fresco meal prepared on the gas grill, then refresh in the enclosed outdoor shower after a day along the shore. A covered garage and ample driveway parking accommodate multiple vehicles.

Additional Details
Mid-stay cleaning required; additional fees may apply

Main level accessible by stairs

No check-ins on major holidays (Christmas, New Year’s Day, Easter, Thanksgiving)

TA#197-424-3328-01

Rates exclude taxes, cleaning, and applicable fees

30-day minimum rental period in compliance with the City & County of Honolulu ordinances

Please inquire about adding the lower studio for 10 people MAX.

Hawaii Life Rentals, a locally owned and licensed real estate company, provides on-island assistance and personalized concierge services. A signed rental agreement is required within 48 hours of booking to confirm your reservation.

Experience the Essence of Classic Hawai‘i
At The Green Pineapple, tradition and tranquility meet in perfect harmony — a timeless retreat where vintage elegance and modern comfort define the North Shore experience.