Luxury | North Shore Oahu 4 Bed 4.5 Bath Private Beachfront Gated Retreat

Welcome to The Green Pineapple, an exquisite three-bedroom estate with an attached studio apartment, situated in the serene, milder temperature, hilltop community of Pupukea on Oʻahu’s North Shore. This distinguished two-story residence embodies the grace and character of vintage Hawai‘i, enhanced by modern amenities and fine finishes throughout.

Property Overview |
Designed with a sophisticated balance of comfort and style, the estate features hardwood floors, wainscoting, high ceilings, and curated Hawaiian artwork. The result is a luxurious retreat that captures the essence of island living in a refined and tranquil setting.

The upper level includes:

Primary Suite with a king bed, walk-in closet, deep soaking tub, and oversized double shower

Second bedroom with a king bed

Third bedroom with a queen bed

A shared full guest bathroom

Elegant living and dining areas, and a fully appointed kitchen

Game area and wet bar — ideal for evening entertainment or quiet relaxation

High-speed 400 Mbps Wi-Fi and ample workspace make this residence particularly well-suited for guests requiring a professional environment while working remotely.

Studio Apartment
The lower level offers a fully equipped studio apartment with a kitchenette, full bath, and private entry. The open-concept suite accommodates up to four guests with a king bed, sofa sleeper, and extra-long twin "punee" bed. The studio and main residence are offered together as a single rental to ensure exclusivity and privacy.

Outdoor Features
Expansive covered lanais on both levels provide serene outdoor living spaces surrounded by lush tropical foliage and fruit trees (lychee, guava, citrus). The property also features an enclosed outdoor shower for convenience after beach outings, a gas BBQ grill, and a two-car covered garage with ample driveway parking for additional vehicles.

Additional Information
Mid-stay cleaning service required

Main residence accessible via stairs

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

Maximum occupancy: 10 guests (6 in main home, 4 in studio)

***DISCLOSURE 9/28/26: Home has been listed for sale, and guests may be required to permit showings with 48 hours notice.

TA#197-424-3328-01

Long-term rental options are available upon request.
Rates do not include taxes, cleaning, or applicable fees. Guests are required to sign a rental agreement within 48 hours of booking to confirm the reservation.

Experience Classic Hawai‘i
At The Green Pineapple, vintage island elegance meets modern comfort. This distinguished estate offers an ideal setting for guests seeking privacy, sophistication, and the authentic beauty of Oʻahu’s North Shore.