House in Pupukea, HI
10 guests · 3 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
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)
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.
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)
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.
Amenities at Luxury | North Shore Oahu 4 Bed 4.5 Bath Private Beachfront Gated Retreat
Non-smoking
No pets allowed
Family friendly
Map of Pupukea, HI
Ratings and reviews
10 / 10Outstanding·Apr 2026
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We felt comfortable and secure in the Green Pineapple due to the quality accommodations and physical location, during historical Hawaiian rainfall and flooding at lower elevations of Pupukea. We appreciated Hawaii Life's attentive, quality management and service for a quality, luxury property.
10 / 10Outstanding·May 2024
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Everything works great out here.Fantastic place.Tks Diana for all of your support.Aloha
10 / 10Outstanding·Sep 2021
The Green Pineapple Estate was a perfect place for my wife and I, our two daughters and my wife's parents to stay. The house itself provided the perfect balance between privacy and togetherness. The north shore location was ideal for us. We hope to stay there again someday!
5 / 10·Apr 2018
Fun for the whole family and plenty of room for everyone. We LOVED this home away from home, gourmet kitchen, beautiful bedrooms, master suite that invites you to stay forever. A view of the valley and the ocean, just a short drive to the North Shore and all of its wonders. I have already recommended this wonderful home to my family and friends. You wont be disappointed !!!!!!!
$$$$
Top rated by guests
9.7Outstanding
(19 Ratings)
"Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I ..."
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