Luxury | North Shore Oahu 4 Bed 4.5 Bath Private Beachfront Gated Retreat | House in Haleiwa
3 Bedroom House in Pupukea, Haleiwa
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.
Luxury | North Shore Oahu 4 Bed 45 Bath Private Beachfront Gated Retreat is located in Pupukea. Luxury | North Shore Oahu 4 Bed 45 Bath Private Beachfront Gated Retreat provides accommodation, featuring Bedding/Linens, Barbecue/Outdoor Cooking, Parking, among other amenities. This House features Bedding/Linens, Barbecue/Outdoor Cooking, Parking, to make your stay a comfortable one.
Luxury | North Shore Oahu 4 Bed 45 Bath Private Beachfront Gated Retreat has 3 Bedrooms , 3 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Pupukea has interesting places to visit. If you want to learn more about the House in Pupukea, such as places to visit and things to do nearby, you can check below to learn more.
Amenities
Policies
Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip host has not indicated whether there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number 590220050000, ta-197-424-3328-01, ge-197-424-3328-01 special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation