Maui Real Estate Review: Pineapple Cottage – A North Shore Retreat with Timeless Island Charm
If you are exploring Maui North Shore real estate or simply dreaming of a vacation getaway in Haiku, Pineapple Cottage on Maui’s North Shore is a shining example of the island’s unique blend of natural beauty, privacy, and old-Hawaiian character. Situated on 2.5 lush acres in the peaceful Haiku countryside, this charming Haiku vacation rental and investment property offers a lifestyle that many Maui buyers are seeking—tranquil surroundings, easy access to world-class beaches, and the authentic charm of Upcountry living.
Pineapple Cottage features a beautifully maintained two-bedroom, two-bath plantation-style home with approximately 800 square feet of living space, a spacious covered lanai, and thoughtful design details that capture the spirit of classic Hawaii. The property is landscaped with tropical flowers, palms, and fruit trees, creating a serene setting where you can enjoy morning coffee while listening to birdsong or evening sunsets over the valley. This combination of privacy and natural beauty is highly desirable for those searching for Haiku homes with acreage or a boutique vacation rental with strong income potential.
The location is ideal for anyone drawn to the active North Shore Maui lifestyle. Within minutes, you can be surfing or windsurfing at Ho‘okipa Beach Park, walking the golden sands of Baldwin Beach, or enjoying farm-to-table dining in Paia and Haiku town. Nearby hiking trails, waterfalls, and country roads invite exploration, while the restaurants and markets of Makawao and Upcountry Maui provide everything from organic produce to fine art galleries. This blend of convenience and seclusion is one of the key reasons why real estate in Haiku Maui continues to attract buyers looking for both a retreat and a connection to the island’s vibrant outdoor culture.
For investors, Pineapple Cottage represents an appealing opportunity in the Maui vacation rental market. With its legal rental status, excellent guest reviews, and established booking history, it provides both immediate income potential and long-term appreciation as Maui’s North Shore remains a limited-inventory market. Properties with this level of privacy, acreage, and proximity to beaches and towns are increasingly rare, making Pineapple Cottage a smart consideration for those interested in Maui North Shore investment properties or a second home that can generate rental income when not in personal use. SEARCH ALL HOMES FOR SALE IN HAIKU MAUI
Whether you are searching for a Maui vacation rental in Haiku, a peaceful Upcountry retreat, or an income-producing property, Pineapple Cottage delivers a unique combination of charm, location, and value. From the private driveway lined with tropical landscaping to the covered lanai overlooking the stream and evening sunsets, every detail invites you to slow down and savor the magic of Maui.
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For information about Haiku real estate, Maui North Shore homes with acreage, or to schedule a private showing of Pineapple Cottage, contact Steven Nickens, Maui Realtor with Hawaii Life Real Estate Brokers. With over 30 years of experience and deep local knowledge, Steven can guide you through every step of buying or selling property on Maui’s beautiful North Shore.
