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Discover Pineapple Cottage

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Haiku, Maui Vacation Rental — Northshore Maui Vacation Rental

Discover Pineapple Cottage – Haiku MauiVacation Rental




North Shore Maui Vacation Rental in Haiku | Near Paia, Ho‘okipa

Arriving at Pineapple Cottage in Haiku

North Shore Maui Vacation Rental in Haiku | Near Paia, Ho‘okipa. Perfect Haiku vacation rental on Maui’s Northshore. Driving down the private driveway lined with palms and tropical plants, you’ll feel transported to old Hawaii. Beautiful landscaping, vibrant flowers, and the classic plantation-style cottage create a warm, authentic welcome. Inside, you’ll appreciate the thoughtful design, artwork, and personal touches Ivy, the owner, has put into the décor. Guests especially enjoy the lanai, where views of the stream and ocean views, birds singing in the morning, make it a magical experience. Secluded and serene, this retreat is truly a peaceful haven. Visit Maui Northshore vacation cottage rental.

Two-Bedroom Plantation Cottage | Haiku, Maui

Features & Amenities

Welcome to your private Haiku vacation cottage rental retreat on Maui’s Northshore. A tropical retreat on the lush North Shore of Maui. Nestled in the serene hills of Haiku, our two-bedroom plantation-style cottage offers a peaceful and comfortable home base for your island adventures. Overlooking a tranquil valley and stream with expansive ocean views, this charming Haiku cottage is the perfect blend of comfort, privacy, and natural beauty. Bedrooms & Sleeping Arrangements. “Our Maui guests love their stay — the Haiku Cottage continues to earn 5-star ratings for comfort, location, and aloha hospitality.”

Places to Eat in Haiku, Paia, and Upcountry

Haiku and the surrounding areas offer a fantastic range of dining options—from casual cafés to upscale beachfront restaurants. Whether you’re craving local Hawaiian flavors, sushi, vegetarian fare, or a fine dining experience, there’s something nearby for everyone.

Here are some must-try spots in Haiku and beyond

Colleen’s at the Cannery

Cuisine: American, Hawaiian
📍 810 Haiku Rd, Haiku, HI

A go-to for locals and visitors alike, Colleen’s serves up fresh, locally-sourced meals in a welcoming setting. Favorites include fish tacos, burgers, and their popular breakfast burrito.

Baked on Maui

Cuisine: Bakery, Café
📍 375 W Kuiaha Rd, Haiku, HI (Pauwela Cannery)

A charming bakery offering pastries, breads, breakfast sandwiches, and locally-roasted coffee. Great for a quick bite before a day of exploring.

Kula Bistro

Cuisine: Italian, American
📍 4566 Lower Kula Rd, Kula, HI

Located upcountry, Kula Bistro is worth the scenic 30–40 minute drive. Known for its hearty portions, homemade pasta, fresh salads, and decadent desserts. It’s a favorite stop before or after visiting Haleakalā or the Kula Lavender Farm.

Haliʻimaile General Store

Cuisine: Hawaiian Regional, Upscale
📍 900 Haliimaile Rd, Makawao, HI

A beloved Maui classic by chef Bev Gannon. Expect elevated island cuisine in a charming plantation-style setting. Great for lunch or dinner after a day exploring Upcountry.

Nuka

Cuisine: Japanese
📍 780 Haiku Rd, Haiku, HI

Nuka’s in Haiku, Maui offers fresh, creative Japanese cuisine in a cozy atmosphere. Friendly staff, excellent sushi, and unique cocktails make every visit memorable.

Nightly Rates

December 15 – March 30

$

425

/Night

  • 7-night minimum stay
  • $175 cleaning fee
  • State tax (18%)

April 1 – December 14

$

350

/Night

  • 7-night minimum stay
  • $150 cleaning fee
  • State tax (18%)

What People Say About Us

“The location was just what we were looking for — serene and peaceful — yet close to all the Maui attractions. It was such a joy to relax at Pineapple Cottage after fun-filled days exploring nature. Steve and Ivy are extremely helpful in giving advice on what to do and where to go the ‘local way.’ The cottage is cozy, and the view off the balcony is lovely. For us, it was a wonderful 6-week stay!”

Colleen – March 2023

“The Pineapple Cottage is amazing… perfect for two couples. The kitchen is well stocked, the lanai is ideal for relaxing, and the grounds are beautiful and private. Steve was super helpful when we had car issues. The location is perfect for exploring the North Shore, Upcountry, Haleakalā, and the Road to Hana. This place truly deserves its 5-star rating.”

Bart

“What a jewel to celebrate our anniversary! Tranquil, secluded, and immersed in nature—overlooking treetops, banana trees, and ocean views. The cottage was comfortable, with a well-equipped kitchen and thoughtful touches like guidebooks and sunscreen. Steve and Ivy were gracious and nearby if needed. We’re already planning our return.”

Bruce & Lisa

“We wish we could give 6 stars! This was a true island paradise. We were welcomed with homemade banana bread, wine, macadamia nuts, chocolates, and jam—what a lovely touch! Mornings on the lanai with island coffee were magical. The location was ideal for all our adventures, and Steve and Ivy were the perfect hosts—attentive but never intrusive.”

Adrienne

TripAdvisor

“We couldn’t be happier! Everything was spotless, and the views were stunning. Steve and Ivy welcomed us with treats and helpful advice. The location in Paia is close to great restaurants and shops. The kids loved Baby Beach, and we even spotted sea turtles! The cottage was beautifully decorated and very family-friendly.”

Meghan – July 2025

TripAdvisor

“We visit Maui often and like trying new areas. This year we chose Haiku and were lucky to find Pineapple Cottage. Tucked down a private road, it felt like a hidden gem. The hosts were wonderful, and we were spoiled with fruit from their garden and Ivy’s amazing banana bread. We stayed three weeks and would love to return again and again.”

Guest – February 2025

“We had an amazing week in Maui’s rainforest. We’re not resort people, so Pineapple Cottage was exactly what we wanted. Each day began and ended on the lanai with stunning views and bird songs. It was gorgeous and rejuvenating.”

Raquel – San Francisco, CA

“We traveled a long way from Europe and were so glad we chose Pineapple Cottage. Maui is idyllic, and the cottage was welcoming, well-arranged, and had a lovely view. Steve and Ivy were fantastic hosts and made everything easy.” Thank you Cariline, 2nd trip to our cottage

Caroline – September 2025