Haiku , Maui Vacation Rental — Northshore Maui Vacation Rental

Discover Pineapple Cottage – Haiku Maui Vacation Rental

Lic #BBPH2015/0011 - TAT #061-240-1152-02 - GE- 061-240-1152-01 - TMK 2-2-7-35-5- SUP220150009

Arriving at Pineapple Cottage in Haiku

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.

Cottage Reviews
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.”

Master Bedroom

King-size bed, plush linens, and peaceful garden views.

Second Bedroom

Queen-size bed, cozy and inviting for family or friends.

Full Kitchen

Prepare meals just like at home with a fully equipped kitchen featuring:

  • Stove, oven, and refrigerator
  • Microwave, coffee maker, blender & toaster
  • Cookware, dishes, utensils, and more
  • Dining table with seating for four
Living & Relaxation Spaces

  • Living Room: New leather sofa and chair for relaxing after a day at the beach

  • Entertainment: Flat-screen TV with Apple Box and complimentary Wi-Fi

  • Dining Area: Perfect for meals or planning your next Maui adventure

Outdoor Living

Spacious Lanai (Patio):

  • Outdoor furniture for lounging
  • BBQ grill for island-style cooking
  • Surrounded by lush tropical landscaping
  • Ocean and valley views — perfect for sunrise coffee or sunset wine
Home Essentials
  • Washer and dryer in-unit
  • Fresh linens and towels provided
  • Entry area with private access
  • Parking available directly on the property
  • Beach chairs for your trips to nearby beaches
Privacy & Setting

  • Set in a beautiful tropical setting with palms and bamboo lining the private entry

  • Quiet and serene — no shared walls or noisy neighbors

  • Ideal for couples, families, or remote workers seeking peace and inspiration

Location Highlights

  • Located in Haiku, Maui — close to Hana Highway, waterfalls, hiking, and local farms

  • Short drive to Paia, Ho'okipa Beach Park, and the Road to Hana

  • Perfect base for exploring the North Shore and Upcountry Maui

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Nearby Adventures

You’re close to world-class windsurfing and surfing at Ho‘okipa Beach, hiking trails, and morning walks on Baldwin Beach. Just minutes away, Haiku and Paia towns offer local cafes, dining, and boutique shopping. This central North Shore location places you in the heart of Maui’s natural beauty and vibrant lifestyle living.

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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

Collen's Haiku Maui
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.

Add places to eat

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.

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House Rules

To ensure a safe, relaxing, and respectful environment for all guests, please review and adhere to the following house rules:

No Pets

We do not allow pets on the property.

Maximum Occupancy

Limited to 4 guests. No additional visitors are permitted.

No Large Gatherings

Strictly no parties, receptions, loud music, weddings, or commercial use of the property.

Age Requirement

Bookings must be made by guests 25 years or olde

No Smoking

Smoking is not permitted inside the cottage.

Quiet Hours

Please respect quiet hours from 9:00 PM to 8:00 AM.

Beach Etiquette

Request please wash off sandy feet before entering the cottage.

Guest-Only Access

The property is for the exclusive use of registered guests only. We understand that you might have friends or family on Maui that might stop by, no problem.

Check-In

After 3:00 PM

Check-Out

By 10:00 AM

House Rules

To ensure a safe, relaxing, and respectful environment for all guests, please review and adhere to the following house rules:

No Pets

We do not allow pets on the property.

Maximum Occupancy

Limited to 4 guests. No additional visitors are permitted.

No Large Gatherings

Strictly no parties, receptions, loud music, weddings, or commercial use of the property.

Age Requirement

Bookings must be made by guests 25 years or older.

No Smoking

Smoking is not permitted inside the cottage.

Quiet Hours

Please respect quiet hours from 9:00 PM to 8:00 AM.

Beach Etiquette

Request please wash off sandy feet before entering the cottage.

Guest-Only Access

The property is for the exclusive use of registered guests only. We understand that you might have friends or family on Maui that might stop by, no problem.

Check-In

After 3:00 PM

Check-Out

By 10:00 AM

Nightly Rates

Peak Season

December 15 – March 30

  • $475 per night
  • 7-night minimum stay
  • $175 cleaning fee
  • State tax (18%) is included in the nightly rate
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Off-Peak Season

April 1 – December 15

  • $375 per night
  • 7-night minimum stay
  • $175 cleaning fee
  • State tax (18%) is included in the nightly rate
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★★★★★ 5/5
“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 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 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 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

Discover The City

You are in a city where people are never bored. Immerse yourself in local art exhibitions, neighbourhood events, seasonal activities and numerous parks.

Recommended
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.

Discover More
Polli’s Mexican Restaurant

Cuisine: Mexican
📍 1202 Makawao Ave, Makawao, HI
Colorful, casual, and always buzzing—Polli’s is known for generous portions, tasty margaritas, and a welcoming vibe. A go-to for Mexican comfort food.

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Komoda Store & Bakery

Cuisine: Bakery
📍 3674 Baldwin Ave, Makawao, HI
This iconic, family-run bakery has been serving Maui since 1916. Famous for cream puffs, malasadas, stick donuts, and other local treats.
Go early—things sell out fast!

Discover More
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