Vacation rentals in Haliimaile

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Top-rated vacation rentals in Haliimaile

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Top guest favorite

A cozy outdoor fireplace is surrounded by two woven chairs with blue cushions. The stone facade adds texture, while colorful pots with plants adorn the mantel. A lush green landscape is visible in the background, featuring a fenced area with trees.

Guesthouse in Kula

4.98 out of 5 average rating, 216 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

Guest favorite

Guest suite in Makawao

4.93 out of 5 average rating, 163 reviews

Spectacular Ocean & Mountain Views Makawao

Enjoy Sensational Panoramic views of Maui’s North Shore, Central Valley to Ma’alaea Harbor to 10,000 feet Haleakala. Our clean, cozy well-appointed Studio is a private space below the Main House. All amenities are High Quality: Cal King Size memory foam bed with high quality linens, real Down Pillows, 65 “ Samsung TV, Fast Internet and Full Kitchen. Enjoy a sunrise breakfast or dinner at sunset from your lanai or chill out in a King size Hammock. Beach chairs, towels and cooler bag provided.

Top guest favorite

A charming cottage is nestled among lush tropical foliage, illuminated by warm lights from within. The peaked roof and extensive windows create an inviting atmosphere, while a spacious deck offers a glimpse of the surrounding nature, enhancing a serene setting under the dusk sky.

Home in Makawao

4.99 out of 5 average rating, 134 reviews

Private Luxurious Cottage

This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a lovely deck which looks out onto majestic tall trees and lush green foliage with a romantic soaking tub for two. Centered in the room is a custom-made king-size bed fashioned from cherry wood and adorned with luxurious bedding. There is full kitchen and dining area with views for a tranquil place to share a meal. This is true Hawaiian style where you can enjoy comfortable, elegant and laid-back island living.

Top guest favorite

Apartment in Kula

4.92 out of 5 average rating, 1,079 reviews

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Top guest favorite

Home in Haiku-Pauwela

4.97 out of 5 average rating, 241 reviews

Hale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)

Hale Leialoha (GE-046-437-3760-01, TA-046-437-3760-01) is a beautiful Hawaiian style cottage located in "upcountry" Maui. Our Cottage is permitted for a total of 4 adults and up to 6 people. The cottage easily fits a family of 6 (4 adults & 2 children or 2 adults & 4 children or 3 adults & 3 children) (License # BBPH 2017/0004, SUP 2017/0010) As our guest, you will enjoy the modern finish and conveniences as well as a large roomy covered deck amidst the casual feel of old Hawaiiana.

Guest favorite

A charming cottage is surrounded by lush greenery, featuring a stone facade and wooden accents. Large windows allow warm light to shine through, creating a welcoming atmosphere. The entryway is framed by tropical plants and a compact stone path that leads to the door.

Farm stay in Makawao

4.94 out of 5 average rating, 631 reviews

Adorable Garden Gingerbread House, Makawao

Romantic hideaway! This property has the lush beauty and privacy of Hana, without the drive! Only 15-20 minutes to the airport, 10 minutes to beaches, 2 minutes to restaurants and shops...on a private gated property with organic nursery. BEAUTIFUL! Comes with a FREE FARM TOUR and/or LABYRINTH WALK with every booking! Getting married? Renewing your vows? I can perform the ceremony for you as well....free with booking! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013

Guest favorite

The image captures a coastal view of lush green mountains meeting the ocean. A winding road is visible, revealing a tranquil stretch of shoreline. Gentle waves lap against the rocks, and a clear sky is seen above, enhancing the serene atmosphere of this tropical landscape.

Cottage in Maui County

4.92 out of 5 average rating, 225 reviews

Ualani Retreat. Private Ocean View Cottage.

Private Detached stand alone cottage home on 3 acre retreat. Beautiful ocean and mountain views. Lush Haven surrounded by fruit trees and bamboo groves. Nicely equipped kitchen. Laundry room. Cable TV. Wi-Fi. Delightful Island Home. Very Comfortable. Hot Tub. Close to enjoy some of Maui's best attractions - Haleakala Volcano, Road to Hana, Waterfalls & Baldwin Beach. Locally Owned & Occupied B&B PERMIT : BBPH 2012/0002 SUP2 2012/0001

Top guest favorite

The image captures a view of the ocean, where several surfers are engaging with gentle waves. Lush green vegetation is visible in the foreground, framing the scene with hints of dry foliage. A cloudy sky is seen above, contributing to the tranquil coastal atmosphere.

Home in Haiku-Pauwela

4.99 out of 5 average rating, 173 reviews

Charming Hoku Pauwela Breathtaking ocean views!

Located on the north shore of Maui, Hoku Pauwela (Maui County B&B Permit# BBPH 2019/0002 and Hawaii State TAT # TA-036-968-8576-01) is the ideal location from which to experience the northshore, upcountry, Haleakala crater, and the epic drive to Hana. Spacious, quiet, and family-friendly you'll have all you need to explore Maui and a peaceful living area to relax in after a day of adventuring.

Guest favorite

Cottage in Makawao

4.99 out of 5 average rating, 200 reviews

Luxury Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property. Aloha, sorry but at this time we are not hosting to families with children younger than 16 at this time. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

Guest favorite

A panoramic view of a red sand beach meets the ocean, with gentle waves lapping against dark rocks. Lush green vegetation borders the beach, and a vibrant sunset casts warm hues across the sky, complementing the tranquil water below.

Farm stay in Haiku-Pauwela

4.93 out of 5 average rating, 490 reviews

Malie at Haiku Garden Cottages

Welcome to Haiku Garden Cottages, a permitted BnB (Permit#BBPH 2017/0002 SUP2 2016/0011) located in the lush countryside of Maui's North Shore. Surrounded by beautiful beaches, amazing waterfalls, great hikes, and starlit nights, you'll feel like you're staying in a private paradise, while still being able to enjoy the convenience of being close to everything.

Guest favorite

A scenic coastal view features rugged volcanic rocks emerging from vibrant turquoise waters. Lush greenery adorns the rocky outcrops, contrasting with the soft waves lapping at the shore. A clear blue sky with scattered clouds completes the tranquil landscape.

Apartment in Haiku-Pauwela

4.88 out of 5 average rating, 432 reviews

Hula Hale - Walk to Cafe/Cannery

Our little "Hula Hale" is small but very special. It has everything you need for your visit to Maui's North Shore. A private studio with private entrance and bath, as well as a large, tropical, and completely private garden with covered lanai. The Hula Hale is the ideal home-base for your Maui adventures! We are a licensed B & B by the County of Maui.

Guest favorite

The scene presents a rocky shoreline where dark volcanic rocks contrast with clear turquoise waters. Gentle waves roll onto the beach, and grassy land is visible in the distance, bordered by green hills that lead to mountains under a bright blue sky.

Cottage in Haiku-Pauwela

4.95 out of 5 average rating, 238 reviews

Great Location, 1 BR Beachy, VERY CLEAN Cottage

COUNTY PERMITTED - This home holds legal Maui Permit STPH2015/0006. Amazing Haiku location, Very Clean, Cute Beachy-style, 1BR/1BA cottage home. 1 Queen bed very comfortable, quick walk to Haiku Grocery, Haiku Cannery, Nuka Sushi, Haiku Mangala Yoga, Colleen's, Short 4 mile drive to Ho'okipa, (sleeps 1-2) well equipped kitchen & new appliances