Guesthouse vacation rentals in Maui County

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Top-rated guesthouse rentals in Maui County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A group of alpacas, varying in color and patterns, stands along a fence in a lush green pasture. Their calm expressions reflect the peaceful environment, with rolling hills and trees visible in the background, creating a serene rural setting.
Guesthouse in Kula
4.98 out of 5 average rating, 230 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.

Superhost
A compact kitchen area showcases stainless steel appliances, including a modern sink and a microwave. A coffee maker sits next to glassware and utensils on a wooden shelf, with a decorative sign and a small plant enhancing the space.
Guesthouse in Haiku-Pauwela
5 out of 5 average rating, 4 reviews

Hawaiian owned Banana Hut

🌿 Take it Easy at Our Unique & Tranquil Getaway 🌿 Fall asleep to the soothing sounds of nature and breathe in the fresh island air. This cozy space has been lovingly refreshed by local women, and we’ve dedicated it as a reflection of our own personalities. ✨ #Cute #Cozy #Quaint ✨ #PerfectlyImperfect #FlawsAndAll If you’re seeking perfection, this may not be the place for you. But if you appreciate charm, character, and authenticity, you’ll feel right at home here. 💛 Locally Owned & Loved 💛

Guest favorite
A bright bedroom features a spacious bed adorned with white linens and green accents. Large windows provide natural light and views of the surrounding greenery. A small table with two chairs is positioned nearby, complemented by soft drapes that frame the windows.
Guesthouse in Makawao
4.97 out of 5 average rating, 63 reviews

Serene Starting Point for Roaming Island Wide

The Serene Orchid Wing of this historic Inn is ideal for friends or family ready to reconnect and roam. With two cozy bedrooms and the grounding presence of Maui’s largest Norfolk pine, it offers charm, comfort along with the character of old Hawaii. A perfect base for island adventures from summit to sea. Beach gear, stadium blankets (for Haleakala) are provided along with a "brekky basket" to start your day. May this be a place where connection, joy and island memories unfold. BBMPT20200001

Guest favorite
Guesthouse in Kihei
5 out of 5 average rating, 34 reviews

Sunflower Suite

Our Sunflower suite. This cozy one-bed and one-bath is most comfortably spaced for an individual or an intimate couple. Keep it simple at this peaceful and centrally-located place. Come on in through a private and dedicated entryway into your own kitchen and living room area as you unwind from the beautiful island day. Walking distance to boardwalk along the shore. Also enjoy the walking distance to Church, Foodland, Shops, Restaurants, Nightlife, Movie theaters, Starbucks and beaches.

Guest favorite
A spacious cottage is surrounded by lush greenery and vibrant flowers. The two-story structure features large windows and a welcoming staircase leading to a covered entry. Tall trees provide shade, enhancing the inviting outdoor space.
Guesthouse in Kihei
4.94 out of 5 average rating, 98 reviews

Stunning remodeled treehouse cottage with views

Our cozy cottage is close to the beach, family-friendly activities, nightlife, public transport, tennis court, gym, shopping, bike rentals, and much much more right in central Kihei. Hosts live on property and are extremely accommodating and helpful. Enjoy the partial view of the ocean and spectacular morning views of Haleakala. The private outdoor patio/lanai is ideal for private sunset views, and meals. Licensed with the County of Maui B&B License BBKM20090013 TMK (2) 3-9-033:019

Guest favorite
A cozy sleeping area is shown, featuring a spacious bed with white linens. Two large blue pillows are placed against a natural wood headboard, while a decorative white pillow with blue accents lies in front, adding a touch of color to the overall arrangement.
Guesthouse in Kihei
5 out of 5 average rating, 11 reviews

2 min walk to the beach +4 min ->food/drinks/shops

Honu Hale Cottage at Turtle Beach is a spectacular getaway and ideally situated just a few minute walk to a gorgeous expanse of warm sand that extends for miles in each direction and out into the shallow waters of the Pacific ocean where Turtles land to lay their eggs and take a rest. Located in South Maui’s Kihei region, you’ll discover a unique residence that is subdued and far from the congestion of tourist areas, and has the pace of a more authentic Hawaiian way of life.


Top guest favorite
A bright sleeping area features a spacious bed with a turquoise patterned blanket. A decorative headboard combines blue wooden panels, and natural light filters through a nearby window, showcasing surfboards in the background. A ceiling fan adds to the beach-inspired atmosphere.
Guesthouse in Haiku-Pauwela
4.97 out of 5 average rating, 430 reviews

Quaint Cottage Near Coffee, Road to Hana/Haleakala

Located on the quiet north shore, the non-touristy side of the island. Ideal for returning visitors that like to explore during the day and relax quietly at night or exploring the road to Hana / Haleakala. Wander to the coffee shop for breakfast. Adventure the road to Hana, Haleakala or a nearby beach. Refresh in the warm outdoor shower. Admire the unique, colorful homemade decor. Imagine yourself living here forever. Repeat! (Daily guest cottage life!)

Guest favorite
A charming cottage is set on a spacious lawn, surrounded by lush greenery. The exterior features a broad lanai with white railings, providing a welcoming entrance. Tropical trees and plants frame the property, contributing to a serene atmosphere.
Guesthouse in Haiku-Pauwela
4.93 out of 5 average rating, 146 reviews

Maile Bungalow- County Licensed

Maui County License: BBPH2009/0012 (taxes included in rate) Lovely cottage with ocean and country views, surrounded by tropical flowers and fruit trees located in a small quiet and peaceful neighborhood in Ha'iku. The cottage is off the road and the neighborhood has no through traffic. Walking distance (15min) to Ha'iku's Market Place and bus stop. The cottage is well equipped with all amenities you need to feel home.

Guest favorite
A cozy living area features a light gray sofa adorned with blue patterned cushions. A round coffee table sits in front, accompanied by magazines. A large mirror reflects the space, while a dining area and outdoor patio can be seen through a sliding door.
Guesthouse in Kihei
4.85 out of 5 average rating, 165 reviews

Kihei Cottage by the Beach

Aloha! Welcome to one of the best locations on the island! We are a legal and licensed vacation rental with the County of Maui. Located just under half a mile (or 5 minute walk) from the beach, surfing, park, restaurants, shops and stores. Our private 1 bedroom 1 bathroom cottage offers complete relaxation for the perfect Maui vacation. There is air conditioning in both the bedroom and living space of the cottage.

Guest favorite
The studio villa is framed by lush greenery and native plants, with a blend of palm trees and vibrant foliage. A panoramic view of the ocean is visible in the background, set against a cloudy sky as the sun begins to set.
Guesthouse in Maui
4.93 out of 5 average rating, 173 reviews

South Maui Oceanview Solo Cottage

Formosa Makamae BnB is a solo, quiet 700 sqft studio and 250 sqft deck property. An open deck facing the seaside boasts a 360 degree panoramic view from the foot of Haleakala to Molokai island. Beach access is just 3 min by car to Keawakapu beach, 7 mins to Wailea beach. We have a kitchen, refrigerator, washer and dryer etc. whole cottage are available for 2 persons families. Our current rate is $288 per night.

Guest favorite
A set of wooden stairs ascends to a covered porch, flanked by a beige-colored cottage. A green railing provides safety, with the house number displayed prominently on the post. Lush green grass surrounds the area, and trees offer shade.
Guesthouse in Lanai City
4.89 out of 5 average rating, 388 reviews

de Brums Lanai/BBLA 2021/0001

Our one bedroom cottage rests on the hill above Lānaʻi. It offers a complete kitchen and a lovely view from the covered lanai. Shady and cool, we are a 12 minute walk into town. There is no need for either AC or heat. While we do have ceiling fans in every room, you will find Lānaʻi to have a lovely climate with tropical breezes during the day and cool, upcountry temperatures for great sleep in the evenings.

Top guest favorite
The two-story cottage features a welcoming front porch with white railings and steps leading to the entrance. Surrounding greenery includes lush tropical plants and trees, providing a secluded atmosphere. Large windows are visible, offering glimpses of the vibrant exterior.
Guesthouse in Paia
4.97 out of 5 average rating, 75 reviews

Maui by the Sea ocean view cottage

Welcome to Maui by the Sea on the North Shore of Maui, Hawaii! Maui by the Sea is a beautiful permitted vacation rental - an ideal ocean-view cottage located ocean front between Paia and Ho’okipa, on Maui's scenic and exciting North Shore With 25 years of experience, Maui By The Sea has always operated under a legal County of Maui permit and our current permit is valid through 2031.

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