
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.

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.

Under The Warm Maui Sun
Villa Paola Maui is a 1-bedroom, 1-bath cottage in the Wailea Resort area of Maui, exuding Italian charm. Redesigned with marble, mosaics, and artisanal craftsmanship, it feels like Tuscany. The villa features a well-equipped kitchen, a terrace bar, and a saline pool surrounded by lush foliage. Italian-themed artwork adorns the interior. It's conveniently located near beautiful beaches and world-class resorts. Please note, it's not suitable for weddings, and quiet hours are enforced after 9:00pm

Relaxing Upcountry Base for Haleakalā & Beyond
Unlike any other stay! The Romantic Rose Room of our historic Inn is a cozy retreat beneath Maui’s largest Norfolk pine. Guests come here to exhale, reconnect and feel the quiet healing of the land. Enjoy the gardens then head out for adventures to beaches, Haleakala or Hana-creating lasting memories along the way. Beach gear & stadium blankets (for Haleakala) are provided along with"brekky baskets" to start your day. I look forward to sharing this special soulful space with you. BBMPT20200001.

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 💛

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.

Island Living Ohana for Lahaina
Welcome to the Island Living Ohana, a luxurious sanctuary nestled in the serene landscapes of Kaunapali, Maui. This special retreat offers a peaceful, quiet, and very private space designed with luxury top of the line design materials and brand new appliances and is close to Kaanapali Beach and Whalers Village. The Island Living Ohana is a sanctuary for healing and rejuvenation and our Ohana is a peaceful escape providing a haven of comfort and luxury. We look forward to welcome you!

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

PRIVATE COTTAGE ON MAUI
Our beautifully furnished 2 bedroom 1 bath cottage has two queen beds with new bedding, mattresses, furniture and a full kitchen. There is a pullout sofa in the living room. The cottage is nestled within our tropical gardens and just a short stroll to the beautiful pool and hot tub area. The private lanai has a gas grill and plenty of room for outdoor dining. There is a minimum six night stay. We are a legally licensed property. Maui Bed and Breakfast Permit Number BBKM2009/0007

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!)

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.

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.

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.
Popular amenities for Maui County guesthouse rentals
Family-friendly guest house rentals

Maile Bungalow- County Licensed

Upcountry Alpaca, Llama, and Rabbit working farm

Peaceful Hideaway to Begin All Your Maui Journeys

Serene Starting Point for Roaming Island Wide

Stunning remodeled treehouse cottage with views

South Maui Oceanview Solo Cottage

Quaint Cottage Near Coffee, Road to Hana/Haleakala

Cottage on tropical flower farm
Guest house rentals with a patio

Hawaiian owned Cozy Room

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

Serene Starting Point for Roaming Island Wide

Welcome to Shaka Shack Maui! Ideal location w/ AC

Hawaiian owned Master Room
Guest house rentals with a washer and dryer

Maile Bungalow- County Licensed

Upcountry Alpaca, Llama, and Rabbit working farm

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

Maui by the Sea ocean view cottage

Sunflower Suite

Stunning remodeled treehouse cottage with views

South Maui Oceanview Solo Cottage

Private 1 Bedroom Guest cottage
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