Guest house holiday rentals near Maui

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Top-rated guest house rentals near Maui

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

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Top guest favourite
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.
Guest house in Kula
4.98 out of 5 average rating, 234 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.

The exterior of Villa Paola is showcased in warm sunset lighting, featuring a saline pool surrounded by vibrant greenery. The charming cottage displays a tile roof and is complemented by a hammock nearby, inviting relaxation under the tropical landscape.
Guest house in Kihei
5 out of 5 average rating, 4 reviews

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

Top guest favourite
A serene bedroom features large windows allowing natural light to fill the space. A queen bed with a green throw is centered on polished wooden floors. A small table and two chairs provide a cozy seating area, complemented by a vintage dresser and nightstand.
Guest house in Makawao
4.93 out of 5 average rating, 68 reviews

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.

Guest favourite
Guest house 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 favourite
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.
Guest house 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 favourite
A serene pool area is surrounded by palm trees and tropical plants, reflecting the vibrant colors of the sunset sky. Soft lighting enhances the tranquility, providing a peaceful setting for relaxation. The water's surface mirrors the hues of twilight, creating a calming ambiance.
Guest house in Kihei
5 out of 5 average rating, 13 reviews

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

Guest favourite
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.
Guest house 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 favourite
Guest house in Haiku-Pauwela
4.97 out of 5 average rating, 433 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 favourite
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.
Guest house in Haiku-Pauwela
4.93 out of 5 average rating, 148 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 favourite
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.
Guest house in Kihei
4.86 out of 5 average rating, 167 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 favourite
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.
Guest house 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.

Top guest favourite
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.
Guest house 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.

Popular amenities for guest house rentals near Maui

Quick stats about guest house rentals near Maui

  • Total holiday rentals

    Explore 40 holiday rentals in Maui

  • Nightly prices starting at

    Maui holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,120 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Maui holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Maui rentals

  • 4.9 Average rating

    Maui stays are highly rated by guests – averaging 4.9 out of 5!

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