Guest house holiday rentals in Maui County

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

Hawaiian owned Cozy Studio

🌿 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 💛

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

Hanapapalani-Ohana Cottage, Hana, Maui, HI

Located 10 minutes from Hana town. Literally across the road from Waioka (Venus Pool). The elevated cottage captures tropical breezes passing through aromatic trees; air flows through screen doors on all sides of the cottage. A screened breakfast nook connected to the kitchen. Ceiling fans add additional air flow to comfort on the warmest days and nights. Kitchen amenities include countertop appliances, electric range stove, full size refrigerator & an electric grill. Smart TV / Wifi.

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

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!)

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.

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.