Cottage holiday rentals in Maui County

A charming cottage is nestled amidst lush tropical foliage, featuring a light-colored exterior with multiple windows. The elevated structure is complemented by a welcoming front porch, surrounded by vibrant palm trees and greenery.

4.89 out of 5 average rating, 122 reviews

Hanapapalani-Ohana Cottage, Hana, Maui, HI

Located 10 minutes from Hana town & across the road to Waioka Pond. The elevated cottage captures the breeze passing through aromatic trees; various bird songs, with gentle air flowing 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.

4.96 out of 5 average rating, 215 reviews

An aerial view highlights the cottage nestled among lush greenery, showcasing solar panels on the roof. A private hot tub is set near outdoor loungers, with stone pathways leading through the vibrant tropical landscape.

Cottage in Maui

Haleakala Cottage - private hot tub, pool access

Come enjoy the ultimate Hawaiian oasis nestled in the corner of our lush tropical gardens and organic homestead. Haleakala Cottage is the perfect place to relax and unwind. Enjoy a chilled glass of wine in your own private hot tub and gaze up at our beautiful stars - the perfect romantic honeymoon hideaway! ★Jump Start to The to the Road to Hana! ✔ ★NEW CENTRAL AC ✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool (shared) ✔ ★King Bed ✔ ★Outdoor Shower✔ ★Sunrise View ✔ ★Cliff Walk ✔ ★Full Kitchen ✔

A lush, green landscape is framed by tropical plants, with vibrant flowers adding color throughout. The view extends to the ocean, reflecting clear blue skies. The pathway leads down through the garden, inviting exploration of the serene surroundings.

4.89 out of 5 average rating, 192 reviews

Hana Harvest Cottage

Aloha! The Hana Harvest Cottage is the perfect place to unwind and explore the beauty of Hāna and the surrounding area. Fully renovated and re-furnished including new modern appliances, new organic cotton mattress, WiFi, and upscale modern tropical decor you will feel pampered while nestled in nature. Perched at the level of the treetops, the birds-eye view of the surrounding trees and flowers can be seen from every window and especially enjoyed from the large lanai with beautiful ocean views.

4.95 out of 5 average rating, 421 reviews

A vibrant sunset casts colorful hues across the sky, with layers of pink, orange, and blue blending seamlessly. The foreground features green land and trees. In the background, a cottage rests against the horizon, overlooking a serene coastal landscape.

Cottage in Kula

Oceanview Cottage away from heat! w/ County Permit

Closest Airbnb to Haleakala National Park & Road To Hana. Away from 100 degree heat & traffic & yet still close to food & market! Private Cottage on 2acres of orchard on Haleakala, w/ endless pano Bi-Coastal View (Double Ocean View that no other islands have) & night city view! Stunning sunset & starry nights. Two master suites with ensuite Full Baths. For past guests whom love this home, this AirBnB ends on 12/31/26. Hawaii Supreme Court ruled no more short term rental in agriculture lands.

4.96 out of 5 average rating, 115 reviews

A large oceanfront pool area is surrounded by lush tropical landscaping and swaying palm trees. The inviting pool features a gradual entry and a spacious deck for relaxation, with the ocean visible in the background under a clear blue sky.

Cottage in Molokai

Oceanside 2-Bedroom 2-Bath Cottage, Stunning Views

Relax & enjoy stunning ocean & sunset views, Kepuhi Beach, and Kaiaka Rock from this private two-bedroom, two-bathroom, two-story oceanfront cottage with a large covered lanai. This no-smoking cottage is located at the Kepuhi Beach Resort, close to pristine beaches, trails, and an oceanfront pool. The cottage is a peaceful place to work online, explore, or unplug & relax. You will enjoy blue ocean & beach views, colorful sunsets, breezes, tropical birds, waves, and whales in the winter.

5 out of 5 average rating, 110 reviews

The entrance to the cottage is framed by a large tree and lush greenery, providing a welcoming appearance. Stone steps lead up to the front porch, which is adorned with a small seating area. The surroundings feature a gravel road and neighboring homes.

Cottage in Paia

LunaHouse In The Heart of Paia

Thoughtfully refurbished / modernized c.1934 plantation cottage in central Paia Town. Steps away from beach, restaurants, bars, grocery, boutiques. 832 SF; Amenities including: Ceiling Fans; A/C; Outdoor shower, Large 26cf fridge w/ ice-maker, Micro-hood, Dishwasher, oven and induction cooking pads, LG laundry; Wifi Internet: 200mbs; Max occupancy is 4 Guests (Including children & infants). Office room w/ desk, ergonomic chair. BBQ area w/ sink; Fridge, Propane grill. Maui Permit: BBPH

4.92 out of 5 average rating, 143 reviews

An inviting outdoor living area features wooden seating arrangements adorned with plush cushions. Lush greenery surrounds the space, and decorative string lights create a warm ambiance overhead. A shaded daybed offers a comfortable spot for relaxation amid the tropical landscape.

Cottage in Lahaina

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.

A view from a covered ocean deck is captured, showcasing the tranquil waters of Hana Bay framed by palm trees. A wicker chair with colorful cushions invites relaxation as the landscape reveals a lush shoreline and distant cottage nestled among greenery.

4.96 out of 5 average rating, 106 reviews

Hana Maui Luxury Manini Cottage

Exuding the comfort and ambiance of an authentic Hawaiian beach house and located in a coveted, secluded location, nestled oceanfront on the edge of Hana Bay, it features an open living space and a covered ocean deck with unobstructed ocean views. A one-bedroom, one-bath cottage offers indoor and outdoor living and dining areas. Listening to the sound of the waves crashing on Waikaloa Black Rock beach will be your soundtrack to accompany a front-row view of spectacular sunrises and sunsets.

The cottage is surrounded by lush tropical vegetation with a gravel pathway leading to the entrance. A covered porch welcomes guests, framed by palm trees and vibrant plants, with the ocean visible in the background under a clear blue sky.

4.95 out of 5 average rating, 173 reviews

Solar Cottage With Privacy & Panoramic Ocean Views

Entabeni Cottage sits above the Road to Hana overlooking the Pacific Ocean on the north shore of Maui, Hawaii. Entabeni Cottage is a fully-equipped, 830 square foot home, powered by the sun and beautifully situated on a gorgeous 6.25 acre tropical flower farm. Enjoy ocean views from your bed, kitchen, lanai (covered deck), & private yard. The Kristiansen's offer guests fresh eggs and vegetables from the garden when ready for harvest. License & Permit: BBHA 2013/0006 and SUP2 2012/0011

A decorative fruit basket is displayed on a wooden table, featuring an assortment of tropical fruits including bananas, lemons, avocados, and a papaya. Bright pink hibiscus flowers and purple orchids adorn the arrangement, with a silver container visible in the background against a green landscape.

4.98 out of 5 average rating, 460 reviews

The Farm Cottage -At Olamana Organics

The farm cottage is set at the top of our 5 acre exotic fruit farm. Enjoy your stay by touring the property and relaxing in our cozy home away from home. The cottage is equipt with everything you'll need without the clutter. From the living room, enjoy a view of the ocean, fruit trees, and tropical flowers. Listen to the birds chirp in the morning, and watch the sky turn colors as the sun sets. Our accommodations are licensed with the State of Hawaii. Our license number is BBHA 2020/0001

4.99 out of 5 average rating, 208 reviews

An outdoor dining area features a wooden table surrounded by six cushioned chairs. Lush greenery and palm trees frame the view, while the distant ocean is visible under a clear sky, creating a serene space for al fresco meals.

Cottage in Haiku-Pauwela

North Shore Ocean View Cottage

This recently built comfortable cottage is located on the north shore of the island of Maui, tucked away in the quiet countryside of Haiku but relatively close to major attractions! Enjoy a relaxing vacation in a rich tropical setting with spectacular ocean views! Please Note: State of Hawaii Maui County adds 17.96% tax to your guest fees. TA-060-126-6176-01 GE-060-126-6176-01 BBPH 2016/0001 SUP 2 2015/0008