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Cottage vacation rentals in Paia

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Paia cottage rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cottage rentals with a hot tub

A private cottage is nestled among vibrant tropical foliage along a gravel path. Lush greenery surrounds the home, showcasing a blend of colorful flowers and palm trees. The cottage features a welcoming porch, perfect for enjoying the serene garden views.
Cottage in Haiku-Pauwela
5 out of 5 average rating, 10 reviews

Privacy, Luxury, Ocean View Cottage, HotTub, K-Bed

Top guest favorite
A charming retreat is nestled in a natural setting, surrounded by lush greenery and mountains. The structure features a distinctive green roof, with warm lights glowing from windows. A cozy seating area is visible on the porch, inviting relaxation amid serene surroundings.
Cottage in Wailuku
5 out of 5 average rating, 20 reviews

Romantic and Private Cottage and Gazebo for two!

Top guest favorite
The exterior of a cottage is shown, featuring a mix of light and dark pink siding. Solar panels are installed on the roof. Lush green landscaping surrounds the property, with palm trees and bushes enhancing the tropical ambiance. A concrete driveway leads to a covered entryway.
Cottage in Haiku-Pauwela
4.98 out of 5 average rating, 87 reviews

Leilani's "Leimomi" Cottage - County Licensed

Superhost
A distinguished bamboo cottage is elevated on stilts, surrounded by lush tropical vegetation. Wooden decks wrap around the structure, providing access to outdoor seating areas. Large windows offer views of the surrounding greenery, harmonizing the indoor and outdoor environment.
Cottage in Haiku-Pauwela
4.82 out of 5 average rating, 204 reviews

Hawaiian DreamTemple- Tropical Oasis BBPH20120004

Top guest favorite
A single-story cottage is surrounded by a lush tropical garden, featuring vibrant flowers and palm trees. A spacious green lawn invites relaxation, while the wooden deck area, partially shaded, offers a welcoming space for outdoor activities.
Cottage in Kihei
4.98 out of 5 average rating, 265 reviews

Luxury Cottage,Saltwater Spa-Close to Beach,Dining

Superhost
Cottage in Kihei
4.83 out of 5 average rating, 86 reviews

Romantic Suite | Tropical Escape | BBQ & Hot Tub

Guest favorite
A scenic view captures the sunset over a lush landscape, with a pool reflecting the colorful sky. Tall trees frame the scene, and the distant ocean is visible beneath the dramatic clouds. The vibrant greens of the surrounding vegetation provide a serene backdrop.
Cottage in Makawao
4.99 out of 5 average rating, 196 reviews

Luxury Upcountry retreat with breathtaking views!

Top guest favorite
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
4.97 out of 5 average rating, 204 reviews

★Haleakala Cottage - PRIVATE HOT TUB, POOL ACCESS

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Private cottage rentals

The exterior of a charming duplex showcases a welcoming porch with wooden railings. Lush tropical plants and flowers border the entrance, while solar panels are visible on the roof. A concrete driveway leads to the front steps, enhancing accessibility.
Cottage in Wailuku
4.62 out of 5 average rating, 126 reviews

Cute Plantation Cottage; Walk into Wailuku Town!

Guest favorite
A sandy pathway bordered by lush greenery leads to a serene beach. Vivid blue ocean waters gently lap against the shore, with soft waves rolling in under a clear sky dotted with fluffy white clouds.
Cottage in Paia
4.84 out of 5 average rating, 83 reviews

Charming Cottage in Kuau

Top guest favorite
A stone pathway is bordered by lush greenery and vibrant flowers, leading to a wooden gate. An outdoor shower is situated beside a surfboard, while a green planter adds a decorative touch. The well-maintained exterior reflects a tropical ambiance.
Cottage in Paia
5 out of 5 average rating, 104 reviews

LunaHouse In The Heart of Paia

Guest favorite
A spacious home is depicted with a welcoming green door, surrounded by landscaped greenery and palm trees. Steps lead up to the entrance, while a shaded gazebo offers a relaxed seating area in the yard, complemented by a bright blue sky above.
Cottage in Wailuku
4.92 out of 5 average rating, 12 reviews

3B/2B FamilyVacationComfort HawaiianaCharm Central

The kitchen features wooden cabinetry with granite countertops and a large window allowing natural light to illuminate the space. A refrigerator, stove, and microwave are integrated into the layout. A small dining area with two stools complements the inviting environment.
Cottage in Wailuku
4.62 out of 5 average rating, 207 reviews

Renovated Plantation Home; Walk into Wailuku Town!

Guest favorite
A serene beach scene showcases soft golden sand meeting gentle ocean waves. Lush green foliage borders the shoreline, while tall palm trees frame the view. The clear blue sky is dotted with fluffy white clouds, contributing to a peaceful coastal atmosphere.
Cottage in Kihei
4.97 out of 5 average rating, 114 reviews

One Block to the Beach! Cozy Beach Cottage Kihei

Guest favorite
A lush tropical garden is revealed, filled with various trees and plants. In the background, an outdoor pavilion sits under a partly cloudy sky, surrounded by vibrant greenery. The scene captures a serene atmosphere, enhanced by distant hills and gentle breezes.
Cottage in Maui County
4.94 out of 5 average rating, 87 reviews

Ocean View Cottage. Island Retreat.

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Luxury cottage rentals

Guest favorite
A panoramic view of the lush garden and ocean is framed through large glass windows. Tropical plants and palm trees are visible, with the sun setting in the background, creating a serene and tranquil atmosphere.
Cottage in Maui County
4.8 out of 5 average rating, 160 reviews

Honeymoon Haven: Ocean Vista & Bamboo Temple Bliss

Top guest favorite
Cottage in Haiku-Pauwela
4.99 out of 5 average rating, 83 reviews

Ho'okipa Rose - Peace and Serenity

Top guest favorite
The exterior of a renovated cottage is displayed, featuring a spacious lanai with patio furniture shaded by an umbrella. Lush greenery and colorful flowers frame the entrance, enhancing the tranquil setting. Large windows invite natural light into the interior space, showcasing an inviting atmosphere.
Cottage in Kihei
5 out of 5 average rating, 54 reviews

Beautiful Beach Cottage: lush garden paradise

A serene swimming pool is framed by lush tropical vegetation and tall palm trees. A waterfall cascades down a rock formation into the pool, while a waterslide is visible on the side. The sky above is bright with scattered clouds.
Cottage in Kihei
4.96 out of 5 average rating, 25 reviews

Private 2 bedroom cottage with pool

Guest favorite
A cozy seating area features a bamboo structure with large windows framing lush greenery. Two guests are engaged in quiet activities, with one reading a book and the other enjoying a beverage. A table with fresh fruit is placed nearby, enhancing the serene atmosphere.
Cottage in Maui County
4.78 out of 5 average rating, 73 reviews

Thai Hale: Eco Retreat with OCEAN VIEW & Waterfall

Superhost
The exterior of a two-story cottage is featured, set against a backdrop of palm trees and coastal vegetation. A staircase leads down to the rocky shoreline, while lounge chairs are arranged on the grass near the cottage, inviting a relaxing outdoor experience.
Cottage in Paia
4.73 out of 5 average rating, 216 reviews

Lani Paradise Oceanfront Cottage

A serene beachfront is depicted, showcasing golden sand meeting clear blue waters. Gentle waves lap at the shore, and palm trees sway in the breeze, framing the scene. In the distance, small boats can be seen on the horizon under a bright blue sky.
Cottage in Lahaina
4.71 out of 5 average rating, 56 reviews

Pono Plantation Maui-3 Bedroom Cottage

Superhost
A stone pathway leads through lush tropical greenery, including tall palm trees and vibrant foliage. The two-story home is visible in the background, surrounded by the natural beauty of the landscaped garden.
Cottage in Haiku-Pauwela
4.97 out of 5 average rating, 62 reviews

Haiku Nani, County Licensed

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