Cottage vacation rentals in Paia

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Popular amenities for Paia cottage rentals

Cottage rentals with a hot tub

Guest favorite
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
5 out of 5 average rating, 11 reviews

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

MaileRating, 5 stars5 months ago
we enjoyed our week long stay at Hank's place. the area is beautiful and there is a lot to do. Hank had a number of useful kitchen amenities and was very friendly and accommodating! thank you!
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!

HeatherRating, 5 stars2 months ago
We LOVED everything about this location. Iao Valley is so special and the location of the AirBNB itself was perfect for getting all around the island. We visited at the end of March and never ran the AC once. It was hot during the afternoon but the morning/late afternoon/evening cool off, with the winds blowing into the valley were so perfect. AND the birdsong in the morning was so beautiful that I recorded it and sent it to my family (minus the rooster song- but that's just Maui living for ya). If you want a good cocktail check out Ester's Fair Prospect, they have a nice selection of liquor and a fun vibe, located in the city of Wailuku right next door to this place. Also we loved the goodies that were left in the fridge. The pineapple on the island is SOOO good. Sooooooo good. Forget the banana bread hype... just eat the pineapples and bananas fresh! Mahalo!
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
4.98 out of 5 average rating, 89 reviews

Leilani's "Leimomi" Cottage - County Licensed

KatherineRating, 5 stars1 month ago
Margit's listening showed an availability for the time we would be traveling. Airbnb noted this fact as "a rare find", which turned out to be totally true! The home was spotless, well appointed, and welcoming. It was easy to get settled in with our luggage and groceries. The yard was beautifully landscaped and peaceful. The rental fee is very competitive. Margit replied to messages in a quick and friendly manner. We couldn't have been happier with our choice in lodging.
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, 271 reviews

Luxury Cottage,Saltwater Spa-Close to Beach,Dining

BrianRating, 5 stars2 weeks ago
My girlfriend and I had a wonderful stay at Jenni’s place. We really indulged in the property and the hot tub it was such. Gem of a place. The neighborhood may not look like much but the cottage itself is stunning in every way. It’s even fully stocked with spices and all the silverware you could need. We really enjoyed staying here and wouldn’t hesitate doing so in the future.
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
4.83 out of 5 average rating, 208 reviews

Hawaiian DreamTemple- Tropical Oasis BBPH20120004

LaurenRating, 5 stars1 week ago
Luxurious resort-like stay in Haiku with all and more than you could ask for - more than enough space for our group, good beach and town access as well as on site hot tub and pool access, even the overall design added to the joy of our stay. Spotless as well. Host was accessible by app messaging and by phone throughout. We loved this place!
Superhost
Cottage in Kihei
4.83 out of 5 average rating, 87 reviews

Romantic Suite | Tropical Escape | BBQ & Hot Tub

VictoriaRating, 5 stars1 month ago
We stayed here for 10 days on our honeymoon. This was the perfect spot! Had a private backyard, a hot tub and it was so cozy for the 2 of us. It was close to all the food and all the beaches as well.
Guest favorite
Cottage in Makawao
4.99 out of 5 average rating, 198 reviews

Luxury Upcountry retreat with breathtaking views!

MichelleRating, 5 stars1 month ago
This was the perfect place to spend Mother’s Day weekend. Everything was spectacular!!
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
4.96 out of 5 average rating, 207 reviews

★Haleakala Cottage - PRIVATE HOT TUB, POOL ACCESS

NickRating, 5 stars6 days ago
What a lovely place! Soooo little bugs in a forest environment. Very clean! Sharyn is very responsive, always so welcoming and friendly! She made the place extra special for me and my wife. Will totally recommend her👍👍👍

Private cottage rentals

Top guest favorite
A woven basket holds a collection of ten eggs, showcasing a variety of colors including light brown, dark brown, and pale green. The basket is placed on a textured blue fabric surface, providing a simple yet vibrant backdrop.
Cottage in Hana
4.95 out of 5 average rating, 153 reviews

Solar Cottage With Privacy & Panoramic Ocean Views

EugeneRating, 5 stars3 weeks ago
We had a wonderful time staying at Michael's and Terry's cottage. The setting was amazing, with a view of the ocean and having entire botanical gardens to ourselves. The cottage was in great condition and well-equipped. We really appreciated fresh eggs from their chickens and tomatoes from their garden that they left us. Having read that it was off the grid, I had concerns about electricity and hot water, but we had no issues with them. The internet worked very well too. There was an orange cat who was very friendly and stayed on the patio the entire time we were there. The only thing that was less than ideal was the mattress, which was too soft for me. Communicating with Terry and Michael and their guests who were house sitting for them was a pleasure! If you stay there, please follow their advise and get groceries ahead of time, since the place is really remote and almost all food stands nearby closed very early.
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, 271 reviews

Luxury Cottage,Saltwater Spa-Close to Beach,Dining

BrianRating, 5 stars2 weeks ago
My girlfriend and I had a wonderful stay at Jenni’s place. We really indulged in the property and the hot tub it was such. Gem of a place. The neighborhood may not look like much but the cottage itself is stunning in every way. It’s even fully stocked with spices and all the silverware you could need. We really enjoyed staying here and wouldn’t hesitate doing so in the future.
Top guest favorite
An outdoor dining area is set with a wooden table, featuring white plates, glassware, and candles. Lush greenery surrounds the space, with a sunset landscape in the background, casting a warm glow over the scene.
Cottage in Kula
4.96 out of 5 average rating, 361 reviews

HALEKALANI - Paradise in Upcountry

H. S. Rating, 5 stars1 month ago
We had a wonderful stay! The house was beautiful, with a lovely garden and a stunning view. Everything was clean, comfortable, and exactly as described. The host was very responsive and helpful throughout our stay. We enjoyed our time here and would definitely stay again. Highly recommend!
Guest favorite
Cottage in Makawao
4.99 out of 5 average rating, 198 reviews

Luxury Upcountry retreat with breathtaking views!

MichelleRating, 5 stars1 month ago
This was the perfect place to spend Mother’s Day weekend. Everything was spectacular!!
Top guest favorite
The cottage exterior is set against a backdrop of tropical vegetation and clouds. Palm trees and lush greenery frame the home, with a gravel path leading to the double carport. A view of the ocean can be glimpsed in the distance, enhancing the natural surroundings.
Cottage in Haiku
4.99 out of 5 average rating, 194 reviews

North Shore Ocean View Cottage

NamrataRating, 5 stars3 weeks ago
Brigitte and Dave’s cottage was in a private peaceful location. Our daughter loved exploring the large backyard with beautiful greenery. We also loved the location near the north shore. We would love to stay here again. Thank you!
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

NoahRating, 5 stars2 months ago
Beautiful location. Secluded and set back from the road with an incredible ocean view. House had all the essentials. Would love to come back.
Guest favorite
The image captures a coastal view of lush green mountains meeting the ocean. A winding road is visible, revealing a tranquil stretch of shoreline. Gentle waves lap against the rocks, and a clear sky is seen above, enhancing the serene atmosphere of this tropical landscape.
Cottage in Maui County
4.92 out of 5 average rating, 225 reviews

Ualani Retreat. Private Ocean View Cottage.

ArielRating, 5 stars1 month ago
Absolutely beautiful property. It was perfectly away from the hussle and bussle, but close enough to cute little towns, resturants, beaches, Hana HWY, the National Park. It was also nice to have some great amenities and extras for activities while we stayed. Having our own 'home' while on vacation without breaking the bank. We ran into John while he was outside with Grace (their adorable fur baby) and she was the sweetest as he was as well as my boyfriend asked questions and complimented on the property. They were respectful to not barge in on our time or hover. They gave great insturctions/recommendations posted on the fridge for pur stay as well. Would definitely stay here again if when i visit maui in the future.
Top guest favorite
Cottage in Haiku-Pauwela
4.97 out of 5 average rating, 129 reviews

Private Country Cottage, Ocean View, A/C, Hana Hwy

DavidRating, 5 stars1 month ago
Very beautiful and peaceful cottage. Great location close to the Road to Hana and northern beaches. Easy to park vehicle in the carport and excellent from a logistics perspective during the week stay. Neighborhood was very quiet and good for relaxation. Owners great to work with and keep the place well managed. Thank you!

Luxury cottage rentals

Top guest favorite
A spacious kitchen is presented with wooden cabinetry and sleek granite countertops. Large windows allow natural light to fill the area, showcasing views of greenery outside. Modern appliances, including a refrigerator, microwave, and black stove, create an efficient cooking environment.
Cottage in Kihei
5 out of 5 average rating, 54 reviews

Beautiful Beach Cottage: lush garden paradise

JenniferRating, 5 stars4 months ago
We love Maui and are so thrilled to have found such a lovely place to stay. Katherine and Dean couldn’t have been more welcoming, helpful and kind. Kihei is a terrific base for exploring and enjoying the island. As we drove out to head to the airport, we all said it was the best Airbnb experience we have had (among many wonderful Airbnb experiences and basically no bad ones). We will be back! :)
Guest favorite
A bamboo-walled room is illuminated by natural light through a large curved window, offering views of lush greenery. A spacious bamboo 4-poster bed is framed by flowing curtains, while two cushions and a natural fiber rug create a calm sitting area.
Cottage in Maui County
4.8 out of 5 average rating, 160 reviews

Honeymoon Haven: Ocean Vista & Bamboo Temple Bliss

NissimRating, 5 stars2 months ago
Maui Eco Retreat was nothing short of magical. The energy on the grounds was something I never expected—calming, vibrant, and deeply rejuvenating. From the moment we booked, the pre-arrival communication made us feel completely at ease, setting the tone for an unforgettable stay.We arrived at 10 PM and were greeted by William, who welcomed us with such warmth and enthusiasm. His passion for the retreat was evident, making us feel instantly at home. We stayed for four nights in the Bamboo Temple, a serene sanctuary with the most breathtaking ocean and sunrise views. Waking up at 6 AM was effortless when rewarded with the golden light streaming through the massive bay window—an experience in itself. Our mornings started with a quick 10-minute drive to grab coffee before returning to our beautifully equipped room to prepare breakfast. The retreat had everything we needed, including a fully equipt kitchen. After breakfast, I would head to the yoga studio for a 60-minute flow, followed by
Cottage in Lahaina
4.71 out of 5 average rating, 56 reviews

Pono Plantation Maui-3 Bedroom Cottage

AndresRating, 5 stars17 months ago
Katherine was very helpful with recommendations of activities! She followed up to see if we made it safely to her home. Katherine’s home had all the amenities and more, including beach chairs, boogie boards and more things to take to the beach. She also checked up on us to see if we needed anything. Thank you!
Superhost
A spacious interior features bamboo walls and a high, rounded ceiling. Two seating arrangements, including wicker chairs and a coffee table, invite relaxation. Large glass doors frame views of the outdoors, while soft natural light fills the room, enhancing the serene atmosphere.
Cottage in Maui County
4.75 out of 5 average rating, 73 reviews

Thai Hale: Eco Retreat with OCEAN VIEW & Waterfall

EllenRating, 5 stars3 months ago
Such a lovely and magical place to stay! So peaceful and quiet. William was the best. Extremely helpful and responsive! Will be back next year!
A tranquil pool area is shown, featuring a spacious pool surrounded by lush tropical plants. A covered seating area with wicker furniture sits nearby, providing a shaded space for relaxation. A water slide and natural rock feature add visual appeal, under a bright blue sky.
Cottage in Kihei
4.96 out of 5 average rating, 25 reviews

Private 2 bedroom cottage with pool

AlmaRating, 5 stars15 months ago
My family enjoyed staying in the cottage while on vacation. It has everything you need. The pool was perfect. My 12 year old son used the pool every day. The cottage is close to the beach, too. Best vacation so far!
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
4.97 out of 5 average rating, 63 reviews

Haiku Nani, County Licensed

SarahRating, 5 stars4 months ago
This home is stunning! The gardens around the home are more beautiful and peaceful than the photos and the house was absolutely perfect for two couples. The small towns of Haiku-Pauwela, Pa'ia, and Makawao are wonderful and have so much character. The management team, Margit and AJ, were incredibly helpful and kind. There was a big storm on the islands the day we were to depart - flight cancelled, power outages, flooding, etc. They welcomed us back to the house for 3 more nights (we couldn't get a flight out until then). Margit and her husband offered to come pick us up at the airport and bring us back to the house, brought lanterns and flashlights to the house since there was no power... all during a crazy storm! We felt so taken care of and they were so kind. AJ in the office helped out with the rebooking for the 3 nights... SO MUCH ALOHA, all around!! We would DEFINITELY come stay here again. Mahalo!!
Superhost
Multiple sailboats are anchored in calm waters during dusk. The sky transitions from soft purple and orange hues, reflecting the tranquil atmosphere of the evening. Silhouettes of a few figures are visible on the shoreline, adding a sense of scale to the coastal scene.
Cottage in Lahaina
4.62 out of 5 average rating, 87 reviews

Private Hawaiian Cottage Gem 3/2 🌺 Stellar Lanai

MaximeRating, 5 stars5 months ago
We LOVED our stay at Nic’s place in Kaanapali. The cottage was spacious and we really liked the lanai (roofed patio). Nic was super accomodating and helped us with any question we had. We were about a 10 minutes walk from a top beach, with turtles and white sand. We took advantage of the amenities in the small complex (prestine pool, shuffle board and parking). We were also very happy that they provided us with a park and play for the baby. Mahalo !

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