Vacation rentals in Paia

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Popular amenities for Paia vacation rentals

Other great vacation rentals in Paia

Guest favorite
Guesthouse in Paia
4.97 out of 5 average rating, 72 reviews

Maui by the Sea ocean view cottage

LisaRating, 5 stars3 months ago
I almost don’t want to share how beautiful this spot is!!! Now everyone will know! It was a perfect location, right down the street from the shops of Paia and Baldwin beach (our favorite). The lounge chairs have such amazing views. Already booking next year! Mahalo Valérie!
Top guest favorite
An inviting outdoor deck features a romantic soaking tub, surrounded by softly glowing candles. Large glass doors provide a view of the interior space, where warm lighting enhances a serene atmosphere, complemented by rich wooden accents.
Home in Makawao
4.99 out of 5 average rating, 134 reviews

Private Luxurious Cottage

EmilyRating, 5 stars2 days ago
Very peaceful escape in upcountry! The stars at night were definitely a highlight, I've never seen that many stars so clearly before. We opted to stay in most nights to avoid driving the winding road in the dark. Overall, the place was clean and very welcoming. Only thing I would suggest is to ensure the shower ceiling gets looked at. The cottage does not have air so it does show signs of mildew/mold. Not enough to bother us but something I wasn't expecting.
Guest favorite
A covered outdoor deck features a round table surrounded by four black wicker chairs. The ocean can be seen in the distance, bordered by lush green foliage and palm trees. Light clouds drift across the blue sky.
Bungalow in Paia
4.96 out of 5 average rating, 46 reviews

Palm Surf Bungalow

AndrewRating, 5 stars1 month ago
The Palm Surf Bungalow is the best place to stay in Maui. The property is the perfect balance of privacy and views with direct ocean front access and walkability to everything in Paia. Don and Joy are also amazing hosts a true gem!
Guest favorite
A charming cottage is surrounded by lush greenery, with stone accents and wooden features. Warm light emanates from the windows, highlighting the inviting entrance framed by vibrant plants and trees, creating a serene and welcoming atmosphere on the property.
Farm stay in Makawao
4.94 out of 5 average rating, 631 reviews

Adorable Garden Gingerbread House, Makawao

DanaRating, 5 stars1 month ago
Our stay at the cottage was everything we hoped for and more. The surrounding were absolutely beautiful. The view of the landscape from the back patio was so peaceful and the botanical garden was easily accessible and provided a place of relaxation. You are centrally located to all excursions and some of the top rated restaurants and bakery.
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-Pauwela
4.99 out of 5 average rating, 195 reviews

North Shore Ocean View Cottage

DebraRating, 5 stars1 week ago
We had the pleasure of staying at Dave and Bridgett’s home for two weeks while visiting family. This was one of the best stays ever! The home was spacious, immaculately clean, very well equipped for preparing meals and the hosts were so kind and welcoming. We would not hesitate to stay again. Mahalo for making this such an amazing experience.
Guest favorite
Cottage in Makawao
4.99 out of 5 average rating, 200 reviews

Luxury Upcountry retreat with breathtaking views!

HarryRating, 5 stars2 weeks ago
My wife and started our honeymoon at this AirBnB. We spent three amazing days at the "Jungalow" house. We woke up every morning to a breathtaking view of the ocean from the cool and breezy mountainside of Haleakala, where the AirBnB is located. We just spent our time soaking in the surroundings each morning, and enjoying the French press coffee that was provided. We fell asleep each night to the sounds of wind and birds in the trees, and I even refilled the bird feeder near the downstairs window with host-provided bird seed. If you want a place to reset and be at peace with life, then this is the place that you need to go. My wife and I also found plenty of shopping just down the mountain in the nearby town of Makawao, and we explored many other parts of the island, too. Nothing is very far away from anything else in Maui. If you want an adventure, then you should go to the top of Haleakala like we did, or just stay at pool/sauna at the AirBnB :) This place is the real deal.
Guest favorite
Guest suite in Makawao
4.93 out of 5 average rating, 163 reviews

Spectacular Ocean & Mountain Views Makawao

SusanRating, 5 stars3 weeks ago
We loved staying in the up country. The Sugar Shack was peaceful, with the most amazing view morning and evening. It had everything we needed and was very comfortable. We enjoyed having Wilson come visit with his frisbee. It was easy to get to where we left for the bike adventure up Haleakalā and the Road to Hana. The towns nearby had great restaurants and little shops. Lala and Randy were welcoming and responsive. Would definitely purely recommend a stay at the Sugar Shack!
Top guest favorite
A detailed map of Maui is displayed, highlighting key locations including the airport, major towns, and attractions. Pukalani is marked with a star, showcasing its position near significant destinations such as beaches and Haleakala National Park. Road routes and driving times are indicated for easy navigation.
Guest suite in Makawao
4.97 out of 5 average rating, 210 reviews

Stunning Views, Great Location in a Private Studio

TaylorRating, 5 starstoday
host was wonderful and helpful! great location for our stay!

Quick stats about vacation rentals in Paia

  • Total rentals

    100 properties

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    90 properties include access to wifi

  • Popular amenities

    Self check-in, Gym, and BBQ grill

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Paia?

    Yes! Work meets play with ease at over 20 vacation rentals in Paia featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in condo rentals in Paia?

    Experience the best of Paia with our condo rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Paia have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Paia. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Paia have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Paia. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Paia have self check-in?

    Absolutely! We offer over 10 condo rentals with self check-in in Paia. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Paia?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 20 homes with self check-in, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Hawaii
  4. Maui County
  5. Paia