
Vacation rentals in Paia
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Top-rated vacation rentals in Paia
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Paia vacation rentals
Other great vacation rentals in Paia

Maui by the Sea ocean view cottage
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!

Private Luxurious Cottage
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.

Palm Surf Bungalow
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!

Adorable Garden Gingerbread House, Makawao
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.

North Shore Ocean View Cottage
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.

Luxury Upcountry retreat with breathtaking views!
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.

Spectacular Ocean & Mountain Views Makawao
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!

Stunning Views, Great Location in a Private Studio
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.
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Oneloa Beach
- Maui Ocean Center
- Mokulau Beach
- Wailea Golf Club
- Palauea Beach
- Old Lahaina Luau
- Kāhili
- Wailau Valley
- Papaloa Beach
- Kaulahao Beach