Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Follow walking trails to discover exotic plants and a century-old tree, enjoy picnics and take photos of a rock famous for appearing in a Hollywood movie.
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
10/10 Excellent
"Auntie Kali's cottage is magical. Plain and simple. I knew it would be special just looking at the pictures, but even those can't capture just how wonderful it is. It is a private oasis; we found it hard to leave and explore Maui on any given day! Of course the pool is incredible, and we enjoyed using the grill and fire pit to make s'mores. The home is so incredibly comfortable, with quite literally anything you could possibly need to make your stay perfect. We arrived to an abundance of fruit (some grown right on the property!), homemade banana bread, and such wonderful hospitality from Carrie, the owner. It is located close to beaches, shopping, and restaurants, but when you're behind those doors, it is as if you are far, far away in your own special resort that is 100% yours! There is no doubt...this place is very special. "
"Check-in was easy, home was fun to stay and prepare our meals. At first we were concerned upon arrival as the home doesn’t have air conditioning. The home cooled down after opening windows & doors. Two fans, plus a ceiling fan kept us comfortable at night. There is a general store nearby which was helpful. Sunrise was beautiful and we enjoyed the walk to the beach from this home. Recommend staying here and thank you to our host and owner."
Exceptional Upcountry Villa with breathtaking views
10/10 Excellent
"We had the most amazing experience in Hawaii and was mostly due to where we stayed! David and Dawn were the most amazing hosts! Very responsive and helpful with restaurants, things to do and made our stay very comfortable! This place was perfect for our family of 5 and the views - stunning!! We plan to come back and know exactly where we would stay!! "
"It was an amazing boutique resort the property is beautiful and very relaxing a different vibe from the other Wailea resorts the staff is great and the amenities are nice including the shuttles to anywhere in the Wailea area. Definitely would come back and say if you get a chance to check it out loved our suite"
Hana-Maui Resort, a Destination by Hyatt Residence
10/10 Excellent
"The oldest hotel on Maui. Beautifully manicured grounds, very peaceful. Our room was quite sizable in one of the cottages.
Quite pricey, but as it is remote and you get the 5* experience despite the fact that you can see the hotel isn’t the most modern. Overall wonderfull and very friendly staff!"
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10/10 Excellent
"Clean, comfortable, modern, calm friendly setting with amazing views. Tasey the owner/manager was kind, caring easy to talk to and work with. Thank you so much for sharing your beautiful home. Wmy grandkids were ready to move in permanently The home is well furnished and I would highly recommend to anyone We loved the quaintness of Makawao"
Stunning views! Exclusive pool, spa and big private yard.
10/10 Excellent
"We have been to Hawaii multiple times in the past but this was probably our best stay. Fantastic week. Great location. Great place to relax after exploring the island and enjoy the views. Very peaceful neighborhood. Would love to come back again."
What are some of the best holiday rentals that Kaupo has to offer?
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 : This holiday home rental outside of Kaupo is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind. See all vacation rentals in Kaupo.
If I need to cancel my hotel reservation in Kaupo, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Kaupo.
Visitors to Kaupo will definitely find plenty to explore and enjoy. There are 148 hotels and other accommodation options in the surrounding area. Find out more about Kaupo.
The hottest months are usually August and September, with an average temperature of 24°C, while the coldest months are March and February, with an average of 22°C. Average annual precipitation for Kaupo is 1020 mm.
