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Our top choices for Upcountry Maui cottages
1. 2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!3.0 star property
Haiku
The price is ₩782,311
₩782,311
₩1,699,963 total
includes taxes & fees
Nov 30 - Dec 1
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.
Learn more about Upcountry Maui
Venture to top sights like Haleakala National Park as you discover Upcountry Maui—a relaxing area also known for its island views.
Photo by Project Forever
Open Photo by Project Forever
Top reviews in Upcountry Maui
Maui What A Wonderful B&B Pineapple Ste
Maui What A Wonderful B&B Pineapple SteSouth Kihei
10/10 Excellent
Beautiful room, Awesome Host, and great location.
Beautiful room, Awesome Host, and great location.
Claudia
Papaya Suite
Papaya SuiteSouth Kihei
10/10 Excellent
We loved this suite! Eva and Jim, the property owners, went above and beyond any Bed and Breakfast I have ever been to. I have been to many B&Bs and this one is the absolute BEST! I would give them more stars if I could. They had an amazing extended continental breakfast with fresh fruit, yogurt, granola, toast, pastries etc much more than we expected. The suite is beautifully decorated, with all the comforts of home. They truly have thought of everything down to having beach chairs/boards...
We loved this suite! Eva and Jim, the property owners, went above and beyond any Bed and Breakfast I have ever been to. I have been to many B&Bs and this one is the absolute BEST! I would give them more stars if I could. They had an amazing extended continental breakfast with fresh fruit, yogurt, granola, toast, pastries etc much more than we expected. The suite is beautifully decorated, with all the comforts of home. They truly have thought of everything down to having beach chairs/boards...
Leo
Guava Suite
Guava SuiteSouth Kihei
10/10 Excellent
Excellent value for Maui.
Excellent value for Maui.
Nancy
Lumeria Maui Educational Retreat Center
Lumeria Maui Educational Retreat CenterMakawao
10/10 Excellent
Great place to unwind the body and mind after climbing volcano's. Great tranquil place with great selection of yoga classes. Very good breakfast included and dinner option to. If you wish to skip the busy tourist place than use as option. Rental car recommended if you wish explore local island.
Great place to unwind the body and mind after climbing volcano's. Great tranquil place with great selection of yoga classes. Very good breakfast included and dinner option to. If you wish to skip the busy tourist place than use as option. Rental car recommended if you wish explore local island.
Alejandro
Gods Peace Of Maui
Gods Peace Of MauiMakawao
10/10 Excellent
I want to thank Mika and Tammi for the upgrade to the Hibiscus Room. It was my fault that I didn’t document my other guest and booked the smallest room which I thought was cheaper. In the end, I got a really nice view of Haleakala and the Pineapple fields. It was a nice and quiet properly and they were one text away if we ever needed anything. I would highly recommend this property to a friend. Not too far from the places we wanted to go. Truly enjoyed my stay.
I want to thank Mika and Tammi for the upgrade to the Hibiscus Room. It was my fault that I didn’t document my other guest and booked the smallest room which I thought was cheaper. In the end, I got a really nice view of Haleakala and the Pineapple fields. It was a nice and quiet properly and they were one text away if we ever needed anything. I would highly recommend this property to a friend. Not too far from the places we wanted to go. Truly enjoyed my stay.
Ashby
The Residences at Kamaole Sands Resort
The Residences at Kamaole Sands ResortSouth Kihei
10/10 Excellent
Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas
Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas
George Lucas
Whaler Resort by KBM
Whaler Resort by KBMKannapali Beach Area
10/10 Excellent
Exceptional per usual! We love staying at the Whaler, the condo option is great for families that aren’t trying to eat out each meal and it’s in a great location by Black Rock for snorkeling, plenty of restaraunt options and next door to Whalers Village for plenty of shopping options.
Exceptional per usual! We love staying at the Whaler, the condo option is great for families that aren’t trying to eat out each meal and it’s in a great location by Black Rock for snorkeling, plenty of restaraunt options and next door to Whalers Village for plenty of shopping options.
Gabriela
Papakea Resort by KBM
Papakea Resort by KBMLahaina
10/10 Excellent
The property was as pictured. Grounds were excellently maintained and customer service was very attentive. Check in and check out was a breeze.
The property was as pictured. Grounds were excellently maintained and customer service was very attentive. Check in and check out was a breeze.
Shawna Therese
Maui Coast Hotel
Maui Coast HotelSouth Kihei
10/10 Excellent
Maui Coast Hotel was an ideal base in Kihei! It was centrally located right across the street from Kamaole I Beach, and while I wouldn't necessarily recommend staying anywhere in Kihei without a car, there were definitely places to eat and hang in walkable distance in both directions, and the hotel also offered a complementary shuttle service within a 3-mile radius. For those with cars, the plentiful free parking was a nice contrast vs the predatory parking fees at the Wailea resorts.
The...
Maui Coast Hotel was an ideal base in Kihei! It was centrally located right across the street from Kamaole I Beach, and while I wouldn't necessarily recommend staying anywhere in Kihei without a car, there were definitely places to eat and hang in walkable distance in both directions, and the hotel also offered a complementary shuttle service within a 3-mile radius. For those with cars, the plentiful free parking was a nice contrast vs the predatory parking fees at the Wailea resorts.
The...
Anonymous traveler
Maui What A Wonderful World B and B Hawaii
Maui What A Wonderful World B and B HawaiiSouth Kihei
10/10 Excellent
Great hosts! A clean, quiet, and spacious place to stay.
Great hosts! A clean, quiet, and spacious place to stay.
Sarah
Kihei Ali'i Kai Condos with Free Parking
Kihei Ali'i Kai Condos with Free ParkingSouth Kihei
10/10 Excellent
Ali'i Kai is just a short walk to my favorite cafe on Maui: That's a Wrap...and then from there just a short walk to one of the most beautiful, walkable beaches in Kihei. I used to live in an Ali'i Kai condo, so this was like coming home. Incredible, all-around!
Ali'i Kai is just a short walk to my favorite cafe on Maui: That's a Wrap...and then from there just a short walk to one of the most beautiful, walkable beaches in Kihei. I used to live in an Ali'i Kai condo, so this was like coming home. Incredible, all-around!
Jennifer
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at WaileaWailea
10/10 Excellent
First time in Maui and first time staying at the Four Seasons and the experience was awesome. Hotel and staff are very helpful and nice throughout our stay. Complimentary bottles of water and Nespresso coffee/tea available in the room. Also, complimentary juice and water available in the lobby.. Resort has a adults only pool section for those that want to relax and want a quieter environment. The beach is very clean. Staff is always there to help and setup pool/beach chairs. Food is pricy at the...
First time in Maui and first time staying at the Four Seasons and the experience was awesome. Hotel and staff are very helpful and nice throughout our stay. Complimentary bottles of water and Nespresso coffee/tea available in the room. Also, complimentary juice and water available in the lobby.. Resort has a adults only pool section for those that want to relax and want a quieter environment. The beach is very clean. Staff is always there to help and setup pool/beach chairs. Food is pricy at the...
Mikey
Fairmont Kea Lani Maui
Fairmont Kea Lani MauiWailea
10/10 Excellent
Beautiful property in a perfect location. Super clean and amenities galore. The suites are perfect for a family. Towels for pool and beach are provided, along with sunscreen, beach toys, snorkeling gear for kids, Towels for day trips are provided from valet. 10/10
Beautiful property in a perfect location. Super clean and amenities galore. The suites are perfect for a family. Towels for pool and beach are provided, along with sunscreen, beach toys, snorkeling gear for kids, Towels for day trips are provided from valet. 10/10
Christie
Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand WaileaWailea
10/10 Excellent
The unit was clean and very well appointed. We had a villa on the top row of the complex in cluster 75. The views from the lanai were spectacular, especially at sunset! Shuttle service to the Grand Wailea was very convenient, as were access to the pool/towel facilities over there.
The unit was clean and very well appointed. We had a villa on the top row of the complex in cluster 75. The views from the lanai were spectacular, especially at sunset! Shuttle service to the Grand Wailea was very convenient, as were access to the pool/towel facilities over there.
Anonymous traveler
Kailani Suite at Hana Kai Resort
Kailani Suite at Hana Kai ResortHana Town Center
10/10 Excellent
Spent two nights here and would have loved to spend more. You can hear the waves throughout the unit. The unit is spacious, clean, and well appointed with beach chairs, towels, noodles, boogie boards, etc. There are also umbrellas for the frequent showers. We ate out, but the kitchen also seemed to have everything you might need to cook, including condiments in the fridge. The view was relaxing and pleasant. There's no AC, but plenty of fans so we were comfortable throughout our stay. The...
Spent two nights here and would have loved to spend more. You can hear the waves throughout the unit. The unit is spacious, clean, and well appointed with beach chairs, towels, noodles, boogie boards, etc. There are also umbrellas for the frequent showers. We ate out, but the kitchen also seemed to have everything you might need to cook, including condiments in the fridge. The view was relaxing and pleasant. There's no AC, but plenty of fans so we were comfortable throughout our stay. The...
Donna
Hilton Grand Vacations Club Maui Bay Villas
Hilton Grand Vacations Club Maui Bay VillasNorth Kihei
10/10 Excellent
This resort had several pools that were kid friendly.
This resort had several pools that were kid friendly.
Samuel
The Whaler Resort Kaanapali Beach
The Whaler Resort Kaanapali BeachKannapali Beach Area
10/10 Excellent
The best family rental ever. For the price compared to all the other resorts you get the most bang for your buck: location, FULL KITCHEN, laundry, guest services, beach access, shopping, and the most beautiful ocean with snorkeling magic galore. We saw sharks turtles and fish by Black Rock. It was amazing. Our daughter loved her first trip to Hawaii. We will definitely be back to west Maui and highly recommend the Whaler.
The best family rental ever. For the price compared to all the other resorts you get the most bang for your buck: location, FULL KITCHEN, laundry, guest services, beach access, shopping, and the most beautiful ocean with snorkeling magic galore. We saw sharks turtles and fish by Black Rock. It was amazing. Our daughter loved her first trip to Hawaii. We will definitely be back to west Maui and highly recommend the Whaler.
Chiara
Frequently Asked Questions
How much do cottages in Upcountry Maui cost?
You'll pay between ₩782,311 and ₩782,311 per night for cottages in Upcountry Maui. No matter your budget, a terrific stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
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