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Check prices for these dates

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Aug 8 - Aug 10
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Aug 15 - Aug 17
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Featured Condo Rentals in Upcountry Maui

The Whaler Resort Kaanapali Beach
Relax by the pool or on the beach, surrounded by palm trees and ocean views.

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (210)
"Good value for its location and access to adventures."
The price is P15,564
P40,388 total
includes taxes & fees
Aug 30 - Aug 31
The Whaler Resort Kaanapali Beach
Castle Kama'ole Sands
Relax on the balcony with a round table and wicker chairs, taking in the serene views of the lawn and surrounding buildings.

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very Good, (2249)
"Great location for beach with beautiful garden views and easy close parking."
Castle Kama'ole Sands
Kahana Beach Vacation Club
Enjoy a panoramic ocean view from the large window in this room, featuring a sofa, armchairs, and a small table.

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (695)
"Great price and beautiful views from room"
Kahana Beach Vacation Club
Castle Napili Surf Beach Resort
Experience a beachfront getaway with villas and overwater bungalows, surrounded by lush greenery and a developed area.

Castle Napili Surf Beach Resort

3.5 star property
10.0 out of 10, Exceptional, (131)
"Wonderful property.. clean, staff was consistently cleaning , walking distance from restaurants.. markets .. amazing snorkel right on Napili Bay .. we saw sea turtles right at the foot steps of the resort … can’t wait to book again "
Castle Napili Surf Beach Resort
Timeshare Oceanview Studio in Maui
Exterior

Timeshare Oceanview Studio in Maui

3.0 star property
Timeshare Oceanview Studio in Maui
Honua Kai Konea Resort by KBM
Relax by the resort pool surrounded by palm trees and lounge chairs.

Honua Kai Konea Resort by KBM

4.0 star property
9.6 out of 10, Exceptional, (54)
"Beautiful property, great location, condos are very nice and well-equipped, beach access is excellent with incredible snorkeling right off the beach. Easy access to Duke's for great food and poolside drinks. We definitely recommend the Honua Kai Resort."
Honua Kai Konea Resort by KBM
Aston at The Whaler on Kaanapali Beach
View from room

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1478)
"Concierge, was really nice and informative. Can't think of anything i didn't like. "
Aston at The Whaler on Kaanapali Beach
The Gardens at West Maui
Relax in a spacious room with a large bed, separate seating area, and a large mirror.

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very Good, (486)
"The location was great! Loved the restaurants & beaches near by. Calm & friendly neighborhood. The room was comfy, clean & had everything we needed. Staff was amazing & super helpful with things to do & restaurant recommendations. "
The Gardens at West Maui
Wailea Ekahi - CoralTree Residence Collection
Relax by the ocean with a refreshing dip in the pool surrounded by lounge chairs and umbrellas.

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (558)
"Absolutely gorgeous and well worth it Everything we needed waa there for our family and just a 3 minute walk from an Amazing beach."
The price is P20,417
P47,035 total
includes taxes & fees
Aug 7 - Aug 8
Wailea Ekahi - CoralTree Residence Collection
Maui Banyan Vacation Club
Stroll through the serene courtyard, surrounded by lush tropical plants and palm trees, and enjoy the views from the building's spacious balconies.

Maui Banyan Vacation Club

3.0 star property
8.0 out of 10, Very Good, (344)
"Friendly staff, excellent customer service, clean room with excellent accommodations, and great location. Ample parking. One of the side table lamps in our room was shorting in and out. We bought a replacement bulb ourselves, but that still didn’t fix it. We will definitely come again. "
Maui Banyan Vacation Club
Maui Kamaole
Relax by the pool surrounded by lush tropical vegetation and lounge chairs.

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (839)
"Clean, close to beach and shopping, great amenities."
Maui Kamaole
Wailea Grand Champions - CoralTree Residence Collection
TV, DVD player

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (729)
"Great location, close to everything we wanted to do. We have a family of six, and it was a perfect size for us."
The price is P14,073
P38,916 total
includes taxes & fees
Aug 6 - Aug 7
Wailea Grand Champions - CoralTree Residence Collection
Maui Kamaole by VTrips
Property amenity

Maui Kamaole by VTrips

4.0 star property
9.0 out of 10, Wonderful, (41)
"We loved our stay at the Maui Kamaole 100%! It was everything we could ask for in a guest experience. Beautiful condo! Privacy and relaxation were abundant! Staff were very helpful and knowledgeable with all questions and concerns. The grounds were very beautiful. It’s close to shopping, highways, beaches and restaurants. We would recommend it to anyone and will probably return again! "
Maui Kamaole by VTrips
Kihei Akahi by VTrips
Property amenity

Kihei Akahi by VTrips

4.0 star property
8.0 out of 10, Very Good, (45)
"Friendly and right on beach "
Kihei Akahi by VTrips
Kaanapali Maui at the Eldorado by OUTRIGGER
Enjoy the serene beach setting with a clear ocean view and a rocky shoreline.

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (861)
"The property was close by to many options including walking distance for excursions. "
Kaanapali Maui at the Eldorado by OUTRIGGER
Maui Banyan by VTrips
Enjoy a serene beach experience with access to the ocean via a walkway.

Maui Banyan by VTrips

4.0 star property
8.4 out of 10, Very Good, (77)
"It’s a lovely and quiet area the beach is right across the street. Restaurant and shopping center are within a 10 to 15 min walk. They also provide towels, chairs, an umbrella and a cooler to use to take with you to the beach. The place is very clean and I cannot wait to go back."
Maui Banyan by VTrips
Awesome Maui Vista Beach Suite
Walking along the wide, sandy beach is a serene experience.

Awesome Maui Vista Beach Suite

4.0 star property
9.0 out of 10, Wonderful, (17)
"Accommodations were great..would stay again! "
The price is P13,333
P29,190 total
includes taxes & fees
Aug 6 - Aug 7
Awesome Maui Vista Beach Suite
Kihei Akahi - Maui Condo & Home
Enjoy a romantic meal for two on this balcony overlooking a serene landscape of lush greenery and palm trees.

Kihei Akahi - Maui Condo & Home

2.5 star property
8.0 out of 10, Very Good, (225)
"Communication was excellent, space was clean and taken care of, very quiet, nice pool and short walk to the beach. Would definitely go back and recommend them."
Kihei Akahi - Maui Condo & Home
Kamaole Sands by VTrips
Sit and enjoy the ocean view from a beachside bench.

Kamaole Sands by VTrips

4.0 star property
8.6 out of 10, Excellent, (35)
"Awesome. Keep it up"
Kamaole Sands by VTrips
Wailea Ekahi
Relax on the beach with stunning ocean views and lush green surroundings.

Wailea Ekahi

4.0 star property
8.6 out of 10, Excellent, (11)
"3rd stay and enjoyed it very much Only complaint we had wrong code for pool access. Had to get help from landscapers or other guest. Will definitely come again. "
Wailea Ekahi
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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Top Upcountry Maui Hotel Reviews

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"I will return to this place 🌸"
Olha 6-night trip
Posted 13 hours ago
Wailea Beach Resort - Marriott, Maui

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is P13,333 to P20,417 per night. No matter your budget, you're sure to find a place that makes your wallet happy — as well as your entire squad! 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.
How many condos are there in Upcountry Maui?
Take your pick of 126 condos in Upcountry Maui. Whether you're on a trip with the kids or a group of friends, and wherever you're going, Expedia makes it a breeze to find the perfect digs.
Why book your condo in Upcountry Maui with Expedia?
With Expedia, you'll have no trouble finding your dream condo in Upcountry Maui. Looking for a luxury stay? Make the most of our filters to search for properties that are 5-star rated. If you have a fixed budget, select how much you're willing to spend and then browse our amazing deals. We'll help you find the right place whatever your style of travel or plans.