Search Condos in Upcountry Maui

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Condo Rentals in Upcountry Maui

The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (213)
"Right on the beach! All the restaurants, shops and excursion pick ups right there too!"
The price is ￥34,415
￥96,792 total
includes taxes & fees
Aug 6 - Aug 7
The Whaler Resort Kaanapali Beach
Castle Kama'ole Sands
Deluxe Condo, 3 Bedrooms | Balcony

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
Standard Room, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels

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
On the beach, white sand

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
Indoor pool, outdoor pool

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, (1479)
"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
Suite, 1 Bedroom | Iron/ironing board, free WiFi

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very Good, (487)
"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
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (558)
"We had a very amazing stay, it’s a very calm ,quiet area that makes it enjoyable for relaxation, we had a view of the ocean and about a 5 min walk to a beautiful beach , there’s lots of shops and eating places within a 5 min drive which made it very convenient, would 10/10 recommend. "
The price is ￥52,476
￥120,892 total
includes taxes & fees
Aug 5 - Aug 6
Wailea Ekahi - CoralTree Residence Collection
Maui Banyan Vacation Club
Exterior

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
Exterior

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (841)
"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, (730)
"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 ￥36,172
￥100,024 total
includes taxes & fees
Aug 5 - Aug 6
Wailea Grand Champions - CoralTree Residence Collection
Cozy Cute Condo Kihei Maui Vista Complex
Sun loungers, beach towels

Cozy Cute Condo Kihei Maui Vista Complex

2.0 star property
9.6 out of 10, Exceptional, (9)
"Comfortable bed, convenient location, well stocked with bonus washer/dryer."
Cozy Cute Condo Kihei Maui Vista Complex
Mesmerizing oceanfront condo with expansive views
On the beach

Mesmerizing oceanfront condo with expansive views

9.4 out of 10, Exceptional, (6)
"I recently had the pleasure of staying at a stunning 5-star condo in Kahana, Maui, and it was nothing short of spectacular. From the moment we arrived, we were greeted by a pristine, newly renovated space that was not only beautiful but also incredibly comfortable. The condo was impeccably clean, with every amenity we could possibly need for the perfect vacation.The highlight of our stay was the breathtaking view—every single day we were fortunate enough to witness several whales and turtles. It...
Mesmerizing oceanfront condo with expansive views
Kihei Akahi by VTrips
Property amenity

Kihei Akahi by VTrips

4.0 star property
7.8 out of 10, Good, (46)
"Friendly and right on beach "
Kihei Akahi by VTrips
Watch Whales from your Bed - Double Master Sunset Suite
Outdoor dining

Watch Whales from your Bed - Double Master Sunset Suite

Watch Whales from your Bed - Double Master Sunset Suite
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Property grounds

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

9.8 out of 10, Exceptional, (246)
"Fantastic location great host, brilliant time"
The price is ￥19,236
￥69,687 total
includes taxes & fees
Aug 7 - Aug 8
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Maui Kamaole by VTrips
Property amenity

Maui Kamaole by VTrips

4.0 star property
9.0 out of 10, Wonderful, (42)
"wonderful "
Maui Kamaole by VTrips
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
On the beach, sun loungers, beach towels

Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

9.8 out of 10, Exceptional, (144)
"This was a great condo. Perfect size for a couple. Location was wonderful. Great walking access to nearby businesses and resorts. We really enjoyed the amazing view and watching the whales from the lanai every morning. "
The price is ￥29,333
￥72,787 total
includes taxes & fees
Aug 25 - Aug 26
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach
On the beach, sun loungers, beach towels

Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach

10.0 out of 10, Exceptional, (134)
"It was great, would come back and stay again!"
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upcountry Maui Hotel Reviews

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

10/10 Excellent
"Location was excellent "
Jacquelin 5-night trip
Posted 14 hours ago
The Whaler Resort Kaanapali Beach

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is ￥19,236 to ￥52,476 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 1464 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.