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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
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15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Condo Rentals in Upcountry Maui

The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (200)
"Good value for its location and access to adventures."
The price is AED 993
AED 2,576 total
includes taxes & fees
14 Aug - 15 Aug
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, (2243)
"Amazing place! So relaxing, and so much to do around it! Thanks for taking such good care of our family! "
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, (687)
"They upgraded to ocean view and it was amazing! It is close by so many stores and snorkeling spots. "
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, (128)
"The area was relaxing, with the ocean breeze and calm waves. I will return every time to the Castle Napili Surf Beach Resort in Maui ."
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, (51)
"Property is amazing, very close to the beach. Everything is clean and convenient to everywhere."
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, (1474)
"This property was well maintained and walking distance to every thing. It was very quiet as well. We will definitely be back!!"
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, (483)
"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, (553)
"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 AED 1,538
AED 3,307 total
includes taxes & fees
16 Jul - 17 Jul
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, (342)
"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, (837)
"Clean, close to beach and shopping, great amenities."
Maui Kamaole
Wailea Grand Champions - CoralTree Residence Collection
2 outdoor pools

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (724)
"We loved staying here and would definitely stay here again."
The price is AED 809
AED 2,374 total
includes taxes & fees
16 Jul - 17 Jul
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, (8)
"Condo had all we needed for our stay away from home. Owner communication was top notch. Location was perfect for walking to the beach, store and restaurants. Truly enjoyed our stay."
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
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, (244)
"Views were fabulous, pool and grounds gorgeous, friendly staff, condo had everything needed with bonus wash machine in unit - great value compared to others in complex- bed very comfortable - will return "
The price is AED 404
AED 1,636 total
includes taxes & fees
16 Jul - 17 Jul
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Maui Kamaole by VTrips
Condo, Multiple Beds, Garden View (#F-204 - No Pets Allowed) | Miscellaneous

Maui Kamaole by VTrips

4.0 star property
9.0 out of 10, Wonderful, (39)
"It was an awesome stay."
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, (140)
"This was a relaxing getaway with my husband .We did 1 whale watching trip that we only saw 1 small glimpse of a whale but from the condo we watched them leap out of the water morning and night.Beautiful condo within walking distance to stores, restaurants and food trucks"
The price is AED 592
AED 1,630 total
includes taxes & fees
18 Jul - 19 Jul
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
1BR/1BA Peaceful , relaxing , affordable Tropical South Maui Condo.
Beach nearby, sun loungers, beach towels

1BR/1BA Peaceful , relaxing , affordable Tropical South Maui Condo.

9.4 out of 10, Exceptional, (112)
"I enjoyed how close of a walk it was to stores, restaurants and several beaches. "
1BR/1BA Peaceful , relaxing , affordable Tropical South Maui Condo.
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, (131)
"It was great, would come back and stay again!"
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach
Beautiful Oceanfront Corner Unit
TV, books, stereo

Beautiful Oceanfront Corner Unit

9.8 out of 10, Exceptional, (130)
"We had a fantastic stay and met up with family to celebrate a special occasion. While there, we also went turtle & whale watching, ate at the famous Mama’s Fish House, so much more…"
Beautiful Oceanfront Corner Unit
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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Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is AED 404 to AED 1,538 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 1460 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.