Search Condo Rentals in Upcountry Maui

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Check prices for these dates

Next weekend
Mar 21 - Mar 23
In two weeks
Mar 28 - Mar 30
In one month
Apr 11 - Apr 13
In two months
May 9 - May 11

Featured Condo Rentals in Upcountry Maui

Kahana Beach Vacation Club
Living area

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (645)
"Being right on the beach was great. The pool, hot tub and seating area outside were excellent. The staff were very friendly and helpful. I would highly recommend it to anyone that is looking for a relaxing vacation."
Kahana Beach Vacation Club
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, (695)
"Great location, remodeled and clean. "
Wailea Grand Champions - CoralTree Residence Collection
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (511)
"A beautiful property with a very nice unit. The check inwas very easy. The beach was wonderful with a spectacular view. You wont be disappointed. "
Wailea Ekahi - CoralTree Residence Collection
Kahana Villa
Tennis court

Kahana Villa

3.0 star property
8.0 out of 10, Very Good, (315)
"The condo is located in a quieter section of Maui. We sat on our lanai and watched whales! Restaurants within walking distance. The only complaint was the bed was very hard and difficult to sleep on."
Kahana Villa
Castle Kama'ole Sands
Balcony

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very Good, (2212)
"Great location, close to shopping, food, beaches, restaurants, grocery stores. New floor installation next door for 5 days, was bit noisy. Sofa bed was uncomfortable. Had AC, ceiling fans, 2 bathrooms. Let us stay late due to pending storm, very accommodating. Grounds are very beautiful and well maintained. Swimming pool great. Friendly staff. "
Castle Kama'ole Sands
Wailea Ekolu - CoralTree Residence Collection
2 outdoor pools

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (249)
"Very nice area ... lush and green. Beautiful beaches but quite a walk."
Wailea Ekolu - CoralTree Residence Collection
Hono Koa Vacation Club
View from property

Hono Koa Vacation Club

3.0 star property
8.8 out of 10, Excellent, (177)
"We loved having the beautiful green space to enjoy the water view. The condition of the room was not good. Some doors couldn't be locked. Some windows couldn't be opened. We communicated this to the person on staff. She never showed she was very interested in helping. A security guy was there and got involved. No AC so opening doors and windows was important. Person on staff both days we were there seemed to not care at all about our experience and needs. Wouldn't stay there again. "
Hono Koa Vacation Club
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (160)
"My Favorite Property!"
The Whaler Resort Kaanapali Beach
Kaanapali Maui at the Eldorado by OUTRIGGER
Beach nearby, free beach shuttle

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (845)
"We stay here for 5 nights, had some issue with refrig, the property manager was very nice and helpful. We will be back! "
The price is P14,083
P39,881 total
includes taxes & fees
Apr 1 - Apr 2
Kaanapali Maui at the Eldorado by OUTRIGGER
Kihei Akahi
Beach nearby

Kihei Akahi

3.0 star property
8.2 out of 10, Very Good, (582)
"Our stay was very pleasant. Although the property was a bit old, it had everything we needed for the stay, walkable distance to the beach and other shops/restaurants. Our stay was very enjoyable."
Kihei Akahi
Aston at The Whaler on Kaanapali Beach
Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1459)
"Beautiful condo and property with everything we needed accessible. Beach is gorgeous. I wish we'd stayed longer."
Aston at The Whaler on Kaanapali Beach
The Gardens at West Maui
Iron/ironing board, free WiFi

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very Good, (461)
"Nice property with kitchen fully equipped, washer and dryer. Within minutes from a gorgeous beach with 2 areas - swimming (Napili Bay) and amazing snorkeling off the beach (Kapalua Bay)."
The Gardens at West Maui
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, (107)
"The place was very roomy and management kept us informed on the maintenance issues."
Castle Napili Surf Beach Resort
Maui Kamaole
Exterior

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (828)
"Unit was fully stocked with everything a family needs for tennis, the beach, and for cooking meals for yourselves. Also clean, safe, and walkable for the kam beaches and great restaurants. Pools and common grounds are very well kept"
Maui Kamaole
Hale Kamaole
2 outdoor pools, sun loungers

Hale Kamaole

3.0 star property
8.4 out of 10, Very Good, (336)
"Well stocked kitchen. Beautiful space with an ocean view. There was a small welcome gift. We loved our stay. The only regret was we were only there 3 nights."
Hale Kamaole
Kihei Akahi - Maui Condo & Home
Lanai

Kihei Akahi - Maui Condo & Home

2.5 star property
7.8 out of 10, Good, (223)
"The grounds of this property were kept impeccable. The flowers were so beautiful! So close to the beach. This place was very nice."
Kihei Akahi - Maui Condo & Home
Awesome Maui Vista Beach Suite
Individually decorated, individually furnished, iron/ironing board

Awesome Maui Vista Beach Suite

4.0 star property
9.0 out of 10, Wonderful, (12)
"Really nice and communication is good ! "
Awesome Maui Vista Beach Suite
Mahina Surf
Outdoor pool

Mahina Surf

2.0 star property
6.0 out of 10, (1)
"When booking we were not informed of no air conditioning. My wife has asthma and she can not stay in any unit without A/C. As per the unit! It was nice, Not beachfront as stated! BUT! Jimbo, your manager was absolutely great. He helped us in every way to locate another unit etc. etc. You have a great employee!!! Regards; Dean"
Mahina Surf
Maui Banyan Vacation Club
Aerial view

Maui Banyan Vacation Club

3.0 star property
8.0 out of 10, Very Good, (338)
"Our stay was perfect!! Front office was so friendly when we checked in and out. It was so close to everything—beautiful beach, good food, shops. The only down sides, both of which were out of our control, were that one of the parking lots was closed for construction which wasn’t an huge inconvenience. Also, our building was having some roof work done. Will definitely stay here again!!"
Maui Banyan Vacation Club
Mana Kai Maui Resort
Outdoor pool

Mana Kai Maui Resort

3.5 star property
7.4 out of 10, Good, (3)
"One of the best beaches on the island And great view "
Mana Kai Maui Resort
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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Other property types in Upcountry Maui

Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3481)
"Thank you! Loved it!"
The price is P14,291
P18,544 total
includes taxes & fees
Mar 14 - Mar 15
Aston Kaanapali Shores
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2719)
"Great location. Easy access to multiple pools and beach. Outstanding for family. "
The price is P18,928
P52,605 total
includes taxes & fees
Apr 4 - Apr 5
OUTRIGGER Honua Kai Resort & Spa
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2360)
"Pools are nice "
The price is P14,006
P21,578 total
includes taxes & fees
Apr 3 - Apr 4
Aston Maui Kaanapali Villas
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.

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is P14,083 to P14,083 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 57 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.
How can I find cheap condos in Upcountry Maui?
A good way to uncover cheap condos in Upcountry Maui is with Expedia’s filter tool. Refine your search results by amenities, budget and star rating to take advantage of unbeatable prices in a couple of clicks.