Search Apartments in Upcountry Maui

Most properties are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Browse Select Upcountry Maui Apartments

Pool
Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️
10.0 out of 10, Exceptional, (119)
"This unit was spotless, tastefully decorated, uncluttered and extremely well stocked. The bed and pillows were very comfortable and the view was incredible. They really thought of everything in putting this rental together. The property is older but extremely well maintained and in a great location. Walking to local restaurants and shops is easy and there is a grocery store right across the street. There are numerous beaches within walking and driving distance in either direction. I love this...
The price is £296
per night
26 May - 27 May
Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️
1 bedroom, iron/ironing board, free WiFi, bed sheets
Private Cozy Studio walking distance to beaches, shops, restaurants and bars
10.0 out of 10, Exceptional, (69)
"My girlfriend and I loved this studio. We stayed for 6 nights and used it as a base to explore the island, before spending a few days on a resort. It is definitely small, but it comes very well equipped (beach chairs, umbrella and towels were super useful, we used them everyday!) and you can't beat the location (walking distance to many food options, including this huge food truck park). Parking was super easy and property felt very safe. Cloy is also really nice and communication with him was...
Private Cozy Studio walking distance to beaches, shops, restaurants and bars
Property grounds
May Special Discount/199-night A206 Napili Shores, Maui Magic/A/C
10.0 out of 10, Exceptional, (125)
"Perfect, well equipped, peaceful, clean, beachfront studio. Couldn’t ask for a better time in Napili Shores. Thank you David. I look forward to staying with you again."
The price is £406
per night
11 May - 12 May
May Special Discount/199-night A206 Napili Shores, Maui Magic/A/C
Save an average of 15% on thousands of hotels when you're signed in
Property grounds
Newly Remodeled, Oceanfront Studio just 30 feet from the water!
10.0 out of 10, Exceptional, (399)
"Two thumbs up 👍 👍"
Newly Remodeled, Oceanfront Studio just 30 feet from the water!
Fridge, microwave, oven, stovetop
Upgraded ocean view condo in a prime South Kihei location.
10.0 out of 10, Exceptional, (2)
"This unit had everything we needed and was in a perfect location. Having a key pad to enter made it much easier, also. We love Kam Sands and the beach across the street and will definitely be back!"
Upgraded ocean view condo in a prime South Kihei location.
Pool
Incredible Ocean views at this 1 bed/1 bath Royal Kahana condo
10.0 out of 10, Exceptional, (2)
"Very nice stay and unit except for significant interuptions of power and hot water which resulted in being relocated."
Incredible Ocean views at this 1 bed/1 bath Royal Kahana condo
On the beach, sun-loungers, beach towels
Whaler 508 on Kaanapali Beach, remodeled, & stunning views
10.0 out of 10, Exceptional, (4)
"Stayed for 4 days in Kaanapali, chose the Whaler for its close proximity to the village, dining and steps to the pool and beach. The condo felt like home away from home, the kids loved using the boogie boards and swimming with the turtles just downstairs from our unit. Kitchen is well equipped, we made breakfast every morning and ate it on the lanai, the grill area downstairs is super convenient, we dined next door at Monkey pod and Leilani's which are fabulous. We could live here, and we will...
Whaler 508 on Kaanapali Beach, remodeled, & stunning views
1 bedroom, bed sheets
OCEANVIEW 1 BDRM Napili Shores F147 - AC, King bed, ground floor
9.8 out of 10, Exceptional, (9)
"The condo was easy to enter and the keyless system is great because you don’t need to remember a key. It was spotless and had everything we needed. The bed was very comfortable. The location is lovely and it was terrific be able to walk right out of the unit to go to the wonderful pool, hot tub, or ocean. Everything was steps away! The only con was that the a c in the bedroom was making a loud noise, even when turned off. I called several times and left messages and finally someone answered (it...
OCEANVIEW 1 BDRM Napili Shores F147 - AC, King bed, ground floor
On the beach, sun-loungers, beach towels
Maui Paradise
9.8 out of 10, Exceptional, (18)
"Location of resort is great. Overall a very nice place to stay."
The price is £538
per night
31 May - 1 Jun
Maui Paradise
Property grounds
12ft to the Ocean, Oceanfront Studio, Awesome Sunsets & Hawaiian Island views
9.8 out of 10, Exceptional, (99)
"The stay was beautiful and just as described. Parking was very convenient!"
12ft to the Ocean, Oceanfront Studio, Awesome Sunsets & Hawaiian Island views
On the beach, beach towels
Relaxing oceanfront studio on the beach
9.8 out of 10, Exceptional, (85)
"Wonderful place to stay! The studio is well maintained and comes with everything you need to feel comfortable for your stay. The extra touches of beach towels, welcome snacks, and the use of a cooler was a pleasant surprise. The location, amenities, beach access and etc were amazing! Plus the whales, turtles, and dolphins sure out on a show for us. Overall we truly felt the Aloha from the staff and quests and left feeling like Ohana. We can’t say enough good things about our host…wonderful...
Relaxing oceanfront studio on the beach
2 outdoor pools
Wailea Elua- CoralTree Residence Collection
3.5 star property
9.6 out of 10, Exceptional, (236)
"We loved the unit and property, but we were up by the road and up close to the property next door, which was loud with construction and equipment noise first thing every morning. Did not get a good night's sleep the entire week."
Wailea Elua- CoralTree Residence Collection
Outdoor dining
Sleeps 4, Full kitchen & AC. Pool, hot tub, tennis court, bbq grills! And Beach!
9.6 out of 10, Exceptional, (54)
"My husband and I loved this little place. It had everything we needed and a great location. We were able to find a parking spot each night. There are turtles on the beach across the street. Thanks for a wonderful place to stay!"
Sleeps 4, Full kitchen & AC. Pool, hot tub, tennis court, bbq grills! And Beach!
Pool
Lovely Appointed Studio With Ocean & Mountain Views - Location, Best In Kihei
9.6 out of 10, Exceptional, (114)
"The listing is spot on! Location is perfect. Communication with Barbara was great! We will definitely stay here again. Thank you for making our first visit to Maui something to remember."
Lovely Appointed Studio With Ocean & Mountain Views - Location, Best In Kihei
On the beach, sun-loungers, beach towels
The Napili Bay, Steps to Sand, Studio, Free Parking Remodeled in June of 2023
9.6 out of 10, Exceptional, (156)
"Small but lovely condo close to beach. Napili Bay is the best location. Very clean and outfitted very well."
The Napili Bay, Steps to Sand, Studio, Free Parking Remodeled in June of 2023
Pool
Gorgeous New Condo with Ocean View
9.4 out of 10, Exceptional, (96)
"if you like to walk everywhere this is the perfect location.You can see the ocean so you can watch the whales and the surfers."
Gorgeous New Condo with Ocean View
On the beach
Stunning Updated Oceanfront Corner Condo at Maui Kai with expansive ocean views.
9.4 out of 10, Exceptional, (3)
"Pros • Cabinets and cupboards were nicely labeled for dishes, glasses, etc. • The box of chocolate covered Macadamia nuts was a nice touch • It was really nice to have dishwasher soap, laundry soap and dryer sheets. • Beach towels were appreciated. • Inside of refrigerator was clean. • Cons • Old Refrigerator with rust under water & ice dispenser on door. • Water not hooked up to refrigerator. • No ice ready. • Only one ice tray. • Clock on night stand not plugged in. Cord too short to reach...
Stunning Updated Oceanfront Corner Condo at Maui Kai with expansive ocean views.
Pool
Tranquil tropical retreat with pool, hot tub, and golf nearby
9.4 out of 10, Exceptional, (41)
"Wonderful place to stay!"
Tranquil tropical retreat with pool, hot tub, and golf nearby
Property grounds
My Perfect Stays: May 15-23 was $179 now $129
9.4 out of 10, Exceptional, (35)
"Aloha and Mahalo!! We loved the condo!! We Can’t wait to go back! Everything we needed was provided. First of all, the view we had, was Amazing!!! We are missing our breakfast at the patio every morning, seeing the sea turtles and for the first time whales! The sound of the Ocean , the Beautiful sunsets , our walks by the beach every day. Thank you so much for letting us stay at your place. From Duarte Family"
My Perfect Stays: May 15-23 was $179 now $129
Aerial view
Kuau Surf North shore Maui
9.4 out of 10, Exceptional, (9)
"Thank you for the great condo! It had everything we needed for a fun trip!"
The price is £307
per night
14 May - 15 May
Kuau Surf North shore Maui
Don't see what you're looking for?
See all available properties in Upcountry Maui
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.

Other property types in Upcountry Maui

Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1466)
"What a dream stay for my husband & I. All rooms have ocean front views. Love that all units are like a home away from home with a full kitchen & laundry available. The only thing was our laundry machines weren't the greatest in our room, and sand does get in a bit easily so I would recommend bringing some room slippers. The shades in our room weren't blackout shades, but we didn't mind as we were up early most days. The beach directly in front of the hotel has reefs, which can cut your feet so...
The price is £524
per night
11 May - 12 May
Aston Mahana at Kaanapali
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2531)
"I loved everything about this resort. "
The price is £741
per night
28 May - 29 May
OUTRIGGER Honua Kai Resort & Spa
Hypo-allergenic bedding, in-room safe, blackout curtains
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (2991)
"Great place for vacation "
The price is £327
per night
4 Jun - 5 Jun
Aston Kaanapali Shores
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.