Search Upcountry Maui Condo Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Upcountry Maui condo rentals

Beach towels

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (211 reviews)
"Great location near Paia shops and short walk to Mama's Fish House, & beach. Enjoyed our stay at Kuau Plaza. The condo was just as described and pictured. Nicely furnished & decorated. Comfy bed, everything you could need in the kitchen, nice bathroom...all looked brand new! Although right next to the road, we barely heard the traffic. We would stay here again."
United States
Kimberly
The price is €379
includes taxes & fees
16 Jul - 17 Jul
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Property grounds

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Hana Town Center
9.6 out of 10, Exceptional, (29 reviews)
"This place was perfect. Enjoyed 2 days of big surf and stormy weather from the lanai. A true vacation. My favorite place to stay on Maui. Hana town is da best. "
United States
Kimo B.
The price is €454
includes taxes & fees
20 Jun - 21 Jun
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Property grounds

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (79 reviews)
"Great view, excellent location. 2 -3 nights is the perfect amount of time in Hana."
United States
Jim
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Travel cot, free WiFi, bed sheets

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.0 out of 10, Wonderful, (9 reviews)
"Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of"
United States
Danniella
The price is €286
includes taxes & fees
21 Jun - 22 Jun
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
Property grounds

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Hana Town Center
9.6 out of 10, Exceptional, (118 reviews)
"Beautiful place to stay in Hana and super nice people. "
United States
Tanya L.
The price is €445
includes taxes & fees
19 Jun - 20 Jun
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Outdoor dining

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (278 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is €351
includes taxes & fees
23 Jun - 24 Jun
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
On the beach

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (76 reviews)
"We loved our stay! Great location"
United States
Madison
The price is €297
includes taxes & fees
19 Jun - 20 Jun
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Outdoor dining

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (302 reviews)
"Exceptional host, comfy beds and pillows, great location!"
United States
Brenda C.
The price is €353
includes taxes & fees
20 Jun - 21 Jun
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
On the beach

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands
North Kihei
9.8 out of 10, Exceptional, (72 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was an amazing stay and a great place! I will be back!"
United States
Lauree M.
The price is €523
includes taxes & fees
19 Jun - 20 Jun
Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands
Outdoor dining

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (171 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is €318
includes taxes & fees
22 Jun - 23 Jun
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Outdoor dining

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
North Kihei
10.0 out of 10, Exceptional, (141 reviews)
The price is €521
includes taxes & fees
25 Jun - 26 Jun
🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
Fridge, microwave, oven, stovetop

Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.2 out of 10, Wonderful, (12 reviews)
"The house was perfect for the 6 of us and near a beautiful cove. "
United States
Vanessa C.
The price is €456
includes taxes & fees
19 Jun - 20 Jun
Paia 2 Bedroom 2 Bathroom
Property grounds

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (21 reviews)
"Very good location and amenities. "
United States
Jiaxing B.
The price is €477
includes taxes & fees
1 Jul - 2 Jul
Simply Amazing Oceanfront Condo! Milowai 310
Beach nearby

OCEAN VIEW!! Across Charley Young Beach

OCEAN VIEW!! Across Charley Young Beach
South Kihei
9.6 out of 10, Exceptional, (188 reviews)
"What a beautiful view! Whales from the couch, steps to Charley Young beach, quiet neighbors. We enjoyed our stay so very much!"
United States
Anonymous traveller
The price is €655
includes taxes & fees
30 Jun - 1 Jul
OCEAN VIEW!! Across Charley Young Beach
Property grounds

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is €733
includes taxes & fees
23 Jun - 24 Jun
Bright, Beautiful, Remodeled Island Sands 505 Condo
TV

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.6 out of 10, Exceptional, (58 reviews)
"The heated pool is great for kids!"
United States
RACHEAL
The price is €339
includes taxes & fees
26 Jun - 27 Jun
Direct Beachfront with Spectacular Oceanviews!
On the beach, sun-loungers, beach towels

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (16 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is €367
includes taxes & fees
19 Jun - 20 Jun
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
On the beach, sun-loungers, beach towels

Steps to the Beach, Affordable w/Free Parking

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (171 reviews)
"Clean, across the street from beach and whale center. Great location to get to other places on the island. "
Canada
wayneiversonphotosk
The price is €377
includes taxes & fees
22 Jun - 23 Jun
Steps to the Beach, Affordable w/Free Parking
Beach nearby, sun-loungers, beach towels

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
South Kihei
9.8 out of 10, Exceptional, (96 reviews)
"The location and general condo ammenities were great. We loved walking arcross the street for sunset and appreciated the pool, bbq areas, and the layout of the complex (e.g., lots of green space and landscaping)."
United States
Stephanie H.
The price is €482
includes taxes & fees
19 Jun - 20 Jun
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
On the beach

Direct Beachfront Newly Remodeled!

Direct Beachfront Newly Remodeled!
North Kihei
9.2 out of 10, Wonderful, (31 reviews)
"Very clean and comfortable. Loved the grassy area with lounge chairs to watch the sunset. Appreciated the cooler for day use to keep drinks cold. "
United States
Joleen B.
Direct Beachfront Newly Remodeled!
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.
View all properties
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

Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"For the price this place was very nice. We needed a place to stay on our first night in Maui and chose Maui seaside hotel because it was conveniently close to the airport. When we first pulled up we were concerned. The main building you walk into is nice but the back building which houses the majority of the rooms looks pretty run down on first sight. We walked into check in and the staff is VERY pleasant. The gentleman who checked me in noticed that my zip code matched the area he went to school and that the street I lived on was one over from his. It was such a coincidental run in! Check in was very easy and we proceeded to our room. The pool area is gorgeous. They have lovely bungalows. The lawns are very well maintained. We booked a newly renovated room and the room was very modern with lovely furniture, comfy mattresses and air conditioning that kept the room cool on the humid warm day. The only flaw is that the building in the back really needs an exterior paint job. Other than that I would suggest this place for a lowkey no frills visit!"
Lauren Elizabeth 1-night trip
Posted 4 hours ago
Maui Seaside Hotel

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
1,324
Accommodation
1475 Condo Rentals
Lowest Price
€286
Highest Price
€733

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is €286 to €733 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 1475 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.

Explore a world of travel with Expedia