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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Upcountry Maui condo rentals

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, (10 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 €302
includes taxes & fees
12 Jul - 13 Jul
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
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 €359
includes taxes & fees
30 Jun - 1 Jul
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
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, (212 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 €383
includes taxes & fees
16 Jul - 17 Jul
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Outdoor pool, a heated pool

Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei

Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei
North Kihei
9.8 out of 10, Exceptional, (129 reviews)
"Nice relaxing beautiful stay. Ocean and accommodations were wonderful. "
United States
Jeff I.
Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei
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 €460
includes taxes & fees
27 Jun - 28 Jun
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Sun-loungers

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
North Kihei
9.8 out of 10, Exceptional, (29 reviews)
"Nice place"
Canada
PC SHOP
The price is €411
includes taxes & fees
23 Jun - 24 Jun
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
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
24 Jun - 25 Jun
Bright, Beautiful, Remodeled Island Sands 505 Condo
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 €360
includes taxes & fees
5 Jul - 6 Jul
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
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, (303 reviews)
"Exceptional host, comfy beds and pillows, great location!"
United States
Brenda C.
The price is €357
includes taxes & fees
25 Jun - 26 Jun
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
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)
The price is €382
includes taxes & fees
24 Jun - 25 Jun
Steps to the Beach, Affordable w/Free Parking
Outdoor dining

Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (107 reviews)
"Excellent room"
United States
Rene
The price is €310
includes taxes & fees
23 Jun - 24 Jun
Beautiful, Renovated, Hale Kamaole 159
Smart TV, DVD player

Oceanfront, walk to shops and restaurants

Oceanfront, walk to shops and restaurants
Central Kihei
9.0 out of 10, Wonderful, (46 reviews)
"Great location, easy parking, plenty of towels, dishes, etc. Lovely balcony."
United States
kristin s.
The price is €718
includes taxes & fees
24 Jun - 25 Jun
Oceanfront, walk to shops and restaurants
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 €473
includes taxes & fees
10 Jul - 11 Jul
Simply Amazing Oceanfront Condo! Milowai 310
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 €322
includes taxes & fees
27 Jun - 28 Jun
Direct Beachfront with Spectacular Oceanviews!
Property grounds

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

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Lahaina
9.8 out of 10, Exceptional, (272 reviews)
"enjoyed our stay "
United States
Alicia H.
The price is €420
includes taxes & fees
29 Jun - 30 Jun
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
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 €384
includes taxes & fees
30 Jun - 1 Jul
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
On the beach, sun-loungers, beach towels

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Central Kihei
10.0 out of 10, Exceptional, (113 reviews)
"Beautiful views, lovely beach, convenient parking and good amenities nearby. "
United States
Tesha T.
The price is €410
includes taxes & fees
23 Jun - 24 Jun
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (422 reviews)
"The location is simply outstanding with easy access to public transit, shopping food, and it’s literally on the beach. The views from our balcony were fabulous."
United States
Mackenzie
The price is €635
includes taxes & fees
23 Jun - 24 Jun
The Whaler Resort Kaanapali Beach
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 €315
includes taxes & fees
4 Jul - 5 Jul
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
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 €497
includes taxes & fees
30 Jun - 1 Jul
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
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
"Needed a place to stay for one night right after our flight. Renovated room is nice. Rest of the hotel is run down and older. Staff if great, pool and yard area also great."
Lyra 1-night trip
Posted 6 hours ago
Maui Seaside Hotel

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
458
Accommodation
1475 Condo Rentals
Lowest Price
€464
Highest Price
€1,553

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is €464 to €1,553 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