Upcountry Maui Cottages

A barren volcanic landscape with rugged terrain and distant mountains.

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

In two months

In three months

In four months

No exact matches found, but these alternatives could be just right

Recommended hotels in Upcountry Maui

Gods Peace Of Maui

Makawao

Brandi

P12,142 total

includes taxes & fees

Jul 18 - Jul 19

Lumeria Maui Educational Retreat Center

Makawao

Dana

P24,329 total

includes taxes & fees

Aug 4 - Aug 5

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

Dustin

P63,930 total

includes taxes & fees

Jul 22 - Jul 23

Hana-Maui Resort, a Destination by Hyatt Residence

Hana Town Center

Cameron

P32,341 total

includes taxes & fees

Jul 11 - Jul 12

Four Seasons Resort Maui at Wailea

Wailea

John

P72,922 total

includes taxes & fees

Jul 15 - Jul 16

Fairmont Kea Lani Maui

Wailea

P80,142 total

includes taxes & fees

Jul 30 - Jul 31

Courtyard Maui Kahului Airport

Kahului

Sean

P23,554 total

includes taxes & fees

Jul 12 - Jul 13

Hyatt Regency Maui Resort & Spa

Lahaina

Behrang

P42,018 total

includes taxes & fees

Jul 18 - Jul 19

Maui Seaside Hotel

Kahului

Manoj

P16,206 total

includes taxes & fees

Jul 13 - Jul 14

3 outdoor pools, cabanas (surcharge), sun loungers

The Ritz-Carlton Maui, Kapalua

Kapalua

Christopher

P62,567 total

includes taxes & fees

Jul 24 - Jul 25

Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea

Anil

P72,826 total

includes taxes & fees

Jul 12 - Jul 13

In-room safe, desk, iron/ironing board, free cribs/infant beds

Wailea Beach Resort - Marriott, Maui

Wailea

Wendy

P53,817 total

includes taxes & fees

Jul 25 - Jul 26

Ho‘olei Villas at Grand Wailea

Wailea

ALAN

P159,747 total

includes taxes & fees

Jul 17 - Jul 18

Yonegan Central Maui Getaways

Wailuku

ROWENA

P10,129 total

includes taxes & fees

Jul 5 - Jul 6

The Westin Maui Resort & Spa, Ka'anapali

Lahaina

Ivon A Aguilera

P38,480 total

includes taxes & fees

Jul 20 - Jul 21

Fairmont Kea Lani Maui Villa Experience

Wailea

Sze Wai

P276,993 total

includes taxes & fees

Aug 3 - Aug 4

Maui Coast Hotel

South Kihei

mark

P19,185 total

includes taxes & fees

Aug 1 - Aug 2

Kapalua Golf Villas Resort by KBM

Lahaina

Clark

P230,595 total

includes taxes & fees

Jul 5 - Jul 6

Maui Beach Hotel

Kahului

PUAKAILIMA

P16,892 total

includes taxes & fees

Jul 28 - Jul 29

Days Inn by Wyndham Maui Oceanfront

South Kihei

Cricket

P14,111 total

includes taxes & fees

Jul 20 - Jul 21

View all properties

Find vacation rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Upcountry Maui Hotel Reviews

Maui Seaside Hotel

10/10 Excellent

"We pulled up and were a bit underwhelmed, the exterior looked worn down. Once we got inside and into the courtyard it was great. Clean, updated rooms, comfortable bed although the sheets were a bit stiff. The staff was helpful and kind and passed out cool lavender infused towels to wipe off our sweaty faces. We used the water refill station a lot! Good pool and view of the ocean."

Hyatt Regency Maui Resort & Spa

8/10 Good

"The room and Housekeeping were outstanding. Serviced each day. The pool area and food service was also excellent except for the lack of nearby elevators to lower level. There was a fair amount of lounge chair saving. Dajengo upscale restaurant had exceptional food and service. The Swan Court buffet was very good. The Sonnz steak house left a lot to be desired. Food was OK but not exceptional. After receiving our appetizers and salads our main course evidently got lost in the system as well as our waiter. Waiter returned and said our food should arrive soon. After another wait the food arrived. Manager arrived and offered a glass of wine. We went to sign the bill to our room and the waiter said sorry but you will have to pay with a credit card. You should have been told when you arrived. There is some kind of tech problem. (Another guest told us they had same problem and checked with the hotel who said there was no problem). Manager arrived and said he removed an appetizer from bill. The other problem was getting our room. We had prepaid 9 days and were to have arrived the previous evening but due to airline cancelations and rerouted we did not arrive until 330 the following day having. The hotel charged us for the day. We waited an hour for room, inquired and told housekeeping hadn't cleared waited another hour. Went to concierge who said they would try to expedite. After another wait went to ask. Told not ready and asked for Manager who immediately resolved -gave us room"

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent

"Clean spacious modern rooms with a full kitchen, BBQ, a pool and free parking, but location isn't walkable to the main beaches or restaurants and there isn't any dining options onsite or around, so you'll need a car to get around, but overall a comfortable and peaceful stay during our trip!"

Grand Wailea Maui, A Waldorf Astoria Resort

8/10 Good

"It’s just not the same…. Like so many things these days it just isn’t up to the standards it once was for luxury, quality and service. This was my fifth trip to the Grand Wailea since it originally opened. The grounds were still mostly beautiful although many tiki torches were nonfunctioning, handrails missing, cracked, missing tiles at the adult pool was particularly sad to see and areas within the grounds that just seemed unkept, especially around the old Asian restaurant, which is now shuttered/abandoned. Upon arrival, I immediately knew that something was a miss when the incredible waterfall that sets the tone for the grandeur that was always promised was inoperative. The staff says it has been broken for over a year and has not been fixed. This was the center piece of the tropical experience for me. It is this lack of maintenance that would keep me from going back to the Grand Wailea as it is no longer a five star resort, even after their $350 million partial resort renovation. Our ocean view room was large and comfortable, but the decor was as basic as a Holiday Inn. One picture, one decorative mirror was all the design afforded. You could tell they’ve cut way back on staff too. It is still a worthy of at least one holiday if your priority is to enjoy the extensive pools, spa, etc. If you’re truly looking for a five star experience, the Four Seasons is a better choice."

Find out more about Upcountry Maui

Upcountry Maui Cottages information

Number of reviews	17,812
Accommodation	1 Cottages
Lowest Price	P10,129
Highest Price	P276,993

Frequently asked questions

How much do cottages in Upcountry Maui cost?

You'll pay between P10,129 and P276,993 per night for cottages in Upcountry Maui. No matter your budget, a terrific stay is only a click or two away on Expedia. 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 cottages are there in Upcountry Maui?

Upcountry Maui has 1 cottages on offer. Click on your travel dates, enter your destination and start planning your perfect trip today.

Why book your cottage in Upcountry Maui with Expedia?

Booking a cottage in Upcountry Maui is as simple as deciding on your travel dates and choosing an ideal place for a vacation in nature. From chic retreats to affordable stays and cottages that include perks like a pool, Expedia has something for all tastes and styles. As for the best offers around? We've got you covered!

How can I find cheap cottages in Upcountry Maui?

A wonderful way to track down cheap cottages in Upcountry Maui is with Expedia's user-friendly filter tool. Refine your search results by star rating, amenities and budget to access unbeatable rates in a couple of clicks.

Explore a world of travel with Expedia

Cars

Search Cottages in Upcountry Maui

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Upcountry Maui

Gods Peace Of Maui

Lumeria Maui Educational Retreat Center

Grand Wailea Maui, A Waldorf Astoria Resort

Hana-Maui Resort, a Destination by Hyatt Residence

Four Seasons Resort Maui at Wailea

Fairmont Kea Lani Maui

Courtyard Maui Kahului Airport

Hyatt Regency Maui Resort & Spa

Maui Seaside Hotel

The Ritz-Carlton Maui, Kapalua

Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea Beach Resort - Marriott, Maui

Ho‘olei Villas at Grand Wailea

Yonegan Central Maui Getaways

The Westin Maui Resort & Spa, Ka'anapali

Fairmont Kea Lani Maui Villa Experience

Maui Coast Hotel

Kapalua Golf Villas Resort by KBM

Maui Beach Hotel

Days Inn by Wyndham Maui Oceanfront

Find vacation rentals that suit your style

Top Upcountry Maui Hotel Reviews

Maui Seaside Hotel

Find out more about Upcountry Maui

Upcountry Maui Cottages information

Frequently asked questions

Explore a world of travel with Expedia