Search Vacation Homes in Upcountry Maui

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
14 Rab. I - 16 Rab. I
In two weeks
21 Rab. I - 23 Rab. I
In one month
4 Rab. II - 6 Rab. II
In two months
2 Jum. I - 4 Jum. I

Compare Vacation Homes in Upcountry Maui with updated reviews, rates, and availability.

Lumeria Maui Educational Retreat Center
Outdoor pool

Lumeria Maui Educational Retreat Center

3.5 star property
8.6 out of 10, Excellent, (194)
"Lumeria it’s such an amazing experience. There is such a Zen feeling when you walk in and the grounds are beautiful. The service is friendly and you feel like you are in another world away from the real world. I would highly recommend the area and I wish I had more time to spend there so we could take some of the classes that they offer during the day… this is a place for refuge and a place to get away from it all!!"
The price is SAR 1,361
SAR 1,916 total
includes taxes & fees
19 Mar - 20 Mar
Lumeria Maui Educational Retreat Center
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Interior

Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

10.0 out of 10, Exceptional, (7)
"This is a very nice property. The hosts were very helpful and communicative."
The price is SAR 675
SAR 1,384 total
includes taxes & fees
7 Mar - 8 Mar
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Bamboo Valley Inn
View from property

Bamboo Valley Inn

3.5 star property
9.4 out of 10, Exceptional, (55)
"Property was very clean and quiet. Owners were great."
Bamboo Valley Inn
Haleakala Sunrise Home, Kula, Maui, Hawaii
Interior

Haleakala Sunrise Home, Kula, Maui, Hawaii

9.8 out of 10, Exceptional, (78)
"Beautiful home, beautiful views of the island coasts and great place for access the Haleakala Sunrise. The hosts were outstanding, with great recommendations about the island. Every amenity was provided and we really appreciated that hospitality. This is a great stay and we would return again!"
The price is SAR 1,031
SAR 1,867 total
includes taxes & fees
18 Mar - 19 Mar
Haleakala Sunrise Home, Kula, Maui, Hawaii
Bed and Breakfast on the Slopes of Haleakala
Outdoor dining

Bed and Breakfast on the Slopes of Haleakala

10.0 out of 10, Exceptional, (51)
"So much to see and do up here. Winery, high quality coffee shops and restaurants are all within 15 mins. Not to mention a huge time savings driving to Haleakala and Hana. Many farms to tour from tequila to chocolate to honey and friendly people everywhere. Speaking of which, our host Lori left us wanting for nothing with laundry service and the best pantry we’ve seen hands down. The sunset walks down Thompson Road were our favourite with the island on full display below you. Much Aloha in...
Bed and Breakfast on the Slopes of Haleakala
Clear Bubble Tent w/Queen Size Bed, includes indoor bedroom and bathroom
Property grounds

Clear Bubble Tent w/Queen Size Bed, includes indoor bedroom and bathroom

10.0 out of 10, Exceptional, (17)
"Everything was great and I would give a five star except. For my age, , staying in the bubble overnight impossible without necessary bathroom facilities. Getting up two to three times a night not possible realistically.nbathroom "
The price is SAR 1,219
SAR 2,080 total
includes taxes & fees
17 Mar - 18 Mar
Clear Bubble Tent w/Queen Size Bed, includes indoor bedroom and bathroom
Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!
Pool

Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!

10.0 out of 10, Exceptional, (22)
"Natural beauty abounds!"
Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!
Relaxing upcountry retreat on the slopes of Haleakalā. Ideal for families.
Property grounds

Relaxing upcountry retreat on the slopes of Haleakalā. Ideal for families.

Relaxing upcountry retreat on the slopes of Haleakalā. Ideal for families.
Spacious Hawaiian Cottage Suite in the Upcountry of Maui!
Pool

Spacious Hawaiian Cottage Suite in the Upcountry of Maui!

10.0 out of 10, Exceptional, (9)
"I cannot say enough great things about this little gem. If you’re looking for a special place to celebrate anything - off the beaten path - but easy access to most of the best of Maui, look no further. Shannon and Josh have made this place truly magical. I cannot wait to return! "
Spacious Hawaiian Cottage Suite in the Upcountry of Maui!
Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
Pool

Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!

10.0 out of 10, Exceptional, (2)
"Exceeded our expectations! From the easy check-in to the incredible breakfasts, the old-school pool and hanging garden, and an unexpected herd of deer running through the property, this was one of the most relaxing and tranquil escapes we’ve experienced. The town of Makawao gave us tasty afternoon meals (Satori!) and the beautiful mountain area provided plenty of scenic driving. Only advice I’d give is to plan to enjoy the space while you’re staying, as it would be a shame to not settle in....
Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
Modern Upcountry Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
Terrace/patio

Modern Upcountry Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!

2.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed 3 nights. This was the first time to stay upcountry and we were pleasantly surprised by the contrast of the slower pace from the beach areas. Greeted with a smile by Josh as we came to the entry door and he explained about check in. The house is newly renovated, welcoming and very clean all over. The suite is huge, comfortable and private. Shower has plenty of hot water and pressure. We had lovely and tasty breakfast with some items changed every day. Josh will make Latte on request....
Modern Upcountry Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!
Terrace/patio

Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!

10.0 out of 10, Exceptional, (7)
"Better than the description or photos. Josh is an amazing host and makes you feel welcome and at ease immediately. Strongly recommended. "
Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!
Kalani
Fridge, oven, stovetop, dishwasher

Kalani

The price is SAR 1,609
SAR 3,107 total
includes taxes & fees
4 Apr - 5 Apr
Kalani
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.
Don't see what you're looking for?
See all available properties in Upcountry Maui
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Upcountry Maui

Hawaiian Dream Temple
Outdoor pool

Hawaiian Dream Temple

4.0 star property
Hawaiian Dream Temple
Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3474)
"Staff was kind. Pool was clean, overall good experience. "
The price is SAR 1,219
SAR 1,548 total
includes taxes & fees
6 Mar - 7 Mar
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, (2713)
"My family stayed at the Outrigger Luana Garden Villas, which was perfect our getaway. We had an amazing kitchen stocked with essentials for any emergency meals we needed to make. However, we also easily ordered takeout and delivery from Duke's. The best part: access to the Outrigger pools and beach."
The price is SAR 1,242
SAR 3,451 total
includes taxes & fees
4 Apr - 5 Apr
OUTRIGGER Honua Kai Resort & Spa
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.