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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 9 B&B in Kaupo with updated reviews, rates, and availability.

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, (5)
"A lovely, comfortable property. Easy to get to Haleakala National Park from here to hike the volcano."
The price is AED 661
AED 1,359 total
includes taxes & fees
1 Feb - 2 Feb
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!
maui-hawaii_0079

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!
Clear Bubble Tent w/Queen Size Bed, includes indoor bathroom and bathroom
Property grounds

Clear Bubble Tent w/Queen Size Bed, includes indoor bathroom 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 AED 1,194
AED 2,072 total
includes taxes & fees
14 Feb - 15 Feb
Clear Bubble Tent w/Queen Size Bed, includes indoor bathroom and bathroom
Haleakala Sunrise Home, Kula, Maui, Hawaii
Sunset from front deck June 2021

Haleakala Sunrise Home, Kula, Maui, Hawaii

9.8 out of 10, Exceptional, (75)
"Peaceful, quiet retreat in cool upcountry. Beautiful pasture on one side, ocean views on the main side deck. Super comfortable bed, cool mountain breezes. Comfortable couch, and overall stay. Friendly and wonderful hosts, sparkling clean and stylish furnishings. "
The price is AED 1,010
AED 1,805 total
includes taxes & fees
4 Feb - 5 Feb
Haleakala Sunrise Home, Kula, Maui, Hawaii
Relaxing upcountry retreat on the slopes of Haleakalā. Ideal for families.
Room

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!
maui-hawaii_0071201

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!
maui-hawaii_0052

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

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

10.0 out of 10, Exceptional, (6)
"Great property & location, excellent hosts!"
Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!
Modern Upcountry Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
maui-hawaii_0081

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!
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.
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Other property types in Kaupo

Wailea Ekolu - CoralTree Residence Collection
Exterior

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (247)
"We loved this property! It was more then what we were expected, so comfortable and quiet and super clean and very spacious, we will stay here again."
Wailea Ekolu - CoralTree Residence Collection
Oceanview Condo in Hana-Let the ocean lull you to sleep
View from property

Oceanview Condo in Hana-Let the ocean lull you to sleep

9.0 out of 10, Wonderful, (69)
"Our stay was very lovely here! "
The price is AED 735
AED 1,458 total
includes taxes & fees
1 Feb - 2 Feb
Oceanview Condo in Hana-Let the ocean lull you to sleep
Fisher's Hana Bay Hale, Across from Hana Bay
Interior

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (351)
"Place was perfect for an overnight in Hāna. The hosts sent great info in advance, check in was easy. Location is easy to find, walking distance to beach. Highly recommended "
The price is AED 716
AED 1,465 total
includes taxes & fees
2 Feb - 3 Feb
Fisher's Hana Bay Hale, Across from Hana Bay
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.

Frequently asked questions

Searching for B&Bs in Kaupo?
Whether you’re on a family vacation and want a small, cozy place to stay, or you’re traveling solo and hoping to get some local recommendations, B&Bs can be a great choice for many types of vacationers. If your ideal vacation to Kaupo includes spending lots of time outside, Haleakala National Park is a good spot to enjoy the scenery.
How do you know if a B&B is the best choice for your stay?
Every B&B has a unique charm. Whether it’s a comfy common area with a fireplace or a beautiful breakfast room, the quaint details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Kaupo?
Here are some B&Bs in the surrounding area: Haleakala Sunrise Home, Kula, Maui, Hawaii: Situated 16.3 mi (26.2 km) from the heart of Kaupo. Clear Bubble Tent w/Queen Size Bed, includes indoor bathroom and bathroom: 16.2 mi (26.1 km) from the heart of downtown. Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!: Located 17.4 mi (28.1 km) from the core of Kaupo.
When is the best time to book my B&B in Kaupo?
When you’re dreaming of a stay in Kaupo, be sure to take into account the year-round temperatures. The hottest months are usually August and September with an average temp of 75°F, while the coldest months are March and February with an average of 71°F. Average annual precipitation for Kaupo is 40 inches.
What is there to do in Kaupo?
If you want to check out some popular attractions in Kaupo, you might enjoy a visit to Haleakala National Park. Hana Forest Reserve and Haleakalā Visitor Center are also some sites to visit if you want to see more of the area.
How can I get to and around Kaupo?
Planning your excursions in and around Kaupo is easier with these transportation options. Fly into Hana, HI (HNM), which is located 12.9 mi (20.7 km) away from the heart of the city. You can also search for flights into Kahului Airport (OGG), which is 26.8 mi (43.1 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.