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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 10 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.

9.4 out of 10, Exceptional, (13)
"Nice stay, very welcoming family - they even left a simple breakfast for us in the fridge which was very sweet of them. We didn’t really stay much at the property, only came to sleep there while visiting national park. Safe neighborhood and clean environment. Haleakalā is only about 30-40 min drive from the house."
The price is AED 661
AED 1,611 total
includes taxes & fees
16 Apr - 17 Apr
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.
Interior

Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.

8.8 out of 10, Excellent, (18)
"Bed was super comfy, and room was perfect for our short stay. Easy access, and Shane was a cool cat, literally. Be sure to sleep with windows open to fall asleep with the rain and wake with the birds. ThanksThanks Frank. "
The price is AED 863
AED 1,149 total
includes taxes & fees
6 Apr - 7 Apr
Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.
Haleakala Sunrise Home, Kula, Maui, Hawaii
Interior

Haleakala Sunrise Home, Kula, Maui, Hawaii

9.8 out of 10, Exceptional, (80)
"Everything about this place was wonderful. The location was quiet and beautiful - a perfect place to relax after long days of seeing all the Maui sites. We loved the view looking out over the island. We even stayed at the BnB for an entire evening, which we never do because usually our lodgings aren't that exciting.It's also fairly close to Haleakala, for any other National Park fans like us.The hosts were also great. They were inviting and lovely to talk to, and they made sure we had everything...
The price is AED 1,003
AED 1,816 total
includes taxes & fees
7 Apr - 8 Apr
Haleakala Sunrise Home, Kula, Maui, Hawaii
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!
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, (18)
"Steve was very good about communicating and making sure we were all set. The space was clean and very nice, but the dome and the decks are what make this place so amazing. We sat on the back deck to watch the sunset. We then had a beautiful clear night in the dome to sleep under the stars. An amazing place to stay!"
The price is AED 1,172
AED 2,019 total
includes taxes & fees
5 Apr - 6 Apr
Clear Bubble Tent w/Queen Size Bed, includes indoor bedroom and bathroom
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!
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 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!
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!
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

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

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

9.2 out of 10, Wonderful, (85)
"Everything about the property was wonderful except that it was a bit noisy from other guests and housekeeping outside of the entrance to the room. Noises travel easily because of the levered windows and front door. "
The price is AED 735
AED 1,458 total
includes taxes & fees
9 Apr - 10 Apr
Oceanview Condo in Hana-Let the ocean lull you to sleep
Fisher's Hana Bay Hale, Across from Hana Bay
Beach towels

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (365)
"Great location and the place had everything we needed for our family. Could use some updates and fixes, but a good price for Hana. We appreciated the beach gear and the kids didn't want to leave."
Fisher's Hana Bay Hale, Across from Hana Bay
Wailea Ekolu - CoralTree Residence Collection
2 outdoor pools

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (251)
"loved it"
Wailea Ekolu - CoralTree Residence Collection
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: Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.: 11.6 mi (18.6 km) from the heart of Kaupo.Clear Bubble Tent w/Queen Size Bed, includes indoor bedroom and bathroom: Situated 16.2 mi (26.1 km) from the heart of Kaupo. Haleakala Sunrise Home, Kula, Maui, Hawaii: 16.3 mi (26.2 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. Bamboo Forest and Wailua Falls 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.