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Compare 5 B&B in Kaupo with updated reviews, rates, and availability.

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

8.2 out of 10, Very Good, (12)
"It was very nice. Just stayed for the night."
The price is AED 848
AED 1,124 total
includes taxes & fees
28 Dec - 29 Dec
Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.

Haleakala Sunrise Home, Kula, Maui, Hawaii

9.8 out of 10, Exceptional, (73)
"Steve and Diane are the perfect hosts! Very responsive. Kula was an excellent choice for us. The nights are cool, the days moderate, the area lusher than down by Kihei. Good access to Haleakala and the adventure of driving over to Hana. All in all the perfect spot! "
The price is AED 1,010
AED 1,820 total
includes taxes & fees
8 Jan - 9 January 2025
Haleakala Sunrise Home, Kula, Maui, Hawaii

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

10.0 out of 10, Exceptional, (16)
"Great location with a very comfortable vibe. We felt relaxed and welcome immediately. Loved being able to meet and chat with Steve & Diane. The bed was especially comfortable and wonderful being able to sleep with the doors open (strong storm prevented us from being able to sleep in the bubble) but didn’t feel like we missed out on an experience as it was still such a quiet, calm, and special place."
The price is AED 1,194
AED 2,064 total
includes taxes & fees
8 Jan - 9 January 2025
Clear Bubble Tent w/Queen Size Bed, includes indoor bathroom and bathroom

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!

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.

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

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!

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

3.5 star property
8.8 out of 10, Excellent, (246)
"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

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (337)
"This is an older place that has been kept in excellent condition. Very nice, clean, and comfortable. Everything in the place is neat and clean. The instructions from the owner, impeccable. Anything and everything you could possibly need to know is described. Good location to food and beach. "
STHA-2017/0002 Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay

9.6 out of 10, Exceptional, (341)
"Great place. Wish we had coffee too"
The price is AED 716
AED 1,461 total
includes taxes & fees
2 Jan - 3 January 2025
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 area: Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.: 11.6 mi (18.6 km) from the downtown core. 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. Ohe’o Gulch and Hana Forest Reserve 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.