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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

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, (17)
"Charming decorations and immaculately clean. Tasty fresh fruit, bread, milk, and yogurt provided by the host. Couldn't recommend this place more. "
The price is SAR 676
SAR 1,627 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 SAR 882
SAR 1,159 total
includes taxes & fees
20 Apr - 21 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)
"We stayed here 2 nights and the property was amazing. the bed was comfy and the listing was spacious. As locals who were staying on our wedding night, we appreciated the quiet neighborhood and stunning views. As someone who has been a host & in the hospitality industry, I was surprised to see the doorways between the main house (host) and our place, was separated by a thin plastic waffle pull out door. We had met Steve and his wife, who were helpful checking in, and it didnt end up being a...
The price is SAR 1,025
SAR 1,856 total
includes taxes & fees
15 Apr - 16 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!
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

STHA-2017/0002 Across from Hana Bay
Beach towels

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (365)
"Nice place. PM, Kathy is very nice"
The price is SAR 653
SAR 1,337 total
includes taxes & fees
12 May - 13 May
STHA-2017/0002 Across from Hana Bay
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, (86)
"Gorgeous little suits. Open air and worth it for the experience you get. I won't ruin the surprise, but absolutely gorgeous location. Try to get a top floor, as in the bottom level we heard our upstairs neighbors every move. Everyone was pretty mellow and quite by about 9. "
The price is SAR 897
SAR 1,694 total
includes taxes & fees
6 May - 7 May
Oceanview Condo in Hana-Let the ocean lull you to sleep
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.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 bedroom 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. Wailua Falls 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.