Photo by Tim & Nat ✈

Book Kaupo Bed & Breakfast

    price find illustration
    Change your mind
    Our total price for your stay includes taxes and fees
    deals illustration
    Treat yourself
    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Compare 4 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.

9.0 out of 10, Wonderful, (23)
"Charming decorations and immaculately clean. Tasty fresh fruit, bread, milk, and yogurt provided by the host. Couldn't recommend this place more. "
$357 nightly
The price is $415
Jun 26 - Jun 27
Total includes taxes and fees
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.

8.6 out of 10, Excellent, (23)
"Better airflow"
$269 nightly
The price is $313
Jun 27 - Jun 28
Total includes taxes and fees
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, (82)
"All the comforts of home in a tropical paradise."
$425 nightly
The price is $495
Jun 25 - Jun 26
Total includes taxes and fees
Haleakala Sunrise Home, Kula, Maui, Hawaii
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.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Kaupo?
Prices for B&Bs in Kaupo often vary, but you can find a great deal from $313 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Kaupo B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Kaupo?
The best time to book a B&B in Kaupo is during the peak season, which runs from January to March. This period is particularly attractive for travelers looking to experience the natural beauty of Maui, as the weather is typically warm and inviting, with temperatures ranging from the mid-60s to mid-80s Fahrenheit. Visitors can indulge in a variety of outdoor activities, such as hiking the lush trails of Haleakalā National Park or exploring the nearby stunning beaches, superb for swimming and sunbathing.
With January and February being the most popular months, you'll find that the vibrant atmosphere is complemented by an abundance of festivals and events celebrating Hawaiian culture. The scenery is undeniably picturesque, making it an ideal time for photography enthusiasts to capture Kaupo's breathtaking landscapes.
For those considering a more budget-friendly option, June is an excellent time to visit. While it's outside of the peak season, June still offers lovely weather and an opportunity to enjoy quieter attractions without the crowds. This month is superb for those who appreciate a relaxed pace and still want to explore the beauty of the island.
What is the difference between a Kaupo Bed & Breakfast and a hotel?
Every Kaupo B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Kaupo B&Bs.