Book Hotels in Kaupo, HI

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Top Kaupo hotels

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Makawao
This vacation home features an outdoor pool and a hot tub. A terrace, a garden, and a picnic area are also on offer.
"We had an amazing vacation here. We had 4 generations ranging from 4 months to 81 years and everyone had a great time. There was room to spread out and room to all gather together. Having the private pool and spa was perfect. Host was available when we needed her and the B and B was well stocked. ..."

Reviewed on Sep 19, 2025

Opens in a new windowHistoric Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Exceptional Upcountry Villa with breathtaking views

Exceptional Upcountry Villa with breathtaking views

Makawao
This vacation home features an outdoor pool and a hot tub. Enjoy the sauna and conveniences like a garden and laundry facilities.
Amazing!
"We had the most amazing experience in Hawaii and was mostly due to where we stayed! David and Dawn were the most amazing hosts! Very responsive and helpful with restaurants, things to do and made our stay very comfortable! This place was perfect for our family of 5 and the views - stunning!! We plan ..."

Reviewed on Jul 24, 2025

Opens in a new windowExceptional Upcountry Villa with breathtaking views
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

Makawao
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
"This home was fantastic! The kitchen was stocked with all we needed for meal prep. The beds were spacious and comfortable. Tasey was quick to respond to texts. The entrance key code made it super simple to come and go from the home. The location of the house was perfectly in between beaches and the ..."

Reviewed on Aug 17, 2025

Opens in a new windowPrivate lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Kula
$988 nightly
The price is $1,149 total per night from Oct 27 to Oct 28
$1,149 total
Oct 27 - Oct 28
Total with taxes and fees
This villa features a garden, laundry facilities, and barbecue grills.
"This was an astounding property for our stay! The view, the bedrooms, and the bathrooms/showers are fantastic! Wonderful wonderful wonderful!"

Reviewed on Sep 1, 2025

Opens in a new windowIsland Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

Hana
This apartment includes a garden and barbecue grills.
"Beautiful stay on a beautiful property. This one is truly special & the hosts are great. Make sure you check out the stars at night magical! Thank you guys. :)Ryan & Mabel"

Reviewed on Aug 23, 2025

Opens in a new windowCouples & Honeymooners. Privacy & Romance! 7 Sacred Pools
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street, Kihei, HI
Fully refundableReserve now, pay when you stay
$949 nightly
The price is $1,119 total per night from Sep 29 to Sep 30
$1,119 total
Sep 29 - Sep 30
Total with taxes and fees
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, laundry service, and valet ...
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!"

Reviewed on Aug 27, 2025

Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
Oceanview Condo in Hana-Let the ocean lull you to sleep

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

Hana
$341 nightly
The price is $397 total per night from Oct 2 to Oct 3
$397 total
Oct 2 - Oct 3
Total with taxes and fees
This apartment includes a garden and laundry facilities.
"This was a delightful unit - easy to access and enjoy the views and the ocean breezes. The fan was awesome. Appreciated the firm mattress and new pillows. Clean and updated."

Reviewed on Sep 6, 2025

Opens in a new windowOceanview Condo in Hana-Let the ocean lull you to sleep
Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

4 out of 5
5031 Hana Hwy, Hana, HI
Fully refundableReserve now, pay when you stay
$584 nightly
The price is $689 total per night from Oct 27 to Oct 28
$689 total
Oct 27 - Oct 28
Total with taxes and fees
This resort features a full-service spa, 2 outdoor pools, and a restaurant. Families will appreciate the mini golf and onsite laundry facilities. Enjoy the gym ...
"A Wonderful Anniversary Experience at the Hana Maui Resort by Hyatt!! The entire staff at breakfast was great! Since we had an extended stay, we meet and got to know many of the staff at the resort and restaurant. They were very sweet and made us feel like family. All the drivers were very helpful ..."

Reviewed on Sep 14, 2025

Opens in a new windowHana-Maui Resort, a Destination by Hyatt Residence
Wailea Ekolu - CoralTree Residence Collection

Wailea Ekolu - CoralTree Residence Collection

3.5 out of 5
10 Wailea Ekolu Place, Kihei, HI
$616 nightly
The price is $722 total per night from Sep 28 to Sep 29
$722 total
Sep 28 - Sep 29
Total with taxes and fees
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a picnic area, and dry cleaning are also on offer.
"It’s a great place to Stay for the family vacation."

Reviewed on Aug 22, 2025

Opens in a new windowWailea Ekolu - CoralTree Residence Collection
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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

What are the top kid-friendly hotels in Kaupo?
Family vacations are where amazing memories are made, but it's no secret that traveling with children can be stressful. These kid-friendly Kaupo hotels offer perks designed to keep adventurers of all ages relaxed and happy: Hana Ocean Palms Bungalow will help make your next trip the most memorable one yet. It features a host of conveniences aimed at families, such as a nearby beach and animal viewing activities. Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub is another top pick. After a long day of exploring, come back home to your cozy room and perks like a nearby beach and a swimming pool.
Where can I find cheap hotels in Kaupo?
At Travelocity you'll find really nice hotels in Kaupo at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Kaupo rather than in Kaupo. We may find you even better rates, too.
How do I find the best Kaupo hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Kaupo then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Kaupo?
The cheapest hotel in Kaupo is $397. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Kaupo?
There are 150 hotels in Kaupo on Travelocity.
What are the best hotels in Kaupo?
Kaupo has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Kaupo for you!
When is the best time to visit Kaupo?
If you want the joy of a fun-filled trip in peak season, visit Kaupo during February, March and April. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Kaupo?
Based on historic data is usually the cheapest month to visit Kaupo. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Kaupo?
There are multiple hotels in Kaupo that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Kaupo. We have plenty of kid-friendly hotels in Kaupo to choose from on Travelocity!
Why book a hotel in Kaupo through Travelocity?
Because we have the top hotels in Kaupo! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Kaupo on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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