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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
$2,568 nightly
The price is $2,992 total per night from Aug 11 to Aug 12
$2,992 total
Aug 11 - Aug 12
Total includes taxes and fees
This vacation home features an outdoor pool and a hot tub. A terrace, a garden, and a picnic area are also on offer.
Family reunion
"We spent 3 nights on the property. There were 16 in our group so took up the whole property which was nice. The house had everything we needed. The host was easy to communicate with and very friendly!We loved using the pool everyday and enjoyed having coffee outside with the beautiful views."

Reviewed on Jul 6, 2025

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

Kihei
A hot tub is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
"It’s like having your own resort"

Reviewed on Jul 12, 2025

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Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
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.
Over due Hawaii
"Clean, comfortable, modern, calm friendly setting with amazing views. Tasey the owner/manager was kind, caring easy to talk to and work with. Thank you so much for sharing your beautiful home. Wmy grandkids were ready to move in permanently The home is well furnished and I would highly recommend ..."

Reviewed on Jul 11, 2025

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Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Hana
$306 nightly
The price is $356 total per night from Aug 11 to Aug 12
$356 total
Aug 11 - Aug 12
Total includes taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
"Very clean, excellent directions and instructions, loved the lanai, fans helped keep one comfortable"

Reviewed on Jul 21, 2025

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

Hana
This apartment includes a garden and barbecue grills.
"What a wonderful time we had!! Gorgeous location. While the deck is connected to Mercury’s home, the stay is super private. Sam and Mercury were generous and kind with provisions, local recommendations and fruit from their property. We were treated with a rainbow the first and last night of our stay! ..."

Reviewed on Jun 16, 2025

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Couples & 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
$842 nightly
The price is $993 total per night from Aug 19 to Aug 20
$993 total
Aug 19 - Aug 20
Total includes taxes and fees
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling for business? Take advantage of the business center, laundry service, and conference ...
Amazing and relaxing resort
"It was an amazing boutique resort the property is beautiful and very relaxing a different vibe from the other Wailea resorts the staff is great and the amenities are nice including the shuttles to anywhere in the Wailea area. Definitely would come back and say if you get a chance to check it out ..."

Reviewed on Jul 23, 2025

Hotel 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 Jul 27 to Jul 28
$397 total
Jul 27 - Jul 28
Total includes taxes and fees
This apartment includes a garden and laundry facilities.
Hāna stay
"View is awesome! Love the sound of the ocean. Wish there was AC as it was humid."

Reviewed on Jun 22, 2025

Oceanview 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
$631 nightly
The price is $745 total per night from Jul 31 to Aug 1
$745 total
Jul 31 - Aug 1
Total includes 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 ...
"The oldest hotel on Maui. Beautifully manicured grounds, very peaceful. Our room was quite sizable in one of the cottages. Quite pricey, but as it is remote and you get the 5* experience despite the fact that you can see the hotel isn’t the most modern. Overall wonderfull and very friendly ..."

Reviewed on Jul 23, 2025

Hana-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
$672 nightly
The price is $786 total per night from Jul 29 to Jul 30
$786 total
Jul 29 - Jul 30
Total includes 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.
"property was clean and very accessible to what we were doing."

Reviewed on Jun 25, 2025

Wailea 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 $356. 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 148 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.

Recent Kaupo hotel reviews by fellow wanderers

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"It was an amazing boutique resort the property is beautiful and very relaxing a different vibe from the other Wailea resorts the staff is great and the amenities are nice including the shuttles to anywhere in the Wailea area. Definitely would come back and say if you get a chance to check it out loved our suite"
A verified traveler stayed at Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
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