Book Hotels in Kaupo, HI

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
Jul 21 - Jul 22
Tomorrow
Jul 22 - Jul 23
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Kaupo hotels

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

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

Makawao
$2,535 nightly
The price is $2,958 total per night from Aug 11 to Aug 12
$2,958 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

Get rates
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
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 Jul 23 to Jul 24
$356 total
Jul 23 - Jul 24
Total includes taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Love this place!!
"This is our second time staying here and we loved it just as much as the first time! Close to everything in Hana, and plenty of room for our family if 4. We stayed here for two nights so we could hike without rushing back, and it was so worth it! Highly recommend staying here."

Reviewed on Jun 29, 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

Get rates
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 Jul 27 to Jul 28
$993 total
Jul 27 - Jul 28
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 ...
"Private feel"

Reviewed on Jun 11, 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 22 to Jul 23
$397 total
Jul 22 - Jul 23
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
Hale Akua Garden Farm & Eco-Retreat

Hale Akua Garden Farm & Eco-Retreat

3 out of 5
110 Door of Faith Rd, Haiku, HI
The farm stay's outdoor pool, sauna, and 4 beach bars are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in ...
"I felt like I was in my own oasis. Surrounded by beautiful jungle. The decor in the chalet was very unique. The energy of the place can’t be described only experienced."

Reviewed on Mar 22, 2025

Get rates
Hale Akua Garden Farm & Eco-Retreat
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 22 to Jul 23
$745 total
Jul 22 - Jul 23
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 ...
expectations deflated
"Great location but no direct access to the beach. No spa available without a fee when the cost is so pricey already. Bathroom needs to be updated. The pictures look better than in real person. In addition, I went back after checkout bc we left our beach towel in the room. While waiting, new people ..."

Reviewed on Jul 16, 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
$635 nightly
The price is $744 total per night from Jul 22 to Jul 23
$744 total
Jul 22 - Jul 23
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
Don't see what you're looking for?
See all available properties in Kaupo
View all properties
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 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.

Recent Kaupo hotel reviews by fellow wanderers

Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay

5 out of 5
Posted 8 days ago
Travelocity Verified Review
"The home is charming. Even more spacious than we expected. We enjoyed our brief stay. Highly recommend. "
A verified traveler stayed at Fisher's Hana Bay Hale, Across from Hana Bay
Fisher's Hana Bay Hale, Across from Hana Bay
Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity