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.
"Rooms were clean. Timely response by host.Couple of times locked ourself out of our rooms. Host showed up in minutes and had them unlocked for us. Kitchen was clean and spacious for a group of 13 adults.Plenty of fans provided. Air conditioning in the bedrooms would have made this a luxurious place ..."

Reviewed on Oct 1, 2025

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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.
"While the road to get to the house was a bit scary, with it windy, narrow roads … the morning views made up for it! We had a group of 6 ages 30-80 and everyone loved the views, hot tub and sauna after our long days of enjoying Maui."

Reviewed on Sep 20, 2025

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Opens in a new windowExceptional Upcountry Villa with breathtaking views
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

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

Kula
$996 nightly
The price is $1,158 total per night from Oct 10 to Oct 11
$1,158 total
Oct 10 - Oct 11
Total with taxes and fees
This villa features a garden, laundry facilities, and barbecue grills.
"Beautiful home located on a fruit orchard in Kula. Sweeping views and incredible tranquility. The host was as gracious and welcoming as you could ask for. Amazing experience overall."

Reviewed on Sep 16, 2025

Opens in a new windowIsland Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
$149 Sept Special!! Beautiful Updated Condo, Large Lanai, Near Wailea Beaches

$149 Sept Special!! Beautiful Updated Condo, Large Lanai, Near Wailea Beaches

Kihei
$713 nightly
The price is $830 total per night from Oct 10 to Oct 11
$830 total
Oct 10 - Oct 11
Total with taxes and fees
A hot tub is featured at this condo, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
"Loved the location and quality of the space! Everything worked well and for the price it's perfect! Will stay here again for sure!"

Reviewed on Sep 19, 2025

Opens in a new window$149 Sept Special!! Beautiful Updated Condo, Large Lanai, Near Wailea Beaches
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street, Kihei, HI
$994 nightly
The price is $1,173 total per night from Nov 4 to Nov 5
$1,173 total
Nov 4 - Nov 5
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 ...
"This place. So special. The crème de la creme. 5+stars. Cannot WAIT to go back!"

Reviewed on Sep 23, 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 8 to Oct 9
$397 total
Oct 8 - Oct 9
Total with taxes and fees
This apartment includes a garden and laundry facilities.
"A good place to stay"

Reviewed on Sep 28, 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
$473 nightly
The price is $558 total per night from Nov 4 to Nov 5
$558 total
Nov 4 - Nov 5
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 ...
"Was the best place i have ever stayed. Hands down. The treatment and property were 5 star from minute 1. I couldnt be more impressed with the staff and the accomodations were fantastic too. Thanks for a great couple of days in paradise"

Reviewed on Oct 1, 2025

Opens in a new windowHana-Maui Resort, a Destination by Hyatt Residence
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

Makawao
$352 nightly
The price is $410 total per night from Oct 8 to Oct 9
$410 total
Oct 8 - Oct 9
Total with taxes and fees
Book a stay at this golf B&B in Makawao. Enjoy air conditioning. Popular attractions Pukalani Country Club and Maui Spa Retreat are located nearby.
"This property was very clean and in a good location for the activities we had planned. The light breakfast had a nice variety of food. The only negative is that it's connected to another residence that had dogs that barked alot."

Reviewed on Sep 16, 2025

Opens in a new windowCharming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Wailea Ekolu - CoralTree Residence Collection

Wailea Ekolu - CoralTree Residence Collection

3.5 out of 5
10 Wailea Ekolu Place, Kihei, HI
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

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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.

Recent Kaupo hotel reviews by fellow wanderers

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

5 out of 5
Posted 5 days ago
Travelocity Verified Review
"Was the best place i have ever stayed. Hands down. The treatment and property were 5 star from minute 1. I couldnt be more impressed with the staff and the accomodations were fantastic too. Thanks for a great couple of days in paradise"
A verified traveler from tonawanda stayed at Hana-Maui Resort, a Destination by Hyatt Residence
Hana-Maui Resort, a Destination by Hyatt Residence

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