Kaupo Vacation Rentals

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Our top choices for Kaupo vacation rentals

Stay in Hana Upstairs

Stay in Hana Upstairs
Hana Town Center
9.6 out of 10, Exceptional, (42 reviews)
"We stayed a week. We wanted a quiet, relaxing place to get away from all the daily chaos of life. Hana Upstairs was perfect for us. It was close to all the activities and sites in Hana. It was remote and peaceful for us to "
United States
SHERI Z.
$398 nightly
The price is $467
May 10 - May 11
Total with taxes and fees
Stay in Hana Upstairs

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 Town Center
9.6 out of 10, Exceptional, (447 reviews)
"Food truck near."
United States
Neal
$327 nightly
The price is $383
May 14 - May 15
Total with taxes and fees
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!

Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!
Hana Town Center
8.8 out of 10, Excellent, (36 reviews)
"Clean, comfortable room with a wonderful view in Hana!"
United States
Amelia
$371 nightly
The price is $435
May 9 - May 10
Total with taxes and fees
Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!

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

Oceanview Condo in Hana-Let the ocean lull you to sleep
Hana Town Center
9.2 out of 10, Wonderful, (142 reviews)
"Great location."
United States
John
$421 nightly
The price is $494
May 9 - May 10
Total with taxes and fees
Oceanview Condo in Hana-Let the ocean lull you to sleep

Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!

Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!
Hana Town Center
9.6 out of 10, Exceptional, (62 reviews)
"Best place to stay in Hana!!"
Australia
Roger S.
$418 nightly
The price is $490
May 9 - May 10
Total with taxes and fees
Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
Hana Town Center
9.6 out of 10, Exceptional, (64 reviews)
"Everything was great. The staff was very helpful. Easy access to the airport."
United States
TIMOTHY
$395 nightly
The price is $463
May 9 - May 10
Total with taxes and fees
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Hana Town Center
9.6 out of 10, Exceptional, (27 reviews)
"I would stay again "
United States
Bruce H.
$438 nightly
The price is $514
May 14 - May 15
Total with taxes and fees
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Hana Town Center
9.6 out of 10, Exceptional, (118 reviews)
"Great view, enjoyed location. "
United States
Tony E.
$428 nightly
The price is $502
May 9 - May 10
Total with taxes and fees
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Stay in Hana #2

Stay in Hana #2
Hana Town Center
9.6 out of 10, Exceptional, (56 reviews)
"Great location and comfy!"
United States
Lindsay B.
$296 nightly
The price is $347
May 12 - May 13
Total with taxes and fees
Stay in Hana #2

Hana Homestead by the Beach

Hana Homestead by the Beach
Hana Town Center
9.8 out of 10, Exceptional, (142 reviews)
"We loved are quiet, peaceful stay in Hāna! So much fun! Beautiful property!"
United States
Justin
$1,261 nightly
The price is $1,372
May 12 - May 13
Total with taxes and fees
Hana Homestead by the Beach

Stay in Hana #1

Stay in Hana #1
Hana Town Center
9.0 out of 10, Wonderful, (69 reviews)
"We loved staying here…. Maybe a toaster would be nice… we are breakfast peeps!! "
United States
maureen
$296 nightly
The price is $347
May 10 - May 11
Total with taxes and fees
Stay in Hana #1

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (80 reviews)
"Great beach view lovely gardens"
United States
Dianne
$428 nightly
The price is $502
May 9 - May 10
Total with taxes and fees
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!

Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!
Hana Town Center
9.8 out of 10, Exceptional, (84 reviews)
"The location was very good."
United States
Jim B.
$390 nightly
The price is $458
May 9 - May 10
Total with taxes and fees
Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!

Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!

Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!
Hana Town Center
9.4 out of 10, Exceptional, (68 reviews)
"Staff was amazing great location "
United States
ric m.
$423 nightly
The price is $496
May 10 - May 11
Total with taxes and fees
Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (77 reviews)
"Great view, excellent location. 2 -3 nights is the perfect amount of time in Hana."
United States
Jim
$423 nightly
The price is $496
May 9 - May 10
Total with taxes and fees
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!

Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!
Hana Town Center
9.6 out of 10, Exceptional, (79 reviews)
"Hana Kai is very convenient place to stay. Lanai is big and great place to hang out."
United States
Ann E.
$413 nightly
The price is $485
May 9 - May 10
Total with taxes and fees
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!

Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!

Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!
Hana Town Center
9.8 out of 10, Exceptional, (31 reviews)
"Gorgeous location!"
United States
Elizabeth
$473 nightly
The price is $555
May 9 - May 10
Total with taxes and fees
Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!

Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!

Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (61 reviews)
"Great little place. Thanks so much for accommodating our earlier arrival. "
United States
Laura B.
$413 nightly
The price is $485
May 9 - May 10
Total with taxes and fees
Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!
Hana Town Center
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful cottage, great furnishings, beautiful bay, great location, would love to stay!!"
United States
Debbie P.
$1,148 nightly
The price is $1,343
May 27 - May 28
Total with taxes and fees
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Oceanfront #2 at Hana Kai Maui - Romantic Studio 100' from Water!

Oceanfront #2 at Hana Kai Maui - Romantic Studio 100' from Water!
Hana Town Center
9.8 out of 10, Exceptional, (27 reviews)
"Enjoyed the stay!"
United States
Tim D.
$464 nightly
The price is $544
May 11 - May 12
Total with taxes and fees
Oceanfront #2 at Hana Kai Maui - Romantic Studio 100' from Water!
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.
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Top Kaupo Hotel Reviews

Find out more about Kaupo

Everything you need to know about Kaupo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kaupo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaupo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kaupo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaupo. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kaupo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $347 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kaupo rentals

At Expedia, we put the best Kaupo vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kaupo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaupo vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaupo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Kaupo?

Yes, we give you a choice of vacation rentals near well known local attractions in Kaupo, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental that Kaupo has to offer?

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 : Visitors like this Kaupo vacation home rental. It is located in a rural location and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Kaupo?

Explore the area and family-friendly sights such as Waikamoi Preserve, or get out into nature at a spot like Haleakala National Park. Bamboo Forest and Haleakalā Visitor Center are a couple of places you'll find in the larger area.

What’s a vacation rental in Kaupo like?

A vacation rental is a private property you can book for a couple of days or more in Kaupo. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a small group gathering.