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Our top choices for Kaupo holiday rentals

1. Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hāna
10.0 out of 10, Exceptional, (108 reviews)
"Beautiful grounds, great location close to secluded beach."
United States
Mark S.
The price is £407
includes taxes & fees
2 Nov - 3 Nov
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

2. Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana
10.0 out of 10, Exceptional, (535 reviews)
"Beautiful scenery and hostess!"
United States
Sonja W.
The price is £296
includes taxes & fees
21 Oct - 22 Oct
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

3. Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.4 out of 10, Exceptional, (466 reviews)
"Place was clean and perfect for our stay."
United States
David B.
The price is £324
includes taxes & fees
5 Nov - 6 Nov
Fisher's Hana Bay Hale, Across from Hana Bay

4. Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Hana Town Center
9.6 out of 10, Exceptional, (203 reviews)
"Really great property. Dedicated assigned parking."
United States
Apurv
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

5. 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, (472 reviews)
"Super nice place and so helpful to have for a night at the end of the Road to Hana!"
United States
Tyler M.
The price is £332
includes taxes & fees
19 Oct - 20 Oct
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

6. Stay in Hana #2

Stay in Hana #2
Hana Town Center
9.6 out of 10, Exceptional, (68 reviews)
"Everything was as described and very clean"
United States
Kathy
The price is £287
includes taxes & fees
19 Oct - 20 Oct
Stay in Hana #2

7. 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, (85 reviews)
"Incredible property, even better than the pictures advertised. There was no AC but you are right on the ocean and the sea breeze kept us cool and comfortable the entire time with the huge windows. Would definitely come back here again!"
Canada
Celine
The price is £343
includes taxes & fees
1 Nov - 2 Nov
Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!

8. 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
9.4 out of 10, Exceptional, (83 reviews)
"Hana Kai is very convenient place to stay. Lanai is big and great place to hang out."
United States
Ann E.
The price is £316
includes taxes & fees
30 Oct - 31 Oct
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!

9. 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, (155 reviews)
"We were so glad that we decided to stay in Hana after the long drive on the Road to Hana! It was a very comfortable studio condo with a deck overlooking the ocean. Our only complaint was that the people staying in a nearby unit were a little loud while out on their deck. We loved the sound of the waves crashing onto the black sand beach!"
United States
Wendy
The price is £349
includes taxes & fees
19 Oct - 20 Oct
Oceanview Condo in Hana-Let the ocean lull you to sleep

10. Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Kaʻeleku
9.8 out of 10, Exceptional, (253 reviews)
"Beautiful place to stay!"
United States
Mary B.
The price is £451
includes taxes & fees
28 Oct - 29 Oct
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

11. 3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Kaʻeleku
9.8 out of 10, Exceptional, (102 reviews)
"The property was clean, and we enjoyed our stay in this beautiful home. The host was responsive when we asked questions. The only downside I would say was no AC as it was very hot and humid, but there is fans all around the house that helped cool us down. Overall was a good experience."
United States
Nancy
The price is £646
includes taxes & fees
19 Oct - 20 Oct
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

12. 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, (120 reviews)
"Beautiful place to stay in Hana and super nice people. "
United States
Tanya L.
The price is £337
includes taxes & fees
19 Oct - 20 Oct
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

13. 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, (63 reviews)
"Great little place. Thanks so much for accommodating our earlier arrival. "
United States
Laura B.
The price is £321
includes taxes & fees
20 Oct - 21 Oct
Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!

14. 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, (30 reviews)
"Loved the view. Property was beautiful. Great place for a couple of quiet nights in Hana."
United States
Vera G.
The price is £331
includes taxes & fees
19 Oct - 20 Oct
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

15. Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm
Kaʻeleku
9.4 out of 10, Exceptional, (313 reviews)
"We had a great 2 night stay here! The cottage is so peaceful and secluded, it was very cool to stay in the jungle. Was well stocked with everything we needed! "
United States
Kristina B.
The price is £424
includes taxes & fees
25 Oct - 26 Oct
Secluded cottage on Tropical flower farm

16. Heavenly Hana Paradise, spacious studio apartment at the end of the Road to Hana

Heavenly Hana Paradise, spacious studio apartment at the end of the Road to Hana
Hana Town Center
9.8 out of 10, Exceptional, (8 reviews)
"Our favorite place to stay in Hana by far!"
United States
Michael S.
The price is £348
includes taxes & fees
31 Oct - 1 Nov
Heavenly Hana Paradise, spacious studio apartment at the end of the Road to Hana

17. Stay in Hana Upstairs

Stay in Hana Upstairs
Hana Town Center
9.6 out of 10, Exceptional, (43 reviews)
"We enjoyed the peaceful stay and hospitality of the host. "
United States
Dahn
The price is £367
includes taxes & fees
19 Oct - 20 Oct
Stay in Hana Upstairs

18. 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, (37 reviews)
"It was great, we regretted not staying another night."
United States
Inon
The price is £326
includes taxes & fees
24 Oct - 25 Oct
Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!

19. 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
9.4 out of 10, Exceptional, (65 reviews)
"Nice location "
United States
janie h.
The price is £316
includes taxes & fees
30 Oct - 31 Oct
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

20. Oceanfront Hana Kai Maui #2 - Romantic Studio 100' from Water! Kitchenette

Oceanfront Hana Kai Maui #2 - Romantic Studio 100' from Water! Kitchenette
Hana Town Center
9.8 out of 10, Exceptional, (31 reviews)
"Great character and amazing location"
United States
Matthew
The price is £393
includes taxes & fees
19 Oct - 20 Oct
Oceanfront Hana Kai Maui #2 - Romantic Studio 100' from Water! Kitchenette
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kaupo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kaupo holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaupo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaupo holiday rentals we have selected for you start as low as £296 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kaupo rentals

At Expedia, we put the best Kaupo holiday 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 holiday.

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 holiday rentals in Kaupo?

Yes, there are holiday rentals close to the most popular sights in Kaupo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Kaupo has to offer?

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 : This holiday home rental outside of Kaupo is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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. Haleakalā Visitor Center and Haleakala Crater are a couple of places you'll find in the wider area.

What’s a holiday rental in Kaupo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaupo. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.