Kaupo Holiday Rentals from €331: Search Short-Term Rentals

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Our top choices for Kaupo holiday rentals

A house surrounded by dense tropical vegetation.

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

Hāna

Mark S.

includes taxes & fees

14 Nov - 15 Nov

A green house with a porch, surrounded by lush greenery.

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

Hana

Sonja W.

includes taxes & fees

11 Nov - 12 Nov

A lush green lawn with a gazebo, a large rock, and a view of a forested hill under a partly cloudy sky.

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

Kaʻeleku

Nancy

includes taxes & fees

9 Nov - 10 Nov

A hotel with a pool, a lawn, and a view of the ocean.

4. Oceanview Hana Kai Maui #202 - Lofted Studio, Panoramic View! 2 Queen Beds!

Hana Town Center

Timothy

includes taxes & fees

9 Nov - 10 Nov

5. Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!

Hana Town Center

Heather B.

includes taxes & fees

21 Nov - 22 Nov

A room with a bed, a small table, and a chair. There is a window with a view of greenery outside.

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

Hana Town Center

Jennifer

includes taxes & fees

21 Nov - 22 Nov

A wooden deck with a staircase leading to a covered area, surrounded by lush greenery.

7. Stay in Hana #2

Hana Town Center

Celeste D.

includes taxes & fees

11 Nov - 12 Nov

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

Hana Town Center

Tanya L.

includes taxes & fees

11 Nov - 12 Nov

A cozy living room with a wooden floor, a sofa, a coffee table, and a bookshelf.

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

Hana Town Center

Val S.

includes taxes & fees

13 Nov - 14 Nov

A landscaped garden with a pond, palm trees, and a view of the ocean.

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

Hana Town Center

Jenilene

includes taxes & fees

13 Nov - 14 Nov

A multi-story building with balconies, surrounded by lush greenery and a beach.

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

Hana Town Center

Wendy

includes taxes & fees

10 Nov - 11 Nov

A house with a lawn and tropical plants.

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

Kaʻeleku

Mary B.

includes taxes & fees

17 Nov - 18 Nov

A covered outdoor area with a wooden deck, a table and chairs, and a sign reading "Tradewenda Cottage."

13. Secluded cottage on Tropical flower farm

Kaʻeleku

nancy

includes taxes & fees

10 Nov - 11 Nov

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

Hana Town Center

Vera G.

includes taxes & fees

20 Nov - 21 Nov

A rural landscape with a small house, palm trees, and a stop sign.

15. Hana Homestead by the Beach

Hana Town Center

MARK V.

includes taxes & fees

10 Nov - 11 Nov

A house surrounded by dense tropical vegetation, with a visible porch and a small garden area.

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

Hana Town Center

Michael S.

includes taxes & fees

10 Nov - 11 Nov

A hotel room with a bed, two chairs, a ceiling fan, and a window with curtains.

17. Stay in Hana #1

Hana Town Center

Amber T.

includes taxes & fees

17 Nov - 18 Nov

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

Hana Town Center

janie h.

A kitchen with a large island, wooden chairs, and a view of the ocean.

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

Hana Town Center

Caroline D.

includes taxes & fees

12 Nov - 13 Nov

A balcony with a round wooden table and chairs, a view of the ocean, and a kitchen area with a coffee maker.

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

Hana Town Center

Ann E.

includes taxes & fees

21 Nov - 22 Nov

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Top Kaupo Hotel Reviews

Fisher's Hana Bay Hale, Across from Hana Bay

10/10 Excellent

"We didn’t want to do the roads to Hana all in one day. This was perfect for breaking up the trip. They were only two of us, but this house easily could’ve held four and even six people. The location was awesome easy to find and everything was clean. There was also a washer and dryer they came in handy. I would definitely recommend this place for anybody that want to break up a trip on the road to Hana or spend a couple of days in Hana."

Hana Garden Room 1 & 2 night stays, its Perfect! Lic.# BBHA20130004

10/10 Excellent

"Charming, simple, comfortable room. Perfect for our overnight in Hana, but I could easily have stayed for days and days! The host welcomed us in person when we arrived and got us all settled. There is a large en suite bathroom, and a mini fridge and small kitchen. There are 4 acres of beautiful gardens that we took a glimpse of before we left at 6:15 this morning. It’s really a very nice getaway room and I highly recommend it. Plus, there is a place just up the road called Garden Gourmet that serves wonderfully fresh Thai food. And another place just down the road with great food and music and pizza on the weekends. I highly recommend this place to anyone traveling to Hana for a quick overnight, or if you are staying even longer!"

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools

10/10 Excellent

"We had a wonderful stay at this property outside of Hāna. The location was convenient for hiking in the eastern section of Haleakalā National Park. Our room was perfect for our short two night stay, and our host went out of her way to ensure our comfort. This property has a large yard with views of the ocean in two directions. We enjoyed relaxing in the yard after our day hikes in the national park and visiting local attractions in Hāna."

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

10/10 Excellent

"Beautiful cabin home right before Hana airport. Easy to get to & to get around the east side of Maui. We are from Maui originally & it was a treat to spend the night in Hana for my son’s 24th birthday. The cabin had plenty space & extra bedding if needed. We had some people not be able to come so there was 5 of us & we had lots of space. The hosts communicated well & even accommodated a date change for us, which was very kind & appreciated. The home is cute & has fans & lots of windows, but no AC, which was okay bc we were out most of the day when it was warmer. We love Hana & can’t wait to go back Maui No Ka Oi!"

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 €331 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.

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Check prices for these dates

Our top choices for Kaupo holiday rentals

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

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

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

4. Oceanview Hana Kai Maui #202 - Lofted Studio, Panoramic View! 2 Queen Beds!

5. Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!