Kaupo Vacation Rentals from ￥60,193: Search Short-Term Rentals

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Our top choices for Kaupo vacation rentals

A stone pathway leading through a lush garden with various plants and a moss-covered stone structure.

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

Hāna

Mark S.

￥85,551 total

includes taxes & fees

Nov 2 - Nov 3

A paved pathway leading to a gate with red pillars, surrounded by lush greenery and palm trees, with a view of the ocean in the background.

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

Hana

Sonja W.

￥60,193 total

includes taxes & fees

Nov 6 - Nov 7

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

￥135,333 total

includes taxes & fees

Nov 2 - Nov 3

A beach with red sand, scattered rocks, and a distant rocky island.

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

Hana Town Center

Tyler M.

￥67,914 total

includes taxes & fees

Nov 1 - Nov 2

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

5. Stay in Hana #2

Hana Town Center

Celeste D.

￥58,386 total

includes taxes & fees

Oct 27 - Oct 28

A house with a lawn and tropical plants.

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

Kaʻeleku

Mary B.

￥93,355 total

includes taxes & fees

Oct 28 - Oct 29

A beach with red sand, waves, and a rocky outcrop in the distance.

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

Hana Town Center

David B.

￥67,749 total

includes taxes & fees

Nov 5 - Nov 6

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

8. Secluded cottage on Tropical flower farm

Kaʻeleku

Kristina B.

￥87,084 total

includes taxes & fees

Oct 28 - Oct 29

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Top Kaupo Hotel Reviews

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

10/10 Excellent

"Great place, we really enjoyed it. Absolutely beautiful plants everywhere. We also liked visiting with the orange-colored cat there, he is a real lover."

Hana-Maui Resort, a Destination by Hyatt Residence

10/10 Excellent

"Our stay in Hana was magical in all respects. Staff was incredible, meeting our needs with friendly competence. The drivers were beyond helpful and the resort was perfect from the charming room to HanaFarms restaurant and the spa. AS A Dsabled senior the resort went out of its way to accommodate me. When I became too warm in the resort restaurant they simply served me in an adjacent open area. Staff was incredible from our arrival to checkout. A magical stay in a magical place."

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

8/10 Good

"We only spent one night at the place, but it was just right: easy to get to, clean, and equipped with all the essentials. We can recommend this place to anyone who needs a decent place to sleep for a relaxing Road to Hana experience."

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

10/10 Excellent

"The inside is lovely, but my favorite spot was the lanai. I loved relaxing on the daybed, watching the sunrise and the waves roll in and out. It’s a beautiful, peaceful place for a getaway, with a beach nearby to enjoy! There is no AC, but with the windows open, you can enjoy the ocean breeze and let the sound of the waves lull you to sleep. A wonderful spot to unwind, relax, and enjoy the beauty of the ocean. Absolutely loved our stay here!"

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

8/10 Good

"We stayed for 3 nights in early October. We knew there was no air conditioning (there don’t seem to be many places in Hana with AC). Be prepared to sweat, a lot. They did provide a couple of pedestal fans which we used to help keep us comfortable at night along with the ceiling fans. There was no TV (which we don’t care for) or dishwasher but we had a microwave and stove/oven. All in all, we were pleased with our stay. Just be prepared for no AC."

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

10/10 Excellent

"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."

Find out more about Kaupo

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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.

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 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.

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Check prices for these dates

Our top choices for Kaupo vacation 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. Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

5. Stay in Hana #2

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

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

8. Secluded cottage on Tropical flower farm

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

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

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

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

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

14. Hana Homestead by the Beach

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

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

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

18. Oceanview #101 at Hana Kai Maui - 1 Bedroom King/Twins , Amazing View!

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

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

Find vacation rentals that suit your style

Top Kaupo Hotel Reviews

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Hana-Maui Resort, a Destination by Hyatt Residence

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

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

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

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

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

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

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

Find out more about Kaupo

Frequently asked questions

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