Kaupo Holiday Rentals: Short-Term Accommodations for Rent

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

Fisher's Hana Bay Hale, Across from Hana Bay : 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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Our top choices for Kaupo holiday rentals

2 bedrooms, iron/ironing board, free WiFi, bed sheets

1. Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

Hana

chris

HK$5,213 total

includes taxes & fees

18 Aug - 19 Aug

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

Hāna

Mark S.

HK$4,277 total

includes taxes & fees

22 Aug - 23 Aug

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

Hana

Diann

HK$3,075 total

includes taxes & fees

29 Aug - 30 Aug

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

Hana Town Center

Igor G.

HK$3,028 total

includes taxes & fees

31 Aug - 1 Sept

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

Hana Town Center

Frank A.

HK$3,520 total

includes taxes & fees

29 Aug - 30 Aug

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

Hana Town Center

Stephanie C.

HK$3,184 total

includes taxes & fees

18 Aug - 19 Aug

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

Hana Town Center

janie h.

HK$2,928 total

includes taxes & fees

10 Aug - 11 Aug

8. 3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Kaʻeleku

Myra P.

HK$7,288 total

includes taxes & fees

18 Aug - 19 Aug

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Top Kaupo Hotel Reviews

Fisher's Hana Bay Hale, Across from Hana Bay

8/10 Good

"Very convenient location and the beds were comfortable. My kids loved the ping pong table. Overall was clean. Fans everywhere but took a long time to cool down at night in late July. We knew going in there wouldn’t be air-conditioning and that was fine. What I didn’t account for was that with everything wide open to cool down at night, sunrise is very early and it was bright. We were all awake by 6:30AM. Regardless, we would stay again."

JJs Hāna Hale - Farm House

10/10 Excellent

"Alan, Sharon and their animals are so welcoming! You’re greeted by dogs and goats upon arriving, with fresh eggs waiting for you inside. If you sit at the seating area outside during the day, you’ll have many animals come greet you and hang out with you. They had beach towels to borrow and tons of suggestions on where to go and what to do. If you’re “home” and outside at the right time in the evening, Alan may invite you to go for an evening walk with him, the dogs and the goats. It was such a treat! We’d stay again in a heartbeat."

Hana-Maui Resort, a Destination by Hyatt Residence

10/10 Excellent

"There was a delay in our room and we received an upgrade. The front desk was very helpful and pleasant. The bell staff were also so patient and kind. The property is magical and we wish we had stayed an extra night. Highly recommend a stay here instead of doing road to Hana in one day. The tennis and basketball are immaculate! Thank you for having us, we will always remember the great views and spacious property"

Haleakala Sunrise Home, Kula, Maui, Hawaii

8/10 Good

"This is an excellent location for Haleakalā sunrise and also the back road to Hana. I highly recommend leaving early and doing the back road to Hana, it was amazing to have the road basically to yourself until you reach PipiWai Trail. As for the property, it is beautiful and clean and the views are lovely. Delightful hosts. But honestly the setup is a bit odd-you can really hear every little thing the hosts are doing in the kitchen, so it isn’t truly private. Just a flimsy plastic door separates you in the downstairs. And the only available sink is the bathroom sink so if you want to rinse off dishes you use or fill your hiking water bladder, etc, you use the bathroom sink. So it’s a nice place but I wouldn’t stay more than two nights."

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

8/10 Good

"Great stay, perfect location. Research locations to eat before you arrive. Really enjoyed the overall atmosphere of Hana, the people were amazing, and the overall stay was good. Please remember there is no air-conditioning, Wish communication from host was better."

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

10/10 Excellent

"We (3 50'ish siblings and our 88 year old mother) were looking for something other than a condo-farm to stay in on Maui and this house was perfect for that. The sunset views were amazing--you could see down to the ocean on the western side of the house and all the way up to the observatory on Haleakala behind the house. The yard was full of fruit trees--there were goats next door but you could barely see any other houses around. It was wonderfully isolated and quiet.Everything was clean and in working order--as other reviews have said, there are several small steps up/down getting around the house and master bedroom.We were able to use beach towels, cooler, etc. on our day trips.The host met us at checkin to show us around the house and was nearby for any concerns or missing items with a fast response time.Air conditioning was in bedrooms only so the common areas were warmer mid-day (but you could open up several sliding doors to create a pleasant cross-breeze to keep things cooler). We all enjoyed sitting outside in the evenings at the end of long days of exploring.Groceries/restaurants were about a 10-15 minute drive away so convenient.We also enjoyed the location for quicker access to the road to Hana and to Haleakala, while not being too far from beaches/ocean activities."

Find out more about Kaupo

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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, Across from Hana Bay: 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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. Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

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

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

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

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

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

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

8. 3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

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

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

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

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

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

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

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

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

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

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

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

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

Find holiday rentals that suit your style

Top Kaupo Hotel Reviews

Fisher's Hana Bay Hale, Across from Hana Bay

JJs Hāna Hale - Farm House

Hana-Maui Resort, a Destination by Hyatt Residence

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

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Hana-maui Resort

Haleakala Sunrise Home, Kula, Maui, Hawaii

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

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

Find out more about Kaupo

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