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Kaupo Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hāna
10.0 out of 10, Exceptional, (110 reviews)
"Beautiful grounds, great location close to secluded beach."
United States
Mark S.
The price is AED 1,230
AED 2,070 total
includes taxes & fees
17 Nov - 18 Nov
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
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

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana
10.0 out of 10, Exceptional, (539 reviews)
"Beautiful scenery and hostess!"
United States
Sonja W.
The price is AED 771
AED 1,440 total
includes taxes & fees
4 Dec - 5 Dec
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
A beach with red sand, scattered rocks, and a distant rocky island.

3. 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, (478 reviews)
"The bed on the front porch was a hit! Watching sunset from the porch bed was a great experience"
United States
Jennifer
The price is AED 716
AED 1,521 total
includes taxes & fees
21 Nov - 22 Nov
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
A beach with red sand, waves, and a rocky outcrop in the distance.

4. 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, (471 reviews)
"Great stay!"
United States
Val S.
The price is AED 716
AED 1,586 total
includes taxes & fees
18 Nov - 19 Nov
Fisher's Hana Bay Hale, Across from Hana Bay
A landscaped garden with a pond, palm trees, and a view of the ocean.

5. 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
9.0 out of 10, Wonderful, (40 reviews)
"Best hotel we’ve stayed in the best bed ever."
United States
Jenilene
The price is AED 845
AED 1,246 total
includes taxes & fees
16 Nov - 17 Nov
Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!
A hotel room with a bed, two chairs, a ceiling fan, and a window with curtains.

6. Stay in Hana #1

Stay in Hana #1
Hana Town Center
9.0 out of 10, Wonderful, (74 reviews)
"This stay was super nice and convenient after driving the road to Hana all day, there is a cool food truck area a few miles from here they had amazing Thai food and other options!"
United States
Amber T.
The price is AED 691
AED 882 total
includes taxes & fees
23 Nov - 24 Nov
Stay in Hana #1
A multi-story building with balconies, surrounded by lush greenery and a beach.

7. 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, (157 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 AED 872
AED 1,591 total
includes taxes & fees
15 Nov - 16 Nov
Oceanview Condo in Hana-Let the ocean lull you to sleep
A lush green lawn with a gazebo, a large rock, and a view of a forested hill under a partly cloudy sky.

8. 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, (103 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 AED 1,696
AED 3,081 total
includes taxes & fees
15 Nov - 16 Nov
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
A hotel with a pool, a lawn, and a view of the ocean.

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

Oceanview Hana Kai Maui #202 - Lofted Studio, Panoramic View! 2 Queen Beds!
Hana Town Center
9.6 out of 10, Exceptional, (64 reviews)
"We had a one night stay. The unit was clean and comfortable with a beautiful view of the bay."
United States
Timothy
The price is AED 1,032
AED 1,492 total
includes taxes & fees
20 Nov - 21 Nov
Oceanview Hana Kai Maui #202 - Lofted Studio, Panoramic View! 2 Queen Beds!
A balcony with a round wooden table and chairs, a view of the ocean, and a kitchen area with a coffee maker.

10. 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, (84 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 AED 731
AED 1,088 total
includes taxes & fees
15 Nov - 16 Nov
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!
A hotel with a pool, a lawn, and a view of the ocean.

11. 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, (123 reviews)
"Beautiful place to stay in Hana and super nice people. "
United States
Tanya L.
The price is AED 955
AED 1,335 total
includes taxes & fees
21 Nov - 22 Nov
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
A house with a lawn and tropical plants.

12. 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, (256 reviews)
"Beautiful place to stay!"
United States
Mary B.
The price is AED 1,093
AED 2,182 total
includes taxes & fees
17 Nov - 18 Nov
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
A landscaped garden with a pond, palm trees, and a view of the ocean.

13. 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, (31 reviews)
"Loved the view. Property was beautiful. Great place for a couple of quiet nights in Hana."
United States
Vera G.
The price is AED 1,293
AED 1,851 total
includes taxes & fees
15 Dec - 16 Dec
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
A covered outdoor area with a wooden deck, a table and chairs, and a sign reading "Tradewenda Cottage."

14. Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm
Kaʻeleku
9.4 out of 10, Exceptional, (315 reviews)
"The cottage was beautiful just as described. Quiet and relaxing. The host was great and even checked on us because we checked in during a storm. Check in process was so easy. I would definitely recommend."
United States
nancy
The price is AED 1,084
AED 2,047 total
includes taxes & fees
18 Nov - 19 Nov
Secluded cottage on Tropical flower farm
A landscaped garden with a pond, palm trees, and a view of the ocean.

15. 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 AED 1,076
AED 1,552 total
includes taxes & fees
22 Nov - 23 Nov
Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!
A wooden deck with a staircase leading to a covered area, surrounded by lush greenery.

16. Stay in Hana #2

Stay in Hana #2
Hana Town Center
9.6 out of 10, Exceptional, (70 reviews)
"We stayed one night to get more time in Hana and it was lovely."
United States
Celeste D.
The price is AED 1,028
AED 1,306 total
includes taxes & fees
15 Nov - 16 Nov
Stay in Hana #2
A wooden cabin interior with a sofa, a round table, and large windows with curtains.

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 AED 823
AED 1,677 total
includes taxes & fees
16 Nov - 17 Nov
Stay in Hana Upstairs
A hotel with a pool, a lawn, and a view of the ocean.

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

Oceanview #101 at Hana Kai Maui - 1 Bedroom King/Twins , Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (86 reviews)
"Great beach view lovely gardens"
United States
Dianne
The price is AED 856
AED 1,252 total
includes taxes & fees
15 Nov - 16 Nov
Oceanview #101 at Hana Kai Maui - 1 Bedroom King/Twins , Amazing View!
A hotel with a pool, a lawn, and a view of the ocean.

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 AED 727
AED 1,084 total
includes taxes & fees
15 Nov - 16 Nov
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
A house surrounded by dense tropical vegetation, with a visible porch and a small garden area.

20. 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
9.6 out of 10, Exceptional, (9 reviews)
"Our favorite place to stay in Hana by far!"
United States
Michael S.
The price is AED 1,286
AED 1,634 total
includes taxes & fees
16 Nov - 17 Nov
Heavenly Hana Paradise, spacious studio apartment at the end of the Road to Hana
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

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

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

10/10 Excellent
"Great place to stay in Hana. It had everything we wanted! Comfortable bed, great view, privacy… just a wonderful place to spend a relaxing few days."
Michael 3-night trip
Posted 4 hours ago
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

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.