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Kaupakulua Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Kaupakulua holiday rentals

A wooden deck with a chair, surrounded by lush tropical vegetation and a clear blue sky.

1. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (37 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is HK$993
HK$2,355 total
includes taxes & fees
14 Oct - 15 Oct
Yonegan Maui Getaways - Haiku
A wooden staircase leading to a balcony of a blue building surrounded by lush greenery and flowering plants.

2. Yonegan Maui Getaways - Haiku - Unit 3

Yonegan Maui Getaways - Haiku - Unit 3
Haiku-Pauwela
9.2 out of 10, Wonderful, (24 reviews)
"Perfect getaway for an island vacation if your not planning on staying in just your room. Made breakfast every morning close to beaches, turtles and shops"
United States
Jeremiah J.
The price is HK$967
HK$2,448 total
includes taxes & fees
14 Oct - 15 Oct
Yonegan Maui Getaways - Haiku - Unit 3
Beach

3. A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (224 reviews)
"Great location for our last night. Walk to the beach and close enough to the airport for an early flight."
United States
jeff s.
The price is HK$1,452
HK$3,425 total
includes taxes & fees
24 Oct - 25 Oct
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
A two-story house with a balcony, surrounded by well-maintained lawns and tropical vegetation.

4. Yonegan Maui Getaways - Haiku - Unit 4

Yonegan Maui Getaways - Haiku - Unit 4
Haiku
9.0 out of 10, Wonderful, (23 reviews)
"Check in instructions was bit complicated property but we were able to figure out in sometime was clean and nice AC was working fine keep house cool, Hot tub was the MVP of the stay loved and enjoyed overall stay highly recommend for future potential travelers place was quite and very close to nature perfect spot to start road to hana adventure!"
United States
NIDHI
The price is HK$1,200
HK$2,714 total
includes taxes & fees
12 Oct - 13 Oct
Yonegan Maui Getaways - Haiku - Unit 4
A beach with palm trees, clear blue water, and rocky shoreline.

5. Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
Paia
9.8 out of 10, Exceptional, (99 reviews)
"Close walk to a beach. Owner took care of maintenance problem quickly."
United States
David
The price is HK$1,335
HK$3,344 total
includes taxes & fees
18 Oct - 19 Oct
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
A beach with clear blue water, rocky shore, and palm trees.

6. Condo w/ Lanai at Beginning of Road to Hana!

Condo w/ Lanai at Beginning of Road to Hana!
Paia
9.2 out of 10, Wonderful, (45 reviews)
"The property was very clean and well-appointed. It was a great location that allowed us to walk in to Mama's Fish House. The host was extremely helpful and proactive and checked to make sure we had everything we needed. If you are looking for a place to stay in Paia, this is it."
United States
Martin S.
The price is HK$989
HK$3,297 total
includes taxes & fees
18 Oct - 19 Oct
Condo w/ Lanai at Beginning of Road to Hana!
A two-story house with a balcony, surrounded by well-maintained lawns and tropical vegetation.

7. Yonegan Maui Getaways - Haiku - Unit 6

Yonegan Maui Getaways - Haiku - Unit 6
Haiku-Pauwela
9.2 out of 10, Wonderful, (42 reviews)
"Everything was great."
United States
Bryan
The price is HK$967
HK$2,448 total
includes taxes & fees
14 Oct - 15 Oct
Yonegan Maui Getaways - Haiku - Unit 6
A bedroom with a bed, a nightstand, a lamp, a painting, and a balcony with a view of greenery.

8. Yonegan Maui Getaways - Haiku - Unit 2

Yonegan Maui Getaways - Haiku - Unit 2
Haiku-Pauwela
9.0 out of 10, Wonderful, (15 reviews)
"This place is in a great location, less than 10 minutes from downtown Paia, with nice beaches nearby as well.We didn’t end up using the kitchen, but having a refrigerator and freezer was very convenient.The bed was soft and comfortable, and the pillows were great too.For this specific unit, the toilet does work properly you just need to make sure the handle is positioned correctly so the tank refills.Overall, this was a great rental and we enjoyed our stay."
United States
Raechell F.
The price is HK$1,122
HK$2,628 total
includes taxes & fees
12 Oct - 13 Oct
Yonegan Maui Getaways - Haiku - Unit 2
A living room with a sofa, a coffee table, a TV, and a sliding glass door leading to a patio with a view of palm trees and a lawn.

9. Eco-Friendly Condo on Road to Hāna - Walk to Beach

Eco-Friendly Condo on Road to Hāna - Walk to Beach
Paia
10.0 out of 10, Exceptional, (21 reviews)
"Chloe was very helpful! Her place was very convenient for an early trip to go to Hana. The place was clean and furnished and had everything we needed. Clear instructions smooth check in&out. Chloe was also fast with responses when I had questions. Would recommend to stay here!"
United States
Janette
The price is HK$1,923
HK$3,608 total
includes taxes & fees
29 Oct - 30 Oct
Eco-Friendly Condo on Road to Hāna - Walk to Beach
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

10. Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (65 reviews)
"Very convenient place to stay within walking distance to activities and beach. "
United States
Chameil H.
The price is HK$1,562
HK$3,692 total
includes taxes & fees
12 Oct - 13 Oct
Hale Nihi - Paia, 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.

11. 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 HK$1,648
HK$3,011 total
includes taxes & fees
18 Oct - 19 Oct
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
A beach resort with rows of palm trees, a sandy beach, and a view of the ocean.

12. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (40 reviews)
"Absolutely loved our room. The kitchen was spacious and had all of the necessities. The best part was the lawn chairs, umbrella and tote bag provided in the room. Rooms large enough to relax and not feel so crowded."
United States
Mai
The price is HK$398
HK$4,110 total
includes taxes & fees
15 Oct - 16 Oct
Signature Residences at Maui Banyan
A balcony with a table set for two, featuring a bottle of wine and two glasses.

13. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (308 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
The price is HK$775
HK$3,082 total
includes taxes & fees
12 Oct - 13 Oct
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A beach with clear turquoise water, a sandy shore, and some greenery.

14. Unit 15 Waena Inn - Maui Private Suite

Unit 15 Waena Inn - Maui Private Suite
Wailuku
9.4 out of 10, Exceptional, (28 reviews)
"Good place to stay"
United States
Ram
The price is HK$1,460
HK$2,459 total
includes taxes & fees
12 Oct - 13 Oct
Unit 15 Waena Inn - Maui Private Suite
A table with a bottle and glasses on a red mat, surrounded by red chairs on a balcony with a view of palm trees and a tennis court.

15. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is HK$813
HK$3,135 total
includes taxes & fees
22 Oct - 23 Oct
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

16. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (320 reviews)
"Kevin was a great host! Communication was prompt and he gave wonderful suggestions on places to eat, things to do.The condo was beautiful, very cozy and clean.We would definitely stay here again"
United States
Janet M.
The price is HK$887
HK$3,231 total
includes taxes & fees
24 Oct - 25 Oct
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
A pool with a view of the ocean and beach.

17. 50 steps to the Ocean! Great Maui Location!

50 steps to the Ocean! Great Maui Location!
Wailuku
9.0 out of 10, Wonderful, (50 reviews)
"Loved being so close to beautiful, quiet beach, away from hustle and bustle. Would gladly stay here again."
United States
Kris B.
The price is HK$671
HK$3,493 total
includes taxes & fees
18 Oct - 19 Oct
50 steps to the Ocean! Great Maui Location!
A beach with clear blue water, a sandy shore, and a distant mountain.

18. Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.6 out of 10, Exceptional, (89 reviews)
"Awesome spot for our honeymoon. Would recommend."
United States
Jack
The price is HK$848
HK$2,708 total
includes taxes & fees
16 Oct - 17 Oct
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
An aerial view of a coastal area with a clear pathway leading to a beach, surrounded by lush greenery and rocky coastline.

19. Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (110 reviews)
" Kīhei Casita House Stay (above the Main House): just lovely - would stay there again - reasonably priced - fully functioning everything - and easy outside access - we actually stayed in the Main House for one week and then one week in the Casita - while in the Main House the Casita was occupied and no noise issues at all. Fairly easy access to beaches and beach shopping. Excellent communication with host."
United States
Michael C.
The price is HK$805
HK$3,921 total
includes taxes & fees
12 Oct - 13 Oct
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
A beach with clear turquoise water, a sandy shore, and some greenery.

20. Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (12 reviews)
"Fairly central location. Helpful and due to the length of our stay, offered for us to use washer/dryer, snorkels, beach towels. "
United States
Suzan F.
The price is HK$1,460
HK$2,442 total
includes taxes & fees
26 Oct - 27 Oct
Unit 23 Waena Inn - Maui Private Suite
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 Kaupakulua Hotel Reviews

Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

10/10 Excellent
"Awesome!"
Lin 3-night trip
Posted 9 hours ago
Hampton Inn & Suites Maui North Shore

Find out more about Kaupakulua

Search for holiday rentals in Kaupakulua on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaupakulua using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Kaupakulua?

Yes, there are holiday rentals close to the most popular sights in Kaupakulua, 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 Kaupakulua has to offer?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Kaupakulua is located near the beach, and has 1 hot tub, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, a coffee maker and kitchenware.

What’s there to see and do in Kaupakulua?

While exploring the area, visit family-friendly sights like Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters, or get outside and enjoy nature at Haleakala National Park. Makawao Park and Maui Spa Retreat are a couple of places you'll find in the wider area.

What’s a holiday rental in Kaupakulua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaupakulua. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.