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Kaupakulua Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Kaupakulua vacation 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, (42 reviews)
"The place was just as described. The host was great. Definitely recommend."
United States
Nancy
The price is AED 518
AED 1,166 total
includes taxes & fees
16 Nov - 17 Nov
Yonegan Maui Getaways - Haiku
A beach with clear blue water, rocky shore, and palm trees.

2. 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)
"Great location and good ammenities"
United States
Zachary S.
The price is AED 463
AED 1,478 total
includes taxes & fees
12 Nov - 13 Nov
Condo w/ Lanai at Beginning of Road to Hana!
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, (225 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 AED 680
AED 1,638 total
includes taxes & fees
9 Nov - 10 Nov
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
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.

4. 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, (538 reviews)
"Beautiful scenery and hostess!"
United States
Sonja W.
The price is AED 771
AED 1,440 total
includes taxes & fees
11 Nov - 12 Nov
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

5. 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 AED 918
AED 1,893 total
includes taxes & fees
9 Nov - 10 Nov
Hale Nihi - Paia, Maui
A pool with a view of the ocean and beach.

6. 50 steps to the Ocean! Great Maui Location!

50 steps to the Ocean! Great Maui Location!
Wailuku
9.2 out of 10, Wonderful, (51 reviews)
"We loved it! Great beach access!"
United States
Bethany U.
50 steps to the Ocean! Great Maui Location!
A beach resort with rows of palm trees, a sandy beach, and a view of the ocean.

7. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (41 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 AED 255
AED 2,071 total
includes taxes & fees
15 Nov - 16 Nov
Signature Residences at Maui Banyan
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.

8. 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
10.0 out of 10, Exceptional, (281 reviews)
"Very good place to stay. Very clean 100% recommend."
United States
john
The price is AED 380
AED 1,467 total
includes taxes & fees
9 Nov - 10 Nov
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A kitchen with wooden cabinets, stainless steel appliances, and a view of the ocean.

9. Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
North Kihei
9.8 out of 10, Exceptional, (227 reviews)
"Has everything you need and you cannot beat the location. Everything works, slept great, would definitely book again"
United States
Michelle S.
The price is AED 770
AED 1,790 total
includes taxes & fees
12 Nov - 13 Nov
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
A balcony with a table set for two, featuring a bottle of wine and two glasses.

10. 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, (309 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 AED 447
AED 1,554 total
includes taxes & fees
3 Dec - 4 Dec
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
An aerial view of a coastal area with a clear pathway leading to a beach, surrounded by lush greenery and rocky coastline.

11. 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, (111 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 AED 377
AED 1,700 total
includes taxes & fees
16 Nov - 17 Nov
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.

12. Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (13 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 AED 726
AED 1,106 total
includes taxes & fees
9 Nov - 10 Nov
Unit 23 Waena Inn - Maui Private Suite
A beach with clear blue water, a sandy shore, and a distant mountain.

13. 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, (91 reviews)
"Awesome spot for our honeymoon. Would recommend."
United States
Jack
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
A beach with a palm tree, rocky shoreline, and a wooden bench.

14. Across from Sandy Beaches! Island Paradise- Special Rates Book Now!

Across from Sandy Beaches! Island Paradise- Special Rates Book Now!
South Kihei
9.4 out of 10, Exceptional, (28 reviews)
"Perfect location, close to the beach and all amenities. The apartment was clean and included beach chairs and a bodyboard. Free parking was a great bonus.The owner was very responsive and helpful throughout our stay.We had a great time and would happily stay here again."
United States
Ewa L.
The price is AED 422
AED 1,406 total
includes taxes & fees
13 Nov - 14 Nov
Across from Sandy Beaches! Island Paradise- Special Rates Book Now!
A staircase leading to a stone wall with a 'WELCOME' sign, a framed mirror, and potted plants.

15. Unit 22 Waena Inn - Maui Private Suite

Unit 22 Waena Inn - Maui Private Suite
Wailuku
9.8 out of 10, Exceptional, (38 reviews)
"The studio is super cute and in a convenient location, it was very clean and the check in process was really easy!"
United States
Claire R.
The price is AED 763
AED 1,193 total
includes taxes & fees
10 Nov - 11 Nov
Unit 22 Waena Inn - Maui Private Suite
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, (323 reviews)
"Clean and comfortable base for our vacation. Convenient location with easy parking."
United States
Luukia R.
The price is AED 412
AED 1,508 total
includes taxes & fees
12 Nov - 13 Nov
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
A beach with clear blue water, a sandy shore, and palm trees.

17. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Wailuku
9.4 out of 10, Exceptional, (71 reviews)
"Great location to harbor for whale watching and good distance between airport and beaches. "
United States
Kellie B.
The price is AED 413
AED 1,830 total
includes taxes & fees
16 Nov - 17 Nov
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
A hotel with a pool area, beach view, and palm trees.

18. SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.

SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.
North Kihei
9.4 out of 10, Exceptional, (78 reviews)
"Excellent ground floor condo with easy access to the pool and beach. Clean, cozy, and comfortable with everything we needed including a washer and dryer, lots of beach chairs and beach towels and really nice staff. The grounds at the resort are beautiful and we loved the hot dry sauna and the jacuzzi! We will definitely stay here again!"
United States
Jodelle F.
SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.
A balcony with wicker chairs and a wooden table, overlooking a beach with palm trees and the ocean.

19. Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Central Kihei
10.0 out of 10, Exceptional, (212 reviews)
"We loved this place! Was perfect for what we were needing:)"
United States
Alana C.
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
A beachside resort with palm trees, lounge chairs, and umbrellas.

20. Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.6 out of 10, Exceptional, (65 reviews)
"It was a beautiful place and very cozy"
United States
Stephanie T.
Top Floor Beachfront Condo with Ocean view
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

Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"Nice place to stay. Right on the ocean."
Kris 1-night trip
Posted 5 hours ago
Maui Seaside Hotel

Frequently asked questions

Are there vacation rentals in Kaupakulua?

Yes, there are vacation rentals near top sights in Kaupakulua, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Kaupakulua has to offer?

Yonegan Maui Getaways - Haiku : Visitors like this Kaupakulua vacation home rental. It is located near the beach and has a hot tub, a barbecue grill, 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 larger area.

What’s a vacation rental in Kaupakulua like?

Vacation rentals are privately owned properties you can book for a long or short time in Kaupakulua. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family gatherings.