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Kaupakulua Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Kaupakulua vacation rentals

Studio, Garden View (Haiku #6) | Terrace/patio

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 AED 465
AED 1,102 total
includes taxes & fees
4 Oct - 5 Oct
Yonegan Maui Getaways - Haiku
Exterior

2. 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 AED 453
AED 1,146 total
includes taxes & fees
29 Sep - 30 Sep
Yonegan Maui Getaways - Haiku - Unit 6
Exterior

3. Yonegan Maui Getaways - Haiku - Unit 4

Yonegan Maui Getaways - Haiku - Unit 4
Haiku
9.0 out of 10, Wonderful, (22 reviews)
"Great location for driving the Road to Hana."
United States
Lisa
The price is AED 562
AED 1,263 total
includes taxes & fees
24 Sep - 25 Sep
Yonegan Maui Getaways - Haiku - Unit 4
Exterior detail

4. Yonegan Maui Getaways - Haiku - Unit 3

Yonegan Maui Getaways - Haiku - Unit 3
Haiku-Pauwela
9.2 out of 10, Wonderful, (23 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 AED 453
AED 1,100 total
includes taxes & fees
4 Oct - 5 Oct
Yonegan Maui Getaways - Haiku - Unit 3
Beach

5. 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)
"This was the perfect stay to start the Road to Hana and the town of Paia is so lovely and had a lot of food options. The beaches around this area were some of our favorite. If you can, make a reservation at Mamas Fishhouse or try and walk in around lunch time-it’s worth every penny! "
United States
Kiana C.
The price is AED 463
AED 1,543 total
includes taxes & fees
5 Oct - 6 Oct
Condo w/ Lanai at Beginning of Road to Hana!
Beach nearby, sun loungers, beach towels

6. 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 731
AED 1,717 total
includes taxes & fees
24 Sep - 25 Sep
Hale Nihi - Paia, Maui
Smart TV, books

7. 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, (18 reviews)
"We had a wonderful stay, our host was sweet"
United States
Nancy k.
The price is AED 810
AED 1,555 total
includes taxes & fees
27 Sep - 28 Sep
Eco-Friendly Condo on Road to Hāna - Walk to Beach
Exterior

8. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (39 reviews)
"It was as good as a motel 6 bed was comfortable and my beach front condo as it was described was a room facing a mountain that you couldn’t see passed the forest of plants in front of back patio and the ac unit was very old and loud but served its purpose"
United States
Roark
The price is AED 277
AED 2,119 total
includes taxes & fees
27 Sep - 28 Sep
Signature Residences at Maui Banyan
Sun loungers, beach towels

9. 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)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
The price is AED 377
AED 1,835 total
includes taxes & fees
30 Sep - 1 Oct
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
Smart TV, DVD player, books, streaming services

10. Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
10.0 out of 10, Exceptional, (47 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is AED 360
AED 1,524 total
includes taxes & fees
24 Sep - 25 Sep
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
Outdoor dining

11. 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 AED 380
AED 1,409 total
includes taxes & fees
24 Sep - 25 Sep
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Property grounds

12. 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, (531 reviews)
"Absolutely wonderful place in paradise. Hosts were amazing. Brough us fresh eggs and fruit. Amazing view and love the kitty too!"
United States
Diann
The price is AED 771
AED 1,432 total
includes taxes & fees
26 Sep - 27 Sep
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
On the beach

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, (85 reviews)
"We loved our stay! Great location"
United States
Madison
The price is AED 397
AED 1,267 total
includes taxes & fees
2 Oct - 3 Oct
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
A heated pool

14. 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.
The price is AED 559
AED 1,707 total
includes taxes & fees
26 Sep - 27 Sep
SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.
Outdoor dining

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 AED 380
AED 1,409 total
includes taxes & fees
24 Sep - 25 Sep
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
On the beach

16. BEACHFRONT PROPERTY at Kihei Sands - A13

BEACHFRONT PROPERTY at Kihei Sands - A13
North Kihei
9.8 out of 10, Exceptional, (72 reviews)
"Nice property, beautiful beach with views of the sunset."
United States
Adrienne P.
The price is AED 657
AED 2,063 total
includes taxes & fees
24 Sep - 25 Sep
BEACHFRONT PROPERTY at Kihei Sands - A13
On the beach

17. OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14

OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14
North Kihei
9.8 out of 10, Exceptional, (107 reviews)
"Great location. Staff was outstanding. The condo was as advertised and we were very impressed with how spotless everything was."
United States
Gary R.
The price is AED 694
AED 2,304 total
includes taxes & fees
3 Oct - 4 Oct
OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14
Property grounds

18. Beautiful Beach Chic Condo, Large Lanai, Beach Across Street!

Beautiful Beach Chic Condo, Large Lanai, Beach Across Street!
North Kihei
9.6 out of 10, Exceptional, (37 reviews)
"Great stay! Had equipment for us to enjoy the beaches which was unexpected but lovely! Would stay again. "
United States
Miguel B.
Beautiful Beach Chic Condo, Large Lanai, Beach Across Street!
Exterior

19. 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, (317 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 AED 391
AED 1,480 total
includes taxes & fees
28 Sep - 29 Sep
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
On the beach

20. FALL IN MAUI!!! Perfect Island Getaway

FALL IN MAUI!!! Perfect Island Getaway
South Kihei
9.6 out of 10, Exceptional, (26 reviews)
"Absolutely fantastic stay. This place has everything you could want and need. Very spacious for 2-3 people and has all the amenities."
United States
Calvin F.
The price is AED 449
AED 1,422 total
includes taxes & fees
25 Sep - 26 Sep
FALL IN MAUI!!! Perfect Island Getaway
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

Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

10/10 Excellent
"We enjoyed our stay. The room have great amenities, and even had a washer"
Kelley Marley 7-night trip
Posted 6 hours ago
Residence Inn by Marriott Maui Wailea

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. Maui Spa Retreat and Hoʻomana Spa Maui 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.