Default HTG hotel image

Kaupakulua Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Kaupakulua vacation rentals

Exterior

1. Yonegan Maui Getaways - Haiku - Unit 6

Yonegan Maui Getaways - Haiku - Unit 6
Haiku-Pauwela
9.2 out of 10, Wonderful, (40 reviews)
"Everything was great."
United States
Bryan
The price is ￥19,392
￥49,100 total
includes taxes & fees
Aug 4 - Aug 5
Yonegan Maui Getaways - Haiku - Unit 6
Exterior

2. Yonegan Maui Getaways - Haiku - Unit 4

Yonegan Maui Getaways - Haiku - Unit 4
Haiku
9.0 out of 10, Wonderful, (21 reviews)
"Great location for driving the Road to Hana."
United States
Lisa
The price is ￥24,066
￥54,103 total
includes taxes & fees
Aug 2 - Aug 3
Yonegan Maui Getaways - Haiku - Unit 4
Beach towels

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, (213 reviews)
"We had a great time! Everything was perfect. "
United States
Samantha S.
The price is ￥29,119
￥68,858 total
includes taxes & fees
Aug 12 - Aug 13
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Smart TV, books

4. 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, (16 reviews)
"We had a wonderful stay, our host was sweet"
United States
Nancy k.
The price is ￥30,740
￥61,935 total
includes taxes & fees
Aug 7 - Aug 8
Eco-Friendly Condo on Road to Hāna - Walk to Beach
1 bedroom, iron/ironing board, internet, bed sheets

5. Yonegan Maui Getaways - Haiku - Unit 2

Yonegan Maui Getaways - Haiku - Unit 2
Haiku-Pauwela
9.0 out of 10, Wonderful, (15 reviews)
"The room is clean and the check-in instructions are pretty clear. The location is right off the route to Hana. The Google map did lead us to the wrong small side street; and since we are aware that possibility, we just U-turn back out and get back to the right street. We were there a bit there early and the room is not ready so we went to a near by sushi restaurant and had lunch. Perfect timing."
United States
Jack
The price is ￥22,508
￥52,711 total
includes taxes & fees
Aug 6 - Aug 7
Yonegan Maui Getaways - Haiku - Unit 2
Exterior detail

6. Yonegan Maui Getaways - Haiku - Unit 3

Yonegan Maui Getaways - Haiku - Unit 3
Haiku-Pauwela
9.0 out of 10, Wonderful, (21 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 ￥19,392
￥49,265 total
includes taxes & fees
Aug 23 - Aug 24
Yonegan Maui Getaways - Haiku - Unit 3
Beach nearby, sun loungers, beach towels

7. Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (63 reviews)
"Very convenient place to stay within walking distance to activities and beach. "
United States
Chameil H.
The price is ￥43,285
￥89,411 total
includes taxes & fees
Aug 2 - Aug 3
Hale Nihi - Paia, Maui
Outdoor dining

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
9.8 out of 10, Exceptional, (279 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 ￥16,299
￥62,872 total
includes taxes & fees
Aug 2 - Aug 3
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
WiFi (free), bed sheets

9. Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.2 out of 10, Wonderful, (11 reviews)
"Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of"
United States
Danniella
The price is ￥17,314
￥63,043 total
includes taxes & fees
Aug 4 - Aug 5
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
Exterior

10. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (33 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is ￥6,736
￥79,791 total
includes taxes & fees
Aug 7 - Aug 8
Signature Residences at Maui Banyan
Property grounds

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, (523 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
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Property grounds

12. Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.6 out of 10, Exceptional, (59 reviews)
"Central location and helpful site manager "
United States
Richard W.
The price is ￥25,499
￥76,212 total
includes taxes & fees
Aug 6 - Aug 7
Top Floor Beachfront Condo with Ocean view
Interior

13. Unit 25 Waena Inn - Maui Private Suite

Unit 25 Waena Inn - Maui Private Suite
Wailuku
9.8 out of 10, Exceptional, (16 reviews)
"Great place "
United States
Noah S.
The price is ￥29,031
￥46,677 total
includes taxes & fees
Aug 6 - Aug 7
Unit 25 Waena Inn - Maui Private Suite
Coffee/tea maker, fridge, microwave, oven

14. Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.2 out of 10, Wonderful, (14 reviews)
"The Condo was perfect for our stay! Two bedrooms and two bathrooms! Plenty of space and very clean and nicely furnished. The kitchen had everything we needed and more. The location was located in a great area. Our host was wonderful with tips and recommendations! We would definitely stay here again!"
United States
Sherri W.
The price is ￥75,552
￥141,013 total
includes taxes & fees
Aug 13 - Aug 14
Paia 2 Bedroom 2 Bathroom
Property grounds

15. Second Floor Oceanview with Gorgeous Sunsets

Second Floor Oceanview with Gorgeous Sunsets
Central Kihei
9.0 out of 10, Wonderful, (32 reviews)
"This is a perfect location, steps away from the gorgeous beach, beautiful sunsets, quiet setting with close walk to several restaurants. "
United States
Gretty M.
The price is ￥18,699
￥105,535 total
includes taxes & fees
Aug 6 - Aug 7
Second Floor Oceanview with Gorgeous Sunsets
Property grounds

16. Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is ￥26,065
￥127,449 total
includes taxes & fees
Aug 3 - Aug 4
Bright, Beautiful, Remodeled Island Sands 505 Condo
Outdoor dining

17. 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, (305 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 ￥16,299
￥62,872 total
includes taxes & fees
Aug 4 - Aug 5
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Beach

18. Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (11 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 ￥31,123
￥49,658 total
includes taxes & fees
Aug 4 - Aug 5
Unit 23 Waena Inn - Maui Private Suite
Family Apartment, 1 King Bed with Sofa bed, Garden View (1 BR 1011) | Living area

19. Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.6 out of 10, Exceptional, (50 reviews)
"The place was super nice and seemed pretty modern. There was a big tv mounted on the wall and the living room was nice to relax in, the kitchen and bathroom were clean too. There was a little patio as well and they had beach chairs/umbrellas you could take. They had a pool, hot tub, and sauna which were all really great too!"
United States
Jagdish
The price is ￥27,545
￥81,093 total
includes taxes & fees
Aug 2 - Aug 3
Kihei Ali'i Kai Condos with Free Parking
Outdoor dining

20. OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (173 reviews)
"Nice place and conviently located"
United States
Mike M.
The price is ￥21,879
￥64,054 total
includes taxes & fees
Aug 9 - Aug 10
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kaupakulua Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"The property was great, awesome pools , beautiful beach ."
PRAWAL 6-night trip
Posted 1 day ago
Grand Wailea Maui, A Waldorf Astoria Resort

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:

  • View our selection of featured holiday rentals in Kaupakulua
  • Use the map to find apartments and other holiday homes in the Kaupakulua neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kaupakulua while they last

Look no further and take a look at our great range of rental properties in Kaupakulua!

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 Hoʻokipa Beach Park 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.