Default HTG hotel image

Kahoolawe Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kahoolawe holiday rentals

1. 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 NZ$926
includes taxes & fees
10 Nov - 11 Nov
Signature Residences at Maui Banyan

2. 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!

3. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (1,003 reviews)
"Such a beautiful place, lots to do, close to local beaches, tons of yummy food nearby"
United States
Megan
The price is NZ$587
includes taxes & fees
7 Dec - 8 Dec
Aston Maui Hill

4. 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 NZ$761
includes taxes & fees
3 Dec - 4 Dec
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

5. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
South Kihei
9.6 out of 10, Exceptional, (99 reviews)
"Kitchen was fully equipped. Condo was very clean and host was promt with replys. Loved our stay "
Canada
Lori D.
The price is NZ$963
includes taxes & fees
1 Dec - 2 Dec
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

6. 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, (54 reviews)
"Absolutely an amazing place. Very nice, clean, comfortable. We stayed in B104 and it is a perfect spot to get in and out. Definitely come back again."
United States
Angeline
The price is NZ$917
includes taxes & fees
14 Nov - 15 Nov
Kihei Ali'i Kai Condos with Free Parking

7. Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.

Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.
South Kihei
9.8 out of 10, Exceptional, (202 reviews)
"Great location for our Maui stay! Just a block off the beach and within walking distance of a good many park areas, restaurants, and shops. We dud have occasion to communicate with our host and he was always prompt and helpful."
United States
Scott F.
The price is NZ$719
includes taxes & fees
15 Nov - 16 Nov
Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.

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 NZ$715
includes taxes & fees
9 Nov - 10 Nov
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

9. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (113 reviews)
"Great location and value!"
United States
Christopher
The price is NZ$632
includes taxes & fees
13 Nov - 14 Nov
Beautiful, Renovated, Hale Kamaole 159

10. Beautiful Ocean View Studio!

Beautiful Ocean View Studio!
South Kihei
9.6 out of 10, Exceptional, (20 reviews)
"We loved the location and partial ocean view from the balcony. Easy walk to the beach and we had everything available that we needed for a comfortable stay. "
United States
Susan C.
The price is NZ$790
includes taxes & fees
7 Dec - 8 Dec
Beautiful Ocean View Studio!

11. 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 NZ$899
includes taxes & fees
16 Nov - 17 Nov
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

12. 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
The price is NZ$594
includes taxes & fees
18 Nov - 19 Nov
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

13. Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach

Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
South Kihei
9.6 out of 10, Exceptional, (129 reviews)
"This was a great condo. Close to the pool and parking right out your door. it was well appointed with everything a family needs for the beach and extra bed and play and pak for the little one. We will definitely be saying her again!"
United States
Jody S.
The price is NZ$1,189
includes taxes & fees
16 Nov - 17 Nov
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach

14. Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!

Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!
South Kihei
9.2 out of 10, Wonderful, (155 reviews)
"We really enjoyed our stay "
United States
Samantha T.
Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!

15. 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 NZ$720
includes taxes & fees
12 Nov - 13 Nov
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

16. In the center of it all!

In the center of it all!
Maalaea
10.0 out of 10, Exceptional, (109 reviews)
"Overall nice place to stay"
United States
Danny H.
The price is NZ$727
includes taxes & fees
15 Nov - 16 Nov
In the center of it all!

17. 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 NZ$835
includes taxes & fees
16 Nov - 17 Nov
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

18. 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

19. Across from Kamaole 2 Beach, concrete building, well maintained.

Across from Kamaole 2 Beach, concrete building, well maintained.
South Kihei
10.0 out of 10, Exceptional, (168 reviews)
"Great location!"
United States
Tyler B.
The price is NZ$704
includes taxes & fees
9 Nov - 10 Nov
Across from Kamaole 2 Beach, concrete building, well maintained.

20. 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 NZ$898
includes taxes & fees
21 Nov - 22 Nov
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kahoolawe Hotel Reviews

Find out more about Kahoolawe

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kahoolawe holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kahoolawe. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Kahoolawe. Seeing all the best attractions is bound to make you fall in love with Kahoolawe. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Kahoolawe short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia