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Kahoolawe Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Kahoolawe vacation rentals

A beach resort with rows of palm trees, a sandy beach, and a view of the ocean.

1. 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
$456 nightly
The price is $542
Sep 30 - Oct 1
Total with taxes and fees
Signature Residences at Maui Banyan
A resort with a swimming pool, palm trees, and ocean views.

2. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (977 reviews)
"The property was very welcoming and respectful. Love the swimming pool . We went in it every day. We meet a lot of people who has timeshares and respect their surroundings. Mahalo 🌺"
United States
Lisa
$285 nightly
The price is $339
Oct 28 - Oct 29
Total with taxes and fees
Aston Maui Hill
A swimming pool with a turtle, surrounded by palm trees and a building with balconies.

3. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (63 reviews)
"The condo property was beautiful and in a great location. We had to book last minute due to storms affecting our initial booking and host was very responsive. "
United States
Kathryn R.
$303 nightly
The price is $356
Oct 5 - Oct 6
Total with taxes and fees
Romantic 1 BR Condo with King Tempurpedic
A modern kitchen with a large island, a dining area with a view, and a living room with a sofa and chairs.

4. 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
$415 nightly
The price is $493
Sep 30 - Oct 1
Total with taxes and fees
Kihei Ali'i Kai Condos with Free Parking
A balcony with a table set for two, featuring a bottle of wine and two glasses.

5. 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
$321 nightly
The price is $377
Sep 30 - Oct 1
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A pathway leading to a beach with dense green foliage on either side.

6. #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
9.8 out of 10, Exceptional, (97 reviews)
"Kitchen was fully equipped. Condo was very clean and host was promt with replys. Loved our stay "
Canada
Lori D.
$450 nightly
The price is $530
Sep 30 - Oct 1
Total with taxes and fees
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
A living room with a sofa, coffee table, and a large mirror. There is a sliding glass door leading to an outdoor area with a table and chairs.

7. 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.
$335 nightly
The price is $395
Sep 30 - Oct 1
Total with taxes and fees
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
An aerial view of a coastal town with a beach, residential buildings, and a mountainous backdrop.

8. Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
South Kihei
9.2 out of 10, Wonderful, (91 reviews)
"Location was perfect. We were there right after all of the flooding and the road was damaged but did not affect our stay at all. Our host was always responsive and made sure we were comfortable! Would surely stay again.:)"
United States
Melissa P.
$334 nightly
The price is $393
Sep 30 - Oct 1
Total with taxes and fees
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
An aerial view of a coastal resort with a beach, ocean, and a mountain in the background.

9. King Bed, Ocean View, AC, Pool, Walk to Beach

King Bed, Ocean View, AC, Pool, Walk to Beach
South Kihei
9.6 out of 10, Exceptional, (57 reviews)
"Full Kitchen, beach chair and cooler "
United States
Candace B.
King Bed, Ocean View, AC, Pool, Walk to Beach
A swimming pool with lounge chairs, a covered seating area, and palm trees in the background.

10. Beautiful Ocean View Studio!

Beautiful Ocean View Studio!
South Kihei
9.6 out of 10, Exceptional, (19 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.
$354 nightly
The price is $415
Oct 13 - Oct 14
Total with taxes and fees
Beautiful Ocean View Studio!
An aerial view of a coastal resort with a beach, ocean, and mountain in the background.

11. Partial Ocean View, Pool, WiFi, Walk to Beach, ACs

Partial Ocean View, Pool, WiFi, Walk to Beach, ACs
South Kihei
9.8 out of 10, Exceptional, (33 reviews)
Partial Ocean View, Pool, WiFi, Walk to Beach, ACs
A hotel with a view of the ocean, surrounded by palm trees and a parking lot.

12. 5th Floor Oceanview Retreat Steps from the Beach + new split AC !

5th Floor Oceanview Retreat Steps from the Beach + new split AC !
South Kihei
9.4 out of 10, Exceptional, (95 reviews)
"The condo was great very comfortable nice and clean also in a very good location"
United States
Holly P.
$331 nightly
The price is $390
Oct 7 - Oct 8
Total with taxes and fees
5th Floor Oceanview Retreat Steps from the Beach + new split AC !
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.

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, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
$321 nightly
The price is $377
Sep 30 - Oct 1
Total with taxes and fees
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.

14. 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.
$323 nightly
The price is $381
Oct 5 - Oct 6
Total with taxes and fees
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
A modern kitchen with a dining area, a ceiling fan, and a wall art piece.

15. Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool

Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
Wailea
10.0 out of 10, Exceptional, (38 reviews)
"Location location location! Just 1 block from the shops and Wailea beach…can’t beat that! "
United States
david k.
$363 nightly
The price is $427
Oct 1 - Oct 2
Total with taxes and fees
Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
A balcony with a view of a sunset over palm trees and a row of modern buildings.

16. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (113 reviews)
"I’ve stayed at several units in the same complex and this one was one of the best. Nicely appointed and a great view from the lanai. The bed was very comfy and the AC worked great. It’s so nice to be able to walk across the street to such a nice beach, we even saw a turtle in the water."
United States
Daniel L.
$295 nightly
The price is $347
Oct 23 - Oct 24
Total with taxes and fees
Beautiful, Renovated, Hale Kamaole 159
A pool area with lounge chairs and palm trees, overlooking the ocean at sunset.

17. Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool

Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool
Central Kihei
9.6 out of 10, Exceptional, (86 reviews)
"Great place right on the beach."
United States
Phet S.
$451 nightly
The price is $531
Oct 9 - Oct 10
Total with taxes and fees
Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool
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.
$371 nightly
The price is $437
Sep 30 - Oct 1
Total with taxes and fees
SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.
A coastal resort with beachfront properties, a clear view of the ocean, and a mountainous backdrop.

19. Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access

Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access
South Kihei
9.6 out of 10, Exceptional, (135 reviews)
"Location; proximity to beach and stores/restaurants"
United States
Sharon O.
$420 nightly
The price is $495
Oct 13 - Oct 14
Total with taxes and fees
Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access
A beach with clear blue water, a sandy shore, and a distant mountain.

20. 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, (88 reviews)
"We loved our stay! Great location"
United States
Madison
$278 nightly
The price is $327
Oct 2 - Oct 3
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
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 Kahoolawe Hotel Reviews

Days Inn by Wyndham Maui Oceanfront

Days Inn by Wyndham Maui Oceanfront

10/10 Excellent
"Didn’t know what to expect, having never stayed at this particular Days Inn before, but they exceeded our expectations! Loved the beach chairs and towels in the room, and having a mini fridge and microwave in a standard room. Breakfast was light but just right. Great value here! Thank you.."
Carolyn 1-night trip
Posted 8 hours ago
Days Inn by Wyndham Maui Oceanfront

Find out more about Kahoolawe

Everything you need to know about Kahoolawe vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kahoolawe vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kahoolawe vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kahoolawe vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kahoolawe. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kahoolawe in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $327 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kahoolawe rentals

At Expedia, we put the best Kahoolawe vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kahoolawe rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kahoolawe vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kahoolawe. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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