Kahoolawe Vacation Rentals

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Our top choices for Kahoolawe vacation rentals

Condo resort in South Kihei

Signature Residences at Maui Banyan
4.5 star property
9.6 out of 10, Exceptional, (4)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
$449 nightly
The price is $530
Dec 22 - Dec 23
Total with taxes and fees
Signature Residences at Maui Banyan
10.0 out of 10, Exceptional, (267)
"Great stay"
United States
Noah C.
$325 nightly
The price is $380
Jan 9 - Jan 10, 2026
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
10.0 out of 10, Exceptional, (127)
"Very nice condo Nice furniture Comfortable and friendly "
United States
John
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach
9.6 out of 10, Exceptional, (160)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
$380 nightly
The price is $445
Jan 4 - Jan 5, 2026
Total with taxes and fees
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
9.6 out of 10, Exceptional, (110)
"The condo was exactly as described and in a great location, we loved the grassy area right in front of the beach if we didn’t feel like sitting in the sand! Tim had all the essentials for us and was quick to respond if we had any questions- we would definitely stay here again in the future! "
United States
Bailey B.
$479 nightly
The price is $558
Dec 28 - Dec 29
Total with taxes and fees
Best Oceanfront Value in Kihei - Kealia Resort!
4.5 star property
$625 nightly
The price is $766
Dec 22 - Dec 23
Total with taxes and fees
The Residences at Kamaole Sands Resort
9.6 out of 10, Exceptional, (287)
"Great room, affordable, clean, sufficient, well maintained, easy access"
United States
John K.
$325 nightly
The price is $380
Jan 5 - Jan 6, 2026
Total with taxes and fees
AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
9.4 out of 10, Exceptional, (84)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful condo, great views and location"
United States
Pam B.
$498 nightly
The price is $580
Jan 12 - Jan 13, 2026
Total with taxes and fees
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
9.8 out of 10, Exceptional, (74)
"This was our first stay in Kihei and we had a wonderful time! The location was great and we appreciated the quietness of our space. We were able to walk to a nearby shopping plaza where we found delicious food and coffee. Our host was kind and communicated promptly and efficiently. We will be back! "
United States
Paige O.
$478 nightly
The price is $555
Jan 11 - Jan 12, 2026
Total with taxes and fees
Oceanfront penthouse with amazing views at Kauhale Makai
10.0 out of 10, Exceptional, (31)
"The home is right across from a nice beach. Parking is included for one vehicle. Chairs, an umbrella, towels are available. The AC works great, and check-in was a breeze."
United States
Michael
$400 nightly
The price is $465
Dec 29 - Dec 30
Total with taxes and fees
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
4.0 star property
9.0 out of 10, Wonderful, (21)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
$469 nightly
The price is $512
Jan 14 - Jan 15, 2026
Total with taxes and fees
Kihei Ali'i Kai Condos with Free Parking
9.8 out of 10, Exceptional, (297)
"Great place to stay! I would stay again. Has everything you need and a pool and hot tub!"
Canada
Mary F.
$335 nightly
The price is $392
Jan 5 - Jan 6, 2026
Total with taxes and fees
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

Aparthotel in South Kihei

Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (854)
"Clean room, attentive staff, and tons of things for kids and adults alike to do! "
United States
Misty
$379 nightly
The price is $447
Dec 22 - Dec 23
Total with taxes and fees
Aston Maui Hill
9.6 out of 10, Exceptional, (160)
"It was pretty much as described and met our needs.It was in a pretty good location for our requirements, and not too far from the port for our snorkelling trip."
United Kingdom
Carole W.
$464 nightly
The price is $544
Jan 18 - Jan 19, 2026
Total with taxes and fees
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!

Apartment in South Kihei

The Ocean View Residence
3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
$499 nightly
The price is $604
Dec 24 - Dec 25
Total with taxes and fees
The Ocean View Residence
10.0 out of 10, Exceptional, (10)
"Happy.Would come again. 5 min walk to the beach."
United States
lloyd i.
$399 nightly
The price is $459
Dec 22 - Dec 23
Total with taxes and fees
Beautiful Ocean View Studio at Kihei Akahi
9.4 out of 10, Exceptional, (56)
"Check in was very easy and this is a perfect location for ocean access. "
Canada
Tracy C.
$316 nightly
The price is $370
Jan 4 - Jan 5, 2026
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
9.6 out of 10, Exceptional, (11)
"Wonderful place to stay. Awesome host. We had a great time and hopefully be back soon!"
United States
Jennifer D.
$370 nightly
The price is $431
Dec 24 - Dec 25
Total with taxes and fees
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
9.8 out of 10, Exceptional, (109)
"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.
$463 nightly
The price is $539
Dec 22 - Dec 23
Total with taxes and fees
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
9.6 out of 10, Exceptional, (153)
"Comfortable, clean, short walk to the beach, very quiet, good AC. Third guest slept on an air mattress, small ocean view."
United States
Anonymous traveler
$386 nightly
The price is $452
Jan 9 - Jan 10, 2026
Total with taxes and fees
Maui Vista condo, in the heart of Kihei!
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

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 $370 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.