Kahoolawe Vacation Rentals

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Our top choices for Kahoolawe vacation rentals

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
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
$493 nightly
The price is $585
Jan 1 - Jan 2, 2026
Total with taxes and fees
Signature Residences at Maui Banyan

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
$728 nightly
The price is $898
Dec 30 - Dec 31
Total with taxes and fees
The Ocean View Residence

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, (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!

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
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
$359 nightly
The price is $423
Dec 28 - Dec 29
Total with taxes and fees
Aston Maui Hill

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
Central Kihei
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.
$497 nightly
The price is $579
Jan 12 - Jan 13, 2026
Total with taxes and fees
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Oceanfront penthouse with amazing views at Kauhale Makai

Oceanfront penthouse with amazing views at Kauhale Makai
Central Kihei
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.
$468 nightly
The price is $544
Jan 26 - Jan 27, 2026
Total with taxes and fees
Oceanfront penthouse with amazing views at Kauhale Makai

Beautiful Ocean View Studio at Kihei Akahi

Beautiful Ocean View Studio at Kihei Akahi
South Kihei
10.0 out of 10, Exceptional, (10)
"Happy.Would come again. 5 min walk to the beach."
United States
lloyd i.
$406 nightly
The price is $466
Jan 7 - Jan 8, 2026
Total with taxes and fees
Beautiful Ocean View Studio at Kihei Akahi

Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!

Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!
North Kihei
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.
$465 nightly
The price is $545
Jan 18 - Jan 19, 2026
Total with taxes and fees
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!

Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei

Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei
North Kihei
8.6 out of 10, Excellent, (142)
"Beautiful location "
United States
Kristen L.
$350 nightly
The price is $411
Jan 20 - Jan 21, 2026
Total with taxes and fees
Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
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
$436 nightly
The price is $473
Jan 25 - Jan 26, 2026
Total with taxes and fees
Kihei Ali'i Kai Condos with Free Parking

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (12)
"Wonderful place to stay. Awesome host. We had a great time and hopefully be back soon!"
United States
Jennifer D.
$399 nightly
The price is $467
Jan 6 - Jan 7, 2026
Total with taxes and fees
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

Maui Vista condo, in the heart of Kihei!

Maui Vista condo, in the heart of Kihei!
South 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
$369 nightly
The price is $432
Jan 9 - Jan 10, 2026
Total with taxes and fees
Maui Vista condo, in the heart of Kihei!

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
North Kihei
10.0 out of 10, Exceptional, (31)
"we really enjoyed our stay here. It is clean and maintained well and close to the beach."
United States
stuti s.
$394 nightly
The price is $458
Dec 29 - Dec 30
Total with taxes and fees
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!

AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
North Kihei
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!

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
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

Oceanfront condo with pool & balcony - walk to dining, activities, and more

Oceanfront condo with pool & balcony - walk to dining, activities, and more
Wailuku
9.4 out of 10, Exceptional, (131)
"The view is amazing"
United States
Carlos A.
$584 nightly
The price is $680
Jan 19 - Jan 20, 2026
Total with taxes and fees
Oceanfront condo with pool & balcony - walk to dining, activities, and more

Listen to the birds chirp!

Listen to the birds chirp!
Wailea
9.0 out of 10, Wonderful, (106)
"We enjoyed our stay- the property was quiet, quaint, and cozy. "
United States
David
Listen to the birds chirp!

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, (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 28 - Dec 29
Total with taxes and fees
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
Wailuku
9.4 out of 10, Exceptional, (45)
"Island sands is my favorite Condos"
United States
michelle p.
$576 nightly
The price is $647
Dec 31 - Jan 1, 2026
Total with taxes and fees
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking

Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (165)
"Desperately needs AC in the bedroom!"
United States
Tami M.
$433 nightly
The price is $507
Jan 20 - Jan 21, 2026
Total with taxes and fees
Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking
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.