Kalawao County Vacation Rentals from CA $309: Short-Term Rentals for 2026

Our top choices for Kalawao County vacation rentals

A beach with clear blue water, palm trees, and a resort in the background.

1. Napili Village Hotel

Lahaina

Dawa

CA $309 total

includes taxes & fees

Nov 12 - Nov 13

A beach view with lounge chairs and a clear sky.

2. Napili Sunset on the Beach

Lahaina

Beverly

CA $408 total

includes taxes & fees

Dec 12 - Dec 13

A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

3. Napili Shores Maui by OUTRIGGER

Lahaina

Steve

CA $414 total

includes taxes & fees

Nov 13 - Nov 14

A tropical garden with a waterfall, lush greenery, and a gazebo.

4. Aston Kaanapali Shores

Lahaina

Alyssa

CA $341 total

includes taxes & fees

Dec 12 - Dec 13

A room with a dining table set for two, a blue sofa, and a view of the ocean.

5. Kuleana Club - 316

Lahaina

Howie

CA $555 total

includes taxes & fees

Nov 12 - Nov 13

A sunset view with palm trees and a pool area.

6. sweet escape - Moloka'i living

Kaunakakai

Frank

CA $586 total

includes taxes & fees

Nov 14 - Nov 15

A table with two drinks and a flower on a balcony overlooking the ocean.

7. Kapalua Ridge Villas Resort by KBM

Lahaina

Lizbeth

CA $1,243 total

includes taxes & fees

Dec 5 - Dec 6

A tropical view with a table set with a fruit plate, a dragon fruit, and a mug.

8. Molokai Island Retreat Wavecrest-Ocean Views

Kaunakakai

Esther-Jean O.

CA $461 total

includes taxes & fees

Nov 12 - Nov 13

A coastal beach with rocky shoreline, sandy beach, and houses in the background.

9. Ke Nani Kai Unit 156 - More Molokai

Maunaloa

Karla C.

CA $586 total

includes taxes & fees

Dec 5 - Dec 6

A coastal view with a rocky shoreline, palm trees, and a clear sky.

10. Efficiency

Maunaloa

Sabina B.

CA $402 total

includes taxes & fees

Nov 16 - Nov 17

A balcony with a table and chairs, overlooking a beach with palm trees and the ocean.

11. Modern Luxury OCEAN FRONT condo with Lanai & Molokai Views!-Royal Kahana 409

Lahaina

Robert D.

CA $1,164 total

includes taxes & fees

Dec 3 - Dec 4

A tropical garden with a pond, palm trees, and a building with balconies.

12. Studio w Pool Steps to Sandy Beach-Napili Shores D127

Lahaina

Jeanne D.

CA $1,178 total

includes taxes & fees

Nov 16 - Nov 17

A koi pond surrounded by tropical vegetation and rocks.

13. Gorgeous Napili Shores G258 Newly remodeled Studio Condo

lahaina

Zackary J.

CA $1,280 total

includes taxes & fees

Nov 30 - Dec 1

A resort with a swimming pool, palm trees, and a view of the ocean.

14. Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Lahaina

Traci B.

CA $705 total

includes taxes & fees

Nov 21 - Nov 22

15. Spacious Studio/Spectacular Ocean View/Pool/Gym

Lahaina

John M.

CA $465 total

includes taxes & fees

Dec 4 - Dec 5

A resort with palm trees, a thatched-roof building, and a view of the ocean.

16. Oceanview 1 Bd 1ba Napili Shores F147 - AC, King bed, ground floor

lahaina

Anthony S.

CA $1,324 total

includes taxes & fees

Nov 20 - Nov 21

A dining table set outdoors with a view of a pool and hotel buildings in the background.

17. Papakea Resort by KBM

Lahaina

Lorena

CA $1,216 total

includes taxes & fees

Dec 5 - Dec 6

A spacious living room with a large window overlooking the ocean, furnished with a sofa, armchairs, and a coffee table.

18. West Maui Studio at BeachFront Resort w Pool- Sleeps 3 Royal Kahana 104

Lahaina

TIA

CA $1,009 total

includes taxes & fees

Nov 17 - Nov 18

A beachside hotel with lounge chairs and umbrellas, a pool, and a rocky shoreline.

19. Cute and Cozy Ground Floor! Beach access! Great Location! #113

Lahaina

Kiele P.

CA $602 total

includes taxes & fees

Nov 13 - Nov 14

A resort with a grassy lawn, palm trees, and a view of the ocean.

20. Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154

Lahaina

Tracy H.

CA $1,193 total

includes taxes & fees

Nov 21 - Nov 22

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Kalawao County Hotel Reviews

Aston Mahana at Kaanapali

10/10 Excellent

"This is my first time going to Hawaii. This hotel is somewhat difficult to find but it is the best hotel I ever stayed. My room was very cozy with perfect ocean view. I felt like enough to just stay in the room for the whole vacation because it was so nice. Thanks to the staff they very helpful and friendly. Number one recommendation!"

Aston Kaanapali Shores

10/10 Excellent

"Loved our penthouse unit, it was roomy and clean. The view was gorgeous. The pools and hot tubs were at good temperature. The BBQ grill area was well kept and clean. Everyone at hotel and little stores were really friendly. The cost of parking was a little extreme, at $27 a night. Other than that everything was excellent. We'd definitely stay here again."

Sands of Kahana

8/10 Good

"We really enjoyed our stay at Sands of Kahana! One of the things I appreciated most was having a washer and dryer right in the room, along with a full kitchen, which made our stay incredibly convenient. The room was exactly as advertised, and the beach right outside the property was absolutely beautiful. It was a wonderful spot to relax and enjoy the ocean. One thing to keep in mind is that the resort isn’t particularly close to many of Maui’s main attractions, so I would recommend planning on using Uber or renting a vehicle if you want to explore other parts of the island. My only negative experience was on checkout day. Someone knocked on our door at 9:00 a.m. to ask when we planned to leave, even though the official checkout time was 11:00 a.m. I found this unnecessary and felt it created an impression that we were being rushed out before checkout time. Aside from that experience, we had a wonderful stay. I would absolutely recommend Sands of Kahana to anyone looking for a beautiful beachfront property with the comforts of home!"

The Ritz-Carlton Maui, Kapalua

8/10 Good

"The property is absolutely gorgeous and deserves 5 stars, food and drinks were also great. We were there 8 days and more often than not we received poor service. I was standing waiting twice while employees had their backs turned and on their cell phones, sometimes the service felt like me ordering a drink was an inconvenience. The service was the only reason I chose the Ritz Carlton and I have consistently received better service at non 5 star hotels, they fell extremely short in every way. Room, restaurants, ambiance and amenities are amazing"

Find out more about Kalawao County

Everything you need to know about Kalawao County 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 Kalawao County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Kalawao County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kalawao County vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kalawao County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kalawao County vacation rentals we have selected for you start as low as CA $309 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kalawao County rentals

At Expedia, we put the best Kalawao County 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 Kalawao County 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 Kalawao County 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 Kalawao County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Kalawao County vacation rentals

1. Napili Village Hotel

2. Napili Sunset on the Beach

3. Napili Shores Maui by OUTRIGGER

4. Aston Kaanapali Shores

5. Kuleana Club - 316

6. sweet escape - Moloka'i living

7. Kapalua Ridge Villas Resort by KBM

8. Molokai Island Retreat Wavecrest-Ocean Views

9. Ke Nani Kai Unit 156 - More Molokai

10. Efficiency

11. Modern Luxury OCEAN FRONT condo with Lanai & Molokai Views!-Royal Kahana 409

12. Studio w Pool Steps to Sandy Beach-Napili Shores D127

13. Gorgeous Napili Shores G258 Newly remodeled Studio Condo

14. Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

15. Spacious Studio/Spectacular Ocean View/Pool/Gym

16. Oceanview 1 Bd 1ba Napili Shores F147 - AC, King bed, ground floor

17. Papakea Resort by KBM

18. West Maui Studio at BeachFront Resort w Pool- Sleeps 3 Royal Kahana 104

19. Cute and Cozy Ground Floor! Beach access! Great Location! #113

20. Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154

Find vacation rentals that suit your style

Top Kalawao County Hotel Reviews

Aston Mahana at Kaanapali

Hilton Vacation Club Ka'anapali Beach Maui

Napili Shores Maui by OUTRIGGER

Aston Kaanapali Shores

The Mauian - Boutique Beach Studios on Napili Bay

Napili Kai Beach Resort

Sands of Kahana

The Ritz-Carlton Maui, Kapalua

Kahana Beach Vacation Club

Find out more about Kalawao County