Kaunakakai Vacation Rentals from SAR 422: Search Short-Term Rentals

A rocky coastline with waves crashing against the shore and a steep, green-clad cliff.

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Our top choices for Kaunakakai vacation rentals

A sunset view with palm trees and a pool area.

1. sweet escape - Moloka'i living

Kaunakakai

Frank

SAR 1,546 total

includes taxes & fees

14 Nov - 15 Nov

A beach with a fallen tree over the sand, surrounded by dense foliage.

2. Tropical Ocean View w/Lanai, WiFi, Cable TV-#212

KAUNAKAKAI

Malia H.

SAR 1,944 total

includes taxes & fees

14 Nov - 15 Nov

A well-maintained lawn with palm trees and a view of the sea.

3. Modern Hawaii w/Lanai, Cable TV, WiFi-#221

Kaunakakai

Anthony D.

SAR 1,944 total

includes taxes & fees

15 Nov - 16 Nov

A white bench by a lake with lush greenery and distant hills.

4. Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s

Kaunakakai

SAR 1,960 total

includes taxes & fees

21 Nov - 22 Nov

A resort with a well-maintained lawn, palm trees, and a pool area.

5. Ocean Front Retreat W/Kitchen-Molokai Shores A308

Kaunakakai

Stephanie D.

SAR 2,198 total

includes taxes & fees

14 Nov - 15 Nov

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

6. Tropical Style w/OF Lanai, Flat Screen, WiFi–#229

KAUNAKAKAI

Teresa F.

SAR 2,055 total

includes taxes & fees

14 Nov - 15 Nov

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

7. Molokai Island Retreat Wavecrest-Ocean Views

Kaunakakai

Esther-Jean O.

SAR 1,213 total

includes taxes & fees

14 Nov - 15 Nov

8. Ocean Views W/Ground Lanai and Kitchen-Molokai Shores

Kaunakakai

SAR 1,912 total

includes taxes & fees

25 Nov - 26 Nov

9. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

Kaunakakai

Ryan

SAR 2,518 total

includes taxes & fees

20 Nov - 21 Nov

A spacious room with a wooden ceiling, a dining table with chairs, a kitchen area with a white cabinet, and a staircase with white railings.

10. Renovated OF W/Lanai and Kitchen - Molokai Shores #332

Kaunakakai

Henry A W.

SAR 2,182 total

includes taxes & fees

15 Nov - 16 Nov

11. At Ocean's Edge w/Lanai, WiFi, Cable TV-#202

Kaunakakai

SAR 2,092 total

includes taxes & fees

16 Nov - 17 Nov

12. Modern Oceanfront W/Lanai and WiFi–Molokai Shores

KAUNAKAKAI

Kevin

SAR 2,102 total

includes taxes & fees

21 Nov - 22 Nov

13. Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220

KAUNAKAKAI

Malia H.

SAR 1,967 total

includes taxes & fees

21 Nov - 22 Nov

A covered outdoor area with a wooden bench, a glass door leading to a patio, and a view of a green landscape with palm trees.

14. 2BR Ocean Views W/Large Lanai - Molokai Shores

Kaunakakai

Michael M.

SAR 2,538 total

includes taxes & fees

15 Nov - 16 Nov

A beach with a calm sea, sandy shore, and greenery.

15. COCONUT COVE CONDO–Molokai Shores 303

Kaunakakai

Chris R.

SAR 1,334 total

includes taxes & fees

22 Nov - 23 Nov

16. Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205

KAUNAKAKAI

Cheryl S.

SAR 2,062 total

includes taxes & fees

15 Nov - 16 Nov

17. Ocean Bliss W/Lanai, Kitchen and Fans–Molokai Shores

KAUNAKAKAI

Of Mind a.

SAR 2,055 total

includes taxes & fees

27 Nov - 28 Nov

18. Ocean Views W/Ground Lanai and Fans-Molokai Shores

KAUNAKAKAI

"Molokai Shores is a great place to stay on Molokai, and I've stayed there a handful of times. However, this unit seemed like it had been neglected. The floors were very dirty, the chair upholstery was visibly dirty, and the kitchen cupboards had German roaches. The unit is close to the parking lot and office, but isn't one with a view, which was ok. I think with a very thorough cleaning and perhaps some updating, the unit could be more inviting. However, suited my needs for a quick work trip."

Dawn M.

SAR 2,010 total

includes taxes & fees

18 Nov - 19 Nov

19. 2-Level OF W/Lanai, WiFi and Kitchen–Molokai Shores

KAUNAKAKAI

Malofou M.

SAR 2,112 total

includes taxes & fees

25 Nov - 26 Nov

20. Island Inspired w/Loft, Large Lanai, Kitchen #334

KAUNAKAKAI

Eddie A.

SAR 2,518 total

includes taxes & fees

15 Nov - 16 Nov

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Find vacation rentals that suit your style

Top Kaunakakai Hotel Reviews

A hammock on a sandy beach with a view of a house and the ocean.

Hotel Moloka'i

Kaunakakai

10/10 Excellent

Debbie

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

Hilton Vacation Club Ka'anapali Beach Maui

Kaanapali

10/10 Excellent

Laurice

A beach with palm trees, lounge chairs, and a clear view of the ocean.

The Mauian - Boutique Beach Studios on Napili Bay

Lahaina

10/10 Excellent

Very intimate, we had the partial ocean view just steps away from the beach. Room was very clean,had everything you need stocked in the kitchen for cooking. Rooms have no air but ceiling fans and leaving windows open cool down the room and not to mention hearing the ocean waves are at night is so calming. Pool has bbqs and is awesome at night with the tiki torches lit. Thursday night they had a pool party free Maui Tais and a live singer. Everyone is so friendly and helpful. They provide beach...

Nikki

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

Napili Shores Maui by OUTRIGGER

Lahaina

10/10 Excellent

The setting here is wonderful. We could see and hear the waves whenever we were in our room. We had many meals on the balcony. But if you want a ocean view, make sure your building is one that has an ocean view. Ocean front rooms are more expensive, of course. If you don't care, the garden rooms have a very nice garden view as the gardens are nice too. Both the Gazebo restaurant and Imu BBQ were reasonable and delicious. Each evening other vacationers would gather on the bluff by the ocean...

Leslie

The Whaler Resort Kaanapali Beach

Kannapali Beach Area

10/10 Excellent

The best family rental ever. For the price compared to all the other resorts you get the most bang for your buck: location, FULL KITCHEN, laundry, guest services, beach access, shopping, and the most beautiful ocean with snorkeling magic galore. We saw sharks turtles and fish by Black Rock. It was amazing. Our daughter loved her first trip to Hawaii. We will definitely be back to west Maui and highly recommend the Whaler.

Chiara

A resort with multiple swimming pools, a beach, and a mountain in the background.

Sheraton Maui Resort & Spa

Kannapali Beach Area

10/10 Excellent

Anthony

An aerial view of a resort with a central swimming pool surrounded by lounge chairs and palm trees.

Aston Kaanapali Shores

Lahaina

10/10 Excellent

This was our first time in Maui and we loved the island and the hotel where we stayed (Aston Kaanapali Shores). The room was clean, the pools were warm, the ground were beautiful, the staff was polite and friendly (housekeeping ladies were very attentive and efficient), and the price we paid was quite reasonable. The only unpleasant surprise was a daily parking fee of $9.00, which Expedia did not mention. Overall, this is a great family-friendly resort, no real complaints. We really enjoyed...

A tropical resort with a beach view, lounge chairs, and palm trees.

Napili Sunset on the Beach

Lahaina

10/10 Excellent

Anonymous traveler

A beachfront restaurant with outdoor seating, palm trees, and a view of the sea.

OUTRIGGER Kaanapali Beach Resort

Kannapali Beach Area

10/10 Excellent

John

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

Napili Village Hotel

Lahaina

10/10 Excellent

Napili Village Hotel is a great place to stay if you want to have a nice and relaxing vacation. My room was very spacious...with a balcony, big windows, big bed plus a day bed, and kitchen. it has its own parking. it's like a 2 minute walk to Napili Bay beach...which is awesome (nice calm waters...good for swimming and snorkeling). it is also just about a 5 minute walk to Kapalua Bay beach (also just as beautiful as Napili Bay beach). there's a cafe and snorkel rental shop next door, which is...

Patricia

A sign for 'Royal Lahaina Luau' with a tropical garden background.

Royal Lahaina Resort & Bungalows

Kannapali Beach Area

10/10 Excellent

Megan

A resort with a pool area, lounge chairs, and a view of the ocean.

Hyatt Regency Maui Resort & Spa

Kannapali Beach Area

10/10 Excellent

Matthew

A beach with clear water, visible rocks, and a distant mountain.

Papakea Resort by KBM

Lahaina

10/10 Excellent

Shawna Therese

A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

Aston Maui Kaanapali Villas

Kannapali Beach Area

10/10 Excellent

We thought the room was amazing. Beautiful devor and comfy bed. It had a fully stocked kitchen, so if you choose to eat in you had all the tools to do so. When we walked out the lanai door, we were close to the pool, and within 100' of the beach. The pool was beautiful, well maintained and refreshing. There were two pools and hot tubs. The pool colse to us adjoined the Castaway cafe. The Castaway Cafe, had a great selection and quality of food, an amazing wine selection, an excellent staff, and...

Cindy

An aerial view of a resort pool area with a hot tub, lounge chairs, and palm trees.

The Westin Nanea Ocean Villas, Ka'anapali

Lahaina

10/10 Excellent

We arrived and was very impress with the hotel to include staff at the Buffet breakfast place, concierge, Valet, and housekeeping. GOOD JOB !!! Everyone was at par and professional. The disappointing part was attending the Time Share presentation. The Presenter was very friendly and professional until we met the"TO" staff who gave us some options to buy in a Westin Time Share program. It actually was very interesting until we mentioned we wanted to think about the program considering it is a...

nick

A beachside setting with wicker cabanas and palm trees.

Hyatt Vacation Club at Ka'anapali Beach, Maui

Kannapali Beach Area

10/10 Excellent

Anonymous traveler

A modern outdoor seating area with a view of the ocean.

The Westin Maui Resort & Spa, Ka'anapali

Kannapali Beach Area

10/10 Excellent

Jill

A spacious living area with a high ceiling, a dining set, and a sofa facing a large window overlooking the ocean at sunset.

The Resort at Kapalua Bay, Maui

Lahaina

10/10 Excellent

Anonymous traveler

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

OUTRIGGER Honua Kai Resort & Spa

Lahaina

10/10 Excellent

We stayed at the Honua Kai Resort from October 27 thru November 2, 2016 and I have nothing but praise for the facilities, amenities and staff. Excellent location. Dukes restaurant on the property. Coffee shop/market located in one tower, Spa and exercise room located in the other. 4 pools and 5 hot tubs outside surrounded by beautiful landscaping to choose from. Half barrel slide to use for those of us that like getting introduced to the water in a hurry, lots of fun. Totally safe and very...

Samuel

Frequently Asked Questions

Can I find a vacation rental in Kaunakakai?

Yes, there are vacation rentals near the most popular sights in Kaunakakai, or you can go with a more remote option if you'd like a relaxing place to stay. Travelers who like culture and the arts say Kaunakakai is known for its live music and entertainment venues. Allow lots of time to check out the beaches and bars during your visit.

What are some of the best vacation rentals that Kaunakakai has to offer?

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!: This vacation home rental outside of Kaunakakai is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Kaunakakai?

With 37 Expedia vacation rentals, you're sure to find just the right place for your Kaunakakai stay.

What can I see and do in Kaunakakai?

Molokai Harbor and Moloka'i Beaches are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Kapuaiwa Coconut Grove and Waikolu Lookout.

What are vacation rentals like in Kaunakakai?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Kaunakakai. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

Kaunakakai Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kaunakakai vacation rentals

1. sweet escape - Moloka'i living

2. Tropical Ocean View w/Lanai, WiFi, Cable TV-#212

3. Modern Hawaii w/Lanai, Cable TV, WiFi-#221

4. Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s

5. Ocean Front Retreat W/Kitchen-Molokai Shores A308

6. Tropical Style w/OF Lanai, Flat Screen, WiFi–#229

7. Molokai Island Retreat Wavecrest-Ocean Views

8. Ocean Views W/Ground Lanai and Kitchen-Molokai Shores

9. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

10. Renovated OF W/Lanai and Kitchen - Molokai Shores #332

11. At Ocean's Edge w/Lanai, WiFi, Cable TV-#202

12. Modern Oceanfront W/Lanai and WiFi–Molokai Shores

13. Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220

14. 2BR Ocean Views W/Large Lanai - Molokai Shores

15. COCONUT COVE CONDO–Molokai Shores 303

16. Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205

17. Ocean Bliss W/Lanai, Kitchen and Fans–Molokai Shores

18. Ocean Views W/Ground Lanai and Fans-Molokai Shores

19. 2-Level OF W/Lanai, WiFi and Kitchen–Molokai Shores

20. Island Inspired w/Loft, Large Lanai, Kitchen #334

Find vacation rentals that suit your style

Top Kaunakakai Hotel Reviews

Hotel Moloka'i

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Kaunakakai?

What are some of the best vacation rentals that Kaunakakai has to offer?

How many vacation rentals are there in Kaunakakai?

What can I see and do in Kaunakakai?

What are vacation rentals like in Kaunakakai?