A coastal landscape with a winding road, cloud cover, and a distant shoreline.

Molokai Vacation Rentals

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Our top choices for Molokai vacation rentals

1. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,896 reviews)
"Great property"
United States
Shawn
The price is CA $318
CA $378 total
includes taxes & fees
Oct 28 - Oct 29
Napili Shores Maui by OUTRIGGER

2. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (245 reviews)
"Loved the free parking and on-site laundry!"
United States
Thomas
The price is CA $246
CA $292 total
includes taxes & fees
Nov 1 - Nov 2
Napili Village Hotel

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,368 reviews)
"Great Stay"
United States
Roopa Rani
The price is CA $330
CA $434 total
includes taxes & fees
Nov 4 - Nov 5
Aston Kaanapali Shores

4. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Nice and clean stay! "
United States
Beverly
The price is CA $427
CA $506 total
includes taxes & fees
Nov 3 - Nov 4
Napili Sunset on the Beach

5. Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1,843 reviews)
"Staff was amazing and very helpful, made our stay even better"
United States
Nurken
Aston Mahana at Kaanapali

6. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,065 reviews)
"Such a lovely stay. The hotel is in a great location, everyone was very kind. I would definitely stay here again!"
United States
Andrea
The price is CA $488
CA $1,238 total
includes taxes & fees
Nov 9 - Nov 10
OUTRIGGER Honua Kai Resort & Spa

7. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (491 reviews)
"Great place"
United States
Alessio
The price is CA $349
CA $934 total
includes taxes & fees
Oct 12 - Oct 13
The Whaler Resort Kaanapali Beach

8. Napili Shores D229 Studio Bedroom Condo by RedAwning

Napili Shores D229 Studio Bedroom Condo by RedAwning
3.5 star property
Lahaina
8.0 out of 10, Very good, (1 review)
The price is CA $260
CA $1,535 total
includes taxes & fees
Oct 13 - Oct 14
Napili Shores D229 Studio Bedroom Condo by RedAwning

9. Kapalua Ridge Villas Resort by KBM

Kapalua Ridge Villas Resort by KBM
4.5 star property
Lahaina
9.6 out of 10, Exceptional, (18 reviews)
"Todo excelente!"
Mexico
Lizbeth
The price is CA $480
CA $1,267 total
includes taxes & fees
Oct 17 - Oct 18
Kapalua Ridge Villas Resort by KBM

10. Kuleana Club - 510

Kuleana Club - 510
3.5 star property
Lahaina
Kuleana Club - 510

11. The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Kannapali Beach Area
8.2 out of 10, Very good, (62 reviews)
"Fantastic amenities for family fun!!!"
United States
Jackie R.
The price is CA $704
CA $836 total
includes taxes & fees
Oct 17 - Oct 18
The Westin Ka'anapali Ocean Resort Villas North

12. Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (230 reviews)
"Best hotel resort in the area by far, I have stayed at the Hyatt, which is nice but not as good."
United States
Glenn
The price is CA $704
CA $836 total
includes taxes & fees
Oct 28 - Oct 29
Marriott's Maui Ocean Club - Lahaina & Napili Towers

13. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.2 out of 10, Wonderful, (1,566 reviews)
"Great location, very nice condo, pool, and beach access."
United States
Stewart
The price is CA $500
CA $887 total
includes taxes & fees
Oct 25 - Oct 26
Aston at The Whaler on Kaanapali Beach

14. Kuleana Club - 210

Kuleana Club - 210
4.0 star property
Lahaina
8.0 out of 10, Very good, (2 reviews)
"We had an incredible stay at this beautiful property. The home was spacious and well-appointed, offering plenty of room for everyone to relax comfortably. Located in a gated community, we felt secure and appreciated the added sense of privacy and exclusivity. One of the absolute highlights was the private beach access—just a short walk away and never crowded. It felt like our own slice of paradise where we could unwind and enjoy the ocean without the usual tourist hustle. The landscaping and...
United States
Suresh
The price is CA $209
CA $923 total
includes taxes & fees
Oct 12 - Oct 13
Kuleana Club - 210

15. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,644 reviews)
"Great place will stay again!"
United States
Joseph
The price is CA $308
CA $493 total
includes taxes & fees
Nov 6 - Nov 7
Aston Maui Kaanapali Villas

16. Kuleana Club - 509

Kuleana Club - 509
3.5 star property
Lahaina
Kuleana Club - 509

17. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
7.8 out of 10, Good, (27 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is CA $448
CA $608 total
includes taxes & fees
Nov 2 - Nov 3
Royal Lahaina Bungalows & Spa

18. Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning

Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning
3.5 star property
Lahaina
The price is CA $312
CA $1,636 total
includes taxes & fees
Oct 11 - Oct 12
Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning

19. Papakea Resort by KBM

Papakea Resort by KBM
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (5 reviews)
"Very nice property we enjoyed everything about it"
United States
Lorena
The price is CA $569
CA $1,342 total
includes taxes & fees
Oct 12 - Oct 13
Papakea Resort by KBM

20. Kuleana Club - 511

Kuleana Club - 511
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (2 reviews)
"Room was very clean and well equipped. Nice pool and helpful staff in premise. "
United States
Baron
The price is CA $196
CA $529 total
includes taxes & fees
Oct 22 - Oct 23
Kuleana Club - 511
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 Molokai Hotel Reviews

Find out more about Molokai

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Molokai. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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