A rocky landscape with large boulders and a clear blue sky.

Lanai Vacation Rentals

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Our top choices for Lanai vacation rentals

1. Lana’i Oasis and Gem, The Artist's House

Lana’i Oasis and Gem, The Artist's House
Lanai
10.0 out of 10, Exceptional, (219 reviews)
"Very good we love this house. We have stayed here many times!"
United States
emily j.
The price is CA $596
CA $1,144 total
includes taxes & fees
Sep 23 - Sep 24
Lana’i Oasis and Gem, The Artist's House

2. sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (27 reviews)
"The condo was very clean and private"
United States
Frank
The price is CA $154
CA $532 total
includes taxes & fees
Sep 28 - Sep 29
sweet escape - Moloka'i living

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,324 reviews)
"Great Stay"
United States
Roopa Rani
The price is CA $312
CA $412 total
includes taxes & fees
Sep 30 - Oct 1
Aston Kaanapali Shores

4. COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
9.0 out of 10, Wonderful, (26 reviews)
"The condo kitchen is well equipped, and the place is well located and comfortable. The host is very helpful. I would definitely want to rent from them again. "
United States
Mary C.
The price is CA $210
CA $522 total
includes taxes & fees
Sep 28 - Sep 29
COCONUT COVE CONDO–Molokai Shores 303

5. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (474 reviews)
"the staff were great and very welcoming, it had everything we needed whilst we were there"
United Kingdom
Sam
The price is CA $343
CA $919 total
includes taxes & fees
Oct 18 - Oct 19
The Whaler Resort Kaanapali Beach

6. LAHAINA SHORES #105 OCEANFRONT SUITE, 2Bath 1Bedroom GROUND FLOOR

LAHAINA SHORES #105 OCEANFRONT SUITE, 2Bath 1Bedroom GROUND FLOOR
Lahaina
10.0 out of 10, Exceptional, (178 reviews)
"Lovely stay!"
United States
laura h.
The price is CA $308
CA $754 total
includes taxes & fees
Oct 7 - Oct 8
LAHAINA SHORES #105 OCEANFRONT SUITE, 2Bath 1Bedroom GROUND FLOOR

7. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,884 reviews)
"Love this place!"
United States
Diana
The price is CA $361
CA $429 total
includes taxes & fees
Sep 30 - Oct 1
Napili Shores Maui by OUTRIGGER

8. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (231 reviews)
"Great place! It’s quite and 30 seconds to the beach."
United States
Alysson E
The price is CA $263
CA $312 total
includes taxes & fees
Sep 29 - Sep 30
Napili Village Hotel

9. 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 $393
CA $467 total
includes taxes & fees
Sep 30 - Oct 1
Napili Sunset on the Beach

10. Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
Lahaina
9.6 out of 10, Exceptional, (45 reviews)
"Outstanding view!!!"
United States
Bob E.
The price is CA $185
CA $1,172 total
includes taxes & fees
Sep 30 - Oct 1
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

11. Top Floor! Direct Ocean View! Vaulted Ceilings! Winter Spec! #218

Top Floor! Direct Ocean View! Vaulted Ceilings! Winter Spec! #218
Lahaina
9.6 out of 10, Exceptional, (114 reviews)
"Great location to everything and timely easy communication ."
United States
Vicki P.
The price is CA $169
CA $649 total
includes taxes & fees
Sep 25 - Sep 26
Top Floor! Direct Ocean View! Vaulted Ceilings! Winter Spec! #218

12. Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, Excellent, (109 reviews)
"Everything was great !"
United States
Michael
The price is CA $147
CA $1,088 total
includes taxes & fees
Oct 7 - Oct 8
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

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, (1,562 reviews)
"Great location, very nice condo, pool, and beach access."
United States
Stewart
The price is CA $414
CA $782 total
includes taxes & fees
Sep 26 - Sep 27
Aston at The Whaler on Kaanapali Beach

14. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,633 reviews)
"Loved the waterfront cafe and beautiful beach!"
United States
Sabrina
The price is CA $319
CA $503 total
includes taxes & fees
Oct 12 - Oct 13
Aston Maui Kaanapali Villas

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

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Lahaina
9.8 out of 10, Exceptional, (276 reviews)
"Amazing trip!"
United States
Eric L.
The price is CA $196
CA $681 total
includes taxes & fees
Sep 27 - Sep 28
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

16. Direct Oceanfront ground floor - Kuleana 706

Direct Oceanfront ground floor - Kuleana 706
Lahaina
9.6 out of 10, Exceptional, (135 reviews)
"Wonderful property, great support team from Epic Realty. everything was wonderful. We stayed at Kuleana Resort 4 times, and we've recommended it to several of our friend, and we will stay there again if we have a chance."
United States
Margarita R.
The price is CA $231
CA $1,218 total
includes taxes & fees
Oct 1 - Oct 2
Direct Oceanfront ground floor - Kuleana 706

17. Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
Kannapali Beach Area
10.0 out of 10, Exceptional, (205 reviews)
"We loved our room!! The shower and bed were our highlights for sure. Definitely recommend staying here!!"
United States
Emily A.
The price is CA $189
CA $775 total
includes taxes & fees
Sep 23 - Sep 24
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

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

Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154
Lahaina
9.8 out of 10, Exceptional, (19 reviews)
"Great updated room. Very comfortable bed. Kitchen was well set up. We really enjoyed staying here. We will return."
United States
Stephen T.
The price is CA $180
CA $1,138 total
includes taxes & fees
Sep 23 - Sep 24
Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154

19. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Kaunakakai
8.6 out of 10, Excellent, (13 reviews)
"Place was quite comfortable and great layout. We stayed at Hotel Molokai prior trip and would highly reccomend this place over Hotel Molokai. "
United States
Ryan
The price is CA $292
CA $990 total
includes taxes & fees
Sep 28 - Sep 29
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

20. Kuleana Club - 509

Kuleana Club - 509
3.5 star property
Lahaina
The price is CA $185
CA $510 total
includes taxes & fees
Oct 8 - Oct 9
Kuleana Club - 509
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 Lanai Hotel Reviews

Find out more about Lanai

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 Lanai. 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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