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, (218 reviews)
"Very good we love this house. We have stayed here many times!"
United States
emily j.
The price is CA $591
CA $1,133 total
includes taxes & fees
Sep 21 - Sep 22
Lana’i Oasis and Gem, The Artist's House

2. September Sale! Molokai Island Retreat

September Sale! Molokai Island Retreat
Kaunakakai
10.0 out of 10, Exceptional, (20 reviews)
"Great place"
United States
PATRICK C.
The price is CA $145
CA $424 total
includes taxes & fees
Oct 13 - Oct 14
September Sale! Molokai Island Retreat

3. 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 $153
CA $501 total
includes taxes & fees
Sep 21 - Sep 22
sweet escape - Moloka'i living

4. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (466 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
The price is CA $325
CA $894 total
includes taxes & fees
Oct 5 - Oct 6
The Whaler Resort Kaanapali Beach

5. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,312 reviews)
"We loved the grounds and people. Definitely will be booking to stay there, again."
United States
Scot
The price is CA $241
CA $327 total
includes taxes & fees
Sep 23 - Sep 24
Aston Kaanapali Shores

6. 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 $208
CA $520 total
includes taxes & fees
Oct 2 - Oct 3
COCONUT COVE CONDO–Molokai Shores 303

7. MAUI LAHAINA SHORES #105 OCEAN-BEACH FRONT SUITE 1 BED, 2 BATH GROUND FLOOR

MAUI LAHAINA SHORES #105 OCEAN-BEACH FRONT SUITE 1 BED, 2 BATH GROUND FLOOR
Lahaina
10.0 out of 10, Exceptional, (178 reviews)
"Lovely stay!"
United States
laura h.
The price is CA $306
CA $750 total
includes taxes & fees
Sep 25 - Sep 26
MAUI LAHAINA SHORES #105 OCEAN-BEACH FRONT SUITE 1 BED, 2 BATH GROUND FLOOR

8. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,629 reviews)
"Loved the waterfront cafe and beautiful beach!"
United States
Sabrina
The price is CA $306
CA $488 total
includes taxes & fees
Oct 10 - Oct 11
Aston Maui Kaanapali Villas

9. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,878 reviews)
"Love this place!"
United States
Diana
The price is CA $358
CA $425 total
includes taxes & fees
Sep 29 - Sep 30
Napili Shores Maui by OUTRIGGER

10. 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 $206
CA $692 total
includes taxes & fees
Sep 19 - Sep 20
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

11. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (229 reviews)
"Great place! It’s quite and 30 seconds to the beach."
United States
Alysson E
The price is CA $296
CA $352 total
includes taxes & fees
Oct 16 - Oct 17
Napili Village Hotel

12. Great Top floor! Beamed Ceilings! Direct Views~ 214

Great Top floor! Beamed Ceilings! Direct Views~ 214
Lahaina
9.4 out of 10, Exceptional, (79 reviews)
"This is such a beautiful unit in Maui. You can see whales out in the distance from the balcony and walk up to a little patch of beach to take a dip in. Absolutely will book here again next visit! Aloha. :)"
United States
Cruz S.
The price is CA $168
CA $646 total
includes taxes & fees
Sep 19 - Sep 20
Great Top floor! Beamed Ceilings! Direct Views~ 214

13. 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 $175
CA $1,152 total
includes taxes & fees
Sep 25 - Sep 26
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

14. 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 $290
CA $983 total
includes taxes & fees
Sep 27 - Sep 28
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

15. Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
lahaina
9.8 out of 10, Exceptional, (21 reviews)
"It was a nice studio apartment! Very clean and met our needs. Will definitely stay there again."
United States
MJ F.
The price is CA $139
CA $1,072 total
includes taxes & fees
Sep 19 - Sep 20
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

16. 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 $391
CA $464 total
includes taxes & fees
Sep 19 - Sep 20
Napili Sunset on the Beach

17. 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 $139
CA $1,056 total
includes taxes & fees
Sep 26 - Sep 27
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

18. Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1,816 reviews)
"Perfect for our honeymoon. Plenty to do if you’re a nature person!"
United States
Hailey
The price is CA $382
CA $495 total
includes taxes & fees
Sep 23 - Sep 24
Aston Mahana at Kaanapali

19. Beautiful Ocean and Outer Island Views! See Whales in season!

Beautiful Ocean and Outer Island Views! See Whales in season!
Lahaina
9.4 out of 10, Exceptional, (92 reviews)
"The room was clean, the view from the balcony was awesome, and the overall experience was great. I'd recommend the place."
United States
Jasdeep Singh
The price is CA $131
CA $515 total
includes taxes & fees
Oct 13 - Oct 14
Beautiful Ocean and Outer Island Views! See Whales in season!

20. Kuleana Club - 608

Kuleana Club - 608
3.5 star property
Lahaina
The price is CA $235
CA $568 total
includes taxes & fees
Sep 17 - Sep 18
Kuleana Club - 608
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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