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, (216 reviews)
"Great place. Host was fantastic!"
United States
Joe S.
The price is CA $595
CA $1,142 total
includes taxes & fees
Aug 12 - Aug 13
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, (25 reviews)
"The condo was very clean and private"
United States
Frank
The price is CA $154
CA $533 total
includes taxes & fees
Aug 13 - Aug 14
sweet escape - Moloka'i living

3. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,553 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is CA $266
CA $851 total
includes taxes & fees
Aug 27 - Aug 28
Aston at The Whaler on Kaanapali Beach

4. COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
9.0 out of 10, Wonderful, (25 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 $524 total
includes taxes & fees
Aug 12 - Aug 13
COCONUT COVE CONDO–Molokai Shores 303

5. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (445 reviews)
"Amazing views and location. Great employees."
United States
Ramon
The price is CA $308
CA $878 total
includes taxes & fees
Aug 20 - Aug 21
The Whaler Resort Kaanapali Beach

6. OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (173 reviews)
"Nice place and conviently located"
United States
Mike M.
The price is CA $153
CA $509 total
includes taxes & fees
Aug 11 - Aug 12
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

7. 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, (108 reviews)
"Lovely room in a great location. Check in and check out were super easy, great amenities"
United States
Michaela F.
The price is CA $160
CA $1,108 total
includes taxes & fees
Aug 8 - Aug 9
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

8. Kuleana Club - 504

Kuleana Club - 504
3.5 star property
Lahaina
8.0 out of 10, Very good, (1 review)
The price is CA $195
CA $522 total
includes taxes & fees
Aug 13 - Aug 14
Kuleana Club - 504

9. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,606 reviews)
"Great location and friendly staff"
Canada
Daniel
The price is CA $326
CA $512 total
includes taxes & fees
Sep 2 - Sep 3
Aston Maui Kaanapali Villas

10. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,846 reviews)
"The room was clean and the beach views and access to the beach was beyond beautiful. A really cozy place to stay."
United States
Jesus
The price is CA $332
CA $394 total
includes taxes & fees
Sep 2 - Sep 3
Napili Shores Maui by OUTRIGGER

11. 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, (274 reviews)
"Amazing trip!"
United States
Eric L.
The price is CA $195
CA $680 total
includes taxes & fees
Aug 13 - Aug 14
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

12. Direct Oceanfront ground floor - Kuleana 706

Direct Oceanfront ground floor - Kuleana 706
Lahaina
9.6 out of 10, Exceptional, (133 reviews)
"We had a pretty good stay. Condo is older but served its purpose. Beautiful view and really close to waters edge!"
United States
Susan N.
The price is CA $223
CA $1,217 total
includes taxes & fees
Aug 8 - Aug 9
Direct Oceanfront ground floor - Kuleana 706

13. 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, (90 reviews)
"Overall a 4/5 experience! I would stay here again without a doubt. Simple check-in process, attentive host, great ocean views, and a well equipped condo. The only drawback I can think of was in regards to some of the aging furnishings. "
United States
Timo S.
The price is CA $130
CA $551 total
includes taxes & fees
Aug 14 - Aug 15
Beautiful Ocean and Outer Island Views! See Whales in season!

14. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,238 reviews)
"Great location, good value for the money."
United States
ANGELO
The price is CA $327
CA $429 total
includes taxes & fees
Aug 13 - Aug 14
Aston Kaanapali Shores

15. The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023

The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
Lahaina
10.0 out of 10, Exceptional, (40 reviews)
"The host is always very accommodating and nice. The condo is very nice. We love staying there. "
United States
John D.
The price is CA $188
CA $549 total
includes taxes & fees
Aug 8 - Aug 9
The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023

16. 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 $205
CA $1,191 total
includes taxes & fees
Aug 16 - Aug 17
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

17. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (657 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is CA $394
CA $468 total
includes taxes & fees
Aug 8 - Aug 9
Napili Sunset on the Beach

18. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Kaunakakai
9.0 out of 10, Wonderful, (12 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 $335
CA $1,034 total
includes taxes & fees
Aug 17 - Aug 18
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

19. New! The Aloha Cottage in Puamana, Maui Hawaii

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (99 reviews)
"Excellent quiet location in a HOA neighborhood, two pools one on the lake. Just beyond where the fires hit years ago as they’re just starting to rebuild, but this unit and that half of the neighborhood was spared. Nicely remodeled on the inside."
United States
Jason D.
The price is CA $474
CA $1,380 total
includes taxes & fees
Aug 22 - Aug 23
New! The Aloha Cottage in Puamana, Maui Hawaii

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

Spacious Studio/Spectacular Ocean View/Pool/Gym
Lahaina
9.8 out of 10, Exceptional, (53 reviews)
"Kimberly was wonderful at communicating ahead of time, during our stay she welcomed us, and had wonderful ideas of what to do in the area. We loved our stay!"
United States
Stacy N.
The price is CA $181
CA $513 total
includes taxes & fees
Aug 13 - Aug 14
Spacious Studio/Spectacular Ocean View/Pool/Gym
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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