A green house with a white steeple, surrounded by tall trees and a well-maintained lawn.

Lanai City Vacation Rentals

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Our top choices for Lanai City 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, (220 reviews)
"Very good we love this house. We have stayed here many times!"
United States
emily j.
The price is CA $620
CA $1,166 total
includes taxes & fees
Oct 12 - Oct 13
Lana’i Oasis and Gem, The Artist's House

2. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (493 reviews)
"Great place"
United States
Alessio
The price is CA $350
CA $936 total
includes taxes & fees
Oct 12 - Oct 13
The Whaler Resort Kaanapali Beach

3. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,645 reviews)
"Great place will stay again!"
United States
Joseph
The price is CA $309
CA $494 total
includes taxes & fees
Nov 6 - Nov 7
Aston Maui Kaanapali Villas

4. 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 $225
CA $267 total
includes taxes & fees
Nov 3 - Nov 4
Napili Village Hotel

5. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,369 reviews)
"Great Stay"
United States
Roopa Rani
The price is CA $330
CA $434 total
includes taxes & fees
Oct 28 - Oct 29
Aston Kaanapali Shores

6. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,897 reviews)
"Great property"
United States
Shawn
The price is CA $320
CA $379 total
includes taxes & fees
Oct 25 - Oct 26
Napili Shores Maui by OUTRIGGER

7. sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (27 reviews)
"Melorine's unit was great: clean, efficient, it had everything we needed. Staying at Molokai Shores is not only convenient (close to town and central to both the East end and the West end of Molokai) but also right on the water. The pool is lovely. The grounds are well kept. We look forward to another visit."
United States
George G.
The price is CA $157
CA $544 total
includes taxes & fees
Oct 11 - Oct 12
sweet escape - Moloka'i living

8. Perfect location and Unbelievable Views at Lahaina Roads

Perfect location and Unbelievable Views at Lahaina Roads
Lahaina
9.8 out of 10, Exceptional, (58 reviews)
"Gabriel responds quickly and is a great host!"
United States
kat m.
The price is CA $218
CA $853 total
includes taxes & fees
Oct 24 - Oct 25
Perfect location and Unbelievable Views at Lahaina Roads

9. 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

10. Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining
Kannapali Beach Area
9.6 out of 10, Exceptional, (80 reviews)
"Nice room. You can’t go wrong at the whaler. The shower leaked a little. Overall good experience"
United States
Alaba G.
The price is CA $298
CA $1,318 total
includes taxes & fees
Oct 11 - Oct 12
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

11. 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, (111 reviews)
"Everything was great !"
United States
Michael
The price is CA $128
CA $1,079 total
includes taxes & fees
Oct 11 - Oct 12
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

12. 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 $127
CA $551 total
includes taxes & fees
Oct 12 - Oct 13
Beautiful Ocean and Outer Island Views! See Whales in season!

13. Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1,845 reviews)
"Staff was amazing and very helpful, made our stay even better"
United States
Nurken
Aston Mahana at Kaanapali

14. COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
9.0 out of 10, Wonderful, (27 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 $214
CA $534 total
includes taxes & fees
Oct 11 - Oct 12
COCONUT COVE CONDO–Molokai Shores 303

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 $128
CA $1,079 total
includes taxes & fees
Oct 11 - Oct 12
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

16. Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
Lahaina
9.8 out of 10, Exceptional, (179 reviews)
"We truly enjoyed our stay in Maui. The room was perfect, and just as advertised. Seeing the sea turtles from the balcony and the amazing sunsets were some of our favorite parts of the trip. You literally cannot get any closer to the water, which was great at night, listening to the waves crash. Looking forward to our next trip!"
United States
Anthony P.
The price is CA $230
CA $667 total
includes taxes & fees
Oct 11 - Oct 12
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

17. Cute and Cozy Ground Floor! Beach access! Great Location! #113

Cute and Cozy Ground Floor! Beach access! Great Location! #113
Lahaina
9.0 out of 10, Wonderful, (24 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very chill and relaxed property with a great view. In a prime location."
United States
Kiele P.
The price is CA $163
CA $647 total
includes taxes & fees
Oct 12 - Oct 13
Cute and Cozy Ground Floor! Beach access! Great Location! #113

18. 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, (278 reviews)
"Amazing trip!"
United States
Eric L.
The price is CA $205
CA $701 total
includes taxes & fees
Oct 11 - Oct 12
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

19. Hawaiiana Suite for 3, Private Beach Club, walk Kaanapali Beach, Gym

Hawaiiana Suite for 3, Private Beach Club, walk Kaanapali Beach, Gym
Kannapali Beach Area
9.0 out of 10, Wonderful, (45 reviews)
"Air conditioning was great. Room was very clean and easy check in process. We only stayed 2 nights here but it would have worked perfectly for extended stays as well! "
United States
Stephanie S.
The price is CA $241
CA $702 total
includes taxes & fees
Oct 28 - Oct 29
Hawaiiana Suite for 3, Private Beach Club, walk Kaanapali Beach, Gym

20. 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 $501
CA $889 total
includes taxes & fees
Oct 25 - Oct 26
Aston at The Whaler on Kaanapali Beach
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 City Hotel Reviews

Find out more about Lanai City

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 City. 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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Frequently asked questions

Can I find a vacation rental in Lanai City?

Yes, you can find vacation rentals in Lanai City near Lanai Pine Sporting Clays, or you can select a more secluded option if you'd like a relaxing place to stay. Visitors to Lanai City speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best vacation home rentals in Lanai City?

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!: This vacation home rental outside of Lanai City 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 will I find in Lanai City?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Lanai City stay.

What can I see and do in Lanai City?

Manele Bay and Garden of the Gods are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Lanai Pine Sporting Clays. You’ll find favorite places to visit like Kaanapali Beach and Whalers Village in the larger area.

What are vacation rentals like in Lanai City?

Vacation rentals are private properties you can book for several days or more in Lanai City. Vacation rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family trips.