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, (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 25 - Sep 26
Lana’i Oasis and Gem, The Artist's House

2. 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 $277
CA $370 total
includes taxes & fees
Sep 19 - Sep 20
Aston Kaanapali Shores

3. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (467 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

4. 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

5. 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

6. 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

7. 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

8. 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

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. 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

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, (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!

12. 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

13. Top Floor Gem! Direct Ocean Views! Near Kaanapali #215

Top Floor Gem! Direct Ocean Views! Near Kaanapali #215
Lahaina
9.6 out of 10, Exceptional, (99 reviews)
"Highly recommend! My girlfriend and I had a great stay here. Excellent location in Honokōwai, easy walking to great eats and things to do. "
United States
Jeremy F.
The price is CA $168
CA $646 total
includes taxes & fees
Sep 19 - Sep 20
Top Floor Gem! Direct Ocean Views! Near Kaanapali #215

14. Kuleana Club - 509

Kuleana Club - 509
3.5 star property
Lahaina
The price is CA $182
CA $505 total
includes taxes & fees
Oct 8 - Oct 9
Kuleana Club - 509

15. 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

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. Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Lahaina
8.8 out of 10, Excellent, (114 reviews)
"Great location Clean Room Great property"
United States
Robert T.
The price is CA $139
CA $1,010 total
includes taxes & fees
Oct 13 - Oct 14
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

18. 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 $142
CA $610 total
includes taxes & fees
Oct 4 - Oct 5
Cute and Cozy Ground Floor! Beach access! Great Location! #113

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

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (100 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 $421
CA $1,305 total
includes taxes & fees
Sep 17 - Sep 18
New! The Aloha Cottage in Puamana, Maui Hawaii

20. 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!
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?

Kapalua Golf Villas Resort by KBM: 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. Kitchen amenities include a fridge, an oven, and a microwave. Kick off your shoes and enjoy yourself with a terrace and 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.