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

Lanai City Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Lanai City vacation rentals

A shower area with a tiled wall, a showerhead, and a hand shower attachment. There are rocks and plants around the shower area.

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 ￥66,844
￥120,314 total
includes taxes & fees
Sep 30 - Oct 1
Lana’i Oasis and Gem, The Artist's House
A sunset view with palm trees and a pool area.

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 ￥17,301
￥56,506 total
includes taxes & fees
Sep 30 - Oct 1
sweet escape - Moloka'i living
A well-maintained lawn with palm trees and outdoor seating areas, overlooking a body of water.

3. 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 ￥23,592
￥55,573 total
includes taxes & fees
Sep 30 - Oct 1
COCONUT COVE CONDO–Molokai Shores 303
A tropical garden with a waterfall, lush greenery, and a gazebo.

4. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,332 reviews)
"Great Stay"
United States
Roopa Rani
The price is ￥35,105
￥46,341 total
includes taxes & fees
Sep 27 - Sep 28
Aston Kaanapali Shores
A pathway leading to a gate with a view of the ocean.

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

LAHAINA SHORES #105 OCEANFRONT PREMIER SUITE, 2Bath 1Bedroom GROUND FLOOR
Lahaina
10.0 out of 10, Exceptional, (178 reviews)
"Lovely stay!"
United States
laura h.
The price is ￥34,602
￥80,392 total
includes taxes & fees
Sep 27 - Sep 28
LAHAINA SHORES #105 OCEANFRONT PREMIER SUITE, 2Bath 1Bedroom GROUND FLOOR
A tropical beach with palm trees and clear turquoise water.

6. 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 ￥18,716
￥120,621 total
includes taxes & fees
Sep 27 - Sep 28
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
A tropical garden with a waterfall, a gazebo, and lush vegetation.

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, (109 reviews)
"Everything was great !"
United States
Michael
The price is ￥14,942
￥112,443 total
includes taxes & fees
Oct 9 - Oct 10
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
A modern kitchen with a central island, stainless steel appliances, and a view to a patio area.

8. 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 ￥21,233
￥82,426 total
includes taxes & fees
Sep 27 - Sep 28
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
A round table with two chairs on a balcony overlooking a clear blue sea and a distant mountain.

9. 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, (177 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 ￥28,153
￥73,179 total
includes taxes & fees
Oct 22 - Oct 23
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
A table with a bottle of wine, a glass, and a plate of grapes, set against a scenic ocean view with a sailboat in the distance.

10. 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, (115 reviews)
"Great location to everything and timely easy communication ."
United States
Vicki P.
The price is ￥18,976
￥68,167 total
includes taxes & fees
Sep 27 - Sep 28
Top Floor! Direct Ocean View! Vaulted Ceilings! Winter Spec! #218
A view of a beach with palm trees and a sailboat on the water.

11. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (475 reviews)
"the staff were great and very welcoming, it had everything we needed whilst we were there"
United Kingdom
Sam
The price is ￥38,597
￥103,283 total
includes taxes & fees
Oct 10 - Oct 11
The Whaler Resort Kaanapali Beach
A resort with multiple buildings, a swimming pool, and a rocky shoreline with clear blue water.

12. 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 ￥18,244
￥116,909 total
includes taxes & fees
Oct 25 - Oct 26
Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154
A beach with clear blue water, palm trees, and a resort in the background.

13. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (234 reviews)
"Great place! It’s quite and 30 seconds to the beach."
United States
Alysson E
The price is ￥27,889
￥33,109 total
includes taxes & fees
Oct 17 - Oct 18
Napili Village Hotel
An aerial view of a resort with multiple buildings, each with a red roof, arranged around central swimming pools and surrounded by lush greenery and palm trees.

14. Beautiful Corner Ground Floor Gem with Ocean View - NO Resort or Parking Fees

Beautiful Corner Ground Floor Gem with Ocean View - NO Resort or Parking Fees
Lahaina
10.0 out of 10, Exceptional, (45 reviews)
"Excellent location! Close to the ocean/beach and the pool area. Condo was perfect, and had everything you could need. We will return to this wonderful condo!"
United States
Debbie J.
The price is ￥15,875
￥56,701 total
includes taxes & fees
Oct 5 - Oct 6
Beautiful Corner Ground Floor Gem with Ocean View - NO Resort or Parking Fees
A balcony table with a decorative centerpiece, overlooking a beach with palm trees and a clear sky.

15. 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 ￥14,176
￥60,696 total
includes taxes & fees
Oct 6 - Oct 7
Beautiful Ocean and Outer Island Views! See Whales in season!
A pool area with a waterfall, stone steps, and tropical plants.

16. 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 ￥15,875
￥114,652 total
includes taxes & fees
Oct 2 - Oct 3
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
A beachfront hotel with clear turquoise waters, lush greenery, and palm trees.

17. 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 ￥23,435
￥126,859 total
includes taxes & fees
Oct 23 - Oct 24
Direct Oceanfront ground floor - Kuleana 706
A tropical garden with palm trees and a view of the ocean.

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, (276 reviews)
"Amazing trip!"
United States
Eric L.
The price is ￥21,941
￥72,341 total
includes taxes & fees
Sep 27 - Sep 28
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
A resort with multiple buildings, a swimming pool, and a view of the ocean.

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 ￥32,872
￥104,367 total
includes taxes & fees
Sep 30 - Oct 1
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
A beachside hotel with lounge chairs and umbrellas, a pool, and a rocky shoreline.

20. 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 ￥15,383
￥67,820 total
includes taxes & fees
Oct 4 - Oct 5
Cute and Cozy Ground Floor! Beach access! Great Location! #113
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

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"Best family trip we’ve ever taken we highly recommend the Aston"
Luis Estevan 4-night trip
Posted 2 hours ago
Aston Kaanapali Shores

Find out more about Lanai City

Search for holiday rentals in Lanai City on Expedia! You can easily find your home rentals, villas, holiday apartments in Lanai City using one of the methods below:

  • View our selection of featured holiday rentals in Lanai City
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Look no further and take a look at our great range of rental properties in Lanai City!

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.