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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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 ￥68,473
￥122,450 total
includes taxes & fees
Oct 12 - Oct 13
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 ￥17,315
￥59,683 total
includes taxes & fees
Oct 1 - Oct 2
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 ￥23,612
￥58,258 total
includes taxes & fees
Oct 5 - Oct 6
COCONUT COVE CONDO–Molokai Shores 303
A hotel room with a bed, a ceiling fan, a nightstand, a lamp, and a window with blinds.

4. 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 ￥24,084
￥88,698 total
includes taxes & fees
Oct 1 - Oct 2
Perfect location and Unbelievable Views at Lahaina Roads
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 ￥34,630
￥85,239 total
includes taxes & fees
Oct 5 - Oct 6
LAHAINA SHORES #105 OCEANFRONT PREMIER SUITE, 2Bath 1Bedroom GROUND FLOOR
A beach with clear blue water, palm trees, and a resort in the background.

6. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (237 reviews)
"thank you for the best stay! perfect location, stunning beach with walking distance to beach, cafe, and rentals. room had everything we needed, recommend upgrading to ocean view it was a treat!"
United States
ASHLEY
The price is ￥28,702
￥34,072 total
includes taxes & fees
Oct 18 - Oct 19
Napili Village Hotel
A tropical garden with palm trees and a view of the ocean.

7. 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, (277 reviews)
"Amazing trip!"
United States
Eric L.
The price is ￥21,959
￥72,401 total
includes taxes & fees
Sep 30 - Oct 1
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
A pool area with a waterfall, stone steps, and tropical plants.

8. 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 ￥14,942
￥112,773 total
includes taxes & fees
Oct 3 - Oct 4
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
A tropical beach with palm trees and clear turquoise water.

9. 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 30 - Oct 1
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
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 ￥20,786
￥74,639 total
includes taxes & fees
Oct 6 - Oct 7
Top Floor! Direct Ocean View! Vaulted Ceilings! Winter Spec! #218
A resort with multiple buildings, a swimming pool, and a view of the ocean.

11. 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
￥104,038 total
includes taxes & fees
Sep 30 - Oct 1
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
A balcony table with a decorative centerpiece, overlooking a beach with palm trees and a clear sky.

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 ￥14,057
￥60,184 total
includes taxes & fees
Oct 6 - Oct 7
Beautiful Ocean and Outer Island Views! See Whales in season!
A modern kitchen with a central island, stainless steel appliances, and a view to a patio area.

13. 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 30 - Oct 1
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
A view of a beach with palm trees and a sailboat on the water.

14. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.4 out of 10, Exceptional, (480 reviews)
"Great place"
United States
Alessio
The price is ￥38,628
￥103,369 total
includes taxes & fees
Oct 7 - Oct 8
The Whaler Resort Kaanapali Beach
A pool area with a waterfall, stone steps, and tropical plants.

15. Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422
Lahaina
7.8 out of 10, Good, (91 reviews)
"Perfect stay!"
United States
Celyna L.
The price is ￥14,942
￥115,563 total
includes taxes & fees
Sep 30 - Oct 1
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422
A beachside hotel with lounge chairs and umbrellas, a pool, and a rocky shoreline.

16. 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 ￥15,253
￥63,455 total
includes taxes & fees
Oct 4 - Oct 5
Cute and Cozy Ground Floor! Beach access! Great Location! #113
A tropical garden with a waterfall, a gazebo, and lush vegetation.

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 ￥14,942
￥112,443 total
includes taxes & fees
Oct 27 - Oct 28
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

18. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,638 reviews)
"The property was a fantastic place to stay. The beach that is in front of the property is excellent for swimming and snorkeling."
United States
Marie
The price is ￥35,890
￥56,617 total
includes taxes & fees
Oct 12 - Oct 13
Aston Maui Kaanapali Villas
A beachfront hotel with clear turquoise waters, lush greenery, and palm trees.

19. 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 ￥23,454
￥134,216 total
includes taxes & fees
Oct 3 - Oct 4
Direct Oceanfront ground floor - Kuleana 706
A tropical garden with a waterfall, lush greenery, and a gazebo.

20. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,338 reviews)
"Great Stay"
United States
Roopa Rani
The price is ￥35,134
￥46,380 total
includes taxes & fees
Sep 30 - Oct 1
Aston Kaanapali Shores
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

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"Wifi and power went down because of a storm which affected the whole place. But the Westin made sure guests were fed, breakfast, lunch and dinner. There were charging stations available for everyone to use. The situation could have been worst but the hotel made sure their guests were taken care off."
Maria Cristina 4-night trip
Posted 1 hour ago
The Westin Maui Resort & Spa, Ka'anapali

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.