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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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, (221 reviews)
"Very good we love this house. We have stayed here many times!"
United States
emily j.
$689 nightly
The price is $807
Oct 14 - Oct 15
Total with taxes and fees
Lana’i Oasis and Gem, The Artist's House
A view of a beach with palm trees and a sailboat on the water.

2. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (498 reviews)
"We loved everything and the location was perfect!!"
United States
Lenore
$561 nightly
The price is $666
Oct 18 - Oct 19
Total with taxes and fees
The Whaler Resort Kaanapali Beach
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

3. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,646 reviews)
"Great place will stay again!"
United States
Joseph
$292 nightly
The price is $346
Nov 6 - Nov 7
Total with taxes and fees
Aston Maui Kaanapali Villas
A beach with clear blue water, palm trees, and a resort in the background.

4. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (247 reviews)
"We loved how quiet and relaxing the property was. The employees and atmosphere were amazing."
United States
Joshua
$173 nightly
The price is $205
Nov 12 - Nov 13
Total with taxes and fees
Napili Village Hotel
A tropical garden with a waterfall, lush greenery, and a gazebo.

5. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,376 reviews)
"Great Stay"
United States
Roopa Rani
$256 nightly
The price is $304
Oct 28 - Oct 29
Total with taxes and fees
Aston Kaanapali Shores
A sunset view with palm trees and a pool area.

6. 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.
$322 nightly
The price is $377
Oct 14 - Oct 15
Total with taxes and fees
sweet escape - Moloka'i living
A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

7. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,901 reviews)
"Great trip!"
United States
Jennifer
$224 nightly
The price is $266
Oct 25 - Oct 26
Total with taxes and fees
Napili Shores Maui by OUTRIGGER
A hotel room with a bed, a ceiling fan, a nightstand, a lamp, and a window with blinds.

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.
$505 nightly
The price is $593
Oct 24 - Oct 25
Total with taxes and fees
Perfect location and Unbelievable Views at Lahaina Roads
A patio with two barbecue grills, a pathway, and a view of the sea and mountains.

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
$311 nightly
The price is $369
Oct 22 - Oct 23
Total with taxes and fees
Kuleana Club - 511
A tropical garden with a waterfall, a gazebo, and lush vegetation.

10. 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
$663 nightly
The price is $746
Oct 14 - Oct 15
Total with taxes and fees
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
A beach view with palm trees, a clear sky, and a distant mountain.

11. 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)
"Good view, good location!"
United States
Nate M.
$797 nightly
The price is $902
Oct 14 - Oct 15
Total with taxes and fees
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining
A beachside hotel with lounge chairs and umbrellas, a pool, and a rocky shoreline.

12. 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.
$426 nightly
The price is $450
Oct 14 - Oct 15
Total with taxes and fees
Cute and Cozy Ground Floor! Beach access! Great Location! #113
A balcony table with a decorative centerpiece, overlooking a beach with palm trees and a clear sky.

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, (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
$357 nightly
The price is $374
Oct 22 - Oct 23
Total with taxes and fees
Beautiful Ocean and Outer Island Views! See Whales in season!
A pool area with a waterfall, stone steps, and tropical plants.

14. 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.
$663 nightly
The price is $746
Oct 15 - Oct 16
Total with taxes and fees
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
Lobby

15. 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
$525 nightly
The price is $623
Oct 25 - Oct 26
Total with taxes and fees
Aston at The Whaler on Kaanapali Beach
A well-maintained lawn with palm trees and outdoor seating areas, overlooking a body of water.

16. COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
9.0 out of 10, Wonderful, (28 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.
$316 nightly
The price is $370
Oct 14 - Oct 15
Total with taxes and fees
COCONUT COVE CONDO–Molokai Shores 303
A resort pool with red umbrellas, palm trees, and a view of the ocean.

17. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,066 reviews)
$738 nightly
The price is $799
Nov 13 - Nov 14
Total with taxes and fees
OUTRIGGER Honua Kai Resort & Spa
A resort with a pool, palm trees, a waterfall, and a view of the ocean.

18. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (1,168 reviews)
$495 nightly
The price is $588
Oct 20 - Oct 21
Total with taxes and fees
The Westin Ka'anapali Ocean Resort Villas
A table with two glasses and a bottle, set against a sunset view.

19. Pikake - West Maui Beachfront Condo! 20 Feet from the Ocean!

Pikake - West Maui Beachfront Condo! 20 Feet from the Ocean!
Lahaina
9.8 out of 10, Exceptional, (185 reviews)
"Great location for walking to everything. Cool old school Hawaiian vibe condo. We even saw a monk seal. If you are looking for high end, try the Sheraton. If you want something affordable and comfortable, this is a great choice."
United States
trevor a.
$459 nightly
The price is $538
Oct 14 - Oct 15
Total with taxes and fees
Pikake - West Maui Beachfront Condo! 20 Feet from the Ocean!
A tropical garden with palm trees and a view of the ocean.

20. 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)
"We had a great time in Maui! We were there to rest and relax and celebrate our anniversary."
United States
Traci B.
$422 nightly
The price is $494
Oct 14 - Oct 15
Total with taxes and fees
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
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 Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

10/10 Excellent
"Everything was absolutely wonderful exactly as pictured with the most beautiful views. Only issue was the toilets handles are very hard to flush. But otherwise absolutely wonderful."
Rachel 4-night trip
Posted less than an hour ago
The Whaler Resort Kaanapali Beach

Find out more about Lanai City

Everything you need to know about Lanai City vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lanai City vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lanai City vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lanai City vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lanai City. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lanai City in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $205 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lanai City rentals

At Expedia, we put the best Lanai City vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lanai City rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lanai City vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lanai City. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.