A rocky landscape with large boulders and a clear blue sky.

Lanai Holiday Rentals

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Our top choices for Lanai holiday 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, (216 reviews)
"Great place. Host was fantastic!"
United States
Joe S.
The price is NZ$1,341
includes taxes & fees
24 Aug - 25 Aug
Lana’i Oasis and Gem, The Artist's House

2. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,851 reviews)
"Wonderful Beach and right next door to kapalua!"
United States
joe
The price is NZ$600
includes taxes & fees
2 Sept - 3 Sept
Napili Shores Maui by OUTRIGGER

3. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (448 reviews)
"Amazing views and location. Great employees."
United States
Ramon
The price is NZ$1,086
includes taxes & fees
15 Aug - 16 Aug
The Whaler Resort Kaanapali Beach

4. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,254 reviews)
"Great location, clean rooms and great service!"
Mexico
Monique Nicole
The price is NZ$495
includes taxes & fees
1 Sept - 2 Sept
Aston Kaanapali Shores

5. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,020 reviews)
"We found this resort clean, family friendly,"
United States
Amanda
The price is NZ$1,485
includes taxes & fees
13 Sept - 14 Sept
OUTRIGGER Honua Kai Resort & Spa

6. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,614 reviews)
"Great location and friendly staff"
Canada
Daniel
The price is NZ$623
includes taxes & fees
3 Sept - 4 Sept
Aston Maui Kaanapali Villas

7. Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.8 out of 10, Excellent, (218 reviews)
"Amazing"
United States
Grace
The price is NZ$1,004
includes taxes & fees
27 Aug - 28 Aug
Marriott's Maui Ocean Club - Lahaina & Napili Towers

8. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (218 reviews)
"Great stay, thank you"
United States
Elizabeth
The price is NZ$627
includes taxes & fees
31 Aug - 1 Sept
Napili Village Hotel

9. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,148 reviews)
"Loved this property! Very clean and great service. Good food. Location is 10/10"
United States
Nicolle
The price is NZ$1,003
includes taxes & fees
31 Aug - 1 Sept
The Westin Ka'anapali Ocean Resort Villas

10. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (657 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is NZ$570
includes taxes & fees
15 Aug - 16 Aug
Napili Sunset on the Beach

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

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (99 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 NZ$1,526
includes taxes & fees
15 Aug - 16 Aug
New! The Aloha Cottage in Puamana, Maui Hawaii

12. Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
8.8 out of 10, Excellent, (30 reviews)
"Very fun property for the family. Excellent beach and dukes restaurant was great"
United States
Cherie
The price is NZ$2,298
includes taxes & fees
30 Aug - 31 Aug
Honua Kai Hokulani Resort by KBM

13. sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (25 reviews)
"The condo was very clean and private"
United States
Frank
The price is NZ$638
includes taxes & fees
16 Aug - 17 Aug
sweet escape - Moloka'i living

14. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,554 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is NZ$1,020
includes taxes & fees
18 Aug - 19 Aug
Aston at The Whaler on Kaanapali Beach

15. COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
9.0 out of 10, Wonderful, (25 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 NZ$626
includes taxes & fees
16 Aug - 17 Aug
COCONUT COVE CONDO–Molokai Shores 303

16. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Kaunakakai
9.0 out of 10, Wonderful, (12 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 NZ$1,254
includes taxes & fees
17 Aug - 18 Aug
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

17. Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very good, (252 reviews)
"Was beautiful, pool was the best out of all the resorts on Ka’anapali"
United States
Donald
The price is NZ$1,037
includes taxes & fees
27 Aug - 28 Aug
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

18. Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool

Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool
Lahaina
10.0 out of 10, Exceptional, (106 reviews)
"Very nice, easy to communicate with manager. Great location! The condo was stocked better than any other rental we have rented in the past! That alone made our stay way more enjoyable!!"
United States
Ryan N.
The price is NZ$1,546
includes taxes & fees
16 Aug - 17 Aug
Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool

19. The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.4 out of 10, Very good, (57 reviews)
"Fantastic amenities for family fun!!!"
United States
Jackie R.
The price is NZ$1,003
includes taxes & fees
7 Sept - 8 Sept
The Westin Ka'anapali Ocean Resort Villas North

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, (274 reviews)
"Amazing trip!"
United States
Eric L.
The price is NZ$802
includes taxes & fees
18 Aug - 19 Aug
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 Hotel Reviews

Find out more about Lanai

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lanai holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lanai. 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 Lanai. Seeing all the best attractions is bound to make you fall in love with Lanai. Who knows, you may even be tempted to extend your 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 holiday 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 Lanai short-term rentals, that won’t be hard to do.

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