A beach with clear turquoise water, people swimming and sunbathing, and palm trees.

Holiday Homes in Kaanapali

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Check prices for these dates

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

Our top choices for Kaanapali holiday homes

A modern living room with a sofa, coffee table, and a dining area with chairs and a table.

1. Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM
4.0 star property
Lahaina
9.0 out of 10, Wonderful, (16 reviews)
"Absolute gem. Wife and I love this place and location. "
United States
Joe
The price is AU$1,291
includes taxes & fees
2 Nov - 3 Nov
Kapalua Golf Villas Resort by KBM
A rectangular swimming pool with a metal ladder, surrounded by lounge chairs and palm trees.

2. Malie Kai"Calm & Tranquil Ocean Oasis

Malie Kai"Calm & Tranquil Ocean Oasis
Napili-Honokowai
The price is AU$1,014
includes taxes & fees
27 Oct - 28 Oct
Malie Kai"Calm & Tranquil Ocean Oasis
A beach with clear turquoise water, a sandy shore, and palm trees in the background.

3. Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning

Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning
3.5 star property
Lahaina
The price is AU$2,909
includes taxes & fees
19 Oct - 20 Oct
Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning
A spacious living room with a piano, wicker furniture, and a large mirror.

4. The Pikake Suite at The Historic Wailuku Inn

The Pikake Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (9 reviews)
"Easy parking"
United States
Quinten M.
The price is AU$439
includes taxes & fees
17 Oct - 18 Oct
The Pikake Suite at The Historic Wailuku Inn
A modern kitchen with a large island, pendant lighting, and a view of greenery outside.

5. 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)
"The perfect home base for our trip to Maui! Cottage is beautiful and exactly as described. The neighborhood is lovely and the pools were a great bonus. Host answered any questions promptly and was very helpful. I hope we can stay here again if we get the chance to return to Maui. It truly felt like home!"
United States
Jamie C.
The price is AU$1,067
includes taxes & fees
17 Oct - 18 Oct
New! The Aloha Cottage in Puamana, Maui Hawaii
A beach with palm trees, a clear sky, and a resort building in the background.

6. Snorkel with sea turtles! Ocean Front & Pool!

Snorkel with sea turtles! Ocean Front & Pool!
Lahaina
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful location and property."
United States
Angie A.
The price is AU$1,409
includes taxes & fees
26 Oct - 27 Oct
Snorkel with sea turtles! Ocean Front & Pool!
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

7. Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (65 reviews)
"Very convenient place to stay within walking distance to activities and beach. "
United States
Chameil H.
The price is AU$665
includes taxes & fees
31 Oct - 1 Nov
Hale Nihi - Paia, Maui
A beach with palm trees, a clear sky, and a resort building in the background.

8. Walk to Sandy Beach, Restaurants and Shops

Walk to Sandy Beach, Restaurants and Shops
Lahaina
The price is AU$1,326
includes taxes & fees
17 Oct - 18 Oct
Walk to Sandy Beach, Restaurants and Shops
A beach with palm trees, a clear sky, and a resort building in the background.

9. Walk to Beach, Luxury, Great Location! Sleeps 8

Walk to Beach, Luxury, Great Location! Sleeps 8
Lahaina
10.0 out of 10, Exceptional, (183 reviews)
"Great communication during the entire process. Excellent location with the beach only a couple minutes walk away. Our family enjoyed our stay and would highly recommend"
United States
Mariko C.
The price is AU$1,606
includes taxes & fees
30 Oct - 31 Oct
Walk to Beach, Luxury, Great Location! Sleeps 8
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

10. HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (108 reviews)
"great location, great host"
United States
Peter M.
The price is AU$665
includes taxes & fees
19 Oct - 20 Oct
HALE NIHI, Paia, Maui
A beach with palm trees, a clear sky, and a resort in the background.

11. Walk to beach, 3BR Beach Escape, Amazing Value

Walk to beach, 3BR Beach Escape, Amazing Value
Lahaina
10.0 out of 10, Exceptional, (1 review)
"Will stay again"
United States
julie t.
The price is AU$1,308
includes taxes & fees
17 Oct - 18 Oct
Walk to beach, 3BR Beach Escape, Amazing Value
A beach with palm trees, a clear sky, and a resort building in the background.

12. Epic Ocean View. Remodeled. Luxury condo. 2 Pools

Epic Ocean View. Remodeled. Luxury condo. 2 Pools
Lahaina
10.0 out of 10, Exceptional, (36 reviews)
"Great unit! Would rent again!"
United States
Nikki S.
The price is AU$1,554
includes taxes & fees
19 Oct - 20 Oct
Epic Ocean View. Remodeled. Luxury condo. 2 Pools
A covered porch with white furniture, a hanging light fixture, and a view of a garden.

13. Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (110 reviews)
" Kīhei Casita House Stay (above the Main House): just lovely - would stay there again - reasonably priced - fully functioning everything - and easy outside access - we actually stayed in the Main House for one week and then one week in the Casita - while in the Main House the Casita was occupied and no noise issues at all. Fairly easy access to beaches and beach shopping. Excellent communication with host."
United States
Michael C.
The price is AU$709
includes taxes & fees
22 Oct - 23 Oct
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
A patio with wicker furniture, a table with a bottle and glasses, and a view of the ocean and palm trees.

14. Island Views Oceanfront 2 Master Bedrooms, Cold AC

Island Views Oceanfront 2 Master Bedrooms, Cold AC
Lahaina
10.0 out of 10, Exceptional, (36 reviews)
"The view and beach access is everything!!! This place was absolutely amazing! The pools are clean! I would say the only thing there isn’t a lot of room to use the air mattress but the kids said the couch and chair were pretty comfortable!"
United States
Hattie D.
The price is AU$2,219
includes taxes & fees
31 Oct - 1 Nov
Island Views Oceanfront 2 Master Bedrooms, Cold AC
A shower area with a tiled wall, a showerhead, and a hand shower attachment. There are rocks and plants around the shower area.

15. 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.
The price is AU$1,153
includes taxes & fees
19 Oct - 20 Oct
Lana’i Oasis and Gem, The Artist's House
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

16. The Hinano Suite at The Historic Wailuku Inn

The Hinano Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
The price is AU$450
includes taxes & fees
17 Oct - 18 Oct
The Hinano Suite at The Historic Wailuku Inn
A coastal property with a house, a covered patio, and a view of the ocean.

17. Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
Lahaina
10.0 out of 10, Exceptional, (8 reviews)
"Such a great location, everything we possibly needed, clean, easy & clear check in, beautiful decor and especially enjoyed the easy access to the beach for sunset. "
United States
Stephanie T.
The price is AU$2,089
includes taxes & fees
21 Oct - 22 Oct
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

18. The Kahili Suite at The Historic Wailuku Inn

The Kahili Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (2 reviews)
"What a beautiful treasure of a property. My wife and I had an unexpected night in Wailuku and I'm so glad we found this inn. There were very few other people during our stay and we felt as though we had the property to ourselves. Pretty gardens, lovely spacious rooms. Great work on the renovation!"
United States
Scott H.
The price is AU$472
includes taxes & fees
18 Oct - 19 Oct
The Kahili Suite at The Historic Wailuku Inn
A spacious living room with a piano, wicker furniture, and a large mirror.

19. The Mele Suite at The Historic Wailuku Inn

The Mele Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"We loved our stay there. The rooms were very comfortable and stylish. We loved the historic charm and the private courtyard. Holly was a fantastic help."
United States
Charity G.
The price is AU$557
includes taxes & fees
18 Oct - 19 Oct
The Mele Suite at The Historic Wailuku Inn
A view of the ocean with palm trees and a sunset.

20. OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!

OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!
Lahaina
10.0 out of 10, Exceptional, (93 reviews)
"Beyond words! - We had a wonderful stay! The vacation rental was exceptionally clean, very well stocked with everything we needed, and conveniently located with easy beach access. The oceanfront views were beautiful and made every morning and evening even more enjoyable. We would definitely stay here again and highly recommend it to anyone looking for a relaxing tropical beach getaway."
United States
Sean M.
The price is AU$1,994
includes taxes & fees
18 Oct - 19 Oct
OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!
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 Kaanapali Hotel Reviews

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"No"
Jeffrey 2-night trip
Posted 3 hours ago
Hyatt Regency Maui Resort & Spa

Find out more about Kaanapali

Kaanapali Holiday Homes information

Number of reviews
905
Accommodation
30 Holiday Homes
Lowest Price
AU$439
Highest Price
AU$2,909

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