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

Search Holiday Homes in Kaanapali

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

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 multi-story hotel with balconies, surrounded by palm trees and a clear blue sky.

1. Malie Kai"Calm & Tranquil Ocean Oasis

Malie Kai"Calm & Tranquil Ocean Oasis
Napili-Honokowai
The price is £548
includes taxes & fees
27 Oct - 28 Oct
Malie Kai"Calm & Tranquil Ocean Oasis
A modern living room with a sofa, coffee table, and a dining area with chairs and a table.

2. 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 £657
includes taxes & fees
16 Oct - 17 Oct
Kapalua Golf Villas Resort by KBM
A spacious living room with a piano, wicker furniture, and a large mirror.

3. 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 £254
includes taxes & fees
15 Oct - 16 Oct
The Pikake Suite at The Historic Wailuku Inn
A beach with clear turquoise water, a sandy shore, and palm trees in the background.

4. 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 £1,502
includes taxes & fees
28 Oct - 29 Oct
Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning
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)
"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 £556
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 £778
includes taxes & fees
3 Nov - 4 Nov
Snorkel with sea turtles! Ocean Front & Pool!
An aerial view of a coastal area with a clear pathway leading to a beach, surrounded by lush greenery and rocky coastline.

7. 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 £374
includes taxes & fees
21 Oct - 22 Oct
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

8. 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 £359
includes taxes & fees
16 Oct - 17 Oct
Hale Nihi - Paia, Maui
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

9. 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 £359
includes taxes & fees
16 Oct - 17 Oct
HALE NIHI, Paia, Maui
A beach with palm trees, a clear sky, and a resort building in the background.

10. 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 £832
includes taxes & fees
14 Nov - 15 Nov
Epic Ocean View. Remodeled. Luxury condo. 2 Pools
A beach with palm trees, a clear sky, and a resort building in the background.

11. 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 £907
includes taxes & fees
15 Oct - 16 Oct
Walk to Beach, Luxury, Great Location! Sleeps 8
A beach with palm trees, a clear sky, and a resort building in the background.

12. Walk to Sandy Beach, Restaurants and Shops

Walk to Sandy Beach, Restaurants and Shops
Lahaina
The price is £776
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 in the background.

13. 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 £822
includes taxes & fees
17 Oct - 18 Oct
Walk to beach, 3BR Beach Escape, Amazing Value
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 £1,208
includes taxes & fees
30 Oct - 31 Oct
Island Views Oceanfront 2 Master Bedrooms, Cold AC
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

15. 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 £232
includes taxes & fees
15 Oct - 16 Oct
The Hinano Suite at The Historic Wailuku Inn
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

16. Lokelani Suite The Historic Wailuku Inn

Lokelani Suite The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay"
Canada
Samara C.
The price is £282
includes taxes & fees
15 Oct - 16 Oct
Lokelani Suite The Historic Wailuku Inn
A shower area with a tiled wall, a showerhead, and a hand shower attachment. There are rocks and plants around the shower area.

17. 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 £635
includes taxes & fees
19 Oct - 20 Oct
Lana’i Oasis and Gem, The Artist's House
A spacious living room with a piano, wicker furniture, and a large mirror.

18. The Ilima Suite at The Historic Wailuku Inn

The Ilima Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"Loved this B&B. The location worked well from exploring different areas. Will stay here again."
United States
Arthur C.
The price is £285
includes taxes & fees
16 Oct - 17 Oct
The Ilima Suite at The Historic Wailuku Inn
A coastal property with a house, a covered patio, and a view of the ocean.

19. 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 £1,369
includes taxes & fees
25 Oct - 26 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.

20. 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 £267
includes taxes & fees
15 Oct - 16 Oct
The Kahili Suite at The Historic Wailuku Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kaanapali Hotel Reviews

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Stayed at this beautiful hotel on the beach. Just few minutes from shopping center and lots of restaurants. Friendly and very helpful staff. Clean rooms. Recommend this place for sure"
Tatyana 4-night trip
Posted 3 hours ago
OUTRIGGER Kaanapali Beach Resort

Find out more about Kaanapali

Kaanapali Holiday Homes information

Number of reviews
816
Accommodation
30 Holiday Homes
Lowest Price
£232
Highest Price
£1,502