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

Holiday Homes in Kaanapali

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Kaanapali holiday homes

A spacious room with a large sliding glass door leading to a garden, a wooden dining table with benches, and a cushioned seating area with a view.

1. Hawaiiana 3-bedroom bungalow with AC in Kaanapali across street from beach.

Hawaiiana 3-bedroom bungalow with AC in Kaanapali across street from beach.
Kannapali Beach Area
The price is €785
includes taxes & fees
7 Nov - 8 Nov
Hawaiiana 3-bedroom bungalow with AC in Kaanapali across street from beach.
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 €796
includes taxes & fees
2 Nov - 3 Nov
Kapalua Golf Villas Resort by KBM
A modern kitchen with a large island, pendant lighting, and a view of greenery outside.

3. 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 €770
includes taxes & fees
2 Nov - 3 Nov
New! The Aloha Cottage in Puamana, Maui Hawaii
A coastal property with a house, a covered patio, and a view of the ocean.

4. 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 €1,146
includes taxes & fees
2 Nov - 3 Nov
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
A spacious living room with a piano, wicker furniture, and a large mirror.

5. 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 €287
includes taxes & fees
2 Nov - 3 Nov
The Pikake Suite at The Historic Wailuku Inn
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, (20 reviews)
"Beautiful location and property."
United States
Angie A.
The price is €871
includes taxes & fees
3 Nov - 4 Nov
Snorkel with sea turtles! Ocean Front & Pool!
A beach with palm trees, a clear sky, and a resort in the background.

7. 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 €831
includes taxes & fees
2 Nov - 3 Nov
Walk to beach, 3BR Beach Escape, Amazing Value
A beach with palm trees, a clear sky, and a resort building in the background.

8. 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 €970
includes taxes & fees
2 Nov - 3 Nov
Walk to Beach, Luxury, Great Location! Sleeps 8
A beach with palm trees, a clear sky, and a resort building in the background.

9. Walk to Sandy Beach, Restaurants and Shops

Walk to Sandy Beach, Restaurants and Shops
Lahaina
The price is €831
includes taxes & fees
2 Nov - 3 Nov
Walk to Sandy Beach, Restaurants and Shops
A staircase leading to a storage area with shelves, a white door with frosted glass panels, and wall decorations including a fish and circular signs.

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 €966
includes taxes & fees
6 Nov - 7 Nov
Epic Ocean View. Remodeled. Luxury condo. 2 Pools
A beach with clear turquoise water, a sandy shore, and palm trees in the background.

11. 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 €2,125
includes taxes & fees
2 Nov - 3 Nov
Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning
A shower area with a tiled wall, a showerhead, and a hand shower attachment. There are rocks and plants around the shower area.

12. 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, (222 reviews)
"Very good we love this house. We have stayed here many times!"
United States
emily j.
The price is €751
includes taxes & fees
9 Nov - 10 Nov
Lana’i Oasis and Gem, The Artist's House
A patio with wicker furniture, a table with a bottle and glasses, and a view of the ocean and palm trees.

13. Island Views Oceanfront 2 Master Bedrooms, Cold AC

Island Views Oceanfront 2 Master Bedrooms, Cold AC
Lahaina
10.0 out of 10, Exceptional, (37 reviews)
"Great"
United States
Stephen N.
The price is €1,490
includes taxes & fees
1 Dec - 2 Dec
Island Views Oceanfront 2 Master Bedrooms, Cold AC
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

14. 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 €457
includes taxes & fees
2 Nov - 3 Nov
Hale Nihi - Paia, Maui
An aerial view of a coastal area with a clear pathway leading to a beach, surrounded by lush greenery and rocky coastline.

15. 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, (111 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.
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.

16. 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 €513
includes taxes & fees
2 Nov - 3 Nov
HALE NIHI, Paia, Maui
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

17. The Mamane Suite at The Historic Wailuku Inn

The Mamane Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (5 reviews)
"This was my 2nd time staying here and I love it. Super nice rooms, yummy breakfast."
United States
Jane D.
The Mamane Suite at The Historic Wailuku Inn
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

18. 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 €343
includes taxes & fees
14 Nov - 15 Nov
Lokelani Suite The Historic Wailuku Inn
A beach with palm trees, a clear sky, and a resort building in the background.

19. 3BR Luxury Home, AC, 2 Min Beach Walk

3BR Luxury Home, AC, 2 Min Beach Walk
Lahaina
10.0 out of 10, Exceptional, (69 reviews)
"Great location and host very friendly and helpful!"
United States
nstevenson-smith N.
The price is €929
includes taxes & fees
2 Nov - 3 Nov
3BR Luxury Home, AC, 2 Min Beach Walk
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 €342
includes taxes & fees
14 Nov - 15 Nov
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

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"This was a very nice place to stay. Amenities are very good for family and couples. Also, enjoy the coastal trail"
Kazeem 3-night trip
Posted 1 hour ago
Hyatt Regency Maui Resort & Spa

Find out more about Kaanapali

Kaanapali Holiday Homes information

Number of reviews
888
Accommodation
30 Holiday Homes
Lowest Price
€287
Highest Price
€2,125