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

Search Vacation Homes in Kaanapali

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kaanapali vacation homes

1. 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 ¥42,891
¥139,919 total
includes taxes & fees
Oct 10 - Oct 11
New! The Aloha Cottage in Puamana, Maui Hawaii

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 ¥79,829
¥153,662 total
includes taxes & fees
Oct 16 - Oct 17
Kapalua Golf Villas Resort by KBM

3. Pikake Suite - Historic Elegance, Wailuku

Pikake Suite - Historic Elegance, Wailuku
Wailuku
10.0 out of 10, Exceptional, (9 reviews)
"Easy parking"
United States
Quinten M.
The price is ¥36,201
¥47,939 total
includes taxes & fees
Oct 11 - Oct 12
Pikake Suite - Historic Elegance, Wailuku

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 ¥53,850
¥307,577 total
includes taxes & fees
Oct 10 - Oct 11
Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning

5. Malie Kai "Calm & Tranquil Ocean"

Malie Kai "Calm & Tranquil Ocean"
Napili-Honokowai
The price is ¥57,180
¥114,011 total
includes taxes & fees
Oct 21 - Oct 22
Malie Kai "Calm & Tranquil Ocean"

6. 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 ¥31,442
¥74,505 total
includes taxes & fees
Oct 9 - Oct 10
Hale Nihi - Paia, Maui

7. 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 ¥63,114
¥159,338 total
includes taxes & fees
Oct 23 - Oct 24
Snorkel with sea turtles! Ocean Front & Pool!

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 ¥69,441
¥188,609 total
includes taxes & fees
Oct 15 - Oct 16
Walk to Beach, Luxury, Great Location! Sleeps 8

9. Walk to Sandy Beach, Restaurants and Shops

Walk to Sandy Beach, Restaurants and Shops
Lahaina
The price is ¥59,250
¥161,552 total
includes taxes & fees
Oct 21 - Oct 22
Walk to Sandy Beach, Restaurants and Shops

10. 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 ¥16,211
¥78,934 total
includes taxes & fees
Oct 11 - Oct 12
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

11. 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 ¥31,442
¥74,505 total
includes taxes & fees
Oct 9 - Oct 10
HALE NIHI, Paia, Maui

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 ¥63,042
¥171,735 total
includes taxes & fees
Oct 9 - Oct 10
Epic Ocean View. Remodeled. Luxury condo. 2 Pools

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 ¥66,202
¥170,631 total
includes taxes & fees
Oct 21 - Oct 22
Walk to beach, 3BR Beach Escape, Amazing Value

14. Island Views Oceanfront 2 Master Bedrooms, Cold AC

Island Views Oceanfront 2 Master Bedrooms, Cold AC
Lahaina
10.0 out of 10, Exceptional, (35 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 ¥78,932
¥252,471 total
includes taxes & fees
Oct 30 - Oct 31
Island Views Oceanfront 2 Master Bedrooms, Cold AC

15. 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 ¥82,792
¥248,856 total
includes taxes & fees
Oct 30 - Oct 31
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

16. Hinano Suite | Historic Maui Hideaway

Hinano Suite | Historic Maui Hideaway
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 ¥42,320
¥56,690 total
includes taxes & fees
Oct 19 - Oct 20
Hinano Suite | Historic Maui Hideaway

17. Kahili Suite - Historic charm meets Luxury

Kahili Suite - Historic charm meets Luxury
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 ¥39,547
¥52,242 total
includes taxes & fees
Oct 10 - Oct 11
Kahili Suite - Historic charm meets Luxury

18. Romantic Maui Hideaway at The Historic Wailuku Inn

Romantic Maui Hideaway 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 ¥39,746
¥51,820 total
includes taxes & fees
Oct 10 - Oct 11
Romantic Maui Hideaway at The Historic Wailuku Inn

19. 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, (220 reviews)
"Very good we love this house. We have stayed here many times!"
United States
emily j.
The price is ¥67,150
¥127,320 total
includes taxes & fees
Nov 6 - Nov 7
Lana’i Oasis and Gem, The Artist's House

20. Lokelani Suite - Historic charm | Gardens oasis

Lokelani Suite - Historic charm | Gardens oasis
Wailuku
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay"
Canada
Samara C.
The price is ¥40,917
¥54,033 total
includes taxes & fees
Oct 10 - Oct 11
Lokelani Suite - Historic charm | Gardens oasis
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kaanapali Hotel Reviews

Find out more about Kaanapali

Kaanapali Vacation Homes information

Number of reviews
779
Accommodation
30 Vacation Homes
Lowest Price
¥47,939
Highest Price
¥307,577

Explore a world of travel with Expedia