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. 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 ¥60,036
¥129,898 total
includes taxes & fees
Oct 1 - Oct 2
Kapalua Golf Villas Resort by KBM

2. Malie Kai "Calm & Tranquil Ocean"

Malie Kai "Calm & Tranquil Ocean"
Napili-Honokowai
The price is ¥56,920
¥108,550 total
includes taxes & fees
Oct 1 - Oct 2
Malie Kai "Calm & Tranquil Ocean"

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)
"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 ¥47,593
¥138,243 total
includes taxes & fees
Sep 30 - Oct 1
New! The Aloha Cottage in Puamana, Maui Hawaii

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 ¥43,315
¥184,178 total
includes taxes & fees
Sep 27 - Sep 28
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

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

Epic Ocean View. Remodeled. Luxury condo. 2 Pools
Lahaina
10.0 out of 10, Exceptional, (35 reviews)
"Great unit! Would rent again!"
United States
Nikki S.
The price is ¥62,755
¥162,389 total
includes taxes & fees
Sep 27 - Sep 28
Epic Ocean View. Remodeled. Luxury condo. 2 Pools

6. Walk to Sandy Beach, Restaurants and Shops

Walk to Sandy Beach, Restaurants and Shops
Lahaina
The price is ¥58,980
¥152,744 total
includes taxes & fees
Sep 27 - Sep 28
Walk to Sandy Beach, Restaurants and Shops

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

Walk to beach, 3BR Beach Escape, Amazing Value
Lahaina
The price is ¥65,900
¥158,489 total
includes taxes & fees
Oct 18 - Oct 19
Walk to beach, 3BR Beach Escape, Amazing Value

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 ¥69,046
¥177,984 total
includes taxes & fees
Sep 29 - Sep 30
Walk to Beach, Luxury, Great Location! Sleeps 8

9. Mamane Suite - Historic charm and views

Mamane Suite - Historic charm and views
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 price is ¥37,443
¥47,774 total
includes taxes & fees
Sep 28 - Sep 29
Mamane Suite - Historic charm and views

10. 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 ¥62,755
¥150,527 total
includes taxes & fees
Oct 2 - Oct 3
Snorkel with sea turtles! Ocean Front & Pool!

11. 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 ¥31,299
¥69,883 total
includes taxes & fees
Sep 27 - Sep 28
Hale Nihi - Paia, Maui

12. 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 ¥63,899
¥318,123 total
includes taxes & fees
Oct 5 - Oct 6
Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning

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)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
The price is ¥16,137
¥74,622 total
includes taxes & fees
Sep 30 - Oct 1
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

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)
"Great stay - had everything we needed and more. Every item needed for a stay away from home. Kevin was awesome, super responsive and exceptionally kind. Always willing to help with a suggestion or referral."
United States
Jeremy S.
The price is ¥78,483
¥238,684 total
includes taxes & fees
Sep 27 - Sep 28
Island Views Oceanfront 2 Master Bedrooms, Cold AC

15. Napili Point | 2 Oceanfront Villas, Sleeps 8 | Car Incl. w/ 6+ Nights | ML-4346 by KBM

Napili Point | 2 Oceanfront Villas, Sleeps 8 | Car Incl. w/ 6+ Nights | ML-4346 by KBM
Lahaina
The price is ¥119,405
¥339,237 total
includes taxes & fees
Oct 8 - Oct 9
Napili Point | 2 Oceanfront Villas, Sleeps 8 | Car Incl. w/ 6+ Nights | ML-4346 by KBM

16. HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (106 reviews)
"great location, great host"
United States
Peter M.
The price is ¥35,388
¥75,233 total
includes taxes & fees
Oct 3 - Oct 4
HALE NIHI, Paia, Maui

17. Kapalua Bay Villas | 2 Oceanfront Villas, Sleeps 10 | Car Incl. w/ 6+ Nights | ML-4697 by KBM

Kapalua Bay Villas | 2 Oceanfront Villas, Sleeps 10 | Car Incl. w/ 6+ Nights | ML-4697 by KBM
Lahaina
The price is ¥133,469
¥360,050 total
includes taxes & fees
Sep 29 - Sep 30
Kapalua Bay Villas | 2 Oceanfront Villas, Sleeps 10 | Car Incl. w/ 6+ Nights | ML-4697 by KBM

18. 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, (219 reviews)
"Very good we love this house. We have stayed here many times!"
United States
emily j.
The price is ¥66,844
¥120,314 total
includes taxes & fees
Sep 30 - Oct 1
Lana’i Oasis and Gem, The Artist's House

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

3BR Luxury Home, AC, 2 Min Beach Walk
Lahaina
10.0 out of 10, Exceptional, (68 reviews)
"Great location and host very friendly and helpful!"
United States
nstevenson-smith N.
The price is ¥70,619
¥182,047 total
includes taxes & fees
Oct 8 - Oct 9
3BR Luxury Home, AC, 2 Min Beach Walk

20. 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 ¥36,945
¥47,151 total
includes taxes & fees
Sep 27 - Sep 28
Romantic Maui Hideaway 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.
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
610
Accommodation
30 Vacation Homes
Lowest Price
¥47,151
Highest Price
¥360,050

Explore a world of travel with Expedia