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

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Kaanapali vacation homes

An outdoor dining area with a table, chairs, and a view of the cityscape.

1. Malie Kai "Calm & Tranquil Ocean"

Malie Kai "Calm & Tranquil Ocean"
Napili-Honokowai
The price is ￥57,126
￥113,406 total
includes taxes & fees
Oct 7 - Oct 8
Malie Kai "Calm & Tranquil Ocean"
A spacious living room with a piano, wicker furniture, and a large mirror.

2. 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 ￥36,167
￥48,224 total
includes taxes & fees
Oct 7 - Oct 8
Pikake Suite - Historic Elegance, Wailuku
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 ￥56,292
￥309,970 total
includes taxes & fees
Oct 7 - Oct 8
Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning
A modern kitchen with a large island, pendant lighting, and a view of greenery outside.

4. 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 ￥47,765
￥145,356 total
includes taxes & fees
Oct 7 - Oct 8
New! The Aloha Cottage in Puamana, Maui Hawaii
A modern living room with a sofa, coffee table, and a dining area with chairs and a table.

5. 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 ￥80,680
￥154,638 total
includes taxes & fees
Oct 16 - Oct 17
Kapalua Golf Villas Resort by KBM
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 ￥62,982
￥159,005 total
includes taxes & fees
Oct 7 - Oct 8
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 ￥31,412
￥73,773 total
includes taxes & fees
Oct 7 - Oct 8
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 ￥59,194
￥161,067 total
includes taxes & fees
Oct 18 - Oct 19
Walk to Sandy Beach, Restaurants and Shops
A beach with palm trees, a clear sky, and a resort in the background.

9. 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 ￥66,139
￥170,468 total
includes taxes & fees
Oct 18 - Oct 19
Walk to beach, 3BR Beach Escape, Amazing Value
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, (35 reviews)
"Great unit! Would rent again!"
United States
Nikki S.
The price is ￥62,982
￥171,240 total
includes taxes & fees
Oct 7 - Oct 8
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 ￥69,296
￥188,215 total
includes taxes & fees
Oct 13 - Oct 14
Walk to Beach, Luxury, Great Location! Sleeps 8
A patio with wicker furniture, a table with a bottle and glasses, and a view of the ocean and palm trees.

12. 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 ￥78,767
￥246,986 total
includes taxes & fees
Oct 30 - Oct 31
Island Views Oceanfront 2 Master Bedrooms, Cold AC
An aerial view of a coastal area with a clear pathway leading to a beach, surrounded by lush greenery and rocky coastline.

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 ￥16,195
￥78,858 total
includes taxes & fees
Oct 10 - Oct 11
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.

14. 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 ￥35,516
￥79,307 total
includes taxes & fees
Oct 7 - Oct 8
HALE NIHI, Paia, Maui
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, (220 reviews)
"Very good we love this house. We have stayed here many times!"
United States
emily j.
The price is ￥67,112
￥127,247 total
includes taxes & fees
Nov 6 - Nov 7
Lana’i Oasis and Gem, The Artist's House
A coastal property with a house, a covered patio, and a view of the ocean.

16. 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 ￥80,188
￥240,335 total
includes taxes & fees
Oct 30 - Oct 31
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.

17. 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 ￥41,639
￥55,711 total
includes taxes & fees
Oct 21 - Oct 22
Mamane Suite - Historic charm and views
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

18. 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 ￥38,329
￥51,121 total
includes taxes & fees
Oct 7 - Oct 8
Hinano Suite | Historic Maui Hideaway
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

19. Elegant Puakenikeni Suite- Historic & Ground Floor

Elegant Puakenikeni Suite- Historic & Ground Floor
Wailuku
10.0 out of 10, Exceptional, (7 reviews)
"I liked the quaint ambiance of the property, beautiful landscape and the room was great."
United States
Wayne
The price is ￥44,679
￥59,484 total
includes taxes & fees
Oct 7 - Oct 8
Elegant Puakenikeni Suite- Historic & Ground Floor
A dining area with checkered flooring, round tables, and patterned chairs.

20. Mele Suite - Private Patio Retreat | ADA Compliant

Mele Suite - Private Patio Retreat | ADA Compliant
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 ￥39,815
￥53,051 total
includes taxes & fees
Oct 7 - Oct 8
Mele Suite - Private Patio Retreat | ADA Compliant
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

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

8/10 Good
"Loved the property and the staff was friendly and always helpful. Two things that i feel need improving is a complete facelift of the pool and deck, also resort needs a gym if they charge a resort fee."
Oren 4-night trip
Posted 4 hours ago
OUTRIGGER Kaanapali Beach Resort

Find out more about Kaanapali

Kaanapali Vacation Homes information

Number of reviews
777
Accommodation
30 Vacation Homes
Lowest Price
￥48,224
Highest Price
￥309,970

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