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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Kaanapali vacation homes

A modern living room with a sofa, coffee table, and a dining area with chairs and a table.

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 ￥59,312
￥147,889 total
includes taxes & fees
Oct 4 - Oct 5
Kapalua Golf Villas Resort by KBM
A modern kitchen with a large island, pendant lighting, and a view of greenery outside.

2. 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 6 - Oct 7
New! The Aloha Cottage in Puamana, Maui Hawaii
A beach with palm trees, a clear sky, and a resort building in the background.

3. 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 6 - Oct 7
Snorkel with sea turtles! Ocean Front & Pool!
A spacious living room with a piano, wicker furniture, and a large mirror.

4. 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 ￥37,578
￥49,740 total
includes taxes & fees
Oct 5 - Oct 6
Pikake Suite - Historic Elegance, Wailuku
An outdoor dining area with a table, chairs, and a view of the cityscape.

5. Malie Kai "Calm & Tranquil Ocean"

Malie Kai "Calm & Tranquil Ocean"
Napili-Honokowai
The price is ￥57,126
￥113,737 total
includes taxes & fees
Oct 5 - Oct 6
Malie Kai "Calm & Tranquil Ocean"
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

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 ￥31,412
￥74,268 total
includes taxes & fees
Oct 6 - Oct 7
Hale Nihi - Paia, Maui
A beach with clear turquoise water, a sandy shore, and palm trees in the background.

7. 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 ￥56,356
￥310,322 total
includes taxes & fees
Oct 5 - Oct 6
Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning
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 5 - Oct 6
Walk to Sandy Beach, Restaurants and Shops
A coastal property with a house, a covered patio, and a view of the ocean.

9. 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 ￥85,336
￥247,273 total
includes taxes & fees
Oct 30 - Oct 31
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
A spacious kitchen with a dining area, large windows, and a ceiling fan.

10. WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA

WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA
Lahaina
9.4 out of 10, Exceptional, (116 reviews)
"Every thing was as stated, had a great time!!"
United States
Joel T K.
The price is ￥62,256
￥185,924 total
includes taxes & fees
Oct 5 - Oct 6
WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA
A beach with palm trees, a clear sky, and a resort building in the background.

11. 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 6 - Oct 7
Epic Ocean View. Remodeled. Luxury condo. 2 Pools
A beach with palm trees, a clear sky, and a resort in the background.

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

Walk to beach, 3BR Beach Escape, Amazing Value
Lahaina
The price is ￥66,139
￥170,137 total
includes taxes & fees
Oct 5 - Oct 6
Walk to beach, 3BR Beach Escape, Amazing Value
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

13. HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (107 reviews)
"great location, great host"
United States
Peter M.
The price is ￥35,516
￥79,638 total
includes taxes & fees
Oct 6 - Oct 7
HALE NIHI, Paia, Maui
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, (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 ￥78,857
￥247,268 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.

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, (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 ￥16,214
￥78,949 total
includes taxes & fees
Oct 10 - Oct 11
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
A shower area with a tiled wall, a showerhead, and a hand shower attachment. There are rocks and plants around the shower area.

16. 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 ￥68,665
￥129,734 total
includes taxes & fees
Oct 20 - Oct 21
Lana’i Oasis and Gem, The Artist's House
A spacious living room with a piano, wicker furniture, and a large mirror.

17. 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 ￥43,665
￥58,455 total
includes taxes & fees
Oct 14 - Oct 15
Mele Suite - Private Patio Retreat | ADA Compliant
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 ￥38,518
￥51,021 total
includes taxes & fees
Oct 5 - Oct 6
Hinano Suite | Historic Maui Hideaway
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

19. 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 ￥45,642
￥60,304 total
includes taxes & fees
Oct 20 - Oct 21
Mamane Suite - Historic charm and views
A spacious living room with a piano, wicker furniture, and a large mirror.

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 ￥45,136
￥59,698 total
includes taxes & fees
Oct 11 - Oct 12
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.
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Top Kaanapali Hotel Reviews

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"My FIRST time ever to Hawaii! I had to see this place not just for its location on Kaanapali Beach, but that it was recommended by Great Value Vacations. Quite the drive from the airport, and it was tricky to park as the garage has narrow spaces, but I loved my first hotel in the Aloha State! The food, the beach, the staff, the sunsets, and the rooms lived up to all my expectations."
Jared 2-night trip
Posted 3 hours ago
OUTRIGGER Kaanapali Beach Resort

Find out more about Kaanapali

Kaanapali Vacation Homes information

Number of reviews
491
Accommodation
30 Vacation Homes
Lowest Price
￥49,740
Highest Price
￥310,322

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