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

Holiday Homes in Kaanapali

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Kaanapali holiday homes

A modern kitchen with a large island, pendant lighting, and a view of greenery outside.

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

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

Epic Ocean View. Remodeled. Luxury condo. 2 Pools
Lahaina
10.0 out of 10, Exceptional, (34 reviews)
"Great unit! Would rent again!"
United States
Nikki S.
The price is €953
includes taxes & fees
14 Sept - 15 Sept
Epic Ocean View. Remodeled. Luxury condo. 2 Pools
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 €1,797
includes taxes & fees
24 Sept - 25 Sept
Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning
A beach with palm trees, a clear sky, and a resort building in the background.

4. Snorkel with sea turtles! Ocean Front & Pool!

Snorkel with sea turtles! Ocean Front & Pool!
Lahaina
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful location and property."
United States
Angie A.
Snorkel with sea turtles! Ocean Front & Pool!
A spacious living room with a piano, wicker furniture, and a large mirror.

5. 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.
Romantic Maui Hideaway at The Historic Wailuku Inn
A spacious kitchen with a dining area, large windows, and a ceiling fan.

6. 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, (114 reviews)
"Every thing was as stated, had a great time!!"
United States
Joel T K.
WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA
An aerial view of a coastal area with a clear pathway leading to a beach, surrounded by lush greenery and rocky coastline.

7. 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 €489
includes taxes & fees
14 Oct - 15 Oct
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
A coastal property with a house, a covered patio, and a view of the ocean.

8. 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.
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
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 €947
includes taxes & fees
14 Sept - 15 Sept
Walk to Sandy Beach, Restaurants and Shops
A beach with palm trees, a clear sky, and a resort in the background.

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

Walk to beach, 3BR Beach Escape, Amazing Value
Lahaina
Walk to beach, 3BR Beach Escape, Amazing Value
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

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.
Hale Nihi - Paia, Maui
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

12. 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 €489
includes taxes & fees
18 Sept - 19 Sept
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.

13. 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.
Island Views Oceanfront 2 Master Bedrooms, Cold AC
A modern living room with a sofa, coffee table, and a dining area with chairs and a table.

14. 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 €2,102
includes taxes & fees
14 Sept - 15 Sept
Kapalua Golf Villas Resort by KBM
A beach with palm trees, a clear sky, and a resort building in the background.

15. 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.
3BR Luxury Home, AC, 2 Min Beach Walk
A beach with palm trees, a clear sky, and a resort building in the background.

16. 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 €1,136
includes taxes & fees
13 Oct - 14 Oct
Walk to Beach, Luxury, Great Location! Sleeps 8
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

17. 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 €372
includes taxes & fees
25 Sept - 26 Sept
Hinano Suite | Historic Maui Hideaway
A wooden fence with a sign reading "WOODSTOCK" and a peace sign.

18. Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
North Kihei
9.6 out of 10, Exceptional, (110 reviews)
"We had a great stay! Everything was as described and perfect for our family vacation. "
United States
Kristin P.
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
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
Elegant Puakenikeni Suite- Historic & Ground Floor
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

20. 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.
Kahili Suite - Historic charm meets Luxury
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

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"wonderful"
Langhong 2-night trip
Posted 2 hours ago
Hyatt Regency Maui Resort & Spa

Find out more about Kaanapali

Kaanapali Holiday Homes information

Number of reviews
832
Accommodation
39 Holiday Homes
Lowest Price
€372
Highest Price
€2,102