Holiday Homes in Kaanapali

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Kaanapali holiday homes

Outdoor pool, pool loungers

HALE VISTA Tropical Getaway at 4BR Kaanapali House to Relax

HALE VISTA Tropical Getaway at 4BR Kaanapali House to Relax
Lahaina
9.8 out of 10, Exceptional, (99 reviews)
"Great stay!"
United States
Zak D.
The price is €1,819
includes taxes & fees
12 Jun - 13 Jun
HALE VISTA Tropical Getaway at 4BR Kaanapali House to Relax
Beach nearby, sun-loungers, beach towels

Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (63 reviews)
"Very convenient place to stay within walking distance to activities and beach. "
United States
Chameil H.
The price is €388
includes taxes & fees
19 Jun - 20 Jun
Hale Nihi - Paia, Maui
Sun-loungers, beach towels

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 €388
includes taxes & fees
20 Jun - 21 Jun
HALE NIHI, Paia, Maui
Sun-loungers, beach towels

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, (109 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 €420
includes taxes & fees
19 Jun - 20 Jun
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
Interior

Pikake Suite - Historic Elegance, Wailuku

Pikake Suite - Historic Elegance, Wailuku
Wailuku
10.0 out of 10, Exceptional, (9 reviews)
"We arrived after hours. Everything was clean. Very Happy and would stay again "
United States
Tiffany A.
The price is €273
includes taxes & fees
12 Jun - 13 Jun
Pikake Suite - Historic Elegance, Wailuku
Exterior detail

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)
"Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!"
United States
Michael B.
The price is €886
includes taxes & fees
13 Jun - 14 Jun
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
Beach nearby

Epic Ocean View. Remodeled. Luxury condo. 2 Pools

Epic Ocean View. Remodeled. Luxury condo. 2 Pools
Lahaina
10.0 out of 10, Exceptional, (30 reviews)
"The house was lovely - very comfortable, clean, and great views."
United States
Anna V.
The price is €978
includes taxes & fees
17 Jun - 18 Jun
Epic Ocean View. Remodeled. Luxury condo. 2 Pools
Fridge, microwave, oven, stovetop

New! The Aloha Cottage in Puamana, Maui Hawaii

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (96 reviews)
"Welcoming host. Great location. Beautiful home. "
United States
Charles W.
The price is €848
includes taxes & fees
12 Jun - 13 Jun
New! The Aloha Cottage in Puamana, Maui Hawaii
Exterior

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, (7 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 €1,338
includes taxes & fees
18 Jun - 19 Jun
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
Property grounds

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, (213 reviews)
"The artist house was a great overall stay! Very clean, great location and Jordanne was a great host and very responsive! Great place!"
United States
Jane S.
The price is €711
includes taxes & fees
19 Jun - 20 Jun
Lana’i Oasis and Gem, The Artist's House
Interior

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 €297
includes taxes & fees
25 Jun - 26 Jun
Mamane Suite - Historic charm and views
Shower, hair dryer, towels

Experience luxury at The Ulu Suite | Garden patio

Experience luxury at The Ulu Suite | Garden patio
Wailuku
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed the room very much! It’s perfect size confortable and very clean!Josie"
United States
Josie H.
The price is €302
includes taxes & fees
14 Jun - 15 Jun
Experience luxury at The Ulu Suite | Garden patio
Terrace/patio

Island Views Oceanfront 2 Master Bedrooms, Cold AC

Island Views Oceanfront 2 Master Bedrooms, Cold AC
Lahaina
10.0 out of 10, Exceptional, (30 reviews)
"Fantastic location and great communication from Kevin! We thoroughly enjoyed our stay!!"
United States
Janelle G.
The price is €1,325
includes taxes & fees
1 Jul - 2 Jul
Island Views Oceanfront 2 Master Bedrooms, Cold AC
4 bedrooms, in-room safe, blackout curtains, iron/ironing board

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
North Kihei
9.6 out of 10, Exceptional, (4 reviews)
"Great place to stay!"
United States
Lori R.
The price is €1,171
includes taxes & fees
13 Jun - 14 Jun
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
Interior

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 €285
includes taxes & fees
12 Jun - 13 Jun
Romantic Maui Hideaway at The Historic Wailuku Inn
Dining

Lokelani Suite - Historic charm | Gardens oasis

Lokelani Suite - Historic charm | Gardens oasis
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay"
Canada
Samara C.
The price is €303
includes taxes & fees
12 Jun - 13 Jun
Lokelani Suite - Historic charm | Gardens oasis
Interior

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 €312
includes taxes & fees
12 Jun - 13 Jun
Kahili Suite - Historic charm meets Luxury
Dining

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 €313
includes taxes & fees
25 Jun - 26 Jun
Elegant Puakenikeni Suite- Historic & Ground Floor
Interior

Lehua Suite - Hawaiian elegance | Patio garden

Lehua Suite - Hawaiian elegance | Patio garden
Wailuku
10.0 out of 10, Exceptional, (2 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 €271
includes taxes & fees
12 Jun - 13 Jun
Lehua Suite - Hawaiian elegance | Patio garden
Dining

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, (110 reviews)
"Every thing was as stated, had a great time!!"
United States
Joel T K.
The price is €1,182
includes taxes & fees
12 Jul - 13 Jul
WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA
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
"Location and hotel was exceptional. Specially the 24 hr gym and pool made all the difference. Only 2 issue I had was booking for the luau ticket. Requested for VIP experience which was confirmed.. but when I got to the area, I was told it was not booked so created lil disappointment. And ordered food and drink by the pool, there was an automatic 15% great included, which I wouldn’t have mind paying but I had to pick up my own drink and food was packed for to go without asking and I had to pick up so, didn’t understand what the gratuity was for. But over all good"
sonam 2-night trip
Posted 8 hours ago
Hyatt Regency Maui Resort & Spa

Find out more about Kaanapali

Kaanapali Holiday Homes information

Number of reviews
1,006
Accommodation
28 Holiday Homes
Lowest Price
€271
Highest Price
€1,819