Holiday Homes in Kaanapali

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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Kaanapali holiday homes

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

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (109)
"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 NZ$932
includes taxes & fees
18 Dec - 19 Dec
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
Outdoor dining
Experience luxury at The Ulu Suite | Garden patio

Experience luxury at The Ulu Suite | Garden patio

Experience luxury at The Ulu Suite | Garden patio
Wailuku
10.0 out of 10, Exceptional, (4)
"Parking and check in was easy and just as described. The interior was simple, yet felt upscale. Lovely original art on the walls, comforts bed, and bathroom and shower were wonderful. Would stay here again. "
United States
e o.
The price is NZ$711
includes taxes & fees
18 Dec - 19 Dec
Experience luxury at The Ulu Suite | Garden patio
Outdoor dining
Hinano Suite | Historic Maui Hideaway

Hinano Suite | Historic Maui Hideaway

Hinano Suite | Historic Maui Hideaway
Wailuku
10.0 out of 10, Exceptional, (3)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
The price is NZ$737
includes taxes & fees
18 Dec - 19 Dec
Hinano Suite | Historic Maui Hideaway
Fridge, microwave, oven, stovetop
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

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, (4)
"Wonderful experience. Loved the house... bathtub was excellent!"
United States
Marcy M.
The price is NZ$2,664
includes taxes & fees
20 Dec - 21 Dec
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
Pool
New! The Aloha Cottage in Puamana, Maui Hawaii

New! The Aloha Cottage in Puamana, Maui Hawaii

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (86)
"Cottage was clean and well kept. Location is convenient to shopping, dining, and many beaches including a small beach just a short walk from the property. Stay was very enjoyable."
United States
Robert B.
The price is NZ$1,508
includes taxes & fees
18 Dec - 19 Dec
New! The Aloha Cottage in Puamana, Maui Hawaii
On the beach
Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi

Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi

Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi
Lahaina
9.6 out of 10, Exceptional, (9)
"Very clean, stocked well, comfortable bed and furniture, enough storage for your items, food. Very nice view from entire unit!"
United States
Jim K.
The price is NZ$1,008
includes taxes & fees
18 Dec - 19 Dec
Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi
Pool
Oceanview Retreat in Puamana – Steps from the Beach & Surf

Oceanview Retreat in Puamana – Steps from the Beach & Surf

Oceanview Retreat in Puamana – Steps from the Beach & Surf
Lahaina
10.0 out of 10, Exceptional, (2)
"This property had everything you would want in a vacation home. Great location. We enjoyed the beach, community pool and grounds. The photos were exactly as pictured. We had a great time in your home. Thank you for hosting us."
United States
Joey M.
The price is NZ$2,041
includes taxes & fees
18 Dec - 19 Dec
Oceanview Retreat in Puamana – Steps from the Beach & Surf
On the beach
Oceanfront Hideaway on the Beach

Oceanfront Hideaway on the Beach

Oceanfront Hideaway on the Beach
Central Kihei
10.0 out of 10, Exceptional, (2)
"We really enjoyed this house! It had everything we needed and more! They provided beach chairs and umbrellas, all the kitchen necessities, and even a high chair and port-a-crib for the baby! It was clean and spacious. Host was been very efficient and friendly. "
United States
Kristine D.
The price is NZ$5,033
includes taxes & fees
20 Dec - 21 Dec
Oceanfront Hideaway on the Beach
Terrace/patio
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

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, (107)
"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 NZ$2,262
includes taxes & fees
20 Dec - 21 Dec
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
Interior
Lana’i Oasis and Gem, The Artist's House

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, (200)
"The property was amazing. The owner did a great job communicating and accommodated us on a late check out due to a flight change. We are looking forward to next year. We will definitely be back. "
United States
Kyle B.
The price is NZ$1,351
includes taxes & fees
18 Dec - 19 Dec
Lana’i Oasis and Gem, The Artist's House
Property grounds
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS
Lahaina
10.0 out of 10, Exceptional, (26)
"Fantastic location and great communication from Kevin! We thoroughly enjoyed our stay!!"
United States
Janelle G.
The price is NZ$4,044
includes taxes & fees
29 Dec - 30 Dec
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS
Terrace/patio
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

WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA
Lahaina
9.4 out of 10, Exceptional, (107)
"Great home for a family stay! Three full bedrooms, a sofa bed and 2 car garage. Well stocked kitchen, for all your cooking needs. We enjoyed eating and relaxing on the deck and a soak in the hot tub in the evenings!"
Canada
Cindy R.
The price is NZ$2,169
includes taxes & fees
18 Dec - 19 Dec
WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA
Terrace/patio
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

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
North Kihei
10.0 out of 10, Exceptional, (2)
"The house is an easy walk to a quiet beach and any easy drive to a grocery store and restaurants. The house was clean and well stocked. "
United States
Kimberly F.
The price is NZ$2,472
includes taxes & fees
20 Dec - 21 Dec
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
Pool
POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!

POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!

POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!
Lahaina
10.0 out of 10, Exceptional, (14)
"Beautiful location and property."
United States
Angie A.
The price is NZ$1,834
includes taxes & fees
19 Dec - 20 Dec
POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!
2 bedrooms, desk, iron/ironing board, travel cot
NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!

NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!

NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!
Lahaina
10.0 out of 10, Exceptional, (27)
"Great property and location - beautiful ocean views and really clean. Kevin was easy to chat with and prompt with responses. Highly recommend!"
United States
Scott W.
The price is NZ$3,069
includes taxes & fees
31 Dec - 1 Jan 2026
NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!
Beach nearby
3BD WALK TO THE BEACH | Luxury Remodel | HUGE DECK

3BD WALK TO THE BEACH | Luxury Remodel | HUGE DECK

3BD WALK TO THE BEACH | Luxury Remodel | HUGE DECK
Lahaina
10.0 out of 10, Exceptional, (59)
"Directly across the street from the bay for good snorkeling spot. Eat at the Gazebo for an unforgettable breakfast of macadamia nut and banana pancakes. Open air dining right on the beach."
United States
Rebecca B.
3BD WALK TO THE BEACH | Luxury Remodel | HUGE DECK
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

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"The view from the room was amazing. Full ocean view"
Janet 4-night trip
Posted 2 days ago
The Westin Maui Resort & Spa, Ka'anapali

Find out more about Kaanapali

Kaanapali Holiday Homes information

Number of reviews
556
Accommodation
32 Holiday Homes
Lowest Price
NZ$711
Highest Price
NZ$5,033

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