Search Vacation Homes in Kaanapali

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Vacation Homes in Kaanapali

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.
$406 nightly
The price is $472
Nov 30 - Dec 1
Total with taxes and fees
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

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.
$708 nightly
The price is $824
Nov 28 - Nov 29
Total with taxes and fees
New! The Aloha Cottage in Puamana, Maui Hawaii

Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

Lahaina
10.0 out of 10, Exceptional, (3)
"Wonderful experience. Loved the house... bathtub was excellent!"
United States
Marcy M.
$1,101 nightly
The price is $1,283
Dec 1 - Dec 2
Total with taxes and fees
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

Lana’i Oasis and Gem, The Artist's House

Lanai
10.0 out of 10, Exceptional, (199)
"This was our second stay at the Artist House. We returned there because of the spacious accomodations and cleanliness of the house. It is a place where you can relax and enjoy the uniqueness of Lanai. Beach chairs, coolers and BBQ grill are available for use. The large patio is perfect for grilling and entertaining.We will definitely stay there for our future trips to Lanai."
United States
Rose T.
$674 nightly
The price is $785
Dec 2 - Dec 3
Total with taxes and fees
Lana’i Oasis and Gem, The Artist's House

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.
$962 nightly
The price is $1,095
Dec 9 - Dec 10
Total with taxes and fees
Oceanview Retreat in Puamana – Steps from the Beach & Surf

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.
$859 nightly
The price is $999
Nov 28 - Nov 29
Total with taxes and fees
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

Paia
10.0 out of 10, Exceptional, (177)
"Nice, clean and roomy place to stay."
United States
Rosalina D.
$822 nightly
The price is $957
Nov 28 - Nov 29
Total with taxes and fees
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

3BD WALK TO SANDY BEACH | Gated | LUXURY SPA FEEL

Lahaina
10.0 out of 10, Exceptional, (176)
"Great place to stay and within walking distance to the best beaches. Very clean and had everything we needed. "
United States
Krissi T.
$858 nightly
The price is $999
Dec 7 - Dec 8
Total with taxes and fees
3BD WALK TO SANDY BEACH | Gated | LUXURY SPA FEEL

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.
$1,166 nightly
The price is $1,358
Nov 30 - Dec 1
Total with taxes and fees
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

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

Lahaina
10.0 out of 10, Exceptional, (26)
"We loved our stay in Puamana. The unit was clean and well stocked. Being right on the water was magical. We would rent this unit again in a heartbeat."
United States
clark r.
$1,130 nightly
The price is $1,324
Dec 11 - Dec 12
Total with taxes and fees
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!

Lahaina
10.0 out of 10, Exceptional, (13)
"Beautiful location and property."
United States
Angie A.
$761 nightly
The price is $885
Nov 30 - Dec 1
Total with taxes and fees
POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!

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.
$2,534 nightly
The price is $2,967
Dec 20 - Dec 21
Total with taxes and fees
Oceanfront Hideaway on the Beach

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.
$1,090 nightly
The price is $1,270
Nov 30 - Dec 1
Total with taxes and fees
WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA

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.
$787 nightly
The price is $917
Dec 2 - Dec 3
Total with taxes and fees
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

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Kaanapali Vacation Homes information

Number of reviews
859
Accommodation
32 Vacation Homes
Lowest Price
$472
Highest Price
$2,967

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