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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.
The price is AED 314
AED 1,762 total
includes taxes & fees
30 Nov - 1 Dec
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

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.
The price is AED 2,281
AED 6,219 total
includes taxes & fees
17 Dec - 18 Dec
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

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 AED 1,102
AED 4,024 total
includes taxes & fees
9 Dec - 10 Dec
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.
The price is AED 926
AED 3,670 total
includes taxes & fees
22 Nov - 23 Nov
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

New! The Aloha Cottage in Puamana, Maui Hawaii

Lahaina
9.8 out of 10, Exceptional, (86)
"Loved our stay at the Aloha Cottage. Property was clean and neat. Kitchen was well stocked which made cooking for the kids easy. Loved the outdoor lanai. Great spot for families and kids. Easy close beach access, but also easy drive to stores and restaurants in Lahaina. Nearby beaches were also great. Would definitely stay again. "
United States
Alexandra M.
The price is AED 877
AED 3,079 total
includes taxes & fees
28 Nov - 29 Nov
New! The Aloha Cottage in Puamana, Maui Hawaii

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

Paia
10.0 out of 10, Exceptional, (176)
"The place was amazing. Very close to town and a very peaceful place to stay. The house was very well equipped with all you need for a family stay. The host was very easy to communicate with and very responsive. I would definitely book this house again! "
United States
Mike C.
The price is AED 1,392
AED 3,516 total
includes taxes & fees
28 Nov - 29 Nov
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

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.
The price is AED 1,388
AED 2,681 total
includes taxes & fees
24 Nov - 25 Nov
Lana’i Oasis and Gem, The Artist's House

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.
The price is AED 1,458
AED 3,841 total
includes taxes & fees
7 Dec - 8 Dec
3BD WALK TO SANDY BEACH | Gated | LUXURY SPA FEEL

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 AED 1,061
AED 3,327 total
includes taxes & fees
1 Dec - 2 Dec
NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!

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 AED 1,408
AED 4,981 total
includes taxes & fees
30 Nov - 1 Dec
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.
The price is AED 1,642
AED 5,122 total
includes taxes & fees
4 Dec - 5 Dec
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.
The price is AED 1,532
AED 3,251 total
includes taxes & fees
24 Nov - 25 Nov
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.
The price is AED 6,057
AED 11,055 total
includes taxes & fees
20 Dec - 21 Dec
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.
The price is AED 2,321
AED 5,454 total
includes taxes & fees
3 Dec - 4 Dec
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.
The price is AED 1,366
AED 3,478 total
includes taxes & fees
22 Nov - 23 Nov
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