Holiday Homes in Kaanapali

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Kaanapali

Historical lodge at Pu'u O Hoku Ranch! Outdoor pool and farm-to-table meals!
10.0 out of 10, Exceptional, (2)
"We had a dreamy stay at Pu'u O Hoku Ranch! We really enjoyed slowing down and enjoying each other's company in a beautiful setting. Coming from the hustle and bustle of Oahu, it was exactly what we were looking for. We spent countless hours hanging out by the lodge pool and soaking up the old Hawai'i vibe. The convenience of farm-to-table meals prepared by the ranch team was ideal. The local venison, beef, and veggies were delicious. Our kids loved having breakfast together then heading out to...
United States
Heather R.
The price is NZ$13,940
includes taxes & fees
27 Oct - 28 Oct
Historical lodge at Pu'u O Hoku Ranch! Outdoor pool and farm-to-table meals!
Charming Direct Oceanfront North Shore Beach House
9.2 out of 10, Wonderful, (35)
"We had a great time at this VRBO! It was so clean and was the perfect lay out for our family. The beds were comfortable and the views were gorgeous! We will definitely be staying again. "
United States
Lauren K.
The price is NZ$1,390
includes taxes & fees
15 Nov - 16 Nov
Charming Direct Oceanfront North Shore Beach House
Oceanfront Hideaway on the Beach
10.0 out of 10, Exceptional, (1)
"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$3,964
includes taxes & fees
27 Oct - 28 Oct
Oceanfront Hideaway on the Beach
Oceanview Retreat in Puamana – Steps from the Beach & Surf
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$1,969
includes taxes & fees
27 Oct - 28 Oct
Oceanview Retreat in Puamana – Steps from the Beach & Surf
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
9.8 out of 10, Exceptional, (109)
"The property was clean, well maintained, and in a sweet, quiet neighborhood-a perfect home base for lots of day trips around Maui with tons of toys for beach-going. We hope to visit again! And a beautiful backyard and amenities!"
United States
Rachel C.
The price is NZ$1,052
includes taxes & fees
27 Oct - 28 Oct
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
New! The Aloha Cottage in Puamana, Maui Hawaii
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 NZ$1,713
includes taxes & fees
27 Oct - 28 Oct
New! The Aloha Cottage in Puamana, Maui Hawaii
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
10.0 out of 10, Exceptional, (1)
"Place was great and would definitely stay again! There was a nice yard and a closet full of beach gear, chairs and coolers we made use of. Only thing that would have been better was if the hot tub was not on a timer that shuts off later at night. Great spot!!"
United States
Evan D.
The price is NZ$3,103
includes taxes & fees
29 Oct - 30 Oct
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
10.0 out of 10, Exceptional, (8)
"Clean, cozy and nicely designed. This condo has an amazing view and access to the beach and pool. Kitchen is well equipped, even has a milk warmer/frother which I appreciate so much as a lover of lattes. We'll happily stay here again on our next trip to Maui. "
United States
Jamie T.
The price is NZ$1,284
includes taxes & fees
28 Oct - 29 Oct
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Steps to Beach! Beautiful Condo with Pool & Hot Tub, Full Kitchen WIFI &W/D
2.0 star property
The price is NZ$1,499
includes taxes & fees
25 Nov - 26 Nov
Steps to Beach! Beautiful Condo with Pool & Hot Tub, Full Kitchen WIFI &W/D
NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!
10.0 out of 10, Exceptional, (26)
"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$1,614
includes taxes & fees
9 Nov - 10 Nov
NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!
Lana’i Oasis and Gem, The Artist's House
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 NZ$1,264
includes taxes & fees
27 Oct - 28 Oct
Lana’i Oasis and Gem, The Artist's House
WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA
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.
WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS
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 NZ$2,468
includes taxes & fees
24 Nov - 25 Nov
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS
POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!
10.0 out of 10, Exceptional, (13)
"Beautiful location and property."
United States
Angie A.
The price is NZ$1,539
includes taxes & fees
31 Oct - 1 Nov
POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
9.6 out of 10, Exceptional, (106)
"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$2,206
includes taxes & fees
28 Oct - 29 Oct
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
3BD WALK TO SANDY BEACH | Gated | LUXURY SPA FEEL
10.0 out of 10, Exceptional, (175)
"Great place in an awesome location. All the amenities you will need. Communication was top notch. Would definitely stay again. "
United States
Matt M.
The price is NZ$1,776
includes taxes & fees
30 Oct - 31 Oct
3BD WALK TO SANDY BEACH | Gated | LUXURY SPA FEEL
3BD WALK TO THE BEACH | Luxury Remodel | HUGE DECK
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 NZ$1,594
includes taxes & fees
29 Oct - 30 Oct
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kaanapali Hotel Reviews

Find out more about Kaanapali

Kaanapali Holiday Homes information

Number of reviews
755
Accommodation
32 Holiday Homes
Lowest Price
NZ$1,052
Highest Price
NZ$13,940

Explore a world of travel with Expedia