Photo by Ernesto Ribeiro

Search Cottages in Waikapu

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 36 Cottages in Waikapu with updated reviews, rates, and availability.

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Room

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

9.0 out of 10, Wonderful, (31)
"Overall, a very nice accomodation. Close to shops, swap meet, airport, restaurants, etc. Just a good location. Condo is clean and nice. Not in the condo much as we were out seeking adventure. I gave it a 4 out of 5 only because the couch is extremely uncomfortable. Please replace the couch. Mahalo."
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Painting of Maliko Coffee Cabin

Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

10.0 out of 10, Exceptional, (77)
"Beautiful mountaintop view all the way to the ocean, no need for AC with cool tradewinds. The location takes you easily to the Road to Hana or to Haleakala National Park. Super clean and well appointed, charming decor loved it!"
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Evergreen Cottage @ Maui Adventure Villa
Kitchen, Dining Area leading to Screened Lanai

Evergreen Cottage @ Maui Adventure Villa

9.8 out of 10, Exceptional, (156)
"The property is as depicted in online booking. It is clean, cozy, peaceful, and embedded in laps of nature. John is very welcoming host and welcomed us withvapple bananas ans star fruit. "
Evergreen Cottage @ Maui Adventure Villa
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Best views on the Island from every room!

Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

10.0 out of 10, Exceptional, (142)
"This unit works out perfect for my husband and I is incredibly comfortable and pleasant. Working with the manager is very easy and she is very accommodating. I’ve already booked for next year!"
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Luxury Upcountry retreat with breathtaking views!

Luxury Upcountry retreat with breathtaking views!

10.0 out of 10, Exceptional, (75)
"We loved this piece of heaven. The views are incredible. It’s nice to get away from the hustle and bustle of the touristed areas. Upcountry is so pretty and lush. We hiked five minutes away. Got to eat in some really great upcountry restaurants. Found a new beach that is gorgeous, Baby Beach. It’s not for everyone. There is a very windy, steep road of about 15 minutes up from Makawao. We got used to it and it’s pretty. The jungalows’s decor is really pretty and it has all you need. Only downside...
Luxury Upcountry retreat with breathtaking views!
Bamboo Bliss: Ocean Views & Waterfalls Await!
Experience tranquility at the Thai Hale, Maui Eco Retreat, book today

Bamboo Bliss: Ocean Views & Waterfalls Await!

Bamboo Bliss: Ocean Views & Waterfalls Await!
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Evenings at the bar and patio

Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

10.0 out of 10, Exceptional, (176)
"My husband and I thoroughly enjoyed our time at this Maui property and the surrounding area. The apartment offered everything we needed-- a nicely appointed kitchen, comfortable bedroom with sitting area, private swimming pool, laundry facilities and more. It was a short drive to the beaches and to wonderful casual and fine-dining restaurants. Marcello and Alessio were available when we had questions and to offer ideas for activities and dining.We definitely plan to return."
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Living area

Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

9.8 out of 10, Exceptional, (17)
"This place was a great option for staying on Maui and being able to get to just about everywhere. It’s a great place to begin a trip down the Road to Hana, and there are a lot of good places to eat in the city. Highly suggest trying JJ’s Tacos food truck just blocks away. The bed was comfortable and the AC worked very well for a good nights sleep. "
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
Main room, vaulted ceilings, TV and bar

Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

10.0 out of 10, Exceptional, (193)
"The cottage was very nice, beautifully kept and comfortable. We arrived late at night and the lights were left on to welcome us to our home away from home. Each room had nice clean ceiling fans and opening windows which made for a breezy comfortable stay. The view was spectacular and the sunsets incredible. We felt very comfortable and relaxed during our stay. The location is just minutes away from the beach and a nice Beach Walk to many options for dining out and shopping. Although with the...
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
View from living room to kitchen

Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004

10.0 out of 10, Exceptional, (110)
"We had a great time staying in Jacque's cottage on the North Shore, far from the Maui crowds. Pa'ia is charming and funky, and we loved that all the local restaurants and shops were just a short walk away. It's ideal if you are looking for something a bit different from the typical Hawaiian tourist experience, as we were. It's also a great jumping-off point for Haleakala, the Road to Hana, and upcountry Maui. The owners are friendly and communicate well. On our first day, a light bulb burned...
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Exterior detail

Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

10.0 out of 10, Exceptional, (68)
"We came here for a week and it was amazing. Great location and the outdoor space is perfect. Great spot for two people, highly recommend!"
The price is AED 1,414
AED 2,480 total
includes taxes & fees
31 Jan - 1 Feb
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Cottage and pool area with surrounding tropical foliage

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (138)
"Miss Elaine’s place was fantastic! We had everything we needed. The place was clean, not too far from the beach, and it was close to stores and restaurants. We rented a car and only had to fuel up 2 times during the 2 weeks we were there. The pool was amazing, our daughter (5 years old) had so much fun hanging out at the pool. It was nice on days when we did not want to do too much. Beach days were awesome because she had 2 coolers, 3 beach chairs, 2 boogie boards and plenty of towels available...
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Cozy Maui 'Treehouse' with lovely views and amenities
Spectacular sunsets viewed from your lanai/patio deck

Cozy Maui 'Treehouse' with lovely views and amenities

10.0 out of 10, Exceptional, (91)
"Peaceful property in a locals neighborhood. Wake up to birdsong. Close to all amenities, including the beach, by foot and by car, which was very nice. Enjoyed our stay. Mahalo!"
Cozy Maui 'Treehouse' with lovely views and amenities
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

9.4 out of 10, Exceptional, (31)
"Second year we have stayed here. Very quiet on dead end street in Maui Meadows. Beautiful view. Really no issues at all. Will stay here again next year when we return to Maui!"
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
Perfect for enjoying the sunset, grilling dinner, and dining al fresco.

Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd

9.2 out of 10, Wonderful, (23)
"Our family of 6 really enjoyed staying here. There was enough space for everyone and it really is just a 5 minute walk to Airport Beach (also known as Kahekili). We had no problems with cleaniless. The little complex the cottage is apart of is quiet and well maintained. Our family spent a lot of time on the lanai enjoying the ocean view and breezes. We would definietly stay here again. "
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
Beach Bungalow with Cruiser Bikes & Pickleball!
Vaulted ceilings and endless windows create an open space with tropical views!

Beach Bungalow with Cruiser Bikes & Pickleball!

9.0 out of 10, Wonderful, (8)
"The property is very clean and we loved having the lanai available with the bbq. Definitely comes in handy with a big family who doesnt want to go out every night. We'd absolutely stay here again."
The price is AED 1,910
AED 4,400 total
includes taxes & fees
9 Feb - 10 Feb
Beach Bungalow with Cruiser Bikes & Pickleball!
MARCH CANCELLATION SPECIAL 349/NT 7nt min. Private, Romantic Cottage
Welcome to your Private Romantic Cottage in Paradise while enjoying Maui!

MARCH CANCELLATION SPECIAL 349/NT 7nt min. Private, Romantic Cottage

10.0 out of 10, Exceptional, (182)
"Awesome vacation. Everything was clean and well appointed and organized. Very private. Easy access to everything! "
MARCH CANCELLATION SPECIAL 349/NT 7nt min. Private, Romantic Cottage
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
Beautiful coastal decor in this charming cottage.

Plantation Style cottage short walk to beach and town Permit STPH2013/0004

9.8 out of 10, Exceptional, (100)
"Perfect place to stay when planning on windsurfing Hookipa. "
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
Now with optional car add-on
Drone view from ocean -- arrow points to cottage roof.

Now with optional car add-on

10.0 out of 10, Exceptional, (140)
"Gail and Jordon are supreme hosts. Their property is perfect for a couples getaway.. They respected our privacy, but made certain we had all we need for comfortable stay.. "
Now with optional car add-on
Indulge, just steps to pristine beaches, restaurants & shopping.
Property grounds

Indulge, just steps to pristine beaches, restaurants & shopping.

10.0 out of 10, Exceptional, (20)
"Very well appointed and located, near restaurants and within a short drive (10-15 mins) of great beaches. Highly recommend."
Indulge, just steps to pristine beaches, restaurants & shopping.
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.
Don't see what you're looking for?
See all available properties in Waikapu
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Waikapu

Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3436)
"We were pleasantly surprised at about this resort. First off, receiving the Expedia gold upgrade was amazing!! Received a huge 2300 sf 2 bedroom suite with a wraparound oceanfront deck. Just sitting on the deck with the waves at the shore was a highlight of our trip! The facility had all that we needed and was right across the street from grocery/pharmacy and had a food truck area every night with great food. The restaurant at the hotel was also very good, and we loved that there was a bar...
The price is AED 915
AED 1,188 total
includes taxes & fees
26 Feb - 27 Feb
Aston Kaanapali Shores
Kaanapali Alii
Pool

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (857)
"Beautiful accommodations."
Kaanapali Alii
OUTRIGGER Honua Kai Resort & Spa
Exterior

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2682)
"We enjoyed our stay at the Honua Kai Resort and Spa. It's location was ideal for us. The studio was the perfect size for the two of us, and loved having the kitchenette for simple fixings. The balcony had a lovely view, and feel that the location to the beach and to Duke's made everything so easy. The bed/pillows were quite comfortable and easy access to valet parking. The parking valets were all very friendly and helpful for suggestions or directions."
The price is AED 1,372
AED 3,564 total
includes taxes & fees
30 Jan - 31 Jan
OUTRIGGER Honua Kai Resort & Spa
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.

Frequently asked questions

Why book your cottage in Waikapu with Expedia?
Reserving a cottage in Waikapu is as simple as clicking on your travel dates and choosing your ideal place for outdoor fun and relaxation. From upscale retreats to affordable stays and cottages that feature perks like free WiFi, Expedia has something for all traveler styles. As for the best deals around? We’ve got your back!
How can I find cheap cottages in Waikapu?
A wonderful way to uncover cheap cottages in Waikapu is with Expedia’s filter tool. Narrow your search results by amenities, star rating and budget to discover awesome bargains in just a few keystrokes.