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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Cottages in Kaupakulua

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
Relax by the serene pool surrounded by lush greenery and a fence.

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

10.0 out of 10, Exceptional, (194)
"Could not have been better. Cottage is a little jewel. Carrie, the host,is an amazing, kind and helpful person, Highly recommend staying at the cottage."
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku
Guests can enjoy a serene beach experience with access to the ocean and surrounding mountains.

HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

10.0 out of 10, Exceptional, (192)
"Enjoyed the privacy and beautiful decor. "
HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004
Relax by the serene pool surrounded by lush greenery and tropical plants.

HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

9.8 out of 10, Exceptional, (84)
"A beautiful property. Exactly what we were looking for. "
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Enjoy a serene beachside retreat with a palm tree, gentle slope, and calm sea.

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

10.0 out of 10, Exceptional, (153)
"Just the right amount of everything. Comfortable tasteful decor with the benefit of the beach just steps away. Beautiful location and easy access to hiking, snorkeling and outdoor exploration. Enjoyed every second of our week there. "
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Relax by the pool surrounded by lush greenery and comfortable seating options.

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (147)
"We had a wonderful stay at Elaine's cottage. The location and property were perfect for us. Thanks for a fantastic week. "
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Relax in a serene outdoor space surrounded by lush greenery and a pergola.

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

10.0 out of 10, Exceptional, (183)
"Great location-convenient to beaches, restaurants but also very private! Villa set in beautifully landscaped yard. Lovely pool for daytime use and when lit up at night."
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Bamboo Bliss: Ocean Views & Waterfalls Await!
Cozy cabin with a high ceiling, bedroom, sitting area, and kitchen, featuring a bed and large windows.

Bamboo Bliss: Ocean Views & Waterfalls Await!

Bamboo Bliss: Ocean Views & Waterfalls Await!
Evergreen Cottage @ Maui Adventure Villa
Enjoy a peaceful retreat with a view of lush greenery from the large window, featuring a comfortable bed and a cozy seating area.

Evergreen Cottage @ Maui Adventure Villa

9.8 out of 10, Exceptional, (167)
"Beautiful property "
Evergreen Cottage @ Maui Adventure Villa
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
Enjoy a serene beach experience with palm trees and a stunning mountain backdrop.

Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

9.6 out of 10, Exceptional, (62)
"Great little cottage Simple and convenient for my needs Would definitely stay here again!"
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
Quaint COTTAGE ~ Walk To Coffee shop, nearby Road to Hana & Haleakala
Guests can enjoy a scenic beach experience with access to calm ocean waters.

Quaint COTTAGE ~ Walk To Coffee shop, nearby Road to Hana & Haleakala

10.0 out of 10, Exceptional, (73)
"A great little cottage"
Quaint COTTAGE ~ Walk To Coffee shop, nearby Road to Hana & Haleakala
Adorable 1930's Gingerbread House....Permitted!
Situated amidst lush greenery, this charming building offers a serene escape with a window and a welcoming atmosphere.

Adorable 1930's Gingerbread House....Permitted!

9.8 out of 10, Exceptional, (12)
"My wife and I enjoyed our stay. House is perfect for a couple and we enjoyed the animals making their rounds throughout the property each day. Eve was an outstanding hostess and made sure we had everything we needed and enjoyed our stay. If we get to Maui again, we will definitely stay in the Gingerbread House again."
The price is ￥40,409
￥87,387 total
includes taxes & fees
Sep 7 - Sep 8
Adorable 1930's Gingerbread House....Permitted!
Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.
Experience a serene beach scene with smooth rocks and pebbles leading to the calm ocean.

Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.

10.0 out of 10, Exceptional, (93)
"very well stocked with everything we needed. easy access from main road. secluded area like we were the only ones around."
Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Enjoy al fresco dining and relaxation in this beautifully appointed patio, featuring a dining table, comfortable seating, and a barbecue grill.

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

10.0 out of 10, Exceptional, (71)
"This charming cottage is a marvel of great design, surrounded by a beautiful garden. We enjoyed walking through the friendly neighborhood on our way to town. The owners are skilled, organized inn keepers. All contributed to a wonderful week on Maui."
The price is ￥51,709
￥93,338 total
includes taxes & fees
Aug 23 - Aug 24
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Hawaiian Dream Temple
Relax by the serene pool surrounded by lush greenery and a shaded gazebo.

Hawaiian Dream Temple

4.0 star property
2.0 out of 10, (1)
Hawaiian Dream Temple
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Enjoy al fresco dining on this outdoor deck with a pergola, overlooking a residential area and a clear sky.

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

9.2 out of 10, Wonderful, (34)
"Very comfortable and a great location. We enjoyed our stay."
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Rustic yet modern Upcountry retreat with breathtaking views!
Relax by the serene pool surrounded by lush greenery and palm trees, with comfortable lounge chairs and umbrellas.

Rustic yet modern Upcountry retreat with breathtaking views!

10.0 out of 10, Exceptional, (85)
"This was our second time staying at David's place. We returned because it is a perfect little getaway for us, close to home but feels like such a treat. The accommodation is clean and comfortable and there are so many homey and cozy touches. Whether you are kama'aina or visitors from afar- you will really enjoy this place."
Rustic yet modern Upcountry retreat with breathtaking views!
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Enjoy meals in this kitchen with a window offering a view of lush greenery.

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

9.4 out of 10, Exceptional, (26)
"Clean, convenient, comfortable! We stayed for a few night while visiting the islands. Highly recommend and may stay here again when visiting local family!"
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Hana Harvest Cottage
Stroll through a lush garden filled with palm trees and flowering plants, leading to a scenic ocean view.

Hana Harvest Cottage

9.4 out of 10, Exceptional, (64)
"The Hana harvest cottage is a great place to stay. The cottage was very comfortable, and nicely kept. The location was absolutely beautiful, surrounded by trees and a river. Would highly recommend for travelers looking to unplug and enjoy the Hana area."
Hana Harvest Cottage
Cozy Maui 'Treehouse' with lovely views and amenities
Enjoy the serene views from the upper balcony, which offers a staircase leading to a peaceful outdoor space.

Cozy Maui 'Treehouse' with lovely views and amenities

9.8 out of 10, Exceptional, (94)
"It had everything we needed. Close to the beaches, restaurants, shopping, and main roads. Comfortable beds, and a nice kitchen. Pamela is very helpful. We had very good time."
Cozy Maui 'Treehouse' with lovely views and amenities
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Stunning hallway with a traditional aesthetic, featuring a door to an outdoor area, a decorative lamp, and a large mirror.

Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

10.0 out of 10, Exceptional, (85)
"The property is very beautiful, the cabin is clean and cozy, and the property owner is very kind. "
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
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 Kaupakulua Hotel Reviews

Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

10/10 Excellent
"Extremely clean "
Shane 7-night trip
Posted 1 day ago
Residence Inn by Marriott Maui Wailea

Frequently asked questions

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