
Cottage vacation rentals in Paia
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Paia
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Ho'okipa Rose - Peace and Serenity
E Komo Mai! Ho'okipa Rose, Peaceful, Tropical home in the quaint town of Haiku. Lovely 2 bedroom, 2 bath, 1000 sq. ft. cottage located on private, two acre property. Fully equipped kitchen with everything you need to prepare meals. Upscale amenities throughout. Outdoor shower and infrared sauna. Beach chairs, towels, boogie boards and other beach items. 5 minutes from the famous Ho'okipa & Jaws! 10 minutes from the charming town of Paia and beaches. Enjoy Maui away from the busy touristy areas.

Haleakala Cottage - private hot tub, pool access
Come enjoy the ultimate Hawaiian oasis nestled in the corner of our lush tropical gardens and organic homestead. Haleakala Cottage is the perfect place to relax and unwind. Enjoy a chilled glass of wine in your own private hot tub and gaze up at our beautiful stars - the perfect romantic honeymoon hideaway! ★Jump Start to The to the Road to Hana! ✔ ★NEW CENTRAL AC ✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool (shared) ✔ ★King Bed ✔ ★Outdoor Shower✔ ★Sunrise View ✔ ★Cliff Walk ✔ ★Full Kitchen ✔

Oceanview Cottage away from heat! w/ County Permit
Closest Airbnb to Haleakala National Park & Road To Hana. Away from 100 degree heat & traffic & yet still close to food & market! Private Cottage on 2acres of orchard on Haleakala, w/ endless pano Bi-Coastal View (Double Ocean View that no other islands have) & night city view! Stunning sunset & starry nights. Two master suites with ensuite Full Baths. For past guests whom love this home, this AirBnB ends on 12/31/26. Hawaii Supreme Court ruled no more short term rental in agriculture lands.

Charming Cottage in Kuau near Mama’s Beach
A charming cottage surrounded by beautiful tropical gardens. The owners, Mike and Jodi, are available to make sure you are greeted and treated with Aloha throughout your stay! Experience and feel how special the North Shore of Maui is in this beautiful Hawaiian neighborhood - don't tell anyone, but this is the secret spot!! *NOTICE: OUR NIGHTLY RATE INCLUDES A MANDATORY HAWAII STATE tax OF 14.75% ON ALL RENT. PER MAUI COUNTY LAW NO ADDITIONAL GUESTS BEYOND MAX OCCUPANCY OF 6 WILL BE ALLOWED.

Kaanapali Cottage ICC 29 Indoor/Outdoor Living
International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.

Haiku Hideaway - Stand-alone 2 bedroom farm house
Our country farmhouse has a very unique feel with detailed craftsmanship (built by the owner). It’s a 2/1, 1000sqft open concept with a 500 sq. ft. covered deck off the living room and views of the ocean & mountains. We have goats and plenty of trees . We are 6mi to Hoʻokipa Beach Park, 10 min from Twin Falls, 6mi to Makawao & 9mi to Pāʻia. Quiet neighborhood and private. Come relax! TA-122-773-8112-01. GE-122-773-8112-01 BBPH 2021/0001

North Shore Ocean View Cottage
This recently built comfortable cottage is located on the north shore of the island of Maui, tucked away in the quiet countryside of Haiku but relatively close to major attractions! Enjoy a relaxing vacation in a rich tropical setting with spectacular ocean views! Please Note: State of Hawaii Maui County adds 17.96% tax to your guest fees. TA-060-126-6176-01 GE-060-126-6176-01 BBPH 2016/0001 SUP 2 2015/0008

One Block to the Beach! Cozy Beach Cottage Kihei
Welcome to Chez Maui! This cozy 2-bedroom, 1-bathroom cottage is just one block from the beach, offering a peaceful and private retreat. Perfect for your vacation or for remote workers, traveling healthcare professionals, snowbirds or those in transition to longer-term accommodation. The cottage comfortably hosts up to 4 guests maximum and has been recently renovated. *Make sure to turn on your notifications for Airbnb Messaging.*

Charming Kaanapali cottage with ocean view
A charming "Old Hawaii" bungalow on lush landscaped tropical grounds, only a ten minute walk from Kaanapali Beach, the best beach in West Maui. Close to numerous restaurants and shops in the Kaanapali area. But so beguiling is the view of Lanai and Molokai islands as you drink your morning coffee, so inspiring the sunsets as you sip your cocktail in the late afternoon--you may never leave the lanai!

Rustic Upcountry retreat with breathtaking views!
Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property At this time we are hosting to guests 12 or older. This property is terraced so not optimal for young children. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

Leilani's "Leimomi" Cottage - County Licensed
Maui County License: STPH2013/0020 (taxes are included in rate) The home is part of the county licensed Leilani vacation rental property. The cottage is about 650 square feet with open beam ceiling and lots of windows and sliding doors with ocean views. Other amenities are a king size bed, full kitchen, outside covered sitting area with Jacuzzi , BBQ and lawn chairs.

Great Location, 1 BR Beachy, VERY CLEAN Cottage
COUNTY PERMITTED - This home holds legal Maui Permit STPH2015/0006. Amazing Haiku location, Very Clean, Cute Beachy-style, 1BR/1BA cottage home. 1 Queen bed very comfortable, quick walk to Haiku Grocery, Haiku Cannery, Nuka Sushi, Haiku Mangala Yoga, Colleen's, Short 4 mile drive to Ho'okipa, (sleeps 1-2) well equipped kitchen & new appliances
Popular amenities for Paia cottage rentals
Cottage rentals with a hot tub

Privacy, Luxury, Ocean View Cottage, HotTub, K-Bed

Romantic and Private Cottage and Gazebo for two!

Leilani's "Leimomi" Cottage - County Licensed

Luxury Cottage,Saltwater Spa-Close to Beach,Dining

Romantic Suite | Tropical Escape | BBQ & Hot Tub

Rustic Upcountry retreat with breathtaking views!

Haleakala Cottage - private hot tub, pool access
Pet-friendly cottage rentals

3B/2B FamilyVacationComfort HawaiianaCharm Central

Grateful Casita

Maui Meadows Ocean View Cottage

Haleakala Cottage - private hot tub, pool access
Private cottage rentals

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

Luxury Cottage,Saltwater Spa-Close to Beach,Dining

HALEKALANI - Paradise in Upcountry

North Shore Ocean View Cottage

Rustic Upcountry retreat with breathtaking views!

One Block to the Beach! Cozy Beach Cottage Kihei

Private Country Cottage, Ocean View, A/C, Hana Hwy

Great Location, 1 BR Beachy, VERY CLEAN Cottage
Quick stats about cottage rentals in Paia

Nightly prices starting at
Paia vacation rentals start at ﺩ.ﺇ1,065 per night before taxes and fees

Verified guest reviews
Over 460 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Paia rentals

4.9 Average rating
Paia stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Honolulu Vacation rentals
- Oahu Vacation rentals
- Kauai Vacation rentals
- Island of Hawai'i Vacation rentals
- Waikīkī Beach Vacation rentals
- Kailua-Kona Vacation rentals
- Kona Vacation rentals
- Kihei Vacation rentals
- Kaanapali Vacation rentals
- North Kona Vacation rentals
- Hilo Vacation rentals
- Princeville Vacation rentals
- Rentals with beach access Paia
- Beachfront rentals Paia
- Rentals with a patio Paia
- Apartment rentals Paia
- Fitness-friendly rentals Paia
- Condo rentals Paia
- Family-friendly rentals Paia
- Beach house rentals Paia
- House rentals Paia
- Rentals with outdoor seating Paia
- Rentals with a washer and dryer Paia
- Cottage rentals Maui County
- Cottage rentals Hawaii
- Cottage rentals United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Wailea Beach
- Maui Ocean Center
- Ka'anapali Golf Courses
- Hāmoa Beach
- Old Lahaina Luau
- Ulua Beach
- Black Rock Beach
- Big Beach
- Maui Vista Condominium
- Whalers Village
- Peahi
- Haleakala National Park
- Maui Arts & Cultural Center
- Black Sand Beach
- Maui Sunset
- Kihei Kai Nani
- Kahana Beach
- Things to do Paia
- Things to do Maui County
- Food and drink Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Things to do Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Things to do United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Food and drink United States
- Tours United States
- Nature and outdoors United States






