
Cottage holiday rentals in Paia
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Top-rated cottage rentals in Paia
Guests agree: These cottages are highly rated for location, cleanliness and more.

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.

NEW 2/2 Beautiful Modern beach Chic Oasis with AC
“Ku’au KO”- The ultimate landing pad in Maui’s highly desirable Ku'au, is NOT affected by Bill 9. Your booking is 100% secure! New, bright, beach-chic bliss awaits you at this rare and impeccably crafted modern beach cottage. The home features high ceilings, A/C in all rooms, tiled rain showers, a fully stocked kitchen and free designated parking. 1 mile from Boho hip Paia Town and Maui's best beaches, shops, dining and a vast array of activities. The perfect base for your Maui adventure!

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.

Solar Cottage With Privacy & Panoramic Ocean Views
Entabeni Cottage sits above the Road to Hana overlooking the Pacific Ocean on the north shore of Maui, Hawaii. Entabeni Cottage is a fully-equipped, 830 square foot home, powered by the sun and beautifully situated on a gorgeous 6.25 acre tropical flower farm. Enjoy ocean views from your bed, kitchen, lanai (covered deck), & private yard. The Kristiansen's offer guests fresh eggs and vegetables from the garden when ready for harvest. License & Permit: BBHA 2013/0006 and SUP2 2012/0011

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

Solar Cottage With Privacy & Panoramic Ocean Views

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
Quick stats about cottage rentals in Paia

Nightly prices starting at
Paia holiday rentals start at $412 AUD 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
- Rentals with a patio Paia
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- Maui
- Kamaole Beach Park II
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