Cottage vacation rentals in Wailea

3B/2B FamilyVacationComfort HawaiianaCharm Central

Create precious family memories of a tropical vacation in this spacious, Hawaiiana home. It provides a peaceful place to rest after a day of adventure. National treasures like Iao Valley National Park /Needle Mountain and Iao theatre are 5 minutes away. Walk to Boutiquey stores /Wailuku First Friday/ local offerings. Central location with easy access to all parts of the island/Beaches/Amenities/Airport. Be there instead of spending time getting there. Hawaiiana charm, warmth and comfort.

Romantic and Private Cottage and Gazebo for two!

Romantic, Private, a Sanctuary, beautifully decorated, local charm and sleeping to the sounds of Wailuku River are a few things our guests say about our Inn. An American Whirlpool hottub is our newest feature amenity along with the air conditioning, washer/dryer, full kitchen and a large shower in your private bathroom. A king Size bed, Wifi, barbeque grill, television, fans beach towels are standard amenities. The detached Gazebo is perfect for reading, meditating, or just doing nothing!

Maui Meadows Ocean View Cottage

Our 1 bedroom Ocean view cottage offers the maximum in privacy and convenience. Located in Sunny South Maui, just above the Wailea Resort, our cottage has everything you need to Maui Maui your Home. AC, WiFi, Fully equipped kitchen, covered carport and more... We are a Maui County permited B&B and our quoted price will include Hawaii State and Maui County taxes of 17.42%. Be sure to always confirm if your rental is permitted and if tax is included in the price quoted.

Romantic Suite | Tropical Escape | BBQ & Hot Tub

• Perfect for couples—Queen bed and romantic ambiance • Outdoor hot tub, BBQ, and tropical vibes • Prime location in Kihei—just minutes from restaurants, bars, coffee shops, and groceries • Quick access to top spots: 15 mins to Wailea, 1 hr to Haleakalā, 2 hrs to Hana Sleep on Maui Cottage: 1 Bed Honeymoon Jacuzzi Penthouse • Backyard amenities shared with our Sleep on Maui House. Contact us to discuss rates and options for groups up to 8!

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.*

Cute Plantation Cottage; Walk into Wailuku Town!

Summary Wonderful clean 1BR suite in a small old-hawaii-style duplex in Wailuku Town. This home has been lovingly well maintained to retain its historic character, while having been remodeled where it counts (like the kitchen!). Private off-street parking. Central Maui location in the heart of Wailuku Town where you can walk to an eclectic variety of shops.

Renovated Plantation Home; Walk into Wailuku Town!

Summary Wonderful clean 1BR house in a small old-hawaii-style duplex in Wailuku Town. This home has been lovingly well maintained to retain its historic character, while having been remodeled where it counts (like the kitchen!). Private off-street parking. Central Maui location in the heart of Wailuku Town where you can walk to an eclectic variety of shops.

Private 2 bedroom cottage with pool

Hale Manu mele the perfect Maui vacation.Hale Manu Mele B&B permit #BBKM2013/0001.Tat # TA-031-786-3936-01. We are a legal B&B in Maui The 720 Sq feet cottage is a beautiful newly remolded 2 bedroom 1 bath cottage nestled on a shared 1/2 acre. You'll find an open floor plan with Koa wood floors to granite counters and a beautiful pool to enjoy.

Grateful Casita

Welcome to our cozy casita! This peaceful one-bedroom, one-bath cottage is perfect for solo travelers or couples seeking an intimate getaway. Located in a quiet neighborhood with your own private entrance, you'll have a fully equipped kitchen and comfortable living space to unwind after exploring the island.

Newly Renovated Modern Cottage; Walk into Town!

Brand new, freshly renovated, permitted & legal. Private entry & parking in front of entry. If you were looking for a great deal in Central Maui, you’re in luck as the rates offered for those who book now are very competitive to welcome you to get away to one of the safest places to escape in the world!

Luxury Cottage,Saltwater Spa-Close to Beach,Dining

Slip into a saltwater hot tub on a private deck with a cocktail and good company. The surrounding palm trees and stars above will surely add to the romantic moment. Rinse off under a warm outdoor shower, then retreat indoors to a stylish love nest.

Remodeled 2BR | Deck | Washer/Dryer