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Vacation rentals in Kailua

Vacation rentals in Kailua

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kailua

Guests agree: these stays are highly rated for location, cleanliness, and more.

Haleakala Cottage - Private Hot Tub!
SUPERHOSTEntire cottage · 2 guests · 1 bed · 1 bath
Haleakala Cottage - Private Hot Tub!

Nestled in a corner of our lush tropical garden, Haleakala Cottage is the perfect place to call your temporary 'home' while you're in Maui - so you can really experience 'living' here, rather than just 'visiting.' Live like a local - it's fun! (AND we are licensed!)

What guests are saying:

“Absolutely phenomenal and highly recommend. We were in Maui for our honeymoon and wanted to do a portion of our time there “off the beaten path”. Sharyn’s place exceeded our expectations and we wish we had stayed longer. The setting is absolutely breathtaking. The space was clean, well maintained, and had great extra comforting touches! The private hot tub was an amazing added bonus. We HIGHLY RECOMMEND this spot for anyone interesting in seeing the lush “jungle” part of Maui and is interested in visiting the Road to Hana, hiking, and unique beaches. It was so enriching to stay somewhere that wasn’t your standard “beach resort”. The towns of Paia and Haiku were also must visits near by. We will be back!”

Ocean Front Living in the Heart of Nature
Entire house · 4 guests · 2 beds · 2 baths
Ocean Front Living in the Heart of Nature

North Shore Maui Living at it's best! Modern, stylish, open plan with spectacular ocean front and inspiring views, clean and cosy, set in the heart of nature. Private and Perfect for those that love indoor-outdoor living. Our home is ideal for living around the world in unique, special locations. We rent for 6 months or longer.

Bamboo Temple, views to dream, walk to waterfall!
SUPERHOSTEntire cabin · 2 guests · 1 bed · 1 bath
Bamboo Temple, views to dream, walk to waterfall!

Are you looking for an authentic Maui experience that offers comfort and privacy with a sunrise view every morning, ocean views all day, and stars all night? In these changing times, we are proud to be known as a safe haven and a champion for eco-tourism. Whether you're seeking a sanctuary, writing the next chapter of your life, simply on vacation, or looking for a honeymoon gateway, come explore safe and elegant green living at Maui's magical premier eco retreat.

What guests are saying:

“We are just leaving Maui And very sad to go. The first couple nights we stayed on the west side of the island in Lahaina . We arrived at the Maui retreat (via Jeep :) and felt like we arrived in paradise. The west side was resort-ish with lots of people but this was exactly what we needed . William was a wonderful host . The place is beautiful . Exactly as pictured . We needed to disconnect, get away from stress , get married !! Kutira was amazing . We got married on the beach with turtles and she spoke to our souls . She is wonderful . We will forever remember her . The VIEWS alone are enough to recommend this place , I slept better then I have since I was a kid . Waking up to The sunrise over the ocean was amazing . It’s peaceful , quiet , beautiful . We went into town everyday ; it’s close to a lot of neat little towns but we loved coming home to the bamboo temple . We hiked, cooked looked at the stars . There is yoga available (we unfortunately missed ) . The outdoor shower is the best .. so much beauty and peace here . Will forever recommend and be grateful for our time here.”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
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  • Unique stays

Popular amenities for Kailua holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Kailua

Scandinavian Chalet, Maui, Hawaii
Entire villa
Scandinavian Chalet, Maui, Hawaii
Price:$417 NZD / night
Gardenia Room on a Gorgeous Tropical Lush Farm
Entire guesthouse
Gardenia Room on a Gorgeous Tropical Lush Farm
Price:$314 NZD / night
Sacred Space in Hana
Private room
Sacred Space in Hana
Price:$227 NZD / night
Star Lookout - Ocean Views from the Hot Tub!
SUPERHOSTEntire cabin
Star Lookout - Ocean Views from the Hot Tub!
Price:$447 NZD / night
Romantic "Rainbow Lookout" - Stars Galore!
SUPERHOSTEntire cabin
Romantic "Rainbow Lookout" - Stars Galore!
Price:$569 NZD / night
The Lookout House - Permitted - Stunning Views!
SUPERHOSTEntire house
The Lookout House - Permitted - Stunning Views!
Price:$648 NZD / night
Ocean Lookout - 200 degree ocean views!
SUPERHOSTEntire house
Ocean Lookout - 200 degree ocean views!
Price:$599 NZD / night
Thai Hale Temple, a once in a life time holiday!
SUPERHOSTEntire cabin
Thai Hale Temple, a once in a life time holiday!
Price:$453 NZD / night
Soul Refreshing Paradise with Exclusive Waterfall!
SUPERHOSTPrivate room
Soul Refreshing Paradise with Exclusive Waterfall!
Price:$302 NZD / night
Relax in Nature in Exclusive and Eco-Rich Paradise
SUPERHOSTPrivate room
Relax in Nature in Exclusive and Eco-Rich Paradise
Price:$315 NZD / night
Magnificent Eco-Paradise with Exclusive Waterfall!
SUPERHOSTPrivate room
Magnificent Eco-Paradise with Exclusive Waterfall!
Price:$286 NZD / night
Plumeria Room w pool/hot tub on the North Shore
Entire guest suite
Plumeria Room w pool/hot tub on the North Shore
Price:$314 NZD / night
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