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Vacation rentals in Kailua

Vacation rentals in Kailua

Find and book unique accommodations on Airbnb

Top-rated vacation 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!”

Bamboo Temple, views to dream, walk to waterfall!
Entire 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.”

The Lookout House - Permitted - Stunning Views!
SUPERHOSTEntire house · 4 guests · 4 beds · 2 baths
The Lookout House - Permitted - Stunning Views!

Huelo Pt Lookout House, a permitted vacation rental , is a casual, easy-to-live-in 2bd2ba home perched on the spectacular weather vortex of Maui, with spectacular ocean/ cliff/ Haleakala summit views - sleeps 4 adults + kids. We are a SMOKE FREE property.

What guests are saying:

“We stayed at the Lookout House (whole house) for 10 days at the end of February. Our family included two small children (3 and 1.5 year old). We had a ton of space for everyone. The house was very clean, it was very welcoming and little touches everywhere that made our stay very enjoyable. The views are outstanding. The pool is huge and the kids loved it on hot days. The private hot tub was wonderful to enjoy too. The kitchen is well set up with everything you require. You are a bit isolated but Sharyn and Jeff provide you with everything you might need (shampoo, toilet paper, paper towels, soaps, etc) and answer any question you have within minutes. The beds are comfortable (and there are many of them). Laundry on site, two full bathrooms, child equipment (playpen, high chair, beach toys, etc) makes everything really convenient for families. Just be advised it is about 20-25 minutes to the nearest store, park, beach, etc. The best part is being away from the touristy parts of Maui and you really can experience the true beauty away from it all. We highly recommend Sharyn and Jeff. Fantastic, kind, wonderful people and their beautiful property to stay on and look forward to returning when we come back to Maui!”

Vacation rentals for every style

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Popular amenities for Kailua vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Kailua

Ocean Front Living in the Heart of Nature
Entire house
Ocean Front Living in the Heart of Nature
Price:ﺩ.ﺇ1,322 / night
Thai Hale Temple, a once in a life time holiday!
SUPERHOSTEntire cabin
Thai Hale Temple, a once in a life time holiday!
Price:ﺩ.ﺇ1,098 / night
Soul Refreshing Paradise with Exclusive Waterfall!
SUPERHOSTPrivate room
Soul Refreshing Paradise with Exclusive Waterfall!
Price:ﺩ.ﺇ731 / night
Scandinavian Chalet, Maui, Hawaii
Entire villa
Scandinavian Chalet, Maui, Hawaii
Price:ﺩ.ﺇ1,010 / night
Relax in Nature in Exclusive and Eco-Rich Paradise
SUPERHOSTPrivate room
Relax in Nature in Exclusive and Eco-Rich Paradise
Price:ﺩ.ﺇ764 / 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:ﺩ.ﺇ761 / night
The Hidden Gem in Paradise
Private room
The Hidden Gem in Paradise
Price:ﺩ.ﺇ1,286 / night
Cliff House Stunning Pool/Spa/Ocean&Waterfall View
Entire house
Cliff House Stunning Pool/Spa/Ocean&Waterfall View
Price:ﺩ.ﺇ1,767 / night
Star Lookout - Ocean Views from the Hot Tub!
SUPERHOSTEntire cabin
Star Lookout - Ocean Views from the Hot Tub!
Price:ﺩ.ﺇ1,084 / night
Romantic "Rainbow Lookout" - Stars Galore!
SUPERHOSTEntire cabin
Romantic "Rainbow Lookout" - Stars Galore!
Price:ﺩ.ﺇ1,379 / night
Ocean Lookout - 200 degree ocean views!
SUPERHOSTEntire house
Ocean Lookout - 200 degree ocean views!
Price:ﺩ.ﺇ1,451 / night
Magnificent Eco-Paradise with Exclusive Waterfall!
SUPERHOSTPrivate room
Magnificent Eco-Paradise with Exclusive Waterfall!
Price:ﺩ.ﺇ694 / night
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