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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.

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.”

Star Lookout - Ocean Views from the Hot Tub!
SUPERHOSTEntire cabin · 2 guests · 2 beds · 1 bath
Star Lookout - Ocean Views from the Hot Tub!

Dreaming of the perfect jungle honeymoon hideaway or retreat? Set amidst a mature coconut grove, this private cottage puts you in a romantic world of your own. Fresh tropical flowers ... light the candles ... your own huge hot tub ... ocean cliffs!

What guests are saying:

“One of the best airbnb experiences we had. Although we already had high expectations, still the pictures/description don't do the reality justice. It's hard to describe but you are in a uniquely serene and mystic place removed from the touristic and noisy crowdedness of Maui, surrounded just by bamboo and palm trees, at night you can watch this magnificent sky of stars, and you fall asleep listening to the roaring sound of wind in the leaves. Sure, it takes a bit of a drive to get there but it's so worth it, in fact that makes it special, but if you do like accessibility then this is not the right place for you. I do highly recommend to follow Sharyn's advice to print out or take screenshots of the more detailed instructions she provides, since signal is poor out there but with those instructions it's impossible to miss when you first arrive, and after that it's straightforward. The garden is huge, and despite there being several cottages on the property you feel absolute privacy. Also the interior of the cottage is bigger than we were expecting, with lots of lovely touches waiting for you in each and every corner (we were particularly grateful for the fruit basket and some breakfast goodies Sharyn had prepared for us). I would come back in a heartbeat and then I'd stay for months, not days!”

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.

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

Sacred Space in Hana
Private room
Sacred Space in Hana
Price:$150 / night
Scandinavian Chalet, Maui, Hawaii
Entire villa
Scandinavian Chalet, Maui, Hawaii
Price:$275 / night
Haleakala Cottage - Private Hot Tub!
SUPERHOSTEntire cottage
Haleakala Cottage - Private Hot Tub!
Price:$265 / night
Thai Hale Temple, a once in a life time holiday!
SUPERHOSTEntire cabin
Thai Hale Temple, a once in a life time holiday!
Price:$299 / night
Gardenia Room on a Gorgeous Tropical Lush Farm
Entire guesthouse
Gardenia Room on a Gorgeous Tropical Lush Farm
Price:$207 / night
The Lookout House - Permitted - Stunning Views!
SUPERHOSTEntire house
The Lookout House - Permitted - Stunning Views!
Price:$428 / night
Romantic "Rainbow Lookout" - Stars Galore!
SUPERHOSTEntire cabin
Romantic "Rainbow Lookout" - Stars Galore!
Price:$375 / night
Relax in Nature in Exclusive and Eco-Rich Paradise
SUPERHOSTPrivate room
Relax in Nature in Exclusive and Eco-Rich Paradise
Price:$208 / night
Soul Refreshing Paradise with Exclusive Waterfall!
SUPERHOSTPrivate room
Soul Refreshing Paradise with Exclusive Waterfall!
Price:$199 / night
Magnificent Eco-Paradise with Exclusive Waterfall!
SUPERHOSTPrivate room
Magnificent Eco-Paradise with Exclusive Waterfall!
Price:$189 / night
Ocean Lookout - 200 degree ocean views!
SUPERHOSTEntire house
Ocean Lookout - 200 degree ocean views!
Price:$395 / night
The Hidden Gem in Paradise
Private room
The Hidden Gem in Paradise
Price:$350 / night
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