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

    BAMBOO TEMPLE: The Maui Eco Retreat is named “The greenest Spot on Maui”. We are a PERMITTED facility, located on the North Shore where people seek tranquility and want to escape the touristy hustle and bustle. If you are a nature lover, enjoy hiking and adventure, seek authenticity in travel and would like to experience an alternative, green and natural lifestyle, we are happy to host you! We created this amazing place for the traveler like you! This might be just what you've been looking for!

    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 Hidden Gem in Paradise
    Private room · 3 guests · 1 bed · 1.5 baths
    The Hidden Gem in Paradise

    Amazingly breathtaking! A must experience for all , looking to reboot and reset the mind, body & soul . True Hawai’i paradise

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Kailua vacation rentals

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

Other great vacation rentals in Kailua

Scandinavian Chalet, Maui, Hawaii
Entire villa
Scandinavian Chalet, Maui, Hawaii
Price:$373 CAD/night
Gardenia Room on a Gorgeous Tropical Lush Farm
Entire guesthouse
Gardenia Room on a Gorgeous Tropical Lush Farm
Price:$281 CAD/night
Romantic "Rainbow Lookout" - Stars Galore!
SUPERHOSTEntire cabin
Romantic "Rainbow Lookout" - Stars Galore!
Price:$406 CAD/night
Star Lookout - Ocean Views from the Hot Tub!
SUPERHOSTEntire cabin
Star Lookout - Ocean Views from the Hot Tub!
Price:$400 CAD/night
Ocean Lookout - 200 degree ocean views!
SUPERHOSTEntire house
Ocean Lookout - 200 degree ocean views!
Price:$536 CAD/night
Ocean Front Living in the Heart of Nature
Entire house
Ocean Front Living in the Heart of Nature
Price:$488 CAD/night
The Lookout House - Permitted - Stunning Views!
SUPERHOSTEntire house
The Lookout House - Permitted - Stunning Views!
Price:$580 CAD/night
Thai Hale Temple, a once in a life time holiday!
SUPERHOSTEntire cabin
Thai Hale Temple, a once in a life time holiday!
Price:$406 CAD/night
Sacred Space in Hana
Private room
Sacred Space in Hana
Price:$203 CAD/night
Hana Hideaway
Private room
Hana Hideaway
Price:$576 CAD/night
Relax in Nature in Exclusive and Eco-Rich Paradise
SUPERHOSTPrivate room
Relax in Nature in Exclusive and Eco-Rich Paradise
Price:$256 CAD/night
Soul Refreshing Paradise with Exclusive Waterfall!
SUPERHOSTPrivate room
Soul Refreshing Paradise with Exclusive Waterfall!
Price:$256 CAD/night
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