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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.

  • 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.

  • 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!”

  • Thai Hale Temple, a once in a life time holiday!
    SUPERHOSTEntire cabin · 3 guests · 2 beds · 1 bath
    Thai Hale Temple, a once in a life time holiday!

    Are you looking for an elegant experience and exotic escape where nature cradles you in her arms? 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:

    “I don't really know where to begin. There is no place on earth like the Maui Eco Retreat. If you are contemplating staying here, you already probably know what you want and what you need, and this place has got every element required to support you in your healing, rejuvenation, and growth. My friend and I stayed in the bamboo Thai Hale and it was exquisitely beautiful inside and out, with a view that will blow your mind. Additionally, the grounds are dotted with special temples and paths. We were invigorated, inspired and challenged by the ocean path hike and the hike to the secret lagoon with magic waterfall. We were given plenty of insider info to find things to do and places to eat in the outside world, but honestly the real thrill was coming home every night to the retreat and enjoying the peace and tranquility of that little world. There are both young and older people from all over the world there. We made friends and heard stories and shared laughter. A perfect sacred holiday. I just can't get it out of my mind.”

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

Sacred Space in Hana
Private room
Sacred Space in Hana
Price:$204 CAD/night
Scandinavian Chalet, Maui, Hawaii
Entire villa
Scandinavian Chalet, Maui, Hawaii
Price:$375 CAD/night
Star Lookout - Ocean Views from the Hot Tub!
SUPERHOSTEntire cabin
Star Lookout - Ocean Views from the Hot Tub!
Price:$402 CAD/night
Romantic "Rainbow Lookout" - Stars Galore!
SUPERHOSTEntire cabin
Romantic "Rainbow Lookout" - Stars Galore!
Price:$407 CAD/night
The Lookout House - Permitted - Stunning Views!
SUPERHOSTEntire house
The Lookout House - Permitted - Stunning Views!
Price:$582 CAD/night
Bamboo Temple, views to dream, walk to waterfall!
SUPERHOSTEntire cabin
Bamboo Temple, views to dream, walk to waterfall!
Price:$407 CAD/night
The Hidden Gem in Paradise
Private room
The Hidden Gem in Paradise
Price:$477 CAD/night
Gardenia Room on a Gorgeous Tropical Lush Farm
Entire guesthouse
Gardenia Room on a Gorgeous Tropical Lush Farm
Price:$282 CAD/night
Ocean Lookout - 200 degree ocean views!
SUPERHOSTEntire house
Ocean Lookout - 200 degree ocean views!
Price:$538 CAD/night
Hana Hideaway
Private room
Hana Hideaway
Price:$579 CAD/night
Magnificent Eco-Paradise with Exclusive Waterfall!
SUPERHOSTPrivate room
Magnificent Eco-Paradise with Exclusive Waterfall!
Price:$217 CAD/night
Relax in Nature in Exclusive and Eco-Rich Paradise
SUPERHOSTPrivate room
Relax in Nature in Exclusive and Eco-Rich Paradise
Price:$257 CAD/night
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