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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.

Star Lookout - OPEN AGAIN OCTOBER 15TH!
SUPERHOST
Entire cabin · 2 guests · 2 beds · 1 bath

Star Lookout - OPEN AGAIN OCTOBER 15TH!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!

Bamboo Temple, views to dream, walk to waterfall!
SUPERHOST
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.

Haleakala Cottage REOPENING OCT 15! Welcome back!
SUPERHOST
Entire cottage · 2 guests · 1 bed · 1 bath

Haleakala Cottage REOPENING OCT 15! Welcome back!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!)

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Kailua holiday rentals

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

Other great holiday rentals in Kailua

"Rainbow Lookout" - Oct 15th - welcome BACK!
SUPERHOSTEntire cabin
"Rainbow Lookout" - Oct 15th - welcome BACK!
Price:$564 NZD / night
Ocean Lookout - OPENING OCT 15TH! WELCOME BACK!
SUPERHOSTEntire house
Ocean Lookout - OPENING OCT 15TH! WELCOME BACK!
Price:$594 NZD / night
Magnificent Eco-Paradise with Exclusive Waterfall!
SUPERHOSTPrivate room
Magnificent Eco-Paradise with Exclusive Waterfall!
Price:$284 NZD / night
Relax in Nature in Exclusive and Eco-Rich Paradise
SUPERHOSTPrivate room
Relax in Nature in Exclusive and Eco-Rich Paradise
Price:$300 NZD / night
Scandinavian Chalet, Maui, Hawaii
Entire villa
Scandinavian Chalet, Maui, Hawaii
Price:$413 NZD / night
Soul Refreshing Paradise with Exclusive Waterfall!
SUPERHOSTPrivate room
Soul Refreshing Paradise with Exclusive Waterfall!
Price:$299 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:$449 NZD / night
Lookout House - OPEN OCTOBER 15! WELCOME BACK!
SUPERHOSTEntire house
Lookout House - OPEN OCTOBER 15! WELCOME BACK!
Price:$643 NZD / night
Gardenia Room on a Gorgeous Tropical Lush Farm
Entire guesthouse
Gardenia Room on a Gorgeous Tropical Lush Farm
Price:$311 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:$311 NZD / night
Cliff House Stunning Pool/Spa/Ocean&Waterfall View
Entire house
Cliff House Stunning Pool/Spa/Ocean&Waterfall View
Price:$723 NZD / night
Waterfall House · Luxury-Pool/Spa/Waterfall Views!
Entire house
Waterfall House · Luxury-Pool/Spa/Waterfall Views!
Price:$861 NZD / night
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