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Vacation rentals in Kailua

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Top-rated holiday rentals in Kailua

Guests agree: these stays are highly rated for location, cleanliness, and more.

SUPERHOST
  1. Entire guest suite
  2. Kailua
🌺Adorable 1 bedroom place, walk to the beach

This unique place has a style all its own. Enjoy high speed internet as you work from home in paradise. The beach is just a short 10/15 minute walk away. Soak in the sunrise over the peek a boo view of the ocean, and wind down watching sunset over the Ko’olau mountains from your backyard. Try your hand at local cuisine from your chefs kitchen or enjoy the patio near fruit bearing avocado and lemon trees. Kids live in adjoining house and can be heard at times. Please use AC sparingly🙏

  1. Entire guest suite
  2. Kailua
The Honu Suite 1 bedroom 90 day rental

The space includes a full bathroom, kitchen and bedroom with all the amenities less than a mile away from the beach. The sofa is also a pull out queen if 2 beds are needed. 2 Beach cruisers are included to get you to and from where ever you need to go so you can leave the car behind. Come and relax in the beautiful town of Kailua.

SUPERHOST
  1. Entire rental unit
  2. Kailua
Beachy luxury you'll never want to leave!

If you're planning on visiting Kailua for 30 days or longer, you will fall in love with our gorgeous apartment overlooking Kailua Beach. Simply the prettiest apartment, in the most beautiful quiet neighborhood in amazing laid-back Kailua. Our minimum stay: 30 days NOTE: A last minute change to Oahu’s new vacation rental law is allowing us to continue with 30 bookings to April 23, 2023. After that date, Oahu will require a minimum of 90 days.

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Stay near Kailua's top sights

Photo of Kailua Beach Park
Kailua Beach Park104 locals recommend
Photo of Kailua Beach Adventures
Kailua Beach Adventures28 locals recommend
Photo of Lanikai Pillbox
Lanikai Pillbox37 locals recommend
Photo of Twogood Kayaks Hawaii
Twogood Kayaks Hawaii6 locals recommend
Photo of Kalapawai Market
Kalapawai Market48 locals recommend
Photo of Aaron's Dive Shop
Aaron's Dive Shop5 locals recommend

Other great holiday rentals in Kailua

SUPERHOST
  1. Entire home
  2. Kailua
Kailua Beach Park - 1 BR Cottage
SUPERHOST
  1. Entire guesthouse
  2. Kailua
Kailua Hawaiian Studio
SUPERHOST
  1. Entire guesthouse
  2. Kailua
Kailua Palm Studio. Walk to Beach! PERMITTED
SUPERHOST
  1. Entire cottage
  2. Kailua
Step back in time in this tropical Cottage by the beach
SUPERHOST
  1. Entire guest suite
  2. Kailua
Dolphin Suite - Wonderful Location!
SUPERHOST
  1. Entire rental unit
  2. Kailua
Charming island style Studio - D&D's B&B
SUPERHOST
  1. Entire guest suite
  2. Kailua
Stunning Views. To inquire please contact owners.
SUPERHOST
  1. Entire guesthouse
  2. Kailua
Lanikai Ocean View Retreat with saltwater pool
SUPERHOST
  1. Private room
  2. Kailua
Kailua Glam Camp Room #1
  1. Private room
  2. Kailua
Private Room Close to Kailua Beach
SUPERHOST
  1. Entire home
  2. Kailua
Tropical Hideaway Near the Beach
SUPERHOST
  1. Private room
  2. Kailua
Pillows in Paradise, Private studios
  1. Airbnb
  2. United States
  3. Hawaii
  4. Honolulu County
  5. Kailua