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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.

Kailua Beach Park - 1 BR Cottage
SUPERHOST
Entire residential home · 4 guests · 2 beds · 1 bath

Kailua Beach Park - 1 BR CottageKailua Beach was once again been rated as the best beach in the USA for 2019, by Dr. Beach." The cottage is directly across the street from Kailua Beach Park and less than a 2-minute walk to step into the ocean. It is a fully legal vacation rental, license number 1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm."

Cozy Kailua Rental for Medium/Long Term Rental
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath

Cozy Kailua Rental for Medium/Long Term RentalEscape to beautiful Kailua and enjoy our cozy guest suite! Located in a quiet cul-de-sac, this unit provides modern amenities, a new full-sized bed and direct access to your own private lanai. Mountain views, nearby attractions, shopping, dining, and world-class beaches ensure an ideal destination for your next retreat! We welcome minimum stays of 30 days or more. Please contact for inquiry details.

Large Studio - Ocean/Mtn Views-60' Waterfall Pool
Entire guest suite · 2 guests · 2 beds · 1 bath

Large Studio - Ocean/Mtn Views-60' Waterfall PoolKailua Absolutely Oceanfront deluxe vacation rental. Hear the waves breaking just outside. The closest house to the Ocean in Kailua Enjoy the 60ft salt sanitized waterfall lap pool. The home is located in an upscale Kailua neighborhood There are two lanais, one overlooks the pool and the mountains. The other lanai is located on the side of the house and has an Ocean View The city is closing illegal rentals, we are a licensed legal vacation rental. Check current Hawaii travel restrictions

Holiday rentals for every style

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Popular amenities for Kailua holiday rentals

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

Other great holiday rentals in Kailua

SUPERHOST
  1. Entire guesthouse
  2. Kaneohe
Holoholo Private studio on the water private lanai
$340 AUD per night
$340.00 AUD total
  1. Entire guest suite
  2. Kailua
Absolutely Oceanfront Views-60' Waterfall Lap Pool
$239 AUD per night
$239.00 AUD total
SUPERHOST
  1. Entire guest suite
  2. Kailua
Kolea Landing Modern Beach House w/ Double Master
$765 AUD per night
$765.00 AUD total
SUPERHOST
  1. Private room
  2. Kaneohe
Kaneohe Bay suite
$180 AUD per night
$180.00 AUD total
SUPERHOST
  1. Entire residential home
  2. Kailua
Kailua Beach Park - 2 BR Cottage
$381 AUD per night
$381.00 AUD total
SUPERHOST
  1. Private room
  2. Kailua
Tropical Oasis in Paradise -- The Pikake
$204 AUD per night
SUPERHOST
  1. Entire guesthouse
  2. Kailua
Holiday Palms-2 blks fr Kailua Bch/walk to town
$216 AUD per night
$216.00 AUD total
SUPERHOST
  1. Entire guest suite
  2. Kailua
Salty, Sandy Kailua Sea Shores, & So Much More
$204 AUD per night
$204.00 AUD total
SUPERHOST
  1. Entire guesthouse
  2. Kaneohe
Hale Kai-relax in paradise, near shopping and H2O
$172 AUD per night
$172.00 AUD total
SUPERHOST
  1. Private room
  2. Kailua
Blue Kailua
$120 AUD per night
$120.00 AUD total
  1. Entire rental unit
  2. Kailua
Norfolk private retreat entire guest suite w/pool
$442 AUD per night
$442.00 AUD total
SUPERHOST
  1. Entire guest suite
  2. Kailua
Kailua Pineapple Studio. Walk to Beach! PERMITTED
$392 AUD per night
$392.00 AUD total

Top-rated things to do in Kailua

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