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Search results; Over 1,000 homes in Kailua

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Top guest favourite

Guest house in Kailua

Private 1 Bedroom Cottage

1 bedroom, 2 beds, 1.5 private bathrooms

1–6 Oct

$2,149 SGD for 5 nights

,

4.97 out of 5 average rating, 33 reviews

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Top guest favourite

Guest house in Kailua

Kailua Palm Studio. Walk to Beach! PERMITTED

1 bedroom, 2 beds, 1 bathroom

27 Oct – 1 Nov

4.88 out of 5 average rating, 465 reviews

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Guest favourite

Home in Kailua

Palione Papalani - Kailua License #1990/NUC-1787

6 bedrooms, 12 beds, 5.5 bathrooms

18–23 Oct

$19,991 SGD for 5 nights

5.0 out of 5 average rating, 13 reviews

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Guest favourite

Home in Kailua

Kailua Beach Park - 1 BR Cottage

1 bedroom, 2 beds, 1 bathroom

28 Nov – 3 Dec

$2,378 SGD for 5 nights

4.87 out of 5 average rating, 506 reviews

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Top guest favourite

Place to stay in Kailua

Tropical Kailua Retreat | Walk to Beach + Gym

1 bedroom, 2 beds, 1 bathroom

7–12 Oct

$3,419 SGD for 5 nights

4.96 out of 5 average rating, 134 reviews

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Guest favourite

Home in Kailua

60 second walk to Lanikai Beach. 2 Bedrooms w/ AC

2 bedrooms, 2 king beds, 2 bathrooms

26–31 Oct

$5,993 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 30 reviews

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Guest favourite

Home in Kailua

Hale Oahu Estate- Kailua BeachFront- Lic. Rental #

6 bedrooms, 7 beds, 4 bathrooms

24–29 Oct

$17,638 SGD for 5 nights

5.0 out of 5 average rating, 10 reviews

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Guest favourite

Home in Kailua

Place in Paradise-Kailua Beach Front Lic. Rental:

5 bedrooms, 7 beds, 5.5 bathrooms

1–6 Oct

$16,956 SGD for 5 nights

4.92 out of 5 average rating, 13 reviews

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Superhost

Home in Kailua

Kailuana Beachfront Estate

5 bedrooms, 6 beds, 3 bathrooms

30 Oct – 4 Nov

$19,536 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

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Guest favourite

Tiny home in Kailua

Disconnect Off Grid

1 bedroom, 1 bed, No bathroom

1–6 Oct

Free cancellation

5.0 out of 5 average rating, 6 reviews

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Top guest favourite

Guest suite in Kailua

Lanikai Garden Studio - Licensed - Since 1985!

1 king bed, 1 bathroom

29 Nov – 6 Dec

5.0 out of 5 average rating, 28 reviews

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Superhost

Tiny home in Kailua

Brilliance In Nature

1 bedroom, 1 bed, WC

1–6 Oct

Free cancellation

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Guest favourite

Guest suite in Kailua

Licensed Lanikai Tree House - Since 1985!

1 bedroom, 1 king bed, 1 bathroom

9–16 Nov

5.0 out of 5 average rating, 30 reviews

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Guest favourite

Home in Kahuku

Beautiful beachfront villa w/pool & hot tub

3 bedrooms, 4 beds, 2 bathrooms

8–13 Nov

Book early to save

4.97 out of 5 average rating, 158 reviews

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Top guest favourite

Cottage in Waianae

Cottage Nene - Luxury Home by Beaches & Mountains

3 bedrooms, 4 beds, 2.5 bathrooms

26–31 Oct

4.98 out of 5 average rating, 121 reviews

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Guest favourite

Bungalow in Haleiwa

Bird Of Paradise @ Ke Iki Beach Bungalows +Yoga

2 bedrooms, 2 beds, 1 bathroom

18–23 Oct

$8,365 SGD for 5 nights

4.98 out of 5 average rating, 123 reviews

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Shepherd’s hut in Kailua

Chill and Relaxed

1 bed, No bathroom

1–6 Oct

$610 SGD for 5 nights

Free cancellation

New place to stay

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Guest favourite

Apartment in Kapolei

Beach Villas at KoOlina O-823 *6 nights minimum

2 bedrooms, 3 beds, 2 bathrooms

1–6 Oct

Free cancellation

4.93 out of 5 average rating, 94 reviews

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Guest favourite

Home in Kahuku

Cozy retreat w/golf views & beach

3 bedrooms, 4 beds, 2 bathrooms

29 Oct – 3 Nov

Book early to save

4.92 out of 5 average rating, 75 reviews