Kailua Vacation Rental in Hawaii by owner. Click any Kailua, Hawaii vacation rentals to see rental details and book direct with the owner

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Featured Vacation Rental Listing

A Windward Hawaii Beachfront Paradise

6 BR(s) / 3 BA(s)

Featured Vacation Rental Listing

Kailua Ocean View Includes 3 Vacation Homes Overlooking Kaneohe Bay Near Ka

5 BR(s) / 4.5 BA(s)

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A Windward Hawaii Beachfront Paradise

6 BR / 3 BA

City: Kailua, HI

Type: Home or Villa

Sleeps: 11

Immaculate 4-6 bedroom villa directly on world famous Kailua beach is the perfect place to enjoy your next vacation...
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$ 600-900/nt
$ 4200-6300/wk
$ 15000-19000/month

Kailua Ocean View Includes 3 Vacation Homes Overlooking

5 BR / 4.5 BA

City: Kailua, HI

Type: Home or Villa

Sleeps: 10

Check out our views! Get above it all on your Hawaiian vacation. This is a rare rental home for Hawaii. You can ...
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$ 695-749/nt
$ 4865-5239/wk

Kailua Ono Hale Kai

4 BR / 2.5 BA

City: Kailua, HI

Type: Home or Villa

Sleeps: 11

Kailua Ono Hale Kai is a large Kaimaaina home located in the nicest neighborhood on the windward side. The yard is ...
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$ 500-750/nt
$ 3000-3500/wk
$ 10000-17000/month

Laulea-Private Gated Community, Steps to Kailua Beach

4 BR / 4 BA

City: Kailua, HI

Type: Home or Villa

Sleeps: 8

Laulea-Private Gated Community, Steps to Kailua Beach

This beautiful four bedroom, Hawaiian style home is just a short walk through Kailua Beach Park to pristine Kailua ...
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$ 795/nt
$ 16000/month

Alii Palms! Surfboards available for your Summer Fun!

2 BR / 2 BA

City: Kailua Kona, HI

Type: Home or Villa

Sleeps: 6

Alii Palms! Surfboards available for your Summer Fun!

Ali'i Palms decor is Island Style and is the upper level of a family home. It is fully functional as its own unit a...
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$ 107-127/nt
$ 749-1245/wk

Sharons Kailua Serenity Bed & Breakfast

3 BR / 3 BA

City: Kailua, HI

Type: Bed and Breakfast

Sleeps: 8

One of the most beautiful B&B's on the island. The backyard is stunning with a gorgeous pool, tropical plants, huge...
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$ 85-90/nt

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Other Nearby Vacation Rental Listing Cities:
Hauula Condo Rentals (1), Honolulu Vacation Rental (2), Kailua-kona Vacation Homes (4), Kaneohe Condo Rentals (5), Punaluu Vacation Rentals by Owner (5), Punalu'u Vacation Home Rentals (5), Sunset Beach Vacation Rentals by Owner (1), Waikiki Condo Rentals (15)