Kailua Vacation Rentals
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107 rentals in Kailua.
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SUITE ALOHA – Remodeled, Romantic Island Retreat
1 bedroom
1 bathroom
Sleeps 2
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Lanikai Cottage on Secluded Quiet Beach with Amazing Views
3 bedrooms
2 bathrooms
Sleeps 6
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The Perfect Kailua Retreat!
0 bedrooms
1 bathroom
Sleeps 2
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Pikake Hale - Large, beautiful 5 Bedroom home steps from the beach
5 bedrooms
5 bathrooms
Sleeps 13
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Place in Paradise~Kailua Beach Front ~ Legal Short Term Rental 90/TVU-0248
5 bedrooms
5 bathrooms
Sleeps 14
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KAILUA-STEPS TO THE BEACH
2 bedrooms
1 bathroom
Sleeps 5
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Steps to Kailua Beach - Heated Pool - Air Conditioned - Ask Owner/Rates
4 bedrooms
4 bathrooms
Sleeps 8
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Close to the Beautiful Kailua Beach-A/C-Full Kitchen-WiFi-Covered Patio-Laundry
1 bedroom
1 bathroom
Sleeps 4
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Blue Ginger Cottage/Mele Hale
2 bedrooms
1 bathroom
Sleeps 5
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Barefoot living on Lanikai Beach -- BEACHFRONT!
1 bedroom
1 bathroom
Sleeps 4
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Save time - get the best Kailua rentals sent straight to your email!
Best Price and Location on Beautiful Kailua Beach!
1 bedroom
1 bathroom
Sleeps 2
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1 house from the beach - solar heated pool - AC - Contact Owner for Rates
4 bedrooms
3 bathrooms
Sleeps 7
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Steps to Paradise - Kailua Beachside - Daily or Discounted Monthly Rates
3 bedrooms
2 bathrooms
Sleeps 6
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Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
2 bedrooms
1 bathroom
Sleeps 4
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Private Beachside Kailua Home - Remodeled w/AC - 3 min walk to beach!
4 bedrooms
3 bathrooms
Sleeps 8
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5 Minute Walk to Kailua Beach
0 bedrooms
1 bathroom
Sleeps 2
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Kailua Beach Vacation Cottage
1 bedroom
2 bathrooms
Sleeps 6
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Kahela - Paradise for Rent
4 bedrooms
4 bathrooms
Sleeps 8
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Beachside Kailua, Immaculate & Private 1 BR, stones throw to Kailua Beach!
1 bedroom
1 bathroom
Sleeps 4
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Minutes to Largest,Bluest Swimming Pool on the Planet, Amazing Hiking
1 bedroom
1 bathroom
Sleeps 4
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A Month in Paradise! - 250 Steps to the Beach
1 bedroom
1 bathroom
Sleeps 3
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Beautiful Kailua Home, looking for a family to share it's Aloha
4 bedrooms
3 bathrooms
Sleeps 10
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Luxury Home in Gated Community Steps from Kailua Beach
4 bedrooms
4 bathrooms
Sleeps 10
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Amazing ďż˝ Kailua Beach House ďż˝ Pool! Game Room! 1 House from Beach
4 bedrooms
4 bathrooms
Sleeps 10
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Walking Distance to Kailua Town & Kailua Beach
3 bedrooms
2 bathrooms
Sleeps 10
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CHRISTMAS DATES AVAILABLE!! Prime Location Across from Kailua Beach Park w/AC
2 bedrooms
2 bathrooms
Sleeps 5
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Uluhale: House of the Breadfruit Tree: Steps to Lanikai Beach
2 bedrooms
2 bathrooms
Sleeps 4
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Walk to Beach, Bright, Spacious studio. Upstairs w/ mountain view
0 bedrooms
1 bathroom
Sleeps 3
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Nancy's Kailua Cottage Mauka
0 bedrooms
1 bathroom
Sleeps 4
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Steps to the Beach Guesthouse
1 bedroom
1 bathroom
Sleeps 4
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3 Bedroom Kailua Fire Captain's Home, Simple & Clean with Max Speed WiFi
3 bedrooms
2 bathrooms
Sleeps 6
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Very Close To Kailua Town And Beach! Last minute discounted rates!
2 bedrooms
1 bathroom
Sleeps 5
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Kailua Beach Park Cottage - 1BR
1 bedroom
1 bathroom
Sleeps 4
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Little Yellow Cottage: Steps to Lanikai Beach
2 bedrooms
2 bathrooms
Sleeps 4
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Wow! Home just steps from the Beach with Pool
5 bedrooms
4 bathrooms
Sleeps 10
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42 feet from Kailua Beach. Exceptional Family Getaway for Lifetime Memories.
4 bedrooms
4 bathrooms
Sleeps 8
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Prime Location! Sleeps 8 next to BEST beaches in Kailua & Lani Kai
4 bedrooms
4 bathrooms
Sleeps 8
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Nancy's Kailua Cottage Makai
1 bedroom
1 bathroom
Sleeps 2
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New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach
3 bedrooms
2 bathrooms
Sleeps 6
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'Tropical Garden Paradise' Steps to Beach & Very Affordable
2 bedrooms
2 bathrooms
Sleeps 5
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$4500/30-day off-season rate in Lanikai (30-day minimum stay)
3 bedrooms
3 bathrooms
Sleeps 6
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30 day minimum ~ Large, comfortable, tropical landscape!!
3 bedrooms
2 bathrooms
Sleeps 6
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A New Beautiful Kailua Home, near the beach and Kailua town
2 bedrooms
1 bathroom
Sleeps 5
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Kailua Beach Park Cottage - 2BR
2 bedrooms
1 bathroom
Sleeps 5
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Beachfront Kailua, Oahu
2 bedrooms
2 bathrooms
Sleeps 6
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New Beautiful Kailua Home, near the beach and 6 minutes walk to Kailua town
2 bedrooms
1 bathroom
Sleeps 5
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Secluded Beach Bungalow with Private Garden
1 bedroom
1 bathroom
Sleeps 2
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Absolutely Oceanfront - Legal - 60ft waterfall lap pool - $199
1 bedroom
1 bathroom
Sleeps 2
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Plantation Charm in Kailua
4 bedrooms
2 bathrooms
Sleeps 7
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Nice 2bd/1bath. 3blk. Walk to beach. Private entry& bathroom
2 bedrooms
1 bathroom
Sleeps 4
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