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Vacation Rentals and Beach Rentals in Kailua, HI
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Kid friendly (84)
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107 rentals
in Kailua.
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SUITE ALOHA – Remodeled, Romantic Island Retreat
32 reviews
1 bedroom
1 bathroom
Sleeps 2
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Lanikai Cottage on Secluded Quiet Beach with Amazing Views
65 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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The Perfect Kailua Retreat!
73 reviews
0 bedrooms
1 bathroom
Sleeps 2
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Pikake Hale - Large, beautiful 5 Bedroom home steps from the beach
103 reviews
5 bedrooms
5 bathrooms
Sleeps 13
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Place in Paradise~Kailua Beach Front ~ Legal Short Term Rental 90/TVU-0248
12 reviews
5 bedrooms
5 bathrooms
Sleeps 14
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KAILUA-STEPS TO THE BEACH
73 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Steps to Kailua Beach - Heated Pool - Air Conditioned - Ask Owner/Rates
45 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Close to the Beautiful Kailua Beach-A/C-Full Kitchen-WiFi-Covered Patio-Laundry
101 reviews
1 bedroom
1 bathroom
Sleeps 4
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Blue Ginger Cottage/Mele Hale
43 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Barefoot living on Lanikai Beach -- BEACHFRONT!
55 reviews
1 bedroom
1 bathroom
Sleeps 4
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Best Price and Location on Beautiful Kailua Beach!
54 reviews
1 bedroom
1 bathroom
Sleeps 2
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1 house from the beach - solar heated pool - AC - Contact Owner for Rates
44 reviews
4 bedrooms
3 bathrooms
Sleeps 7
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Steps to Paradise - Kailua Beachside - Daily or Discounted Monthly Rates
48 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
71 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Private Beachside Kailua Home - Remodeled w/AC - 3 min walk to beach!
41 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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5 Minute Walk to Kailua Beach
47 reviews
0 bedrooms
1 bathroom
Sleeps 2
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Kailua Beach Vacation Cottage
46 reviews
1 bedroom
2 bathrooms
Sleeps 6
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Kahela - Paradise for Rent
40 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Beachside Kailua, Immaculate & Private 1 BR, stones throw to Kailua Beach!
29 reviews
1 bedroom
1 bathroom
Sleeps 4
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Minutes to Largest,Bluest Swimming Pool on the Planet, Amazing Hiking
63 reviews
1 bedroom
1 bathroom
Sleeps 4
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A Month in Paradise! - 250 Steps to the Beach
47 reviews
1 bedroom
1 bathroom
Sleeps 3
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Beautiful Kailua Home, looking for a family to share it's Aloha
28 reviews
4 bedrooms
3 bathrooms
Sleeps 10
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Luxury Home in Gated Community Steps from Kailua Beach
56 reviews
4 bedrooms
4 bathrooms
Sleeps 10
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Amazing ďż˝ Kailua Beach House ďż˝ Pool! Game Room! 1 House from Beach
24 reviews
4 bedrooms
4 bathrooms
Sleeps 10
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Walking Distance to Kailua Town & Kailua Beach
35 reviews
3 bedrooms
2 bathrooms
Sleeps 10
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CHRISTMAS DATES AVAILABLE!! Prime Location Across from Kailua Beach Park w/AC
24 reviews
2 bedrooms
2 bathrooms
Sleeps 5
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Uluhale: House of the Breadfruit Tree: Steps to Lanikai Beach
37 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Walk to Beach, Bright, Spacious studio. Upstairs w/ mountain view
86 reviews
0 bedrooms
1 bathroom
Sleeps 3
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Nancy's Kailua Cottage Mauka
8 reviews
0 bedrooms
1 bathroom
Sleeps 4
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Steps to the Beach Guesthouse
35 reviews
1 bedroom
1 bathroom
Sleeps 4
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3 Bedroom Kailua Fire Captain's Home, Simple & Clean with Max Speed WiFi
49 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Very Close To Kailua Town And Beach! Last minute discounted rates!
45 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Kailua Beach Park Cottage - 1BR
21 reviews
1 bedroom
1 bathroom
Sleeps 4
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Little Yellow Cottage: Steps to Lanikai Beach
46 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Wow! Home just steps from the Beach with Pool
30 reviews
5 bedrooms
4 bathrooms
Sleeps 10
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42 feet from Kailua Beach. Exceptional Family Getaway for Lifetime Memories.
6 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Prime Location! Sleeps 8 next to BEST beaches in Kailua & Lani Kai
20 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Nancy's Kailua Cottage Makai
8 reviews
1 bedroom
1 bathroom
Sleeps 2
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New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach
15 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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'Tropical Garden Paradise' Steps to Beach & Very Affordable
51 reviews
2 bedrooms
2 bathrooms
Sleeps 5
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$4500/30-day off-season rate in Lanikai (30-day minimum stay)
20 reviews
3 bedrooms
3 bathrooms
Sleeps 6
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30 day minimum ~ Large, comfortable, tropical landscape!!
32 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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A New Beautiful Kailua Home, near the beach and Kailua town
33 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Kailua Beach Park Cottage - 2BR
12 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Beachfront Kailua, Oahu
4 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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New Beautiful Kailua Home, near the beach and 6 minutes walk to Kailua town
26 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Secluded Beach Bungalow with Private Garden
6 reviews
1 bedroom
1 bathroom
Sleeps 2
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Absolutely Oceanfront - Legal - 60ft waterfall lap pool - $199
4 reviews
1 bedroom
1 bathroom
Sleeps 2
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Plantation Charm in Kailua
5 reviews
4 bedrooms
2 bathrooms
Sleeps 7
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Nice 2bd/1bath. 3blk. Walk to beach. Private entry& bathroom
4 reviews
2 bedrooms
1 bathroom
Sleeps 4
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