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Kailua Vacation Rentals

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0+ rooms, 2+ guests
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$1,000+
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107 rentals in Kailua.
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Plantation Charm in Kailua
4 bedrooms
2 bathrooms
Sleeps 7
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17 other travelers have booked this property
Absolutely Oceanfront - Legal - 60ft waterfall lap pool - $199
1 bedroom
1 bathroom
Sleeps 2
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5 other travelers have booked this property
SUITE ALOHA – Remodeled, Romantic Island Retreat
1 bedroom
1 bathroom
Sleeps 2
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40 other travelers have booked this property
Kalaheo Beach House with 2 bedroom 1 1/2 bath - located in beach lane - AC
2 bedrooms
1 bathroom
Sleeps 5
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Walk to beach, Private cottage, Island life, Quaint comfort, Lanikai Ohana Hale
1 bedroom
1 bathroom
Sleeps 4
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Large Private Luxury Home w/Pool, A/C and Ocean Views. Kailua Shores Estate.
5 bedrooms
5 bathrooms
Sleeps 10
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Kailua Beach Aloha Cottage
1 bedroom
1 bathroom
Sleeps 4
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3 other travelers have booked this property
Inquire for Discounts! Beachfront Hawaiian Cottage
3 bedrooms
2 bathrooms
Sleeps 6
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Air conditioned Hi'ilani Hideaway with full kitchen - sleeps up to 4 adults
2 bedrooms
1 bathroom
Sleeps 4
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Kapaka Cottage with 2 bedroom & 1 bath - Central Air & full kitchen
2 bedrooms
1 bathroom
Sleeps 4
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Island Retreat 2 blocks from Kailua Beach Park and Downtown
1 bedroom
1 bathroom
Sleeps 2
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Kailua Beach Studio - Coral Room
0 bedrooms
1 bathroom
Sleeps 4
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Sheffield Studio Walk to Kailua Beach or Town
0 bedrooms
1 bathroom
Sleeps 2
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15 other travelers have booked this property
Vintage Beachwalk Bungalow
1 bedroom
1 bathroom
Sleeps 4
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The Hula Girl Cottage close to Kailua beach & town
1 bedroom
1 bathroom
Sleeps 3
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Kailua Beach Studio - Tiki Room
0 bedrooms
1 bathroom
Sleeps 2
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Tropical Garden Cottage
1 bedroom
1 bathroom
Sleeps 2
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Garden of Dreams - swimming pool on property
1 bedroom
1 bathroom
Sleeps 2
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D+D's Cottage - Best Location in Kailua
1 bedroom
1 bathroom
Sleeps 2
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D&D's B&B- sweet island style Studio
1 bedroom
1 bathroom
Sleeps 2
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Tropical Garden Studio - Pool on property
1 bedroom
1 bathroom
Sleeps 2
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Air Conditioned Charming Kalama Room
0 bedrooms
1 bathroom
Sleeps 2
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Nancy's Kailua Cottage Makai
1 bedroom
1 bathroom
Sleeps 2
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24 other travelers have booked this property
Beachfront Kailua, Oahu
2 bedrooms
2 bathrooms
Sleeps 6
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Sheffield Suite Walk to Kailua Beach or Town
1 bedroom
1 bathroom
Sleeps 3
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7 other travelers have booked this property
Lovely 2 Bedrooms Homeaway in Kailua Beach Town
2 bedrooms
1 bathroom
Sleeps 6
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2 other travelers have booked this property
Pristine X lg 1 bdrm 1 bath aprt w/Sweeping Views of Kailua All Taxes Included
1 bedroom
1 bathroom
Sleeps 4
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3 other travelers have booked this property
Absolutely Oceanfront - NOW $199 -Kailua Studio with 2 decks - Legal
1 bedroom
1 bathroom
Sleeps 2
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4 other travelers have booked this property
Nancy's Kailua Cottage Mauka
0 bedrooms
1 bathroom
Sleeps 4
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13 other travelers have booked this property
Luxury home(s) just steps away from Kailua Beach
4 bedrooms
4 bathrooms
Sleeps 12
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Palione Papalani~Steps from Kailua Beach~large, remodeled with pool&spa
6 bedrooms
5 bathrooms
Sleeps 12
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Great Location - Very Clean - 1 Bedroom
1 bedroom
1 bathroom
Sleeps 3
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2 other travelers have booked this property
Walk to America's best beach. Run around Kailua. Sleep til Noon.
0 bedrooms
1 bathroom
Sleeps 4
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5 other travelers have booked this property
Hale Mokulua ~ with private pool & spa~steps to Lanikai Beach~3 living spaces
5 bedrooms
5 bathrooms
Sleeps 14
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Tradewind Bungalow, in Kailua on Oahu
2 bedrooms
1 bathroom
Sleeps 5
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1 other traveler has booked this property
Kailua Beachfront~private~newly renovated home w/stunning views
3 bedrooms
2 bathrooms
Sleeps 8
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Kailua Suite
0 bedrooms
1 bathroom
Sleeps 2
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1 other traveler has booked this property
Comfortable house right on sandy part of Lanikai
2 bedrooms
2 bathrooms
Sleeps 6
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Kailua Surf Paradise Hale, pool
4 bedrooms
3 bathrooms
Sleeps 10
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Kailua Beach Wagon
1 bedroom
1 bathroom
Sleeps 2
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Kehaulani - Lanikai~ Stunning Ocean Views~ private residence
4 bedrooms
4 bathrooms
Sleeps 10
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Oahu Apartment w/ Patio - Steps to Kailua Beach!
1 bedroom
1 bathroom
Sleeps 3
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1 other traveler has booked this property
Unforgettable Beachfront Oasis
6 bedrooms
5 bathrooms
Sleeps 12
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E Komo Mai Private Bedroom near Kailua Beach Town
1 bedroom
1 bathroom
Sleeps 4
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Mokulua Aina~Lanikai tropical retreat with pool ~ steps to Lanikai Beach
3 bedrooms
3 bathrooms
Sleeps 6
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Perfect Beachtown Retreat
1 bedroom
1 bathroom
Sleeps 4
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Kailua Beach House
4 bedrooms
4 bathrooms
Sleeps 8
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Lanikai Ocean View Villa
4 bedrooms
3 bathrooms
Sleeps 8
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Lanikai Ohana Hale
1 bedroom
1 bathroom
Sleeps 2
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Kailani Villa
4 bedrooms
4 bathrooms
Sleeps 8
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