This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Kailua Vacation Rentals Show this location only Back to top
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Beautiful Polynesian Luxury Beach Villa
5BR/4BA
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Sleeps 10
– Kailua #127645
$5775 - $7350 per week 7-14 night min stay
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Your Private Place in Paradise - Sleeps 2 to 4!
1BR+/1BA
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Sleeps 2-4
– Kailua #50853
$130/nt - $875/wk
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Recently Renovated Kailua Cottage
1BR/1BA
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Sleeps 2
– Kailua #402303
$165 - $180 per night 3 night min stay
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Kailua Beachside, 2 Houses Off Beach, 2bed/2bath, Sleeps 8
2BR+/2BA
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Sleeps 2-8
– Kailua #270293
$300 - $450 per night 2-10 night min stay
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Location, Location! Beachside Hawaiian Home with Solar Heated Pool
4BR/3BA
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Sleeps 8
– Kailua #263106
$4725 - $5250 per week 7 night min stay
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Peaceful & Spacious Hawaiian Retreat - Excellent Value
1BR+/1BA
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Sleeps 2-5
– Kailua #20675
From $150/nt
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Best Value Kailua Beachfront Home!
4BR/3.5BA
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Sleeps 8
– Kailua #319425
$600/nt
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Wait Stop! This Home is Priced Way Below for its Size
3BR+/2BA
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Sleeps 8-10
– Kailua #28710
$190- $300/nt
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Private Tropical Retreat - Studio Open Now Due to Cancellation
1BR+/1BA
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Sleeps 2-4
– Kailua #37342
$90- $160/nt
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6BR/4.25baoceanfront Luxury Villa/Kailua Beach/Pool/Spa 80steps Beach
6BR+/4.5BA
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Sleeps 17
– Kailua #87052
$995 - $2000 per night 5 night min stay
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Beachside Kailua Island Living at its Best
4BR+/3BA
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Sleeps 8-9
– Kailua #240222
From $495- $580/nt
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Bali Hai Kailua -Incredible Plantation Home- 1.5 Blocks 2beach
3BR+/2.5BA
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Sleeps 6-10
– Kailua #171060
From $6000/mo
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Private Executive Estate Waterfront W/ Pool in Kailua
3BR/4BA
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Sleeps 6
– Kailua #92946
From $395/nt - $2,765/wk to $9000/mo
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Heavenly Hale(House), Steps from World Famous 'Kailua Beach'
2BR+/1BA
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Sleeps 4-5
– Kailua #407886
From $150/nt - $250/nt
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Romantic Getaway Steps from the Beautiful Kailua Beach
1BR/1BA
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Sleeps 2-3
– Kailua #460839
$145 - $250 per night 3 night min stay
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Gorgeous Views and Home. Minutes from Lanikai Beach in Kailua.
4BR/3.5BA
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Sleeps 8
– Kailua #408173
From $700/nt and $4900/wk. Monthly avail
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Large Studio with A/C Internet, Kitchen-300 Yards from Beach
Studio/1BA
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Sleeps 2
– Kailua #252574
$100- $110/nt
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Executive Home-Steps to Kailua Beach-Heated Pool-Gated Entry
4BR+/4BA
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Sleeps 8-9
– Kailua #170920
$4,165/wk - $19,000/mo
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Relax at the Kailua Dream Escape
5BR/5.5BA
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Sleeps 10
– Kailua #195767
$895- $1200/nt
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Kailua Retreat, Air Conditioned, Pool, High Speed Internet
4BR+/3.5BA
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Sleeps 10
– Kailua #241696
$4550 per week 7 night min stay
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Spectacular Kailua Beachfront Estate Completed in May 2011
4BR+/6BA
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Sleeps 10
– Kailua #343614
From $2,000/nt
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Akialoa Getaways- Huge 2bedroom Suite Living,Dining and Kitchen!
2BR+/1BA
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Sleeps 2-4
– Kailua #439113
$200 per night 3 night min stay
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"The Essence of Hawaii" Waterfront Dream Rental
1BR/1BA
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Sleeps 2
– Kailua #197839
$150/nt
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Walking Distance to the Beach and All Kailua Town Has to Offer
3BR+/2BA
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Sleeps 6-7
– Kailua #472250
$300 - $395 per night 3 night min stay
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Amazing Deal! - Kalama Beach House 2 Blocks to Kailua Beach
2BR/2BA
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Sleeps 4
– Kailua #422797
$149/nt (2ad, 2c u12) $1,045/wk $3,290/m
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Kailua Beach Escape, 5 Bedroom/3bath with a Pool and Slide.
5BR+/3BA
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Sleeps 11-13
– Kailua #392617
$400 - $650 per night 5-10 night min stay
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Kailua Beachfront Estate-Charming,Private, Hawaiian Style Home
3BR+/2BA
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Sleeps 6-7
– Kailua #243739
From $550- $950/nt
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Oceanview Estate with Pool and Sleeps up to 14 People
5BR+/4.5BA
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Sleeps 10-15
– Kailua #291761
$5600 - $9800 per week 7-10 night min stay
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Kailua Beachside Perfect Vacation: One House from Beach
3BR+/3BA
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Sleeps 6-8
– Kailua #301551
$3850 per week 7 night min stay
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New Modern Island Style Beachside Apartment
2BR/1BA
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Sleeps 4-5
– Kailua #385510
$235 - $300 per night 5-7 night min stay
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High End Island Style Home with Tropical Pool & Jacuzzi, Near Beach
3BR/2BA
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Sleeps 6
– Kailua #441023
$395 - $450 per night 6 night min stay
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Book 5 Nights Get the 6th Night Free!! May 1-26 Only!
3BR/2BA
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Sleeps 5
– Kailua #454390
$350 nightly
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Two Miles of the Most Gorgeous Sand & Surf in Hawaii.
3BR/3.5BA
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Sleeps 8-10
– Kailua #465836
$13000 per month 30 night min stay
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Beautiful Villa on Kailua Beachside
6BR/3.5BA
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Sleeps 14
– Kailua #469879
$975- $3,000/night
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Across Kailua Beach 5bd/2bth "Ocean Breeze" Sleeps 2-10
5BR/2BA
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Sleeps 2-10
– Kailua #358937
$1575 wk
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Tropical Paradise with Pool!
3BR+/2BA
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Sleeps 6-8
– Kailua #301826
$100
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Oahu Island Retreat, Kailua. 3 Min Walk to Water, Kailua Bay.
Studio/1BA
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Sleeps 2
– Kailua #27514
$150/nt
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Stunning Kailua Beachside 3 BR Home with Lagoon Pool
3BR+/2BA
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Sleeps 6-8
– Kailua #61242
$625/night - $11,000/month
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Ocean Canal Front Kailua Home. Modern and Spacious.
6BR+/5.5BA
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Sleeps 12-14
– Kailua #375419
$4550 - $8400 per week 7-14 night min stay
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Private Cottage 4 Min. Walk to Kailua Beach
Studio+/1BA
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Sleeps 4
– Kailua #304206
$120- $135/nt
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Ohana Beach House - 5 Bedrooms - Steps Away from Kailua Beach
5BR/3BA
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Sleeps 10-12
– Kailua #312118
$9000 per month 30 night min stay
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Aloha from the Island of Oahu, and Welcome to Paradise!
5BR+/4BA
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Sleeps 8-16
– Kailua #42225
$600 - $700 per night 5-7 night min stay
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Short Notice Vacation? Stay at Kekailoa Cottage; 20% Discount on Selected Dates
Studio/1BA
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Sleeps 2-3
– Kailua #68420
$168.00/nt - $1176.00/wk
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Experience the Seabreeze in Kailua
Studio/1.5BA
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Sleeps 2
– Kailua #57791
$125- $175 Night
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Come and Experience the "House of Sweet Dreams" Kailua Beach
1BR+/1BA
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Sleeps 2-3
– Kailua #73124
$120-145/ NT - $720- $895/ WK
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Hawaii Quaint! Local Comfort! New!!
1BR/1BA
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Sleeps 2
– Kailua #188258
$90 per night 1 night min stay
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2 Blocks to Beach! Coconut Grove Hale 3BR/2BA
3BR/2BA
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Sleeps 6
– Kailua #324997
$1750 per week 7 night min stay
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Minutes to Largest,Bluest Swimming Pool on the Planet.
1BR/1BA
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Sleeps 2-4
– Kailua #276587
$160 per night 4 night min stay
- Great Place + Great Location = Great Vacation! Studio+/1BA – Sleeps 3 – Kailua #279154
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Beautiful & Spacious, Lovely Quiet Neighborhood, Walk to Beach
Studio/1BA
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Sleeps 2
– Kailua #296944
$135 per night 4 night min stay
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Super Monthly Price! Near Kailua Beach Park & Lanikai
2BR/1BA
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Sleeps 4
– Kailua #57131
$2400.00 per Month plus 13.95% tax
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Kailua Bay & Mountain Views at the Suite Spot!
Studio+/1BA
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Sleeps 2-4
– Kailua #236604
From $175/nt
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5 Minutes from America's Best Beach
7BR+/5BA
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Sleeps 2-22
– Kailua #10313
$65- $255/nt
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Beautiful + Spacious, Newly Remodeled, Private Yard
1BR+/1BA
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Sleeps 5
– Kailua #436656
$215 - $235 per night 2-4 night min stay
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Pikake Hale - Beachside Comfort - Check Specials
5BR+/4BA
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Sleeps 11-13
– Kailua #202133
SPECIALS Starting at $375/nt
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Hale Maluhia - Historic Ohana, Family Home
4BR+/3BA
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Sleeps 8-10
– Kailua #57467
$350/nt
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Secluded Hideaway-Short Walk to Kailua Beach
Studio/1BA
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Sleeps 2-3
– Kailua #358394
$155/nt
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Tropical Beachside Cottage, Just 20 Steps to the Beach
1BR/1BA
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Sleeps 2-4
– Kailua #454241
$175 per night 1 night min stay
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Tradewind Bungalow, in Kailua on Oahu
2BR+/1BA
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Sleeps 6
– Kailua #282479
$138/nt - $966/wk
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Relax in the Tropics
1BR/1BA
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Sleeps 2
– Kailua #341864
From $105/nt to $735wk
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Paradise Calm - Located Directly on Kailua Beach in Hawaii.
5BR+/4BA
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Sleeps 10-12
– Kailua #276697
$1050/nt
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Special Nightly Rate.....Take a Look!
3BR/3BA
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Sleeps 6
– Kailua #202762
From $500/nt
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The Green Lantern - Unique Kailua Pool Home with Full Gym!
2BR+/1BA
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Sleeps 4-6
– Kailua #291784
$2303 - $2583 per week 7-10 night min stay
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Kakela Kai, Beachfront, Central a/C, Kailua, Oahu
4BR+/3BA
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Sleeps 8-9
– Kailua #287251
$775/nt- $18,00/mo
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Ali'I Villas 239 Beautiful Ocean View Affordable Oceanfront Complex
1BR/1BA
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Sleeps 4
– Kailua #3172224ha
$68 - $199 per night
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1 Block to Kailua Beach Park/Private Patio/Blue Water Haven/Washer/Dry
1BR+/1BA
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Sleeps 2-3
– Kailua #41544
$115- 145/night
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2 Bedroom Immaculately Clean Home - One House to the Beach!!
2BR/1BA
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Sleeps 4
– Kailua #136589
$195/nt
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2 BR House Steps from Kailua Beach
2BR/2.5BA
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Sleeps 4-6
– Kailua #192240
$349 per night 6 night min stay
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Heavenly Haven - from $120. P/N and $799. Weekly.
1BR+/1BA
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Sleeps 2-4
– Kailua #97293
$120-$145/nt - $799- $899/wk
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Best Beach in the World! Family Friendly Open June 21
1BR+/1BA
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Sleeps 2-4
– Kailua #59945
$150 - $175 per night 5-7 night min stay
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Tropical Setting Close to Beautiful Kailua Beach
1BR+/1BA
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Sleeps 2-3
– Kailua #1123
$120/nt - $750/wk
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The Windsurfer Cottage Hawaii - Kaimakani - "The Sea Wind"
2BR/1BA
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Sleeps 1-6
– Kailua #8336
$125/nt - $875/wk
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Beautiful Getaway Kailua Style
Studio/1BA
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Sleeps 2
– Kailua #310793
$110 per night 3 night min stay
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Swim with the Turtles - Cottage Close to Kailua Beach Park and Lanikai
1BR+/1BA
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Sleeps 2-4
– Kailua #27480
$115 per night 4 night min stay
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Beachfront Rental
1BR+/1BA
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Sleeps 2-3
– Kailua #30705
$180/nt- $200/nt for 2 persons.
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3 to Miles to Beach , Air-Conditioned, Wi-Fi, Mountain Views!
2BR/2BA
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Sleeps 5
– Kailua #121913
$225 per night 5 night min stay
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Luna's House - Saltwater Pool - One Block to Kailua Beach
3BR+/2BA
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Sleeps 6-7
– Kailua #48625
$345.00/nt
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Tropical Cottage Steps from Beautiful Kailua Beach!
1BR+/1BA
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Sleeps 2-3
– Kailua #25538
From $165/nt
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Treetop Studio on Beachside Lane - Ocean & Mountain Views!
Studio+/1BA
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Sleeps 2-4
– Kailua #20730
$140- $149
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Fabulous Ocean Air Studio in Kailua
Studio/1BA
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Sleeps 1-2
– Kailua #213589
$95 per night 4 night min stay
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Kailua Beach Estate Luxury Vacation Rental Oahu Hawaii
5BR/5BA
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Sleeps 14
– Kailua #203814
$1333 per night
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Tropical Paradise One BR, 1 Block from Beach
1BR/1BA
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Sleeps 2
– Kailua #272975
$115/nt
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Kailua Beachfront Estate - Private Pool - White Sandy Beach
6BR/4BA
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Sleeps 11-12
– Kailua #213970
$1595/nt
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Private Luxurious Kailua Beachside Suite
1BR/1BA
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Sleeps 4
– Kailua #450346
$3000 - $3300 per month 30 night min stay
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R & B Cottage, Short Walk to Beach, a/C, Spacious and Private
1BR+/1BA
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Sleeps 2
– Kailua #420523
$135/night, $945/week, plus taxes
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Amazing Mountain Views in a Lush and Peaceful Setting
2BR/1BA
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Sleeps 4-5
– Kailua #18587
please contact owner for rates
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Walk to Beach. *Special $739/wk Total, Bright, Spacious
Studio/1BA
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Sleeps 3
– Kailua #264289
$739- $789/wk, total, incls.tax/fee
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Tropical Retreat, Short Walk to Kailua Beach!
Studio+/1BA
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Sleeps 2
– Kailua #343897
$125/nt
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4 BR / Pool Barefoot Elegance Near the Sea
4BR/2.5BA
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Sleeps 7
– Kailua #457175
$695 - $895 per night 10-14 night min stay
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Luxury Tropical Hale, Close to Beach, Restaurants & Shops
1BR+/1BA
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Sleeps 2
– Kailua #39776
$125/nt - $875/wk US Dollars Only
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Kailua Executive Estate Resort Living
4BR/4BA
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Sleeps 8-10
– Kailua #446284
$8080 per week 7 night min stay
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May Only, Special $600/Night!!! Helen's Beach House, Steps to Kailua Beach, Pool
6BR/6BA
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Sleeps 14
– Kailua #361275
$795- $900
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Honu Kai, Kailua Beachfront, Private Jacuzzi, Shared Pool
4BR+/3BA
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Sleeps 8-9
– Kailua #265180
$17,000 $18,000//month
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Quiet Studio Near Kailua Beach
Studio/1BA
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Sleeps 2
– Kailua #411652
$100 per night 2 night min stay
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Kailua Beach Hideaway
4BR/4BA
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Sleeps 8
– Kailua #408742
$667 per night
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Kailua Beachfront
2BR/2BA
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Sleeps 4-6
– Kailua #464466
$10020 per month 30 night min stay
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Spectacular View of Mokuluas
5BR/5.5BA
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Sleeps 0-10
– Kailua #323660
$32,000/mo
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One of a Kind - Fun Family Home on Beach Access, Private
4BR/4.5BA
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Sleeps 8
– Kailua #442161
$895 - $1150 per night 5-10 night min stay
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This Hale is One of the Grandest Properties Along the Kona Coast
5BR/4.5BA
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Sleeps 10
– Kailua #3166997ha
$800 - $1260 per night
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Upscale 3 Bedroom Bungalow in Oceanfront Estate
3BR/2BA
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Sleeps 8
– Kailua #3480566ha
$365 - $470 per night
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Beautiful Polynesian Luxury Beach Villa
5BR/4BA
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Sleeps 10
– Kailua #127645
Overview of Kailua Vacation Rentals
Kailua Vacation Rentals Are Just 30 Minutes from Honolulu
On Oahu, a short 30-minute drive along Route 61 from Honolulu is Kailua. Independent travels seeking a slice of the quiet life in Hawaii will find it here with Kailua vacation rentals. Exiting Route 61’s tunnel, stop on the way to your Oahu lodging and take in the scenic panorama that surrounds you. Imagine what it must have been like before the highway came and put these Kailua condos within easy reach!
Kailua Vacation Rentals for a Beach Community Lifestyle
The area surrounding Kailua condos is most definitely a beach community. The steady onshore trade winds make this one of the best places in the world for windsurfing. To truly get live like a local, choose Kailua vacation rentals. Visitors staying in an Oahu lodging choice can take advantage of the opportunity to learn the art of windsurfing.
Kailua Condos Allow You to See the Wonders of Oahu
There are a variety of ways to see the wonders of Oahu. Visitors to Kailua vacation rentals may choose a helicopter trip over the island or boat trips around the island. Those seeking more adventure can opt for seeing the island on horseback. For a great experience, head out from your Oahu lodging to the remote areas and saddle up. To make it really memorable, take an evening ride through the ironwood forests and down onto the beach. Near Kailua condos, you will find a variety of treks for all levels of experience.
Oahu Lodging for Long Summer Days and Fabulous Nightlife
For those who feel that no vacation is complete without fabulous shopping, Kailua vacation rentals put you in the heart of Hawaii’s best shopping. Gone are the days of tacky souvenirs. Say "aloha" to malls and shopping centers with beautiful boutiques, specialty stores and designer labels. Of course, for visitors to Kailua condos, the tacky souvenirs are still around, if you really want to get yourself that “I Got Lei’d in Hawaii” t-shirt, you’ll find one here! Naturally, when the sun goes down, the island heats up, with a wealth of nightlife to choose from, all within easy distance of your Oahu lodging.