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Kailua
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Vacation Rentals and Beach Rentals in Kailua, HI
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Internet or Wifi (316)
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Kid friendly (246)
Pet friendly (24)
Elder access (12)
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Waterfront (45)
Water Views (12)
Boat Available (10)
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Distance from
5 km
Kailua Beach Park
Lanikai Beach
Pillbox Hike
Olomana Three Peaks Trail
Kailua Farmers Market
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319 rentals
in Kailua.
Nancy's Kailua Cottage Mauka
10 reviews
Holiday Rental House
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0 bedrooms
1 bathroom
Sleeps 4
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PRIVATE BEACHFRONT RENTAL
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Private Beachfront Rental
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Viewhouse in Lanikai OCEAN MOKULUA ISLANDS , BEACH, LANIKAI NUC 90/BB -0108
15 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Sheffield Studio Walk to Kailua Beach or Town
3 reviews
Private Room
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0 bedrooms
1 bathroom
Sleeps 2
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Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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BEACH FRONT ESTATE, STEPS TO KAILUA BEACH, OCEAN VIEWS, HUGE LOT
59 reviews
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 7
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Last-Minute Getaway* Charming Studio in Prime Location at Unbeatable Rates
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Last-Minute Deal!! Charming Tiny House in Best Location * Discounted Rate
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Beautiful Kailua Hale Studio Unit. Walking distance to beach and town
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Unique Relaxing Suite at Lanikai Beach, Legal Vacation Rental
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 3
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Nancy's Kailua Cottage Makai
9 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Last Minute Deal* Private & Charming Studio * AC * strong WIFi *
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
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Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
10 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 3
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Beautiful Kailua Hale 1 Bedroom Unit. Walking distance to beach and town.
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Awesome Beachside Cottage Located Just Steps Away from Kailua Beach
75 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Secluded Home w/ Pool in Gated Community, Steps From Beautiful Kailua Beach
79 reviews
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Luxury Home in Gated Community Steps from Kailua Beach
79 reviews
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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KAILUA BEACH VILLA - 90/TVU-0286
36 reviews
Holiday Rental House
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8 bedrooms
5 bathrooms
Sleeps 14
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Absolutely Oceanfront - 60' Waterfall Lap Pool
162 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Kailua Beach "The Pink House" 100 Yards from Ocean
25 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
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Kailua Beach Lofty Bungalow - A premier luxury beachside bungalow
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Kailua Beachfront - Licensed Rental AUG 26 - SEP 12 AVAILABILITY
161 reviews
Holiday Rental House
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5 bedrooms
6 bathrooms
Sleeps 14
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Perfect Kailua Vacation at Ka Hale Lai-House of Serenity- pool and spa
25 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Suite By the Sea - a bright and sparkling Apartment
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Kailua Beachfront - SHORT TERM LICENSED RENTAL
3 reviews
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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Best Price and Location on Beautiful Kailua Beach!
80 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Absolutely Oceanfront-60 ft lap pool w/ waterfalls- Licensed-$199 Per Night
122 reviews
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
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Ocean View Guest Cottage - 90/TVU-0287
6 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Palione Papalani by AvantStay | Steps frm Kailua Beach w/ Private Pool & Hot Tub
49 reviews
Holiday Rental House
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6 bedrooms
6 bathrooms
Sleeps 12
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Licensed Lanikai Beach Rental 100 yards to Lanikai Beach w/AC!
22 reviews
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
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Available and legal for stays less than 30 days
63 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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Steps to Kailua Beach-Heated Pool-Air Conditoned-7 Night Minimum Stay
76 reviews
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Unique Apartment in excellent location * close to Kailua beach & town
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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The Banyan Beach Bungalow
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sunshine Cottage just steps to Kailua beach
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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***PARADISE FOUND: The Orchid Room at Seal Cove*** PRIVATE BATHROOM (not shared)
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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Steps to Kailua Beach ($8,500 per month)
7 reviews
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Newly REMODELED AND the best access to sandy Lanikai Beach! NUC # 90/TVU-0031
4 reviews
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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NUC 90/BB-0069, GE-*******-8864-01, TA-*******-8864-01
95 reviews
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
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Romantic Oceanview Guesthouse. Steps from the Beach!
129 reviews
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
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Prime Location Across from Kailua Beach Park w/AC!!
53 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Sheffield Suite Walk to Kailua Beach or Town
1 review
Private Room
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1 bedroom
1 bathroom
Sleeps 3
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Kailua Beachfront w/Pool - SHORT-TERM LICENSED RENTAL -
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 10
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Beautiful Beachside Bungalow
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Island breeze Hale
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 7
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1-Bedroom 1-Bath Apartment with AC, Just Steps from Kailua
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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'Tropical Garden Paradise' Steps to Beach & Very Affordable
70 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Frequently Asked Questions about Kailua
Do any vacation rentals in Kailua have a pool?
Yes, here are some popular vacation rentals in Kailua that have a pool:
Kailua Beachside, 2 Houses off beach, 2bed/2bath, Sleeps 8, Ocean & Mtn Views
Charming Tropical Oasis w/Private Pool & A/C, Walk to Beach - Lanikai Cottage
Beautiful Tropical Home Close to Beach w/Pool, Yard & AC: Hale Nani Lanikai
See all vacation rentals with a pool in Kailua on Tripadvisor
Do any vacation rentals in Kailua have internet access?
Yes, here are some popular vacation rentals in Kailua that have internet access:
Nancy's Kailua Cottage Mauka
PRIVATE BEACHFRONT RENTAL
Private Beachfront Rental
See all vacation rentals in Kailua on Tripadvisor
What are the best pet friendly rentals in Kailua?
The best pet friendly rentals in Kailua are:
Beachfront spectacular Kailua beach
Stunning Lanikai studio - 5 min walk to Kailua and Lanikai Beach!
LAST MINUTE OPENING* Suite By the Sea - a bright and sparkling Apartment
See all pet friendly vacation rentals in Kailua on Tripadvisor
What are some great rentals in Kailua that are kid friendly?
Some of the most popular kid friendly rentals in Kailua are:
Nancy's Kailua Cottage Mauka
Viewhouse in Lanikai OCEAN MOKULUA ISLANDS , BEACH, LANIKAI NUC 90/BB -0108
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
See all kid friendly vacation rentals in Kailua on Tripadvisor