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Kailua
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Kailua, HI Beach Rentals and Holiday Rentals
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Waterfront (43)
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Distance from
5 km
Kailua Beach Park
Lanikai Beach
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Olomana Three Peaks Trail
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283 rentals
in Kailua.
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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Private Beachfront Rental
Condo/Apartment
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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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Viewhouse in Lanikai OCEAN MOKULUA ISLANDS , BEACH, LANIKAI NUC 90/BB -0108
12 reviews
Holiday Rental House
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1 bedroom
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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Nancy's Kailua Cottage Mauka
10 reviews
Holiday Rental House
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0 bedrooms
1 bathroom
Sleeps 2
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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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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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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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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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Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
Holiday Rental House
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2 bedrooms
2 bathrooms
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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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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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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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Perfect Kailua Vacation at Ka Hale Lai-House of Serenity- pool and spa
9 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Newly REMODELED AND the best access to sandy Lanikai Beach! NUC # 90/TVU-0031
2 reviews
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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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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* Private & Charming Studio * AC * strong WIFi *
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
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Cottage with Private yard, Walking Distance to Beach & Town
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Available and legal for stays less than 30 days.
Condo/Apartment
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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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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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Romantic Oceanview Guesthouse. Steps from the Beach!
129 reviews
Condo/Apartment
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0 bedrooms
1 bathroom
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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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Beachside Kailua AC 3min walk to beach! ASK OWNER for available 2023 dates!
76 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Kailua Blue Ocean Breeze Beach Studio
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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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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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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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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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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Heavenly Hale Best Licensed Vacation rental - walk to beach!
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Luxury Home in Gated Community Steps from Kailua Beach
8 reviews
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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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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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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Beautiful and Charming Cottage in Lanikai for 2, Close to Beach, a/c
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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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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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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Beachfront Plantation Cottage - 3sqm / 2sqm House - Kailua Beach
28 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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Gorgeous House, Heated Pool, AC, Steps to Kailua Beach
5 reviews
Holiday Rental House
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8 bedrooms
5 bathrooms
Sleeps 16
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10min stroll to Kailua Beach -Split Aircon/wireless/kitchen/solar
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 5
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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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The Banyan Beach Bungalow
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Lanikai Hale - 2 cottages to rent together or separately - sleeps up to 12
7 reviews
Holiday Rental House
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5 bedrooms
3 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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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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Footsteps to Hawaii's Best Beach
33 reviews
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
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Modern 1 Bedroom AC Walk to Kailua Beach
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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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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Kailua Beachfront - SHORT TERM LICENSED RENTAL
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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Entire Guest Cottage for your Enchanted Getaway
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Frequently Asked Questions about Kailua
Do any holiday rentals in Kailua have a pool?
Yes, here are some popular holiday rentals in Kailua that have a pool:
Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!
Kailua Beachfront w/Pool - Licensed Short-Term Rental - Steps to Kailua Beach
Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!
See all holiday rentals with a pool in Kailua on Tripadvisor
Do any holiday rentals in Kailua have internet access?
Yes, here are some popular holiday rentals in Kailua that have internet access:
Beautiful Kailua Hale Studio Unit. Walking distance to beach and town
Private Beachfront Rental
***PARADISE FOUND: The Orchid Room at Seal Cove*** PRIVATE BATHROOM (not shared)
See all holiday rentals in Kailua on Tripadvisor
What are the best pet friendly rentals in Kailua?
The best pet friendly rentals in Kailua are:
10min stroll to Kailua Beach -Split Aircon/wireless/kitchen/solar
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 holiday 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:
Beautiful Kailua Hale Studio Unit. Walking distance to beach and town
Viewhouse in Lanikai OCEAN MOKULUA ISLANDS , BEACH, LANIKAI NUC 90/BB -0108
Nancy's Kailua Cottage Mauka
See all kid friendly holiday rentals in Kailua on Tripadvisor