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Kailua, HI Beach Rentals and holiday rentals
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Internet or Wifi (185)
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Kid friendly (153)
Pet friendly (17)
Smoking allowed (6)
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Holiday Rental House (146)
Condominium/Apartment (41)
Cabin Holiday Rental (0)
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Waterfront (26)
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Private Beach (0)
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Distance from
5 km
Lanikai Beach
Kailua Beach Park
Lanikai Pillbox Trail
Olomana Three Peaks Trail
Kailua Farmers Market
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187 rentals
in Kailua.
Beautiful Kailua Hale Studio
45
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Private Beachfront Rental
62
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 2
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Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108
31
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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PRIVATE BEACHFRONT RENTAL
70
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach
49
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
43
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Beautiful Kailua Hale 1 Bedroom
24
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
41
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
89
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
111
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
23
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Perfect Kailua Vacation at Ka Hale Lai-House of Serenity- pool and spa
25
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 8
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Newly REMODELED AND the best access to sandy Lanikai Beach! NUC # 90/TVU-0031
23
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Ocean View Guest Cottage - 1990/NUC-1797
29
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Lovely Private Kailua Cottage
20
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Available and legal for stays less than 30 days.
23
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Romantic Oceanview Guesthouse. Steps from the Beach!
145
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Awesome Beachside Cottage Located Just Steps Away from Kailua Beach
29
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Beachside Kailua AC 3min walk to beach! Inquire for available dates!
93
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Amazing & Large Kailua Beachfront for up to 14 guests
189
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
48
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
114
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Heavenly Hale Best Licensed Vacation rental - walk to beach!
4
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Kailua Beach Lofty Bungalow - A premier luxury beachside bungalow
24
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
11
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
80
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Beachfront Plantation Cottage - 3sqm / 2sqm House - Kailua Beach
38
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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Huge House, Heated Pool, AC, Steps to Kailua Beach
10
Holiday Rental House
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8 bedrooms
5 bathrooms
Sleeps 20
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Absolutely Oceanfront - 60' Waterfall Lap Pool
187
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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The Banyan Beach Bungalow
19
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
14
Holiday Rental House
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6 bedrooms
3 bathrooms
Sleeps 12
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Since 1985 Legal Lanikai Garden Studio AC, across the street from Lanikai Beach!
45
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Footsteps to Hawaii's Best Beach
43
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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1 Bedroom AC Modern 5 Min Walk Beach
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Perfect Location on Kailua Beach - Licensed Short Term Rental
24
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 10
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Suite By the Sea - a bright and sparkling Apartment
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Charming Studio with King Bed & Private Bath - AC and Steps from the Beach!
13
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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One block from the renowned Kailua Beach! Detached, private-entry studio.
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
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Entire Adorable Kailua Cottage waiting for you!
11
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 4
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Cozy Apartment In Sought After Neighborhood of Olomana!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Charming Beach Cottage
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Tropical Studio w/ pool, spa, a/c, WFH, walk to Kailua Beach (30 day
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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World Famous Kailua Beach Charming Cottage
1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Legal Lanikai Tree House - Since 1985! Just across the street from Lanikai Beach
7
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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DaLight - A beautiful home in a quiet neighborhood
2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Steps to the Beach Guesthouse
10
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Beautiful Beachside Bungalow
11
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Studio Walk To Beach Modern A/C King Bed
2
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
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Lanikai Garden Lanai Studio
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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LANIKAI SUITE - Spacious 1-BR 1-BA; located 3 houses from famous LANIKAI Beach
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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1
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Showing results 1-50 of 187
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:
Beautiful Kailua Hale Studio
Private Beachfront Rental
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108
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
Private Beachfront Rental
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108
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:
Stunning Lanikai studio - 5 min walk to Kailua and Lanikai Beach!
Suite By the Sea - a bright and sparkling Apartment
Charming Kailua Studio: Your Tranquil Oasis Awaits
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
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108
Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach
See all kid friendly holiday rentals in Kailua on Tripadvisor
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