Kailua Vacation Rentals
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5 km
319 rentals in Kailua.
Nancy's Kailua Cottage Mauka
Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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PRIVATE BEACHFRONT RENTAL
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Beachfront Rental
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Viewhouse in Lanikai OCEAN MOKULUA ISLANDS , BEACH, LANIKAI NUC 90/BB -0108
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Sheffield Studio Walk to Kailua Beach or Town
Private Room
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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BEACH FRONT ESTATE, STEPS TO KAILUA BEACH, OCEAN VIEWS, HUGE LOT
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Last-Minute Getaway* Charming Studio in Prime Location at Unbeatable Rates
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Last-Minute Deal!! Charming Tiny House in Best Location * Discounted Rate
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Kailua Hale Studio Unit. Walking distance to beach and town
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Unique Relaxing Suite at Lanikai Beach, Legal Vacation Rental
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Nancy's Kailua Cottage Makai
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Last Minute Deal* Private & Charming Studio * AC * strong WIFi *
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Beautiful Kailua Hale 1 Bedroom Unit. Walking distance to beach and town.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Awesome Beachside Cottage Located Just Steps Away from Kailua Beach
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Secluded Home w/ Pool in Gated Community, Steps From Beautiful Kailua Beach
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Home in Gated Community Steps from Kailua Beach
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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KAILUA BEACH VILLA - 90/TVU-0286
Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Absolutely Oceanfront - 60' Waterfall Lap Pool
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kailua Beach "The Pink House" 100 Yards from Ocean
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Kailua Beach Lofty Bungalow - A premier luxury beachside bungalow
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kailua Beachfront - Licensed Rental AUG 26 - SEP 12 AVAILABILITY
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Perfect Kailua Vacation at Ka Hale Lai-House of Serenity- pool and spa
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Suite By the Sea - a bright and sparkling Apartment
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kailua Beachfront - SHORT TERM LICENSED RENTAL
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Best Price and Location on Beautiful Kailua Beach!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Absolutely Oceanfront-60 ft lap pool w/ waterfalls- Licensed-$199 Per Night
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Ocean View Guest Cottage - 90/TVU-0287
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Palione Papalani by AvantStay | Steps frm Kailua Beach w/ Private Pool & Hot Tub
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Licensed Lanikai Beach Rental 100 yards to Lanikai Beach w/AC!
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Available and legal for stays less than 30 days
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Steps to Kailua Beach-Heated Pool-Air Conditoned-7 Night Minimum Stay
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Unique Apartment in excellent location * close to Kailua beach & town
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The Banyan Beach Bungalow
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sunshine Cottage just steps to Kailua beach
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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***PARADISE FOUND: The Orchid Room at Seal Cove*** PRIVATE BATHROOM (not shared)
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Steps to Kailua Beach ($8,500 per month)
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Newly REMODELED AND the best access to sandy Lanikai Beach! NUC # 90/TVU-0031
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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NUC 90/BB-0069, GE-*******-8864-01, TA-*******-8864-01
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Romantic Oceanview Guesthouse. Steps from the Beach!
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Prime Location Across from Kailua Beach Park w/AC!!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sheffield Suite Walk to Kailua Beach or Town
Private Room
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Kailua Beachfront w/Pool - SHORT-TERM LICENSED RENTAL -
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Beachside Bungalow
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Island breeze Hale
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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1-Bedroom 1-Bath Apartment with AC, Just Steps from Kailua
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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'Tropical Garden Paradise' Steps to Beach & Very Affordable
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Showing results 1-50 of 319
Frequently Asked Questions about Kailua
- 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
- Yes, here are some popular vacation rentals in Kailua that have internet access:See all vacation rentals in Kailua on Tripadvisor
- 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