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Kailua Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
319 rentals in Kailua.
Nancy's Kailua Cottage Mauka, vacation rental in Kailua
Nancy's Kailua Cottage Mauka, vacation rental in Kailua
Nancy's Kailua Cottage Mauka, vacation rental 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, vacation rental in Kailua
PRIVATE BEACHFRONT RENTAL, vacation rental in Kailua
PRIVATE BEACHFRONT RENTAL, vacation rental in Kailua

PRIVATE BEACHFRONT RENTAL

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Beachfront Rental, vacation rental in Kailua
Private Beachfront Rental, vacation rental in Kailua
Private Beachfront Rental, vacation rental in Kailua

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, vacation rental in Kailua
Viewhouse in Lanikai  OCEAN MOKULUA ISLANDS ,  BEACH, LANIKAI NUC 90/BB -0108, vacation rental in Kailua
Viewhouse in Lanikai  OCEAN MOKULUA ISLANDS ,  BEACH, LANIKAI NUC 90/BB -0108, vacation rental in Kailua

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, vacation rental in Kailua
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013, vacation rental in Kailua
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013, vacation rental in Kailua

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, vacation rental in Kailua
Sheffield Studio  Walk to Kailua Beach or Town, vacation rental in Kailua
Sheffield Studio  Walk to Kailua Beach or Town, vacation rental in Kailua

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, vacation rental in Kailua
Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more, vacation rental in Kailua
Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more, vacation rental in Kailua

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, vacation rental in Kailua
Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach, vacation rental in Kailua
Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach, vacation rental in Kailua

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, vacation rental in Kailua
BEACH FRONT ESTATE, STEPS TO KAILUA BEACH, OCEAN VIEWS, HUGE LOT, vacation rental in Kailua
BEACH FRONT ESTATE, STEPS TO KAILUA BEACH, OCEAN VIEWS, HUGE LOT, vacation rental in Kailua

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, vacation rental in Kailua
Last-Minute Getaway* Charming Studio in Prime Location at Unbeatable Rates, vacation rental in Kailua
Last-Minute Getaway* Charming Studio in Prime Location at Unbeatable Rates, vacation rental in Kailua

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, vacation rental in Kailua
Last-Minute Deal!! Charming Tiny House in Best Location * Discounted Rate, vacation rental in Kailua
Last-Minute Deal!! Charming Tiny House in Best Location * Discounted Rate, vacation rental in Kailua

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, vacation rental in Kailua
Beautiful Kailua Hale Studio Unit.  Walking distance to beach and town, vacation rental in Kailua
Beautiful Kailua Hale Studio Unit.  Walking distance to beach and town, vacation rental in Kailua

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, vacation rental in Kailua
Unique Relaxing Suite at Lanikai Beach, Legal Vacation Rental, vacation rental in Kailua
Unique Relaxing Suite at Lanikai Beach, Legal Vacation Rental, vacation rental in Kailua

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, vacation rental in Kailua
Nancy's Kailua Cottage Makai, vacation rental in Kailua
Nancy's Kailua Cottage Makai, vacation rental in Kailua

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 *, vacation rental in Kailua
Last Minute Deal* Private & Charming Studio * AC * strong WIFi *, vacation rental in Kailua
Last Minute Deal* Private & Charming Studio * AC * strong WIFi *, vacation rental in Kailua

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, vacation rental in Kailua
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast, vacation rental in Kailua
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast, vacation rental in Kailua

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., vacation rental in Kailua
Beautiful Kailua Hale 1 Bedroom Unit.  Walking distance to beach and town., vacation rental in Kailua
Beautiful Kailua Hale 1 Bedroom Unit.  Walking distance to beach and town., vacation rental in Kailua

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, vacation rental in Kailua
Awesome Beachside Cottage Located Just Steps Away from Kailua Beach, vacation rental in Kailua
Awesome Beachside Cottage Located Just Steps Away from Kailua Beach, vacation rental in Kailua

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, vacation rental in Kailua
Secluded Home w/ Pool in Gated Community, Steps From Beautiful Kailua Beach, vacation rental in Kailua
Secluded Home w/ Pool in Gated Community, Steps From Beautiful Kailua Beach, vacation rental in Kailua

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, vacation rental in Kailua
Luxury Home in Gated Community Steps from Kailua Beach, vacation rental in Kailua
Luxury Home in Gated Community Steps from Kailua Beach, vacation rental in Kailua

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, vacation rental in Kailua
KAILUA BEACH VILLA - 90/TVU-0286, vacation rental in Kailua
KAILUA BEACH VILLA - 90/TVU-0286, vacation rental in Kailua

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, vacation rental in Kailua
Absolutely Oceanfront - 60' Waterfall Lap Pool, vacation rental in Kailua
Absolutely Oceanfront - 60' Waterfall Lap Pool, vacation rental in Kailua

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, vacation rental in Kailua
Kailua Beach "The Pink House"  100 Yards from Ocean, vacation rental in Kailua
Kailua Beach "The Pink House"  100 Yards from Ocean, vacation rental in Kailua

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, vacation rental in Kailua
Kailua Beach Lofty Bungalow - A premier luxury beachside bungalow, vacation rental in Kailua
Kailua Beach Lofty Bungalow - A premier luxury beachside bungalow, vacation rental in Kailua

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, vacation rental in Kailua
Kailua Beachfront - Licensed Rental AUG 26 - SEP 12 AVAILABILITY, vacation rental in Kailua
Kailua Beachfront - Licensed Rental AUG 26 - SEP 12 AVAILABILITY, vacation rental in Kailua

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, vacation rental in Kailua
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity- pool and spa, vacation rental in Kailua
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity- pool and spa, vacation rental in Kailua

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, vacation rental in Kailua
Suite By the Sea - a bright and sparkling Apartment, vacation rental in Kailua
Suite By the Sea - a bright and sparkling Apartment, vacation rental in Kailua

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, vacation rental in Kailua
Kailua Beachfront - SHORT TERM LICENSED RENTAL, vacation rental in Kailua
Kailua Beachfront - SHORT TERM LICENSED RENTAL, vacation rental in Kailua

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!, vacation rental in Kailua
Best Price and Location on Beautiful Kailua Beach!, vacation rental in Kailua
Best Price and Location on Beautiful Kailua Beach!, vacation rental in Kailua

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, vacation rental in Kailua
Absolutely Oceanfront-60 ft lap pool w/ waterfalls- Licensed-$199 Per Night, vacation rental in Kailua
Absolutely Oceanfront-60 ft lap pool w/ waterfalls- Licensed-$199 Per Night, vacation rental in Kailua

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, vacation rental in Kailua
Ocean View Guest Cottage - 90/TVU-0287, vacation rental in Kailua
Ocean View Guest Cottage - 90/TVU-0287, vacation rental in Kailua

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, vacation rental in Kailua
Palione Papalani by AvantStay | Steps frm Kailua Beach w/ Private Pool & Hot Tub, vacation rental in Kailua
Palione Papalani by AvantStay | Steps frm Kailua Beach w/ Private Pool & Hot Tub, vacation rental in Kailua

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!, vacation rental in Kailua
Licensed Lanikai Beach Rental 100 yards to Lanikai Beach w/AC!, vacation rental in Kailua
Licensed Lanikai Beach Rental 100 yards to Lanikai Beach w/AC!, vacation rental in Kailua

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, vacation rental in Kailua
Available and legal for stays less than 30 days, vacation rental in Kailua
Available and legal for stays less than 30 days, vacation rental in Kailua

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, vacation rental in Kailua
Steps to Kailua Beach-Heated Pool-Air Conditoned-7 Night Minimum Stay, vacation rental in Kailua
Steps to Kailua Beach-Heated Pool-Air Conditoned-7 Night Minimum Stay, vacation rental in Kailua

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, vacation rental in Kailua
Unique Apartment in excellent location * close to Kailua beach & town, vacation rental in Kailua
Unique Apartment in excellent location * close to Kailua beach & town, vacation rental in Kailua

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, vacation rental in Kailua
The Banyan Beach Bungalow, vacation rental in Kailua
The Banyan Beach Bungalow, vacation rental in Kailua

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, vacation rental in Kailua
Sunshine Cottage just steps to Kailua beach, vacation rental in Kailua
Sunshine Cottage just steps to Kailua beach, vacation rental in Kailua

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), vacation rental in Kailua
***PARADISE FOUND: The Orchid Room at Seal Cove*** PRIVATE BATHROOM (not shared), vacation rental in Kailua
***PARADISE FOUND: The Orchid Room at Seal Cove*** PRIVATE BATHROOM (not shared), vacation rental in Kailua

***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), vacation rental in Kailua
Steps to Kailua Beach ($8,500 per month), vacation rental in Kailua
Steps to Kailua Beach ($8,500 per month), vacation rental in Kailua

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, vacation rental in Kailua
Newly REMODELED AND the best access to sandy Lanikai Beach! NUC # 90/TVU-0031, vacation rental in Kailua
Newly REMODELED AND the best access to sandy Lanikai Beach! NUC # 90/TVU-0031, vacation rental in Kailua

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, vacation rental in Kailua
NUC 90/BB-0069,  GE-*******-8864-01, TA-*******-8864-01, vacation rental in Kailua
NUC 90/BB-0069,  GE-*******-8864-01, TA-*******-8864-01, vacation rental in Kailua

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!, vacation rental in Kailua
Romantic Oceanview Guesthouse.  Steps from the Beach!, vacation rental in Kailua
Romantic Oceanview Guesthouse.  Steps from the Beach!, vacation rental in Kailua

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!!, vacation rental in Kailua
Prime Location Across from Kailua Beach Park w/AC!!, vacation rental in Kailua
Prime Location Across from Kailua Beach Park w/AC!!, vacation rental in Kailua

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, vacation rental in Kailua
Sheffield Suite Walk to Kailua Beach or Town, vacation rental in Kailua
Sheffield Suite Walk to Kailua Beach or Town, vacation rental in Kailua

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 -, vacation rental in Kailua
Kailua Beachfront w/Pool - SHORT-TERM LICENSED RENTAL -, vacation rental in Kailua
Kailua Beachfront w/Pool - SHORT-TERM LICENSED RENTAL -, vacation rental in Kailua

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, vacation rental in Kailua
Beautiful Beachside Bungalow, vacation rental in Kailua
Beautiful Beachside Bungalow, vacation rental in Kailua

Beautiful Beachside Bungalow

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Island breeze Hale, vacation rental in Kailua
Island breeze Hale, vacation rental in Kailua
Island breeze Hale, vacation rental in Kailua

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, vacation rental in Kailua
1-Bedroom 1-Bath Apartment with AC, Just Steps from Kailua, vacation rental in Kailua
1-Bedroom 1-Bath Apartment with AC, Just Steps from Kailua, vacation rental in Kailua

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, vacation rental in Kailua
'Tropical Garden Paradise' Steps to Beach & Very Affordable, vacation rental in Kailua
'Tropical Garden Paradise' Steps to Beach & Very Affordable, vacation rental in Kailua

'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