The Best Vacation Rentals in Kailua Beach

Prepare to Relax and Experience Family Fun – The Best Vacations Happen in a Vacation Rental

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From US $296

         

10.0 (135 Reviews)

Cottage

Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!

• Air Conditioner
• Parking
• TV

• Kailua
• Kuulei Tract

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From US $125

         

10.0 (1 Review)

Boat Rental

Oahu Camper Adventures

• Air Conditioner
• Parking
• Pet Friendly

• Kailua
• Kalama Tract

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From US $2,802

         

10.0 (1 Review)

House

Luxurious five-bedroom modern retreat

• Air Conditioner
• Parking
• TV

• Kailua
• Keolu Hills

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From US $710

         

10.0 (111 Reviews)

House

Kailua Oceanfront Villa with Heated Pool & Spa

• Air Conditioner
• Parking
• Pool

• Hawaii
• Kailua

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From US $193

         

|

9.3 (47 Reviews)

Apartment

Kailani Loft, Kailua Coconut Grove 1-bedroom

• Air Conditioner
• Parking
• View

• Kailua
• Coconut Grove

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From US $325

         

|

8.4 (67 Reviews)

House

Hawaii's Hidden Hideaway Bed & Breakfast

• Air Conditioner
• Balcony/Terrace
• Bedding/Linens

• Kailua
• Lanikai

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From US $374

         

10.0 (69 Reviews)

House

MONTHLY DISCOUNT! 3Bed/2Ba House - 250 Steps to the Beach!

• Air Conditioner
• Parking
• TV

• Hawaii
• Kailua

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From US $284

         

|

9.1 (75 Reviews)

House

Beautiful Guest House Kailua Beach

• Parking
• View
• Balcony/Terrace

• Kailua
• Kalama Tract

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From US $3,539

         

New

Villa

Seaside Sophistication: Live the Coastal Lifestyle You Deserve

• Hawaii
• Kailua

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From US $140

         

|

9.8 (77 Reviews)

Cottage

Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage

• Air Conditioner
• Parking
• TV

• Kailua
• Lanikai

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From US $574

         

9.8 (73 Reviews)

House

Resort-like Beachside Kailua Lanikai, Pool, AC , WIFI, Kayaks, 50% Discounts

• Air Conditioner
• Parking
• Pool

• Kailua
• Lanikai

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From US $210

         

9.8 (74 Reviews)

Cottage

Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.

• Parking
• TV
• View

• Kailua
• Lanikai

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From US $350

         

9.8 (43 Reviews)

House

Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua

• Parking
• Pool
• TV

• Hawaii
• Kailua

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From US $588

         

9.6 (13 Reviews)

Cottage

Kailua Palms Guest House with Pool and Views! Parking and wi-fi included

• Parking
• Pool
• TV

• Hawaii
• Kailua

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From US $3,483

         

10.0 (223 Reviews)

House

Amazing Kailua Beach Front Licensed Rental #1990/NUC-1802

• Air Conditioner
• Parking
• Pool

• Hawaii
• Kailua

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From US $3,028

         

10.0 (129 Reviews)

House

Ocean Front Lanikai - Lic. Rental #1990/NUC-1757

• Air Conditioner
• Parking
• TV

• Kailua
• Lanikai

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From US $189

         

10.0 (120 Reviews)

Apartment

'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.

• Air Conditioner
• Parking
• TV

• Hawaii
• Kailua

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From US $267

         

9.6 (75 Reviews)

House

Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Laundry

• Air Conditioner
• Parking
• TV

• Hawaii
• Kailua

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From US $3,989

         

9.6 (69 Reviews)

House

Kailua Luxury Estate: Licensed Rental #1990/NUC-1787

• Air Conditioner
• Parking
• Pool

• Kailua
• Kalama Tract

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From US $664

         

9.6 (42 Reviews)

House

Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale

• Air Conditioner
• Parking
• Pool

• Kailua
• Lanikai

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From US $376

         

10.0 (103 Reviews)

Cottage

Charming Lanikai Cottage. Close to beach, A/C, parking.

• Air Conditioner
• Parking
• TV

• Kailua
• Lanikai

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From US $391

         

9.2 (91 Reviews)

Bed & Breakfast

Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

• Air Conditioner
• Parking
• Pool

• Kailua
• Lanikai

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From US $753

         

9.4 (162 Reviews)

House

Absolutely Oceanfront - 60' Waterfall Lap Pool

• Air Conditioner
• Parking
• Pool

• Hawaii
• Kailua

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From US $716

         

9.4 (160 Reviews)

Apartment

Kailua Oceanfront-60' Lap Pool - Upscale Quiet Neighborhood - Legal

• Air Conditioner
• Parking
• Pool

• Hawaii
• Kailua

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★ Pro Tip: Vacationsrental makes it easy to compare the best listings on Vacationsrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Vacationsrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Kailua Beach.