Owner Direct Vacation Rentals in Kailua Beach

The Best Owner Direct Vacation Rentals in Kailua Beach. Explore thousands of vacation home rentals, large cabins, and villas near Kailua Beach

Dates

Price

Guests

More

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From US $317

         

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

View Availability

From US $125

         

10.0 (1 Review)

Boat Rental

Oahu Camper Adventures

• Air Conditioner
• Parking
• Pet Friendly

• Kailua
• Kalama Tract

View Availability

From US $2,802

         

10.0 (1 Review)

House

Luxurious five-bedroom modern retreat

• Air Conditioner
• Parking
• TV

• Kailua
• Keolu Hills

View Availability

From US $710

         

10.0 (111 Reviews)

House

Kailua Oceanfront Villa with Heated Pool & Spa

• Air Conditioner
• Parking
• Pool

• Hawaii
• Kailua

View Availability

From US $193

         

|

9.3 (47 Reviews)

Apartment

Kailani Loft, Kailua Coconut Grove 1-bedroom

• Air Conditioner
• Parking
• View

• Kailua
• Coconut Grove

View Availability

From US $325

         

|

8.4 (67 Reviews)

House

Hawaii's Hidden Hideaway Bed & Breakfast

• Air Conditioner
• Balcony/Terrace
• Bedding/Linens

• Kailua
• Lanikai

View Availability

From US $374

         

10.0 (70 Reviews)

House

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

• Air Conditioner
• Parking
• TV

• Hawaii
• Kailua

View Availability

From US $284

         

|

9.1 (75 Reviews)

House

Beautiful Guest House Kailua Beach

• Parking
• View
• Balcony/Terrace

• Kailua
• Kalama Tract

View Availability

From US $3,539

         

New

Villa

Seaside Sophistication: Live the Coastal Lifestyle You Deserve

• Hawaii
• Kailua

View Availability

From US $140

         

|

9.8 (79 Reviews)

Cottage

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

• Air Conditioner
• Parking
• TV

• Kailua
• Lanikai

View Availability

From US $211

         

9.8 (74 Reviews)

Cottage

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

• Parking
• TV
• View

• Kailua
• Lanikai

View Availability

From US $400

         

9.8 (44 Reviews)

House

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

• Parking
• Pool
• TV

• Hawaii
• Kailua

View Availability

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

View Availability

From US $3,496

         

10.0 (225 Reviews)

House

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

• Air Conditioner
• Parking
• Pool

• Hawaii
• Kailua

View Availability

From US $3,923

         

10.0 (130 Reviews)

House

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

• Air Conditioner
• Parking
• TV

• Kailua
• Lanikai

View Availability

From US $264

         

10.0 (120 Reviews)

Apartment

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

• Air Conditioner
• Parking
• TV

• Hawaii
• Kailua

View Availability

From US $322

         

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

View Availability

From US $4,269

         

9.6 (71 Reviews)

House

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

• Air Conditioner
• Parking
• Pool

• Kailua
• Kalama Tract

View Availability

From US $791

         

9.6 (44 Reviews)

House

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

• Air Conditioner
• Parking
• Pool

• Kailua
• Lanikai

View Availability

From US $431

         

10.0 (104 Reviews)

Cottage

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

• Air Conditioner
• Parking
• TV

• Kailua
• Lanikai

View Availability

From US $391

         

9.2 (96 Reviews)

Bed & Breakfast

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

• Air Conditioner
• Parking
• Pool

• Kailua
• Lanikai

View Availability

From US $753

         

9.4 (163 Reviews)

House

Absolutely Oceanfront - 60' Waterfall Lap Pool

• Air Conditioner
• Parking
• Pool

• Hawaii
• Kailua

View Availability

From US $780

         

9.4 (162 Reviews)

Apartment

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

• Air Conditioner
• Parking
• Pool

• Hawaii
• Kailua

View Availability

From US $982

         

10.0 (21 Reviews)

House

Lanikai Beach w/heated pool, spa: HOLIDAY SPECIAL - Call now!

• Air Conditioner
• Parking
• Pool

• Kailua
• Lanikai

View Availability

★ Pro Tip: Ownerdirect makes it easy to compare the best listings on Ownerdirect homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Ownerdirect 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.