0 941.500.4555 Request a Call

Kailua-Kona - Big Island Vacation Rentals

Showing 1–24 of 67 matching vacation rentals, page 1 of 3. Closest capacity matches first.

About Kailua-Kona - Big Island
Platinum Kailua-Kona Ocean View Home With Infinity Pool
Kailua-Kona - Big Island

Kailua-Kona Ocean View Home With Infinity Pool

3 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Kailua-Kona Oceanfront Vacation Rental - Luxury Hawaii Estate with Infinity Pool
Kailua-Kona - Big Island

Kailua-Kona Oceanfront Vacation Rental - Luxury Hawaii Estate with Infinity Pool

5 Bedrooms · 5 Bathrooms · Sleeps 12
From $4,027 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum The Ultimate Island Pool Home Pure Luxury in Kailua-Kona
Kailua-Kona - Big Island

The Ultimate Island Pool Home Pure Luxury in Kailua-Kona

4 Bedrooms · 4 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Villa in Kailua-Kona with 4 Bedrooms & Pool
Kailua-Kona - Big Island

Luxury Villa in Kailua-Kona with 4 Bedrooms & Pool

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $8,448 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Kailua Golf Course Luxury Five Bedroom Vacation Home
Kailua-Kona - Big Island

Kailua Golf Course Luxury Five Bedroom Vacation Home

5 Bedrooms · 5 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Kailua Kona Vacation Pool Estate Five Bedroom Walk to Beach
Kailua-Kona - Big Island

Kailua Kona Vacation Pool Estate Five Bedroom Walk to Beach

5 Bedrooms · 4 Bathrooms · Sleeps 12
From $7,714 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Kailua-Kona Upscale Vacation Rental 180 Degrees Oceanfront Shoreline
Kailua-Kona - Big Island

Kailua-Kona Upscale Vacation Rental 180 Degrees Oceanfront Shoreline

5 Bedrooms · 6 Bathrooms · Sleeps 12
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Stunning Ocean & Golf Course Views Four Bedroom Estate
Kailua-Kona - Big Island

Stunning Ocean & Golf Course Views Four Bedroom Estate

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $8,947 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Oceanfront Kailua-Kona Vacation Villa Three Bedroom
Kailua-Kona - Big Island

Oceanfront Kailua-Kona Vacation Villa Three Bedroom

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $2,010 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury 5 Bedroom Villa with Full Ocean Views
Kailua-Kona - Big Island

Luxury 5 Bedroom Villa with Full Ocean Views

5 Bedrooms · 5 Bathrooms · Sleeps 12
From $8,182 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Big Island Luxury Estate with Amazing Ocean and Bay Views
Kailua-Kona - Big Island

Big Island Luxury Estate with Amazing Ocean and Bay Views

6 Bedrooms · 6 Bathrooms · Sleeps 20
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum One of The Islands Ultimate Residences Private Collection - Luxury Oceanfront Estate in Kona
Kailua-Kona - Big Island

One of The Islands Ultimate Residences Private Collection - Luxury Oceanfront Estate in Kona

4 Bedrooms · 3 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Four Bedroom Vacation Rental with Private Pool
Kailua-Kona - Big Island

Luxury Four Bedroom Vacation Rental with Private Pool

4 Bedrooms · 4 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Three Bedroom luxury Ocean View Private Pool
Kailua-Kona - Big Island

Three Bedroom luxury Ocean View Private Pool

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,065 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Gorgeous Kailua-Kona Vacation Home with Private Pool & Views
Kailua-Kona - Big Island

Gorgeous Kailua-Kona Vacation Home with Private Pool & Views

5 Bedrooms · 5 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum The Ultimate Vacation Villa Ocean Views
Kailua-Kona - Big Island

The Ultimate Vacation Villa Ocean Views

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $1,347 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Kailua Gorgeous 3 Bedroom Home Private Pool Ocean View
Kailua-Kona - Big Island

Kailua Gorgeous 3 Bedroom Home Private Pool Ocean View

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $4,095 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Estate with 4 Bedrooms & Amazing Views
Kailua-Kona - Big Island

Luxury Estate with 4 Bedrooms & Amazing Views

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $7,380 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beachfront Four-Bedroom Home With Spa in Kailua-Kona
Kailua-Kona - Big Island

Beachfront Four-Bedroom Home With Spa in Kailua-Kona

4 Bedrooms · 3 Bathrooms · Sleeps 12
From $999 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxurious Island Retreat with Ocean Views in Kona
Kailua-Kona - Big Island

Luxurious Island Retreat with Ocean Views in Kona

5 Bedrooms · 5 Bathrooms · Sleeps 12
From $1,806 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Kona Luxury Vacation Rental | Private Big Island Estate with Pool
Kailua-Kona - Big Island

Kona Luxury Vacation Rental | Private Big Island Estate with Pool

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Kailua-Kona Vacation Rental - Luxury Hawaiian Villa with Pool & Hot Tub
Kailua-Kona - Big Island

Kailua-Kona Vacation Rental - Luxury Hawaiian Villa with Pool & Hot Tub

5 Bedrooms · 3 Bathrooms · Sleeps 16
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Kailua-Kona Ocean View Three Bedroom Vacation Rental Home
Kailua-Kona - Big Island

Kailua-Kona Ocean View Three Bedroom Vacation Rental Home

3 Bedrooms · 2 Bathrooms · Sleeps 7
From $780 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Pacific Views Best Rental Ever Big Island Three Bedroom
Kailua-Kona - Big Island

Pacific Views Best Rental Ever Big Island Three Bedroom

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,273 / night
Call to confirm availability941.500.4555 Request a callback & quote

Privacy controls

Choose which cookies we use

Optional cookies are off unless you choose otherwise. You can return to these settings from the footer at any time.

Essential & requested features Required for security and for features you ask us to provide, including saved rentals and remembered search choices. Always active

Cookie PolicyPrivacy Policy

Talk with a Villa Specialist

When should we call you?

Share a few details and an Emerald Kite specialist will call you now or in five minutes.

If you provide a mobile number, you consent to receive messages about your vacation planning. Carrier rates may apply; you can opt out at any time.

Security check loads when this window opens.

Requests after 10 p.m. Eastern Time will be returned the next day.

Having trouble? Use the full Contact page.