We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Kailua-Kona Luxury Rentals

List your property
Owner log in
Where to?
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

1 mi
1651 rentals in Kailua-Kona.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
Plantation Manager\'s Beach House
the hammock and yard
Evening on the outdoor lanai
Robertson's Beach House - Kailua Kona
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection

Guest parking area in front of house above mailbox
Alii Magic Sands Vacation Rental 3 min walk to Beach
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection

Beautiful Large Pool
Surf and Racquet 7-103
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection

Kona Isle A4 Beautifully appointed condo. Ground Floor, Wifi, AC!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out

Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection

Beach Front Ocean View Penthouse (Top Floor) Corner Unit with FAST internet!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection

2 bdrm 2 ba condo across from White Sands Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection

Casa De Emdeko 332- Amazing Oceanview, Top Floor, AC included!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out

Amazing Ohana Retreat on the Big Island 8 bedrooms
Rental Home
8 bedrooms
9 bathrooms
Sleeps 18
Match: Sleeps
More info
Check in
Check out

Affordable Oceanfront in Kona - 10 yds from ocean!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection

Save time - get the best Kailua-Kona rentals sent straight to your email!
Keauhou Gardens 3104, 1 BR.Garden view
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection

Surf and Racquet 5102 2/2 oceanfront
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection

306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection

OceanView Plumeria Suite, kitchenette,Sprechen Deutsch. Bears' Place Guest House
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection

Great Ocean Views! 2007 Built Penthouse at Kahaluu
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection

Carson's Mountain Cabin with hot tub and fireplace!
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection

Seaside Zen Cottage on the Beach in Kailua Kona
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection

Stunning, Romantic Cottage on Slope of Hualalai
Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Spacious Retreat in Kona
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection

2 Master Suites/Gorgeous Ocean-Sunset Views & Private Saltwater solar-heated Poo
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Oceanfront Condo | Fast 5G Wi-Fi | King Bed | Hot Tub/Pool
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

*** 5 STAR LUXURY OCEANFRONT BEACH HOME ***
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Prime Oceanfront Kona Reef Vacation Condo - D Building
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Penthouse Unit built 2007, Across from Kahaluu Beach, Fantastic Ocean Views!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

KONA REEF-OCEANFRONT...SEE AND HEAR THE OCEAN WAVES -D BUILDING 3RD LEVEL!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Spacious Family Home ~ Stunning Panoramic Ocean Views and Private HEATED Pool!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Oceanfront Luxury! - Affordable Oceanfront Condo Now with A/C!!
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Ahh......~PARADISE ~Fab OCEAN VIEW, BEST Snorkeling, Surfing
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

A Must See!!! Luxury Oceanfront Townhouse!!! Nothing Compares
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

New Kitchen/Bath Remodel! - Ocean Front - Central Air - Featured on Today Show
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Ko'u hale o kou hale Fun in the Sun and a view that says WOW!
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

�Beautiful gated Private Oceanfront Home, beautiful tiled pool & Spa
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

BEAUTIFUL Beachfront / Top Floor / Air Con / Walk to Town
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Best of Kona: pool, hot tub, walk to ocean, free wifi, newly remodeled
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Gorgeous remodeled condo Oceanfront! SUNSET!
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Oceanfront PoolSpa Private 4 Bedroom Home Walk to Town Sleeps 8 New Years Open
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Breathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Paradise isn't lost, it is here in KAILUA-KONA
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Immaculate; Air Cond; Ocean/Garden views; Free Snacks, GIG WiFi6, HBO & Show
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Ocean Views, Walk to beach and town. AC, Huge lanai
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Aloha Condos, Kanaloa at Kona, Condo 2602, Oceanfront, AC
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Oceanfront Penthouse, As Close As You Can Stay To Ocean, Stunning Views, A/C!
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

ALSO SEE WEST SUITE VRBO 668612
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Luxury oceanfront beach house with pool. Walk to Kona town center. Sleeps 8
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Magic Sands Oceanfront Home
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Direct Oceanfront Condo: New Remodel, Crashing Waves, Sunsets, Turtles, Surfers
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Hawaii County Certified! Hale Hina - Perfection in Paradise!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Ocean View Condo! Across from White Sands Beach! Remodeled!
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Luxury Private Retreat | Big Ocean Views | Pool | Perfect - Families, Friends
Rental Home
4 bedrooms
5 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Kona Oceanfront Top Floor Condo 30ft from Shore - Amazing View, Wifi, A/C
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

PreviousNext
123456
Kailua Kona Vacation Rentals
Whether you are planning on surfing, diving, or just laying out in the sun, Kailua Kona is an amazing destination full of pristine beaches and local culture. A Kailua Kona vacation is sure to be unforgettable, but why not make it even more special by staying in your very own vacation rental instead of a hotel? There are a variety of Kailua Kona vacation rentals available, from a cozy one bedroom condo to a spacious rental house that can sleep the entire family. There is sure to be the perfect rental home to suit your needs and your style, so check out our great deals on Kailua Kona vacation rentals for your next trip.
More
Kailua Kona Vacation Rentals
Whether you are planning on surfing, diving, or just laying out in the sun, Kailua Kona is an amazing destination full of pristine beaches and local culture. A Kailua Kona vacation is sure to be unforgettable, but why not make it even more special by staying in your very own vacation rental instead of a hotel? There are a variety of Kailua Kona vacation rentals available, from a cozy one bedroom condo to a spacious rental house that can sleep the entire family. There is sure to be the perfect rental home to suit your needs and your style, so check out our great deals on Kailua Kona vacation rentals for your next trip.
A Kailua Kona Vacation
Kailua Kona is an ocean lover's paradise, full of beautiful sights and opportunities to explore. Enjoy the breathtaking view at Mauna Kea Summit and all that you can see from 13,796 feet high. To check out the sights underneath the water as well, take a dive with Big Island Divers and you will not believe your eyes. Surfer Bear Hawaii Surf Lessons can teach you and the entire family to catch some waves, or lay out in the sun at Manini'owali Beach and let your troubles melt away. Finish the day off with some delectable Hawaiian style drinks at Don's Mai Tai Bar and you may never want to leave. No matter how you spend your Kailua Kona vacation, you can rest assured knowing with vacation rentals you have chosen the most comfortable and convenient option for you and your family. A vacation rental offers you all the benefits of having a home away from home, and did you know it can even save you money?
Money Saving Vacation Rentals
Hotels can be expensive, especially when traveling with a large group. Luckily, with vacation rentals there is no need to worry about booking multiple hotel rooms when you can simply rent a vacation house that can fit your entire group. If you plan on staying a while, many Kailua Kona rental homes also offer a discounted rate on extended stays, so you can enjoy your vacation for longer while saving money. Rental homes offer so many benefits to you, your family, and your wallet, that it is a truly a win-win situation for your next trip to Kailua Kona.