
House vacation rentals in Kailua-Kona
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Top-rated house rentals in Kailua-Kona
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Tiny House Hawaii
The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

Ocean-View Retreat in Kona Countryside
Escape to a private, 2BR retreat on 3 lush acres in Holualoa—where hotel-style efficiency meets island charm.Step onto the lanai for sweeping ocean views, stunning sunsets, and cool mountain breezes.Just 10 minutes to Kona town, beaches, and the airport.With a full kitchen, BBQ, fire pit table, and modern comforts, it’s perfect for couples seeking a peaceful and private escape with scenic veiws. Grill dinner, unwind by the fire pit, or roll out a yoga mat and greet the day in serene surroundings

Kahaluu Bay Get-Away
Kahalulu Bay Get-Away is your perfect choice for an authentic, comfortable Hawaiian stay. Perched gently above Kahalulu Bay, you'll enjoy tropical tradewinds, Kona sunsets, the sounds of the surf and the songs of nature. The setting is totally private with ocean views, rock walls, large trees, lush greenery, an archeological site from the 12th century and a pool that is all-day worthy. Come. Relax. Enjoy. You’re in for a treat. Family built, enjoyed for decades and now shared with you...Aloha :)

Modern Hawaiian Cottage - Ocean Across the Street
SURF TEMPLE – A Tropical Modern Hawaiian-style cottage on desirable Ali‘i Dr, steps from the ocean. Enjoy breathtaking sunsets, reading, & snorkeling at the lava rock beach across the street. The cottage features a main house + guest cottage, connected by a spacious lanai for dining & relaxing. Lava rock walls throughout embody the Hawaiian culture & spirit. Just .4 miles from Kahalu’u Beach, .7 miles from White Sand Beach & 4 miles from downtown Kona. Perfect location for your Hawaiian Getaway!

Tropical Private Oasis, Heated Pool & OceanView!
3 bedroom/2.5 bath, Sleeps 8 with Private Solar Heated Pool with Waterfall, Lanai, Gazebo with Ocean View, Tropical Yard. 5 min to downtown Kona along the water. This "model home" sits in a gated community of Kahakai with breathtaking views. It has all upgrades throughout the house for ultimate luxury. A pathway on this 1/2 acre plus property leads to an elevated private gazebo for that amazing romantic evening dinner or relaxing with your special one while looking at an amazing ocean view.

Kona Surf Snorkel Paradise, Beachfront, Hot Tub
Incredible views of the bay and surfers! Modern house(built 2014) with A/C all rooms. It’s across the street from Kahalu’u Beach. This is the BEST snorkeling and surfing spot in Kona. Surfboards,The Kona Trolley stop, and food trucks are steps away. The house has a hot tub, 4 brms, one upstairs, 3 downstrs, There’s one full bath en-suite upstairs with toilet, tub and shower. There is a toilet downstairs with very private outdoor shower. Plus one bdrm has a sink/vanity & 2nd outdoor shower.

Peaceful Paradise in Kailua-Kona
Experience ALOHA in this spacious, ocean view gem!💎 2 miles to downtown Kona. Comfortable, clean, sun-kissed and welcoming. Perfect for unwinding after a day of island sight-seeing. The charming, stylish space has a private entrance and is located on the ground floor of a large two-story home. You will experience all the comforts of home including an ohana kitchen, living area, bbq, and lovely, large outdoor lanai. Our goal is to give 5 star stays to every guest!

Kona Mango Ohana, AC,1 Bed, easy to get around
Welcome to your perfect Kona base! Just 7 minutes from the airport and 15 minutes to Kailua Town, this cozy rental is the perfect base for exploring both the southern and northern beaches. Enjoy a comfy California king bed, full kitchen, private bathroom, fast Wi-Fi, and Smart TV. Traveling with extra guests? There’s also a full-size sofa bed. Whether you’re here for adventure or relaxation, you’ll find everything you need. GE-125-778-0736-01 TA-125-778-0736-01

Kona Sanctuary · Ocean View Hot Tub · A/C
Aolani Coffee Cottage: A Tranquil Sanctuary in the Heart of Hawaii Welcome to Aolani Coffee Cottage, an enchanting retreat nestled among the lush coffee farms of Holualoa and only a 10 minute drive from the stunning Magic Sands Beach.. Here, serenity abounds, offering you a haven to rest, recharge, and reconnect with the beauty of Hawaii. Our cottage is the embodiment of peace and creativity, providing the perfect escape to recharge and find inspiration.

Halia Hale
Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.

Kona House // Ocean View //Cold AC//5 Min to beach
As you wake to the sound of the birds, the gentle trade wind breeze reminds you this is true relaxation. As you walk to the coffee maker, the ocean view greets you on your left while the expansive living room invites you to claim your seat on the couch. You’re glad you have good WiFi, but you sure hope the boss doesn’t email you. Being close to beaches, restaurants, and entertainment is great too, but maybe you’ll cook in this gourmet kitchen.

Nani Kona Lā - Mesmerizing Ocean View Home
Welcome to Nani Kona Lā which stands for The Beautiful Kona Sunset. This home has been perfectly placed on the magnificent slopes of Hualalai. The panoramic coastline views from almost every area of this home are absolutely breathtaking. This home will offer you a very relaxing place to regroup in between your activities on the Big Island.
Popular amenities for Kailua-Kona house rentals
House rentals with a pool

Kini Kini Pua – Private Retreat in Paradise!

Island Time-Luxury Golf Front Home with Pool/Spa

New, Stunning, 3 Bedroom Condo; A/C/Pools/ Hottub

Walua Oasis 2/2 Private Pool

Oceanfront Escape in Kanaloa at Kona – Keauhou

Panoramic Ocean Views With Private Saltwater Pool

Tranquil Hawaiian Pineapple Poolhouse with A/C

Ocean, Sunset, Mountain & Celestial Views
House rentals with free parking

Artist's Home: Beautiful View of Paradise in Kona

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub

Adorable 2-bedroom modern cottage
Earthy Beach House

Villa LongBoard Kona, Sweeping Ocean & Town Views

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

Mini Plantation with a View

Kona Beach House
House rentals with a hot tub

Cloud Forest Retreat with Treehouse Vibes

Ocean View House Near Outrigger Kona Resort & Spa

Holua Kai #8: Private Pool, Ocean & Golf Views

Private beautiful peaceful house on three acres

Kona Makai 5-305

Catch the Sunset! Island Hale w/ *A/C* and Hot Tub

Nice N Cool Country House

Hawaii's Holualoa cottage
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$67,160 GYD | G$69,880 GYD | G$67,997 GYD | G$61,511 GYD | G$59,210 GYD | G$64,022 GYD | G$62,766 GYD | G$60,674 GYD | G$62,557 GYD | G$65,905 GYD | G$65,068 GYD | G$80,550 GYD |
| Avg. temp | 6°C | 6°C | 6°C | 7°C | 9°C | 10°C | 9°C | 9°C | 9°C | 9°C | 7°C | 6°C |
Quick stats about house rentals in Kailua-Kona

Total vacation rentals
Explore 330 vacation rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona vacation rentals start at G$10,461 GYD per night before taxes and fees

Verified guest reviews
Over 21,040 verified reviews to help you choose

Family-friendly vacation rentals
260 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
160 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
330 of Kailua-Kona vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kailua-Kona rentals

4.9 Average rating
Kailua-Kona stays are highly rated by guests—averaging 4.9 out of 5!
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