
House holiday rentals in Kailua-Kona
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Top-rated house rentals in Kailua-Kona
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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 :)

Private Pool - 180° Ocean View - Minutes to Beach
WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

Modern Upcountry Home with Mauna Kea Views
This is a comfortable 2 BD/2BA with rustic modern & eclectic decor, situated on a beautiful private acre of lush greenery. The living area is an open concept kitchen & living room with grand floor-to-ceiling windows showing off views of famous Mauna Kea. The generously sized master bedroom has a brand-new Avocado cal-king bed and a second bedroom offers a cozy queen. With a fully equipped kitchen & amenities, this is a perfect home base from which to begin or continue your Big Island experience!

Clean spacious in Kailua Kona.
Enjoy easy access to everything from this perfectly located home base. It's close to Kona airport, Costco, beautiful beaches, and only a 10 min drive to Kona town. It is located in a quiet neighborhood right in Kailua Kona near some of the best beaches on the island. The perfect place for a small group of friends or family to have a wonderful vacation. When staying in our space, we have a variety of beach toys and towels that we welcome guests to use. The Ironman triathletes are also welcome.

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8
My home is a classic Hawaiian ranchette on the slopes of Hualalai, on 3 acres of beautiful Hawaiian forest. It has beautiful lanais, a deck with hot tub downstairs, along with a workout room and ping pong table. KMH is close to several of Kona's beautiful beaches, the Big Island's most challenging golf, and has great views of the Kona coast. It is also adjacent to a Nature Preserve where you can hike for miles through the Forest. My home will make you feel like you live in Hawaii!

Hale Aka'ula, House of the Red Sunset
Nestled within the lush oasis of Kohanaiki, this 3 bedroom, 2 bath home awaits as your ideal Hawaiian retreat. Offering a spacious living room and chef's kitchen, it's made for memorable family gatherings. Surrounded by tropical greenery, you have ocean vistas and stunning sunsets from the comfort of the fully screened lanai. With convenient access to downtown Kona (6 mi), the airport (7.5 mi), and the pristine beaches of the north end, like Kua Bay Beach Park (10 mi).

Ocean, Sunset, Mountain & Celestial Views
Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys, and a barbecue grill.

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.

Magic Sands Beach House
This bali-style beach house, with a tree-house feel and open floor plan, is an ideal vacation property. With ocean peeks from the lanai, you can watch the sun set seasonally between the trees from the oversized deck, or from Magic Sands Beach only blocks away. Enjoy a view of the foothills of Hualalai volcano from the kitchen. Hawaii state tax IDs: STVR-19-354047, NUC-19-747, GE-125-351-6288-01, TA-125-351-6288-01

Kona Sunset - Entire Home - 3BR/4Bed/4.5BA/AC
Welcome to our 5 Bed/4.5Bath vacation rental located in a cul-de-sac, on the hills with a stunning ocean/sunset view. BRAND NEW large covered lanai & deck provide the perfect entertaining space. BRAND NEW 4 Split-zoned A/C units in every bedroom. You'll experience the perfect blend of relaxation, convenience and breathtaking natural beauty.

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 house rentals in Kailua-Kona
House rentals with a pool

Ocean Views | Beautiful Landscape | Private Pool!

Island Views Hale

Luxurious Makai Villa with Pool and Ocean Views

Tropical Oasis Home with Pool and Steps to Beach

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC

Pool & Ocean View Villa: 3BD | Sunset Kona Side

HAVEN: Poolside Sanctuary with Heavenly Views

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ
Weekly house rentals

Ulu Tree Retreat

Kona Sanctuary · Ocean View Hot Tub · A/C

The Mango Cottage on Keauhou Bay

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

Villa LongBoard Kona, Sweeping Ocean & Town Views

Kona Beach House

Kona Surf Snorkel Paradise, Beachfront, Hot Tub

Zen-Inspired Retreat, Breathtaking Ocean City View
Private house rentals

Luxury Villa 1 Mile Above Kailua Bay/Ocean view

Cloud Forest Retreat with Treehouse Vibes

3 BDR/3BTH Oasis | Dual Suites + Outdoor Kitchen

Spacious home with expansive ocean view!

Ocean View, Spacious, & Peaceful 3 BR home in Kona

4BR Paradise Oasis w/ Stunning Ocean Views

Our Very Hawaii Home with Ocean View!

Roof deck views, hot tub, big kitchen, 3200sf, BBQ
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $410 SGD | $427 SGD | $416 SGD | $376 SGD | $362 SGD | $391 SGD | $384 SGD | $371 SGD | $382 SGD | $403 SGD | $398 SGD | $492 SGD |
| 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 holiday rentals
Explore 330 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at $64 SGD per night before taxes and fees

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

Family-friendly holiday rentals
260 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
160 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wifi availability
330 of Kailua-Kona holiday rentals include wifi 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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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Kona Country Club
- Makalawena
- Mauna Lani Beach Club
- Manini'owali Beach
- Mauna Kea
- Kilauea
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Big Island Retreat
- Pololū Valley Lookout
- Magic Sands Beach Park
- Waialea Beach
- Sea Village
- Punaluu Black Sand Beach
- Hapuna Beach State Recreation Area
- Kaloko-Honokohau Nat'l Hist Park
- Kua Bay
- Captain James Cook Monument
- Kona Farmer's Market
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