
House holiday rentals in Kailua-Kona
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Top-rated house rentals in Kailua-Kona
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Kona Dolphin and Whale House. Rare Oceanfront. Spa
Beautiful Private Ocean Front Home On Lyman's Bay, one of Kona's most beautiful bays/ popular surf spots. Spectacular views. Ocean only 20' from private Lanai's. Everything you want and a Massage Chair and outdoor Hot Tub facing ocean &more. 3 Bedrooms have ocean views. Pocket Doors and Central AC with smart Alexa thermostat. Modern kitchen glass top cook top sub-zero fridge microwave and granite top counters. Secure coded front door lock. All Guests Bound By Rental Agreement in House Manual

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

The Mango Cottage on Keauhou Bay
Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. King bed. Living room. Full kitchen. Bathroom with large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only.

Tropical Oasis Home with Pool and Steps to Beach
Experience this tropical oasis, conveniently located in Keauhou. With a 2 minute walk to the ocean - watch the breathtaking sunset, stargaze at night , and fall asleep to the ocean waves crashing into Heeia Bay! Awake to the wild song birds as you sip on your Kona coffee, and plan your Big Island adventure. Enjoy an afternoon cocktail by the pool, perfect for yoga, reading a book, or cooling off. Walk 5 minutes to nearby delicious restaurants, or a 10 minute drive to downtown Kona.

Mauna Loa Suites
Beautiful and elegant spacious suites in Kamuela, Hawaii. Spectacular panoramic ocean views along with majestic sceneries of the 2 greatest mountains on earth. Mauna Kea and Mauna Loa. Mauna Kea is the tallest mountain on earth measuring over 10,000 meters (33,000 feet) and Mauna Loa is calculated to be over 75,000 Kilometers to the 3rd. (18,000 cubic miles) which is the biggest mountain on earth. This exclusive - private rooms is a treasure for you to experience.

Holualoa Ekolu (Comfort, View, Taxes included)
Welcome to Holualoa Ekolu—your cozy retreat in the heart of Holualoa. Just minutes from Holualoa Village, Kailua-Kona, beaches, shopping, and dining. Enjoy a comfy king bed, walk-in shower, kitchen, large covered lanai with ocean views of Kailua Bay, smart TV, WiFi, and washer/dryer. Perfect for singles, couples, or small families, with a sofa sleeper and a twin bed in the walk-in closet. Embrace the cool, country charm of Holualoa Ekolu with all the comforts of home.

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 Sunsets & Ocean Views at Hillside Home
Watch Kona’s world-famous sunsets from two private balconies at this spectacular tropical retreat overlooking downtown Kailua-Kona. Perched on a Hualalai hillside among sleepy palms, this getaway boasts unmatched ocean views. This modern home features a full kitchen, indoor & outdoor dining, 2bd/1.5 bath, workspace, convenient parking, beach gear, and free laundry. When the breeze isn’t enough, air-conditioned bedrooms keep you cool. Owner-hosted by locals!

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.

Peaceful Paradise in Kailua-Kona
Experience ALOHA in this spacious, ocean view gem!💎 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!

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.

Mollie’s Paradise Resort Home & Private Pool
Welcome to Mollie's Paradise! This gated resort vacation home features a beautifully crafted outdoor paradise with a private pool and spa. Your host, Mollie, has curated a vacation home experience that will exceed your expectations. Her attention to detail, quality amenities and extra clean home is loved by guests.
Popular amenities for house rentals in Kailua-Kona
House rentals with a pool

Private Kona Ocean View Home w/ Pool & Sunset Lana

Exceptional Oceanview Home - Pool & Stunning View

Turtle Heaven Beach House

Island Time-Luxury Golf Front Home with Pool/Spa

Kahaluu Bay Get-Away

Private Pool - 180° Ocean View - Minutes to Beach

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

Tiny House Hawaii
Weekly house rentals

2 Bedroom in the Kona Hills on a Coffee Farm

Adorable 2-bedroom modern cottage

Kona Sanctuary · Ocean View Hot Tub · A/C
Earthy Beach House

Villa LongBoard Kona, Sweeping Ocean & Town Views

Close to Airport & Beaches, Ocean View, Sleeps 6

Zen-Inspired Retreat, Breathtaking Ocean City View

New Modern Interior|OceanView| HotTub|Forest Deck
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

Private beautiful peaceful house on three acres

Spacious home with expansive ocean view!

Private Oceanfront Home, Sleeps 10, fire pit, View

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

Cloud 9 Hawaii Forest Retreat
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $412 SGD | $428 SGD | $417 SGD | $377 SGD | $363 SGD | $392 SGD | $385 SGD | $372 SGD | $383 SGD | $404 SGD | $399 SGD | $494 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!
Destinations to explore
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- Hapuna Beach
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