
House vacation rentals in Kailua-Kona
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Quick stats about house rentals in Kailua-Kona

Total vacation rentals
Explore 350 vacation rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 22,170 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

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

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

4.8 Average rating
Kailua-Kona stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Kailua-Kona
Guests agree: these houses are highly rated for location, cleanliness, and more.

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
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Wailima Beach House, Kona, Magic Sands Beach
Wailima Beach House is real island living while vacationing here on the Big Island. The home features beautiful Asian antiques, bamboo and rattan furniture plus Pacific themed artworks. The garden setting provides the perfect escape from life's hustles and bustles. Walking distance to Magic Sands Beach Park and easy drive to Kahalu'u snorkel beach means you really don't have to go anywhere else. Keahou Shopping Center is 10 min. away with KTA grocery store plus boutique shops and restaurants.
ValueFamilyHot tub

Exceptional Oceanview Home - Pool & Stunning View
Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.
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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. Walk to manta ray, snorkeling, kayaking, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. King bed. Full kitchen. 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. 100% non-smoking property inside and out.
LocationValueLong stay

Tropical Oasis: Heated Pool, Waterfall, Ocean View
Welcome to Nakukui Hale, your own private Hawaiian sanctuary — a beautifully designed estate for up to 8 guests in a gated community. A resort-style waterfall spills over lava rock into a deep blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the elevated private gazebo as the sun sets over the Pacific. Just minutes from Ali'i Drive, Magic Sands Beach, Ironman Pier and the best restaurants in Kona town. This is Hawaii living at its absolute finest.
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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.
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HAVEN: Poolside Sanctuary with Heavenly Views
HAVEN Where the changing colors of the heavens melt into the sea. This is a place where dreams are born and special moments unfold. Tranquility, privacy, and beauty await you. A masterclass of design in harmony with nature, this exquisite home beckons you; a salve for body and soul. Whether you are submerged in the saltwater pool or lounging inside one your deluxe bedroom suites, the views will enchant you, providing an ever-changing patina of color & light. Tax ID # TA-110-823-1680-01
ValueFamilyComfort

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
Bringing the whole crew—or two families? This breezy 4BR, 3BA Kona home is built for fun and flexibility. Two stories mean plenty of space to gather—or sneak off for quiet time. With two kitchens, two living rooms, A/C, smart TVs, and indoor laundry, everyone gets room to relax. Take in an almost 180° ocean view of Kona bay, lounge on breezy lanais, fire up the BBQ, or float in the pool. Pick fresh mangoes and starfruit on-site. Just 5 mins to Kona town—your perfect island escape awaits.
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Romantic Keauhou Retreat | Pool + Tropical Lanai!
🌴Escape to paradise in this bright, tropical retreat in beautiful Keauhou Bay. Perfect for couples on their honeymoon/anniversary or solo travelers looking to relax, this stylish condo blends resort-style relaxation with island charm. Discounts available for longer stays—perfect for a more relaxed Kona getaway. Spend your days lounging by the stunning pool, enjoying coffee on the spacious lanai, snorkeling nearby beaches, or watching sunsets surrounded by palms and tropical breezes.
ValueFamilyKitchen

Magic Sands Beach Bungalow
Stay a short walk from Magic Sands Beach in this complete home. This three bedroom and three and half bath house includes an outdoor shower and bathroom, a ping pong table, and your own tree house. This is a legal and permitted vacation rental with no agency and on-island owner hosts. You can hang out in a hammock on the lanai while you BBQ your dinner after the beach. The perfect spot to explore Hawai'i island and only three miles from downtown Kailua-Kona.
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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.
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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.
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Popular amenities for Kailua-Kona house rentals
House rentals with a pool

Mollie’s Paradise Resort Home & Private Pool
ValueLocationHospitality

Island Views Hale - Panoramic Ocean & Sunset Views
ValueFamilyWifi

Stunning Serene Bali Retreat [Pool/AC/Ocean View]
ValueLocationGrill

Kahaluu Bay Get-Away
LocationFamilyWalkability

Tropical Oasis Home with Pool and Walk to Beach
ValueFamilyHospitality

Tiny House Hawaii
LocationFamilyBathroom

Pool, 6 mins to Beach, Ocean View, H7
LocationFamilySleep quality

Tranquil Hawaiian Pineapple Poolhouse with A/C
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House rentals with free parking

2 Bedroom in the Kona Hills on a Coffee Farm
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Piece of Paradise Coffee Farm
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Ocean-View Retreat in Kona Countryside
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Mauna Loa Suites
ValueLocationCondition

KEALAKEKUA HOME STUNNING VIEW SPACIOUS ELEGANCE
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Hale Aka'ula, House of the Red Sunset
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New Modern Interior|OceanView| HotTub|Forest Deck
FamilyValueAccess

Magic Sands Beach House
LocationFamilyAccess
Weekly house rentals

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub
LocationValueShared spaces

Kona Sanctuary · Ocean View Hot Tub · A/C
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Villa LongBoard Kona, Sweeping Ocean & Town Views
ValueFamilyCondition

Hale Kohola
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Mini Plantation with a View
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Clean spacious in Kailua Kona.
ValueFamilyComfort

Kona Sunset - Entire Home - 3BR/4Bed/4.5BA/AC
ValueFamilyKitchen

Private Country Cottage | 2+ Bedroom on 1-acre | 5
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When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,329 | ﺩ.ﺇ 1,300 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,230 | ﺩ.ﺇ 1,212 | ﺩ.ﺇ 1,282 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,065 | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,157 | ﺩ.ﺇ 1,142 | ﺩ.ﺇ 1,414 |
| 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 |
Destinations to explore
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- Hapuna Beach
- Waikōloa Beach
- Mauna Kea
- Kohanaiki Private Club Community
- Waikoloa Beach
- Mauna Lani Beach Club
- Kilauea
- Sea Village
- Manini'owali Beach
- Spencer Beach Park
- Magic Sands Beach Park
- Makalawena
- Puʻuhonua o Hōnaunau National Historical Park
- Waialea Beach
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Punaluu Black Sand Beach
- Kua Bay
- Kona Farmer's Market
- Hapuna Beach State Recreation Area
- 49 Black Sand Beach
- Captain James Cook Monument
- Kealakekua Bay State Historical Park
- Kailua Pier
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