
Family-friendly holiday rentals in Kailua-Kona
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Kailua-Kona
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Stunning Serene Bali Retreat [Pool/AC/Ocean View]
Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood, and ample windows and skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys cooler temps than busy downtown while not being far from the action. Solar/Tesla batteries keep power on!

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

Aloha Paradise! Remodeled with A/C & Ocean View!
Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

The Dome at Ulu Inn: Luxury Couples Retreat, Kona
Overlooking the beautiful Kona Coast...The Dome at Ulu Inn says: "Aloha...let's Disconnect, to Reconnect" Nestled within a gated 5 acre estate, Settle into our exclusive Geodesic Dome suite...experience elevated glamping, designed for ultimate relaxation and ensured seclusion from the outside world. THE DOME & neighboring unit THE CUBE, are an ample distance apart, providing privacy from each other. You may get up close and personal with our Goats, Pigs, Geckos & wild birds that roam freely.

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.

Kona Coffee Farm with Breathtaking Ocean Views
Escape to our family-friendly 3.5-acre Kona Coffee Farm, nestled in the mountains minutes from beaches, 15 min to Kailua-Kona, and 5 min to Captain Cook. Kids can feed our friendly chickens, spot geckos, and explore the lush grounds filled with coffee trees, fruit, and flowers. The 3BR, 2BA modern farmhouse includes a spacious lanai, perfect for family meals, morning coffee, and stargazing. Enjoy cool mountain breezes, a refreshing escape from the coastal heat, and the magic of Kona Coffee.

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.

Romantic Cabin Treehouse | Birdwatching | Hiking
Tucked high above Kailua-Kona in Hawaii’s enchanting cloud forest, this peaceful retreat invites you to slow down and reconnect with nature. Wake to song birds, sip coffee surrounded by lush tree ferns, and enjoy cool mountain air for sleeping( (no air conditioning needed!) Stunning glowing sunsets. Perfect for romantic escapes, creative retreats, or quiet relaxation, this serene hideaway blends tropical beauty, privacy, and cozy comfort into an unforgettable island experience.

Love Kona farm life *Superstar Truss Cabin!
If you like nature and animals, come and enjoy our hobby farm! It's glamping in a tiny house with the incredible view. (It is a farm, not a hotel) The loft bed with ladder as picture shown. Screened/no windows so you can enjoy breeze and view. Cute living room and big shower/restroom down stairs. Patio with outdoor grill and sink. Beautiful sunset and infinity sea/sky line from the bedroom. Galaxy and shooting stars at the night. About 20mins from many beaches, and downtown.

MAGIC SHACK aka Hale Kaipoi + Walk to the Beach!
MAGIC SHACK is an owner hosted Upper 2 bedroom, 2 bathroom oasis with AC and peaceful lanai that borders a nature preserve nestled at the end of a quiet neighborhood cul-de-sac. The island-inspired decor and bright colors of this accommodation make it the perfect home base the next time you’re visiting the Big Island of Hawai’i. Just a short 5 minute walk to MAGIC SANDS beach, one of the most spectacular white sandy beaches on the island...you'll never want to leave!

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.

Cozy, Private Studio with an Incredible View!
Just 10 minutes from Kona International Airport, this private studio is perfectly situated as the start for your Big Island adventure. The space is bright and airy with French doors that open to the lanai for an even more spacious feel. There is a closet, a private washer and dryer, basic amenities, a 65” smart TV, and USB outlets. There is a queen bed and a comfortable couch. Transient Accommodation License TA-018-066-6368-01
Popular amenities for Kailua-Kona family-friendly rentals
Family-friendly home rentals with a hot tub

Kona Paradise with Oceanfront views!

Enjoy lush tropical lifestyle in Waikoloa Resort

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub

Kona Sanctuary · Ocean View Hot Tub · A/C

Ocean View Top Floor Kona Coast Resort

Kona 1BR Condo w/ Pool, Office, Walk to Beach

Kona Reef Sand and Surf (Beachfront, Walk to Town)

180* Sunset Oceanview, Hot Tub, Near Airport, H3
Family- and pet-friendly home rentals

Golden Hale North Ohana w/ Pool. Blocks to beach!

Great Location, In Town, Modern and Clean

Spacious Fairways 2BD townhome. Pool/Beach Club!

Mauna Loa Suites

3 blocks to Turtle beach and Ali'i Dr

Hale Aka'ula, House of the Red Sunset

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

Amazing Kona Sunset View - Sleeps 4
Family-friendly home rentals with a pool

Longboard Studio at Kona Magic Sands Beach

Beautiful Top Floor Oceanfront Condo with AC! #421

One bedroom suite, private pool and ocean views.

Ali'i Dr w/ Ocean Sunsets next to Farmer's Market

Ocean Front Corner Condo in Paradise

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman

Oceanview Kailua-Kona Condo with Lanai

Country Cottage
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $395 SGD | $389 SGD | $374 SGD | $369 SGD | $354 SGD | $345 SGD | $361 SGD | $347 SGD | $340 SGD | $372 SGD | $351 SGD | $382 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 holiday rentals that are family-friendly in Kailua-Kona

Total holiday rentals
Explore 1,190 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 34,010 verified reviews to help you choose

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
1,000 properties feature pools

Rentals with dedicated workspaces
730 properties have a dedicated workspace

Wifi availability
1,180 of Kailua-Kona holiday rentals include wifi 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!
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- Family-friendly rentals Hawaii County
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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Mauna Lani Beach Club
- Sea Village
- Makalawena
- Mauna Kea
- Manini'owali Beach
- Spencer Beach Park
- Kilauea
- Puʻuhonua o Hōnaunau National Historical Park
- Pololū Valley Lookout
- Big Island Retreat
- Waialea Beach
- Punaluu Black Sand Beach
- Kaloko-Honokohau Nat'l Hist Park
- Kona Farmer's Market
- Magic Sands Beach Park
- Kua Bay
- 49 Black Sand Beach
- Hapuna Beach State Recreation Area
- Kealakekua Bay State Historical Park
- Captain James Cook Monument
- Kekaha Kai State Park
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