
Holiday rentals with breakfast in Kailua-Kona
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Kailua-Kona

Total holiday rentals
Explore 30 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at $184 NZD per night before taxes and fees

Verified guest reviews
Over 1,890 verified reviews to help you choose

Holiday rentals with a pool
30 properties feature pools

Wi-Fi availability
30 of Kailua-Kona holiday 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 Holiday Accommodation with Breakfast in Kailua-Kona
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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!

Peaceful Puako Beach: Surf, Sun & Sand:
PUAKO BEACH is a FRIENDLY, TRANQUIL and HISTORIC oceanfront community, famous for its white sand beaches and turquoise and warm waters populated with whales, dolphins, turtles and reef fish. Water sports abound. If you are looking for a bucolic, safe, PEACEFUL and quiet place to stay, practically on the water, then this is it! Yes, you can hear the waves and feel the ocean breeze. Green grass, fruit and palm trees, plumeria flowers, and a zillion birds grace the grounds. WE WELCOME ALL

Peace & Love in Paradise
Kona Coast is a resort property , oceanfront on 21 lush acres overlooking the Pacific !, only 1/2 mile away to grocery, restaurants & shops. These is our timeshare weeks and we have access to 1 or 2 bedroom condos. . Also right on the 6 mile Historical trail of Alii drive , explore beaches, snorkeling,surfing, world class dining, golf & shopping & incredible sunsets ! The resort amenities are rich, including 2 pools ( 1 is oceanview ) , 2 jacuzzis , Championship tennis & pickleball courts

NEW Ocean View | 2 King beds | AC | 2 Pools
Tastefully renovated unit has it all: vaulted ceilings, fully stocked chef's kitchen, large bar, coffee station. Living area opens to expansive covered lanai with ocean and golf views - enjoy sunsets over water every evening. Located in desirable Waikoloa Villas, this condo perfectly balances peace and convenience. Free beach gear, baby essentials. Each room has king-sized beds, ceiling fans, air conditioning, and blackout shades. Amenities include heated pool, hot tub, and outdoor kitchen.

Private Tropical Bungalow on Kona Farm•Ocean Views
Private tropical farm stay with sunset ocean views on a lush two-acre fruit farm on the slopes of Mauna Loa in South Kona. Mele Ka ʻĀina Farm grows avocados, pineapples, lilikoi, coffee, bananas and medicinal mushrooms. Visit our on-site apothecary featuring small-batch Hawai’i tallow skincare and botanical products made on the farm. Five minutes to the Captain Cook Monument trailhead to snorkel Kealakekua Bay. Outdoor jungle shower. Perfect for couples, friends and solo adventurers.

Palm Suite @ Hale-Hoola B & B
Hale Ho`ola is a beautiful plantation style Hawaii Bed & Breakfast home surrounded by tropical gardens and the famous Kona coffee farms located south of Kona, on the Big Island of Hawaii. Enjoy the comfortable accommodations of our Bed & Breakfast in the heart of Kona Coffee Country. Hiking, Snorkel adventures, Swimming with wild spinner dolphins, Simply enjoying Hawaii and the flowers, bird and spectacular sunsets.Great base for Island adventure to Mauna Kea, Volcano National Park

Waikoloa Beach Resort 2BR villa w/ pool access
Welcome to Colony Villas 2303—your luxury vacation rental in Waikoloa Beach Resort on the Big Island of Hawaii. This beautifully designed two-bedroom villa blends upscale comfort with a wellness-inspired atmosphere, offering the perfect retreat for travelers seeking relaxation, privacy, and convenience. Located within the sought-after Colony Villas community, you’ll enjoy easy access to white sand beaches, world-class golf courses, oceanfront dining, and resort-style amenities.

A Sweet Paradise
Pack your suitcase and come to beautiful Hawaii, where “A Sweet Paradise” awaits. This one bedroom, one bath, 600 sqft, brand new unit is clean, cozy, stylish, and in a convenient location. Volcanoes, mountains, memorable sunsets, and Maui, all visible from your home-away-from-home. Across the street, enjoy playing an 18-hole round of golf, while savoring 180-degree views of the coastline, if that's your cup of "tee." Looking forward to welcoming you to the land of ALOHA!

Kealakekua Bay, steps to Manini Beach
House is in Kealakekua Bay, 4 minute walk to ocean for snorkeling, swimming in Marine sanctuary, picnicking, kayaking,etc. This is Upper unit home, 2 bedrooms, 1 and 1/2 bath, queen size beds, full kitchen. Laundry facilities, garden for washing, swim or ocean items. Back shed has beach. It has also mini BBQ garden. Its 4 miles to the City of Refuge, and Two Step for snorkeling also. Super market is 15 to 20 Minutes up hill on the main highway, turn right 1 mile.

Artist's Home: Beautiful View of Paradise in Kona
Artist's Home: Beautiful View of Paradise in Kona. One bedroom, bath, living room-dining room, full kitchen with 2 story cupola in 1000 sq. ft. Great sunset views from 10 ft. lanai (patio)! Your home away from home, filled with artist's paintings. Seven minutes to airport. A short trip to everything, yet a world apart in lovely neighborhood setting. Perfect temp @ 1000 ft. elevation. Includes breakfast foods, WIFI, cable, beach gear, parking. See tax info below.

Kona Bali Kai 344 Top Floor Corner Renovated
Top-floor corner unit with no adjoining walls at Kona Bali Kai! Fully renovated with tile floors, split A/C, modern kitchen, and in-unit washer/dryer. Enjoy ocean breezes, open-beam ceilings, and a private lanai overlooking Alii Drive. Steps from the beach, pool, hot tub, BBQs, Da Poke Shack, tide pools, and Da Coco Shack. Trolley stop out front for easy access to downtown Kona. Comfort, style, and island charm all in one!

Ocean View Retreat Relax on Private Patio
- Enjoy high-speed WiFi and aircon comfort while you relax at this cozy getaway. - Relish the exceptional ocean views from the spacious private patio upstairs. - Benefit from a well-equipped kitchen and sleek dining area for culinary experiences. - Discover the serene locale, ideal for exploring local gems and outdoor activities. - Reserve your stay today and experience tranquil relaxation with stunning vistas!
Popular amenities for Kailua-Kona Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Aloha Dream

The Sexy Striped Megan Love Room

Harmonic Celestial Temple #2

Budget Room, Edge of the World B&B

Kealakekua Bay, Hawaii, Steps to Manini Beach

The Megan Love Primary Bedroom

The Sassy Lilac Megan Love Room

The Megan Love in Hawaii House
Apartment rentals with breakfast

Escape to Mauna Loa Village

Spacious Retreat in Kona - Paradise near Kona

Rose Garden Suite

2BR suite @Club Wyndham Kona Hawaiian
Bed and breakfast rentals with breakfast

Darrell M. Hill Cottage - Holualoa Inn

1200 feet above Kealakekua Bay, South Kona

Sunset view Hawaii Big Island, Kona best sunset, pickup airport breakfast

Tropical Private Bungalow with Kitchenette

#1 King Suite

Cool Coffee Shack Farm Stay - Comfort in Nature

The Moana Room at Luana Inn

Tropical Private Bedroom - Nigori Suite w/ Lanai
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,107 NZD | $1,002 NZD | $935 NZD | $769 NZD | $1,107 NZD | $885 NZD | $937 NZD | $938 NZD | $935 NZD | $627 NZD | $935 NZD | $637 NZD |
| 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
- Waikoloa Beach
- Kohanaiki Private Club Community
- Mauna Lani Beach Club
- Kilauea
- Sea Village
- Manini'owali Beach
- Spencer Beach Park
- Makalawena
- Magic Sands Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Big Island Retreat
- Waialea Beach
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Kua Bay
- Punaluu Black Sand Beach
- Kona Farmer's Market
- Hapuna Beach State Recreation Area
- 49 Black Sand Beach
- Captain James Cook Monument
- Kealakekua Bay State Historical Park
- Things to do Kailua-Kona
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