
Guesthouse holiday rentals in Kailua-Kona
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Top-rated Guesthouses in Kailua-Kona
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua-Kona guesthouses
Family-Friendly guesthouses

Mango Hale Cottage

Sunset House by the Sea

Amazing Sunset / Ocean View, Beautiful New Home

Ka Hale O Maluhia

Oceanview Zen Luxury Coffee Estate Home

Holualoa Ekahi -Country guest house,Taxes included

Kealakekua Bay Bali Cottage -steps from Bay

“Special Rate” Private, Waimea Ohana (Guest House)
Guesthouses with a patio

Lovely Kona Island Getaway (Gazebo, 2bed/1 bath)

Tranquil Tropical Retreat

3-min walk to beach | King bed | Newly Renovated!

Ohana With Private Pool & Jacuzzi

Cozy Vintage Inspired Hawaiian Guest Cottage

Fresh & Bright Tropical Getaway- Ocean View

Bright Island Hideaway | King Bed + Ocean Views

New Guest Home in Kona with Ocean Views
Guest house rentals with a washing machine and dryer

Kimo’s Getaway

Lani Wai Ka Napo'o

Small Private Studio Close to Airport

Big Lanai w/ outdoor living! Ocean view & breezes!

Magical stay w oceanview | shared kitchen & bath

Modern Condo. Large Lanai. Amazing Ocean View!

Holualoa Country Home

Elegant & Peaceful Studio
Quick stats about guesthouse rentals in Kailua-Kona
Total rentals
40 properties
Nightly prices starting at
$123 AUD before taxes and fees
Total number of reviews
4.9K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Destinations to explore
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- Hapuna Beach
- Kaunaoa Beach
- Kohanaiki Private Club Community
- Four Seasons Resort Hualalai
- Mauna Lani, Auberge Resorts Collection
- Mauna Kea Golf Course
- Ke‘EI Beach
- Two Step
- Mauna Lani Golf
- Waikōloa Beach
- Waikoloa Beach Golf Course
- 49 Black Sand Beach
- Kealakekua Bay State Historical Park
- Kona Country Club
- Pōhue Beach
- Volcano Golf and Country Club
- Nanea Golf Club
- Kuki’o Golf & Beach Club
- Makalawena Beach
- Kona Dog Beach
- Kealia Beach
- ʻAlula Beach
- Honokohau Beach
- Mahaiʻula Beach
- Things to do Kailua-Kona
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