Compare Kailua Guest House Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Guest Houses in Kailua

Steps to the Beach Guesthouse
Kailua HI
This guesthouse features a hot tub and laundry facilities.
Hot Tub
Air conditioning

Kaaawa Home With Mountain View’s - 30 Day Min
Kaaawa HI
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Air conditioning
Parking available

Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14
Honolulu HI
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Air conditioning
Parking available

Lovely Private Kailua Cottage
Kailua HI
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.
Free WiFi
Air conditioning

Newly renovated guest house with lush landscaping & gazebo
Honolulu HI
This guesthouse is a smoke-free guesthouse.
Parking available

Hawaiian plantation-style home, perfect for families.
Hauula HI
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.
Free WiFi
Air conditioning

Beautiful Kailua Hale Studio
Kailua HI
At this guesthouse, guests have access to features like laundry facilities.
Free WiFi
Air conditioning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotel Options in Kailua

Sheraton Waikiki Beach Resort
2255 Kalakaua Ave Honolulu HI
$561 nightly
The price is $666 total per night from Jan 27 to Jan 28
$666 total
Jan 27 - Jan 28, 2026
Total with taxes and fees
9/10 Wonderful! (2,830 reviews)

Waikiki Resort Hotel
2460 Koa Avenue Honolulu HI
8.4/10 Very Good! (2,817 reviews)

Waikiki Beach Marriott Resort & Spa
2552 Kalakaua Ave Honolulu HI
$270 nightly
The price is $320 total per night from Jan 4 to Jan 5
$320 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.8/10 Excellent! (3,707 reviews)
Kailua Guest Houses essential information
Accommodation | 11 Guest Houses |
|---|---|
Lowest Price | $320 |
Highest Price | $666 |
Popular accommodation | Steps to the Beach Guesthouse, Kaaawa Home With Mountain View’s - 30 Day Min, Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14, Lovely Private Kailua Cottage, Newly renovated guest house with lush landscaping & gazebo, Hawaiian plantation-style home, perfect for families., Beautiful Kailua Hale Studio, Cozy Kaaawa Studio with Mountain Views - 30 Day Min, A lovely ohana with ocean view |
More to Explore
- B&B in Marine Corps Base Hawaii
- Cottages in Marine Corps Base Hawaii
- Extended Stay Hotels in Marine Corps Base Hawaii
- Marine Corps Base Hawaii Hotels
- Rv Parks in Marine Corps Base Hawaii
- Resorts in Marine Corps Base Hawaii
- Hotels near Royal Hawaiian Golf Club
- Cheap Hotels in Waikiki
- Oceanfront Hotels in Waikiki
- Hotels near Friendship Garden
- Hotels near Lanikai Beach
- Farmstay in Kaneohe
- Apartments in Kaneohe
- B&B in Kaneohe
- Condo Rentals in Kaneohe
- Cottages in Kaneohe
- Extended Stay Hotels in Kaneohe
- Hostels in Kaneohe
- Kid Friendly Hotels in Kaneohe
- Kaneohe Hotels
- Vacation Homes in Kaneohe
- Resorts in Kaneohe
- Beach Resorts & in Lanikai
- Boutique Hotels in Lanikai
- Cheap Hotels in Lanikai
- Luxury Hotels in Lanikai
- Spa Resorts & in Lanikai
- Lanikai Hotels
- 4 Star Hotels in Maunawili
- 5 Star Hotels in Maunawili
- Golf Resorts & in Kalama Tract
- Hotels with Room Service in Kalama Tract
- Waterpark Hotels & Resorts in Kalama Tract
- Kalama Tract Hotels
- Hotels near Pali Golf Course
- Boutique Hotels in Coconut Grove
- Casino Resorts & in Coconut Grove
- Golf Resorts & in Coconut Grove
- Hotels with Bar in Coconut Grove
- Luxury Hotels in Coconut Grove
- Hotels with a Wedding Venue in Coconut Grove
- Coconut Grove Hotels
- Hotels near Kalama Beach Park
- Hotels near Hawaii Pacific University Hawaii Loa Campus
- Hotels near Kaneohe Bay
- 3 Star Hotels in Windward Coast
- 5 Star Hotels in Windward Coast
- Apartments in Windward Coast
- Cabin Rentals in Windward Coast
- Cottages in Windward Coast
- Hotels with Hot Tubs in Windward Coast
- Spa Resorts & in Windward Coast
- Windward Coast Hotels
- Resorts in Windward Coast
- Hotels near Ko'olau Golf Club
- Apartments in Honolulu
- Honolulu Hotels
- Apartments in Waimanalo
- B&B in Waimanalo
- Cabin Rentals in Waimanalo
- Condo Rentals in Waimanalo
- Cottages in Waimanalo
- Extended Stay Hotels in Waimanalo
- Guest Houses in Waimanalo
- Hostels in Waimanalo
- Vacation Homes in Waimanalo
- Resorts in Waimanalo
- Villas in Waimanalo
- Hotels near Bellows Field Beach Park
- Hotels near Kailua Beach
- Hotels near Olomana Three Peaks Trail
- Flights from Marine Corps Base Hawaii
- Flights to Kaneohe
- Flights from Windward Coast
- Flights to Honolulu
- Flights from Atlanta to Honolulu
- Flights from Boston to Honolulu
- Flights from Chicago to Honolulu
- Flights from Dallas to Honolulu
- Flights from Denver to Honolulu
- Flights from Las Vegas to Honolulu
- Flights from Los Angeles to Honolulu
- Flights from New York to Honolulu
- Flights from Portland to Honolulu
- Flights from San Francisco to Honolulu
- Flights from Seattle to Honolulu
- Flights from Sacramento to Honolulu
- Flights from Maui to Honolulu


