
Guesthouse vacation rentals in Honolulu
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Honolulu
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

Absolutely Oceanfront-60'Waterfall Pool-Legal
Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

Manoa Valley B - Lush with Diamond Head Views
You family will adore this lovely 2BR duplex whether there are just two or a group as large as five. The home is also pet friendly (for an additional fee of $250), which is difficult to find. Unique Craftsman touches include custom stained glass windows along with an outdoor shower that provides added convenience after a day at the beach. Find a second full living space on the enclosed lanai with panoramic views of Diamond Head and Honolulu City.

Kailua Palm Studio. Walk to Beach! PERMITTED
Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Kupono Services.

Kailua Beach Cottage - 1990/NUC-1797
WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.

Manoa Valley Duplex with Mountain and Ocean Views
Located on a hill overlooking Honolulu and the majestic Diamond Head crater, this two bedroom, two and half bath plus bonus sleeping space in Manoa Valley features gorgeous custom touches and a large lanai that’s perfect for a barbecue. The home is also pet friendly (for an additional fee of $250) which is difficult to find. Contact HVROAHU com for more information!

Kailua Hillside Retreat
Relax at this peaceful Ohana in Kalaheo Hillside, Kailua. Convenient location (0.7 miles) to Castle Beach (14 minute walk), Kailua Beach (1.7 miles), easy H3 access, restaurants, park, schools, Aikahi Shopping Center (Safeway, Starbucks) 2 blocks away, Kaneohe Marine Corps Base, and Kailua Town (2.5 miles). Perfect for walking and biking.

Kailua Surf Shack: Your Hawaiian Adventure!
Snorkels, check! Beach chairs, check! Boogie boards, check! Surf boards, check! You relaxing on the sandy beach of Kailua, still pending! Welcome to your Hawaiian vacation in Kailua, Oahu! This property is nestled between the beach town of Kailua and is footsteps away from the ocean.

5 min Walk to famous Kailua Beach
TA-009076-9408-01 Our unit is bright and airy. Close proximity to the beach. We have done extensive remodeling completed in November 2020. Reviews featured before November 2020 were based on prior descriptions and offerings.
Popular amenities for Honolulu guesthouses
Family-friendly guesthouses

Kailua Hillside Retreat

5 min Walk to famous Kailua Beach

Manoa Valley B - Lush with Diamond Head Views

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Beach Cottage - 1990/NUC-1797

Kailua Surf Shack: Your Hawaiian Adventure!

Kailua Palm Studio. Walk to Beach! PERMITTED

Manoa Valley Duplex with Mountain and Ocean Views
Guesthouse rentals with a washer and dryer

Kailua Hillside Retreat

5 min Walk to famous Kailua Beach

Manoa Valley B - Lush with Diamond Head Views

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Beach Cottage - 1990/NUC-1797

Kailua Surf Shack: Your Hawaiian Adventure!

Kailua Palm Studio. Walk to Beach! PERMITTED

Manoa Valley Duplex with Mountain and Ocean Views
Other guesthouse vacation rentals

Kailua Hillside Retreat

5 min Walk to famous Kailua Beach

Manoa Valley B - Lush with Diamond Head Views

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Beach Cottage - 1990/NUC-1797

Kailua Surf Shack: Your Hawaiian Adventure!

Kailua Palm Studio. Walk to Beach! PERMITTED

Manoa Valley Duplex with Mountain and Ocean Views
Quick stats about guesthouse rentals in Honolulu

Total vacation rentals
Explore 70 vacation rentals in Honolulu

Nightly prices starting at
Honolulu vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 3,490 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Honolulu vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Honolulu rentals

4.8 Average rating
Honolulu stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Honolulu’s top spots, include Honolulu Zoo, Kailua Beach Park, and Ala Moana Beach Park
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- Kailua Beach
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