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Guesthouse holiday rentals in Honolulu

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Top-rated Guesthouses in Honolulu

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious bedroom features wooden beam ceilings and is adorned with a coral-patterned bedspread draped over a king-size bed. A small desk is positioned near the window, and natural light filters through sheer curtains. A large area rug with a nautical design enhances the coastal theme.
Guesthouse in Kailua
4.97 out of 5 average rating, 29 reviews

Private 1 Bedroom Cottage

Welcome to our 1-bedroom legal short term private cottage centrally located in the heart of Kailua. Walking distance to Kailua Beach, Kailua Town, boutique shops, cafes, restaurants, bars, breweries. Private yard, lusciously landscaped garden, BBQ with outdoor and indoor dining. Hawaiian inspired accommodations are top notch. We thought of everything so you can enjoy your stay. Kailua is a bike friendly town. Many main island attractions are 15-45 minute drive. 1990/NUC-1815

Superhost
The kitchen showcases a granite countertop with a breakfast bar accommodating three stools. Bright stained glass artwork adds color above. To the right, a doorway leads to additional spaces, and behind, cabinets and appliances are organized neatly along the walls.
Guesthouse in Honolulu
4.63 out of 5 average rating, 70 reviews

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.

Guest favourite
A spacious sleeping area is highlighted by a king-size bed dressed in a white coverlet. A futon is positioned alongside, complemented by decorative pillows. Soft natural light enters through multiple windows, while indoor plants add a touch of greenery to the peaceful ambiance.
Guesthouse in Kailua
4.87 out of 5 average rating, 436 reviews

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.

Superhost
A serene beach scene features soft white sand leading to clear turquoise waters. Gentle waves lap against the shoreline under a bright blue sky with scattered clouds. Lush greenery borders the beach, providing a natural frame to the picturesque landscape.
Guesthouse in Kailua
4.79 out of 5 average rating, 169 reviews

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.

Superhost
A panoramic view captures the serene beauty of the ocean at sunset, with two small islands visible in the foreground. The sky is painted in shades of orange, pink, and yellow, reflecting on the water’s surface, while lush greenery and homes dot the landscape below.
Guesthouse in Kailua
4.91 out of 5 average rating, 147 reviews

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.

Popular amenities for Honolulu guesthouses

KitchenWifiPoolFree parking on premisesAir conditioning

Family-Friendly guesthouses

Top Guest favourite
A spacious bedroom features wooden beam ceilings and is adorned with a coral-patterned bedspread draped over a king-size bed. A small desk is positioned near the window, and natural light filters through sheer curtains. A large area rug with a nautical design enhances the coastal theme.
Guesthouse in Kailua
4.97 out of 5 average rating, 29 reviews

Private 1 Bedroom Cottage

Superhost
The kitchen showcases a granite countertop with a breakfast bar accommodating three stools. Bright stained glass artwork adds color above. To the right, a doorway leads to additional spaces, and behind, cabinets and appliances are organized neatly along the walls.
Guesthouse in Honolulu
4.63 out of 5 average rating, 70 reviews

Manoa Valley B - Lush with Diamond Head Views

Superhost
A serene beach scene features soft white sand leading to clear turquoise waters. Gentle waves lap against the shoreline under a bright blue sky with scattered clouds. Lush greenery borders the beach, providing a natural frame to the picturesque landscape.
Guesthouse in Kailua
4.79 out of 5 average rating, 169 reviews

Kailua Beach Cottage - 1990/NUC-1797

Guest favourite
A tranquil outdoor area features a 60-foot lap pool surrounded by lush greenery and natural rock elements. A wooden dining table with an umbrella is positioned nearby, offering a view of the ocean in the background and a waterfall cascading into the pool.
Guesthouse in Kailua
4.8 out of 5 average rating, 198 reviews

Absolutely Oceanfront-60'Waterfall Pool-Legal

Superhost
A panoramic view captures the serene beauty of the ocean at sunset, with two small islands visible in the foreground. The sky is painted in shades of orange, pink, and yellow, reflecting on the water’s surface, while lush greenery and homes dot the landscape below.
Guesthouse in Kailua
4.91 out of 5 average rating, 147 reviews

Kailua Surf Shack: Your Hawaiian Adventure!

Guest favourite
A spacious sleeping area is highlighted by a king-size bed dressed in a white coverlet. A futon is positioned alongside, complemented by decorative pillows. Soft natural light enters through multiple windows, while indoor plants add a touch of greenery to the peaceful ambiance.
Guesthouse in Kailua
4.87 out of 5 average rating, 436 reviews

Kailua Palm Studio. Walk to Beach! PERMITTED

Guest house rentals with a washing machine and dryer

Top Guest favourite
A spacious bedroom features wooden beam ceilings and is adorned with a coral-patterned bedspread draped over a king-size bed. A small desk is positioned near the window, and natural light filters through sheer curtains. A large area rug with a nautical design enhances the coastal theme.
Guesthouse in Kailua
4.97 out of 5 average rating, 29 reviews

Private 1 Bedroom Cottage

Superhost
The kitchen showcases a granite countertop with a breakfast bar accommodating three stools. Bright stained glass artwork adds color above. To the right, a doorway leads to additional spaces, and behind, cabinets and appliances are organized neatly along the walls.
Guesthouse in Honolulu
4.63 out of 5 average rating, 70 reviews

Manoa Valley B - Lush with Diamond Head Views

Superhost
A serene beach scene features soft white sand leading to clear turquoise waters. Gentle waves lap against the shoreline under a bright blue sky with scattered clouds. Lush greenery borders the beach, providing a natural frame to the picturesque landscape.
Guesthouse in Kailua
4.79 out of 5 average rating, 169 reviews

Kailua Beach Cottage - 1990/NUC-1797

Superhost
A panoramic view captures the serene beauty of the ocean at sunset, with two small islands visible in the foreground. The sky is painted in shades of orange, pink, and yellow, reflecting on the water’s surface, while lush greenery and homes dot the landscape below.
Guesthouse in Kailua
4.91 out of 5 average rating, 147 reviews

Kailua Surf Shack: Your Hawaiian Adventure!

Guest favourite
A spacious sleeping area is highlighted by a king-size bed dressed in a white coverlet. A futon is positioned alongside, complemented by decorative pillows. Soft natural light enters through multiple windows, while indoor plants add a touch of greenery to the peaceful ambiance.
Guesthouse in Kailua
4.87 out of 5 average rating, 436 reviews

Kailua Palm Studio. Walk to Beach! PERMITTED

Other guest house holiday rentals

Top Guest favourite
A spacious bedroom features wooden beam ceilings and is adorned with a coral-patterned bedspread draped over a king-size bed. A small desk is positioned near the window, and natural light filters through sheer curtains. A large area rug with a nautical design enhances the coastal theme.
Guesthouse in Kailua
4.97 out of 5 average rating, 29 reviews

Private 1 Bedroom Cottage

Superhost
The kitchen showcases a granite countertop with a breakfast bar accommodating three stools. Bright stained glass artwork adds color above. To the right, a doorway leads to additional spaces, and behind, cabinets and appliances are organized neatly along the walls.
Guesthouse in Honolulu
4.63 out of 5 average rating, 70 reviews

Manoa Valley B - Lush with Diamond Head Views

Superhost
A serene beach scene features soft white sand leading to clear turquoise waters. Gentle waves lap against the shoreline under a bright blue sky with scattered clouds. Lush greenery borders the beach, providing a natural frame to the picturesque landscape.
Guesthouse in Kailua
4.79 out of 5 average rating, 169 reviews

Kailua Beach Cottage - 1990/NUC-1797

Superhost
A panoramic view captures the serene beauty of the ocean at sunset, with two small islands visible in the foreground. The sky is painted in shades of orange, pink, and yellow, reflecting on the water’s surface, while lush greenery and homes dot the landscape below.
Guesthouse in Kailua
4.91 out of 5 average rating, 147 reviews

Kailua Surf Shack: Your Hawaiian Adventure!

Guest favourite
A spacious sleeping area is highlighted by a king-size bed dressed in a white coverlet. A futon is positioned alongside, complemented by decorative pillows. Soft natural light enters through multiple windows, while indoor plants add a touch of greenery to the peaceful ambiance.
Guesthouse in Kailua
4.87 out of 5 average rating, 436 reviews

Kailua Palm Studio. Walk to Beach! PERMITTED

Quick stats about guesthouse rentals in Honolulu

  • Total holiday rentals

    Explore 70 holiday rentals in Honolulu

  • Nightly prices starting at

    Honolulu holiday rentals start at $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Honolulu holiday rentals include Wi-Fi 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 Kailua Beach Park, Honolulu Zoo, and Ala Moana Beach Park

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