Guesthouse vacation rentals in Hawaiian Islands

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Top-rated guesthouse rentals in Hawaiian Islands

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A vibrant sunset displays shades of pink, orange, and purple over calm waters, framed by dark volcanic rocks. Silhouettes of palm leaves in the foreground create a tropical ambiance, while gentle waves lap against the shore.

Guesthouse in Hilo

4.95 out of 5 average rating, 195 reviews

Rain Forest Luxury Retreat

Here is a unique retreat, recently remodeled, set in the charming Hilo beach neighborhood of Keaukaha. A separate and private guest cottage that feels like the old Hawaii. Property is across the street from the ocean & surrounded by the rainforest. Beautiful, large (350 sqft) and cozy room with private lanai, AC, lots of windows, comfy queen bed, HD Smart TV, cable and high speed WiFi. Kitchenette includes small refrigerator, microwave, toaster and coffee maker. Clean, relaxing, and luxurious.

Guest favorite

A serene entrance features a covered walkway leading to a lush garden area. Tropical plants, including ferns and flowering shrubs, surround a small pond filled with water lilies, adding a sense of tranquility to the outdoor space.

Guesthouse in Pepeekeo

4.93 out of 5 average rating, 340 reviews

Garden Suite at Onomea

A lovely, private and very clean cottage with all amenities for a comfortable and peaceful stay. Quiet, and cool the year around, we are a 20 minute walk from the Hawaii Tropical Botanical Garden and well situated for touring to Waipio Valley, Akaka Falls, Volcano National Park, and many other destinations in the area. Come see the real Hawaii.... lush, tropical, friendly and far less touristy than the Kona side. We would love to have you come and stay! Please take a look at our reviews.

Top guest favorite

A two-story treehouse cabin is surrounded by lush greenery, including large banana leaves and tropical plants. Multiple windows reflect the natural light, and the wooden siding harmonizes with the forest backdrop, creating a seamless connection between the cabin and its environment.

Guesthouse in Kailua-Kona

4.99 out of 5 average rating, 177 reviews

Romantic Cabin Treehouse in Hawaii Cloud Forest

Stay in a unique cloud forest at a 2500 foot elevation, yet minutes to airport, beaches, restaurants, bars and shops. Extraordinary lodging, perfect for a honeymoon, writers retreat or meditation vacation. Surrounded by native forest, with tree fern and Hawaiian song birds. Afternoon rains end in grand sunsets. Nights are cool for sleeping with windows open. State forest hiking trails are at your doorstep. Great bird watching, including a local flock of cockatoos that visit in the morning!

Superhost

A spacious indoor area opens to a private deck through large glass doors, revealing a sunset view over the ocean. A dining table with chairs is set for four, surrounded by lush outdoor landscaping.

Guesthouse in Captain Cook

4.9 out of 5 average rating, 150 reviews

Mongoose Manor- Modern guesthouse / amazing views

Amazing ocean views, cool nights and gorgeous sunsets. We are centrally located between Hilo and Kona. Perfect for exploring the South end of the island. Guests receive a 30% discount at Sea Paradise. The unit is located about 1-1.5 hours from the Kona Airport, where we offer tranquility, starry skies and an escape from the big city! Private deck, outdoor shower, Queen size bed as well as queen sized futon to sleep 4 guests. Security camera located on perimeter of property for your safety.

Superhost

A volcanic landscape is captured at twilight, revealing a glowing orange lava flow set against a backdrop of dark clouds and a fading blue sky. The scene conveys a vibrant yet serene ambiance, highlighting the unique natural beauty of the area.

Guesthouse in Pāhoa

4.86 out of 5 average rating, 165 reviews

KopeHale1 Private Coffee House Studio near Volcano

Aloha, honeymooners, adventurers, and nature lovers! Your unforgettable Hawaiian escape starts here! Come and experience living in a rainforest, and enjoy the smell of fresh air in your private lanai. Listen to the sound of nature and feel the local Island of Hawaii vibe in our simple, minimalist guest house, centrally located between Hilo (Falls and Beaches) and National Volcano Park (active volcano). Hideaway in our eco-friendly home. It’s the perfect place to slow down and recharge.

Top guest favorite

A bright sleeping area features a spacious bed with a turquoise patterned blanket. A decorative headboard combines blue wooden panels, and natural light filters through a nearby window, showcasing surfboards in the background. A ceiling fan adds to the beach-inspired atmosphere.

Guesthouse in Haiku-Pauwela

4.97 out of 5 average rating, 416 reviews

Quaint Cottage Near Coffee, Road to Hana/Haleakala

Located on the quiet north shore, 1 hour from the fire area- on the opposite side of the island. Ideal for returning visitors that like to explore during the day and relax quietly at night or exploring the road to Hana / Haleakala. Wander to the coffee shop for breakfast. Adventure the road to Hana, Haleakala or a nearby beach. Refresh in the warm outdoor shower. Admire the unique, colorful homemade decor. Imagine yourself living here forever. Repeat! (Daily guest cottage life!)

Superhost

Aerial view of a sandy beach lined with palm trees, showcasing gentle waves lapping at the shore. Colorful kayaks and paddle boards are visible on the clear turquoise water. The beach is populated with visitors relaxing under the sun, while lush greenery and resort buildings stretch in the background.

Guesthouse in Koloa

4.9 out of 5 average rating, 228 reviews

Luxury Beach Cottage, Sleep 4, Game Rm, Near Shops

This 1 bed/ 1 full bath unit is nestled on the 2nd floor above the garage, with another home located on the property. It has a full kitchen, BBQ, split system AC, memory foam beds, and beach gear included. Poipu Beach is the best place to stay on Kauai. Within a few miles from the house you have, great surf spots, hiking, snorkeling, diving, fishing spots, world-class golfing, excellent restaurants and local boutique shops. Come to the south shore of Kauai for an ultimate get away.

Top guest favorite

An outdoor seating area includes a shaded table with four chairs and a barbecue grill under a striped umbrella. The gravel patio is surrounded by green grass and tropical plants, creating a relaxing space. A swing set is positioned in the background.

Guesthouse in Captain Cook

4.99 out of 5 average rating, 115 reviews

Pebble Beach House- 2 Minute Walk to the Beach!

Come enjoy our guest house with Pebble Beach just a 2 minute walk down the road! Our piece of paradise is located in a peaceful neighborhood where you can see and hear whales spouting and slapping their tails (in season) and enjoy ocean sunsets. Pebble Beach is a great place to snorkel, kayak, or start a hike along the Kings Trail to volcanic formations or a hidden black sand beach. We are located approximately 45 minutes south of Kona, and 75 minutes to Volcanoes National Park.

Guest favorite

A balcony space is presented with a view of the ocean, framed by palm trees and greenery. The sunset casts soft hues across the horizon, while string lights hang gently above. Outdoor seating is arranged, inviting relaxation and enjoyment of the serene surroundings.

Guesthouse in Kailua-Kona

4.95 out of 5 average rating, 163 reviews

Ka Hale O Maluhia

Welcome to your next vacation! Our upstairs guesthouse is private and comfortable. Our reviews speak for itself! We strive to provide our guests with an amazing stay. Wake up every morning enjoying a cup of coffee on the balcony with a panorama view of the ocean. Enjoy your days at the beach using our provided beach equipment (towels, chairs, umbrellas, boogie boards and more). And relax in the evenings, at this cool elevation, next to the fire pit with your family and friends.

Top guest favorite

A spacious lanai features two hanging hammocks and a small outdoor dining table, illuminated by string lights. The ocean view is framed by the railings, creating a serene space for relaxation during sunset.

Guesthouse in Kailua-Kona

4.99 out of 5 average rating, 107 reviews

Kona Guesthouse ❤ Ocean Views | Kitchen | Patio

Enjoy all the comforts of home with sweeping views of Kailua Kona. Start your day with a brisk morning walk in our friendly neighborhood walking trail. When you are ready to get out and explore, you are minutes away from attractions that bring people to the island. Snorkel amidst turtles and reef fishes in Kahaluu Beach. Try night diving among Manta Rays in Keauhou Bay. Drive south to Kealakekua Bay and snorkel in one of the best spots known for its spectacular coral reefs.

Guest favorite

A serene coastline is captured at sunset, with gentle waves lapping against the shore. Lush greenery frames the scene, leading to cliffs in the background. The sky features a gradient of warm hues, reflecting the calmness of the ocean waters.

Guesthouse in Kapaau

4.83 out of 5 average rating, 251 reviews

Guesthouse in Kapaau

Make your stay comfortable at this quiet guesthouse in North Kohala. No cleaning fee! The property is nestled up against Kamehameha park and walking distance to downtown Kapaau where you can find local eateries. Only a 10 minute drive from beautiful Pololu valley. The studio has a stocked kitchenette for cooking and the bathroom is stocked with toiletries. Guests also receive 10% off a tandem Skydive in Hawi, as well as a gyroplane flight in Kona!

Guest favorite

Guesthouse in Honokaa

4.91 out of 5 average rating, 202 reviews

Bebo's Basecamp near Waipio, Hapuna, Hilo, Kona

Enjoy cozy, off grid, tiny house. peaceful, relaxing retreat near Waipio Valley. wake up surrounded by trees/greenery in hamakua forest. Kick back & relax in our hammock chairs under avocado tree. just 5 min drive from Honokaa town, 15 min drive from Waipio Valley. room includes Hawaiian style private outdoor shower and enclosed bathroom, plus a covered outdoor kitchen and dining area. perfect retreat for nature lovers.