Vacation rentals in Kīholo Bay

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Top-rated vacation rentals in Kīholo Bay

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Top guest favorite

A dining area features a wooden table accompanied by a bench, surrounded by floor-to-ceiling windows. Lush greenery and open views of the landscape are visible through the glass, allowing natural light to illuminate the space.

Home in Waimea

4.98 out of 5 average rating, 104 reviews

Modern Upcountry Home with Mauna Kea Views

This is a comfortable 2 BD/2BA with rustic modern & eclectic decor, situated on a beautiful private acre of lush greenery. The living area is an open concept kitchen & living room with grand floor-to-ceiling windows showing off views of famous Mauna Kea. The generously sized master bedroom has a brand-new Avocado cal-king bed and a second bedroom offers a cozy queen. With a fully equipped kitchen & amenities, this is a perfect home base from which to begin or continue your Big Island experience!

Top guest favorite

A spacious wooden deck surrounds a geodesic dome, offering a serene outdoor setting. Two hanging egg chairs are positioned for relaxation, while a portable heater is located nearby. The dome features a transparent facade that reflects sunlight, surrounded by lush greenery.

Dome in Holualoa

5 out of 5 average rating, 214 reviews

The Dome at Ulu Inn: Luxury Couples Retreat, Kona

Overlooking the beautiful Kona Coast...The Dome at Ulu Inn says: "Aloha...let's Disconnect, to Reconnect" Nestled within a gated 5 acre estate, Settle into our exclusive Geodesic Dome suite...experience elevated glamping, designed for ultimate relaxation and ensured seclusion from the outside world. THE DOME & neighboring unit THE CUBE, are an ample distance apart, providing privacy from each other. You may get up close and personal with our Goats, Pigs, Geckos & wild birds that roam freely.

Top guest favorite

A charming cottage with a red exterior features large windows and a welcoming porch. Surrounded by lush greenery and native plants, a well-maintained yard is visible. A paved driveway leads up to the cottage, complemented by a stone wall in the background.

Cottage in Kailua-Kona

4.94 out of 5 average rating, 405 reviews

Radiant Ocean View Cottage on a Coffee Farm. Very Private.

Centrally located between South Kohala's beaches, and the dining and entertainment scene of Kailua-Kona, the Kaloko Coffee Cottage is at a cool elevation making naps after adventures a...well a dream! Far from any roads, the dominant sounds are the many birds who make their homes in the surrounding trees. This is a thoughtfully furnished home with an open layout, on a coffee farm, just bring your food and clothes for which ever adventure you intend; leave the accommodations and ambiance to us.

Guest favorite

The custom glass house is surrounded by lush greenery, featuring large windows that provide views of the forest. The structure is elevated with a small deck, blending into its natural surroundings. Soft lighting highlights the exterior, creating a serene evening ambiance.

Farm stay in Captain Cook

4.99 out of 5 average rating, 174 reviews

Glass House near Capt. Cook Trail

Hinu Hale is a beautiful unique glass house. It is located on a gorgeous horse ranch with private access to the Ka'awaloa Trail (Captain Cook Trail). The hale (home) is newly built, custom small home. Surrounded by 360 degrees of nature, it's nestled in Kukui nut and Hau tree forest. Stunning, it is a piece of art. Lava tile floors and bathroom, all interior is wrapped wood, this place is a perfect space to enjoy a one-of-a-kind experience in the heart of Hawaii. 4WD/AWD vehicle recommended.

Top guest favorite

A spacious living area features large windows with stained glass accents, allowing natural light to fill the room. A comfortable seating area is situated beside a wooden coffee table, and a staircase leads to the upper level. Sliding glass doors provide access to the outdoor environment.

Guesthouse in Kailua-Kona

4.99 out of 5 average rating, 188 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!

Guest favorite

A cozy sleeping area features a spacious bed adorned with a floral-patterned blanket in blue and yellow. Windows allow natural light, and a television is mounted on the wall. A decorative shelf holds towels, contributing to the room's functionality.

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 297 reviews

Jasmine Studio; No Cleaning Fee. King Bed

Located conveniently 5 minutes from the airport and a short 15 min drive to downtown Kailua Kona. Vaulted ceilings, a cute lanai to enjoy your morning coffee, large bathroom with double vanity, and a kitchenette make this rental a real gem. The AC is powerful for when the tropical breeze isn't quite cool enough, The WIFI is reliable and there is a large screen TV with ROKU for when you just want to hang out. We offer automated check in, excellent room amenities and flexibility with booking.

Top guest favorite

A modern wooden cabin is positioned on a gently sloping lawn, surrounded by native trees. A concrete path leads to the entrance, which features wooden accents. The sky is filled with colorful hues, suggesting a vibrant sunset behind the structure.

Cabin in Kailua-Kona

5 out of 5 average rating, 118 reviews

Romantic Kona Hideaway | Modern + Private Hot Tub

Tucked away in a peaceful native Hawaiian forest, this modern hideaway offers the perfect romantic escape just 10 miles from Kona’s beaches, airport, and town. Thoughtfully designed for couples, honeymooners, and those craving serenity, this stand-alone retreat blends minimalist style with beauty. Unwind in the private hot tub surrounded by nature, watch sunsets from the lanai, or grill under the stars. Inside, enjoy 384 sq. ft. of creative space that captures luxury, nature and seclusion.

Top guest favorite

A panoramic view of the ocean stretches across the horizon, framed by scattered clouds in a clear blue sky. Lush greenery and rooftops are visible in the foreground, with tall trees adding height to the landscape, creating a serene scene.

Home in Waikoloa Village

4.99 out of 5 average rating, 219 reviews

Ocean, Sunset, Mountain & Celestial Views

Enjoy ocean, mountain, sunset and star scape views from nearly every room in this family friendly, three bedroom and two bathroom house in Waikoloa Village, Hawaii. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys (age 3-7), a barbecue grill and outdoor seating.

Guest favorite

A modern exterior view showcases a private suite with large windows allowing natural light. Two pink chairs are positioned on a stone pathway, surrounded by lush greenery and landscaped grass, providing a serene outdoor seating area.

Guest suite in Waimea

4.96 out of 5 average rating, 181 reviews

Hale Maluhia - 1 BR private studio in Puako

Hale Maluhia is a private 1 BR Suite located across the street from the ocean (approx. 100 feet). Private parking and entrance with a resort-style master bathroom. Modern kitchenette with sink, refrigerator, and microwave. Enjoy your favorite TV shows or movies on a 50-inch flat-screen TV after a long day at the beach. Walk to Paniau to snorkel or surf or bike over to Hapuna beach, and experience one of the most beautiful white sand beaches in Hawai'i.

Top guest favorite

A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.

Home in Kailua-Kona

4.97 out of 5 average rating, 196 reviews

Halia Hale

It's the perfect getaway for couples or friends visiting Kailua-Kona. Gated and fenced, this home is surrounded by a tropical landscape and more than 500 mature Kona coffee trees, along with, when in season a few fruit trees such as banana, papaya, mango, tangerine, orange, avocado and more! In addition, this home has a large lap pool with a commercial grade sauna. . A great health and wellness retreat!

Guest favorite

A scenic shoreline is featured, lined with lush palm trees and greenery. The calm water gently meets the sandy beach, while an inviting building is visible in the foreground. The backdrop consists of distant mountains under a clear blue sky.

Loft in Waimea

4.92 out of 5 average rating, 106 reviews

Quaint studio apartment on the beach!

Take it easy at this unique and tranquil getaway. Two full beds, full bathroom, and kitchenette right on the beach. ***Update: We are updating furniture to a new king size bed (instead of 2 beds) and a seating area with a sofa with a sleeper and modular coffee table. We will update pictures when done, but won’t have it complete until mid August.****

Guest favorite

A stone staircase winds through lush tropical foliage, leading to a wooden structure nestled among vibrant greenery. The entrance features a railing and is framed by ferns and palm leaves, creating a serene and secluded atmosphere.

Cottage in Captain Cook

4.86 out of 5 average rating, 214 reviews

NANAINA COTTAGE. JUNGLE LOVERS DREAM

NANAINA COTTAGE. JUNGLE LOVERS DREAM AWAY FROM THE REST OF THE WORLD This is the ultimate romantic getaway for two with a million-dollar-view of the South Kona coast. It is perched on a rock cropping surrounded by mango trees. A one-minute walk along a jungle path leads you to this secluded setting.