Vacation rentals with a kayak in South Kona

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Top-rated kayak rentals in South Kona

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Guest favorite

The tri-level home is set against a clear blue sky, featuring a light exterior and expansive ocean views. A covered entryway welcomes guests, surrounded by tropical greenery. The picturesque setting highlights the home's elevation and proximity to the water.

Home in Captain Cook

5 out of 5 average rating, 36 reviews

4BR Paradise Oasis w/ Stunning Ocean Views

Enjoy panoramic ocean views from every room in our spacious tri-level home near secluded Pebble Beach. Located south of Kona in Kona Paradise, this 4-bedroom retreat features an open floor plan with kitchen, dining, and living areas on the main level. Three large lanais offer stunning sunset views. Upstairs, the primary suites provide privacy and relaxation with an expansive lanai, cozy seating, and a hammock perfect for napping to the sound of waves or watching sunsets in the island breeze.

Guest favorite

A snorkeler glides gracefully through crystal-clear waters alongside a sea turtle, showcasing a serene underwater scene. Sunlight filters through the water, illuminating a rocky ocean floor that provides a natural habitat for marine life.

Townhouse in Waimea

5 out of 5 average rating, 11 reviews

Private 2 Story Beach Villa at Mauna Lani

Situated on the beautiful Kohala Coast in the heart of the luxurious, world renown Mauna Lani Resort, we welcome you to our 2 story Beach Villa. Poised alongside the 4th fairway, this luxuriously furnished three bedroom, three bath home provides an excellent view of the golf course and scenic mountains. This home is 2,321 sq feet and features many amenities including the use of a huge, lagoon style pool with hot tub, workout room, high speed internet. Includes access to the PRIVATE BEACH CLUB.

Guest favorite

A spacious lounge area is highlighted by a light-colored sectional couch, positioned to offer views through large windows. Natural light fills the space, with a textured area rug beneath a wooden coffee table. Greenery is present, enhancing the connection to the outside landscape.

Condo in Waikoloa Village

4.91 out of 5 average rating, 57 reviews

NEW Sweeping Ocean View Retreat/Golf/Pool/PB Court

Hale Kai II Penthouse-unparalleled ocean views, offering a sense of serenity and luxury that is unmatched! This unforgettable escape, is the place where ocean gazing memories are made. Take in a spectacular sunset or enjoy a read on the oversized lounge couch. Embrace the charm of this vibrant community, where you can indulge in a round of golf, enjoy fresh seafood, explore local beaches, and relax in this 1br + open loft br,2 full bathroom villa... a very spacious penthouse w gourmet kitchen.

Top guest favorite

A lush green yard is framed by palm trees, with vibrant blue water visible beyond. A pathway of stepping stones leads through the manicured grass towards the ocean, highlighted by a clear sky dotted with scattered clouds.

Home in Kailua-Kona

4.99 out of 5 average rating, 82 reviews

The Mango Cottage on Keauhou Bay

Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. King bed. Living room. Full kitchen. Bathroom with large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only.

Superhost

A vivid sunset casts hues of red and orange across the sky, providing a stunning backdrop to the guesthouse. Silhouetted against the vibrant colors, palm leaves and the structure of the guesthouse create a serene and picturesque environment.

Guesthouse in Captain Cook

4.9 out of 5 average rating, 160 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 cozy studio space features vaulted ceilings and a queen bed adorned with tropical-patterned linens. A kitchenette is equipped with essential appliances, paired with a small dining table set on polished green floors. Sunlight streams through large windows, leading to a private lanai.

Guest suite in Kailua-Kona

4.86 out of 5 average rating, 336 reviews

Olena Studio; King bed, Close to Airport

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.

Guest favorite

A spacious home is depicted against a lush green backdrop, featuring a large deck with a hot tub. The structure showcases multiple solar panels on the roof, white railings, and an elegant staircase leading to the ground level, surrounded by vibrant tropical foliage.

Home in Kailua-Kona

4.92 out of 5 average rating, 133 reviews

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

My home is a classic Hawaiian ranchette on the slopes of Hualalai, on 3 acres of beautiful Hawaiian forest. It has beautiful lanais, a deck with hot tub downstairs, along with a workout room and ping pong table. KMH is close to several of Kona's beautiful beaches, the Big Island's most challenging golf, and has great views of the Kona coast. It is also adjacent to a Nature Preserve where you can hike for miles through the Forest. My home will make you feel like you live in Hawaii!

Top guest favorite

A well-lit kitchenette area features a refrigerator, microwave, and a hot plate, accompanied by open shelving displaying kitchenware. A dining table with four chairs sits adjacent, while large windows offer a view of the coastline and surrounding greenery.

Guesthouse in Captain Cook

4.98 out of 5 average rating, 122 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 nighttime view of the property features multiple buildings adorned with colorful lights, illuminating the outdoor space. A swimming pool reflects the vibrant lights, while lounge chairs are positioned nearby, inviting relaxation under the starlit sky.

Guest suite in Kailua-Kona

4.92 out of 5 average rating, 427 reviews

Kona Amazing Ocean Sunset

Charming, elegantly renovated Ohana in Kona Palisades. This unit has a tight modern feel with a local flair. Mahagonny trim flows throughout! Good for couples and honeymooners and families! Centrally Located in the heart of the Gold Coast of West Hawaii, 7-mile drive to downtown Kona and Kua Beach, less than 8 min from the airport. We are close to the Ocean, Rainforest, restaurants, and stores! We also have another studio unit on our property.

Guest favorite

A cozy studio space features a Queen-size futon mattress placed directly on the vinyl floor, adorned with a floral design. Nearby, a wooden chair offers seating, while a light-colored kitchenette is visible in the background against the neutral walls.

Guest suite in Hilo

4.84 out of 5 average rating, 109 reviews

Downtown Hilo Studio

A hidden gem in Hilo, this studio is attached to our family home, situated in a safe, slightly hilly walk from downtown Hilo. This studio unit has its own private entrance through the side gate of the main house. The unit and its lanai look out onto our backyard where our pet goats reside. They are timid yet friendly, especially if your come bearing ti leaf and goat treats. Drop us a line if youʻre interested in staying!

Top guest favorite

An aerial view showcases the spacious one-bedroom Ohana, surrounded by vibrant tropical gardens and landscaping. A shared pool is visible in the backyard, framed by lush greenery. Nearby homes and the peaceful neighborhood are also depicted in this inviting setting.

Guesthouse in Kailua-Kona

5 out of 5 average rating, 14 reviews

Aloha Kona Villa | Pool | Laundry & Parking

Forget your worries in this spacious and serene one-bedroom Ohana perched above Al’li Drive. Immerse yourself in the beauty of our tropical paradise with lovely pool views, lush gardens, hammock, and inviting patios. Whether you’re here to work or play, our Ohana has everything you need for a perfect getaway. Our Ohana offers a comfortable and well-appointed king bedroom, areas for work, and equipped kitchenette.

Guest favorite

The exterior of the home is surrounded by lush greenery and colorful plants. A well-maintained driveway leads to a carport, with expansive windows allowing natural light to illuminate the front interior. Clouds add texture to the blue sky overhead.

Home in Kealakekua

4.92 out of 5 average rating, 72 reviews

One bedroom studio (private)

Our home is located in Kealakekua. It is located at 1.400 feet in elevation which provides cooler nights and relaxing rainy afternoons during the rainy season. Home was completely remodeled in winter of 2022. We are 5 min away from a few great dining options and the beautiful Kealakekua Bay known for its amazing snorkeling! Enjoy your own private space with a shower and toilet.