Holiday rentals with a kayak in Kailua-Kona

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.

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.

Waikoloa Treehouse 3 bed 2 bath

Aloha! 🌺 Relax with the whole family at this peaceful home in Waikoloa Village with many great nearby restaurants and shopping. Just 6 miles to world class beaches and resorts. Newly remodeled kitchen fully stocked with everything you need for your Hawaiian vacation. The home has been remodeled and landscaped with peek-a-boo ocean and sunset views from a huge backyard deck with a gas fire pit and BBQ. Community pool/tennis/pickleball access and ample beach gear, paddles/rackets included.

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!

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.

Spectacular Ocean View & Peace

Explore Peaceful Hale, where abundant quiet and serenity, incredible views, sunsets and night skies with rolling hills and lots of open space await you at our end-of-the-road location. Spectacular view from every room. Experience a very unique, rural feel while being only minutes away from world class beaches, excellent snorkeling, diving, surfing, hiking, along with numerous and varied restaurants and the most popular big island resorts. TAXES INCLUDED IN PRICE

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.

Aloha Kona Getaway | 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.

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.