Holiday rentals with a kayak in South Kona

Kona Ocean Front Cottage on Keauhou Bay

Waterfront cottage on private, gated 1 acre estate. Close as you can get to an over the water bungalow in Hawaii with direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. Queen bed. Living room with 50 in TV. Bathroom with large shower. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower.

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

Hale Kai II loft..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.

Sweeping Views - Spacious 3 Bds!

This stylish place to stay is perfect for group trips. “Ho'ohano” is a Hawaiian word that can be used to describe something pleasing or enjoyable, and believe us when we say that it’s the perfect word for this stunning 3-bedroom on Hawaii’s Big Island! Located in the desirable Waikoloa Village, fine dining and shopping are very close as well as amazing on-site amenities of the pool, hot tub, shuffle board, spacious patio with chaise lounge seating, and a pavilion with barbeque grills.

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!

Three-bedroom Hawaiiana. Visit Volcanoes & more!

Looking for everlasting memories of your big island trip? Hawaiian Plantation Style home on a two acre property will provide you a real taste of big island living. Peaceful and relaxing environment. Fresh mountain air. Magnificent native foliage. Comfortable cool climate. Explore the island by kayaking in Hilo Bay. Complimentary rental of two ocean kayaks for the guests listed in the booking. Taxes are included in rental rate 17.75% total. GE & TA-155-977-6256-01

Mountain Oasis: Modern Plantation Home

Hua Hua Hale, a beautiful 4-bedroom, 2-bathroom plantation home that sits on a half an acre of lush landscaping and fruit trees. Its name, derived from the Hawaiian word for "home that bears good fruit," reflects the abundance of fruit trees such as oranges, avocados, apple bananas, mac nuts, lychees, and Kona coffee on the property – all for you to enjoy when in season.Inside the home, you'll find a classic 1950's plantation floor plan with modern upgrades.

Hale Honu -Turtle House Oceanview Luxury Penthouse

Welcome to Hale Hunu – Penthouse Paradise at Vista Waikoloa! This renovated 3rd-floor suite offers ocean, pool, and mountain views from a tiled wraparound lanai. Just a 7-min walk to A-Bay, shops, dining, and more. Enjoy 2BR/2BA, a full kitchen, washer/dryer, Smart TVs, Wi-Fi, and beach gear. Nestled on lush grounds near Hilton Waikoloa, with scenic walking paths. Peaceful, stylish, and perfect for up to 4 guests. Book now and enjoy your Big Island escape!

Kona-Amazing sunset, Ocean/POOL/AC/Great loc

We look forward to welcoming you to our property in the beautiful neighborhood of Kona Palisades. Centrally located in the heart of the Gold Coast of Kona. Less than 8 min away from Kona Airport,15 min away from Kua Bay and Kona Alii Dr.! We are located at 1,150 feet above sea level, this elevation is perfect for escaping the heat of downtown and cooling off after a day at the beach. Awaken to singing birds as the sun slowly rises over the Kona coastline.

Puako Tropical Garden Retreat - Across from Beach

This serene Puako beach home offers 3 bedrooms and 2.5 baths—perfect for families, couples, or friends. Located across from a quiet beach access, enjoy uncrowded sunset strolls and turtle sightings. Minutes from top white sand beaches, luxury resorts, and golf. Now featuring brand new split AC units throughout for full-home cooling comfort. Relax in the tropical yard, dine outdoors, and enjoy all the beauty the Big Island has to offer.

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!

Gardenia Studio; Private, Close to Airport

The Gardenia suite is a freshly remodeled, super clean, hotel style, studio apartment attached to a house. It is set up like a hotel room; spacious with King sized bed, large bright bathroom, lots of closet space, TV, desk and a tea/coffee station with mini fridge and microwave. THIS UNIT DOES NOT HAVE A FULL KITCHEN, if you need more than a microwave, have a look at our other listings.

Kilauea. 30min to Volcano and Beaches.Treehouse.

Secluded Tree House in Paradise. Discover your ultimate retreat high in the lush Hawaiian rainforest, where serenity meets adventure. Your enchanting tree house promises a perfect blend of tranquility and excitement. Message me about the best lava viewing locations, quiet ocean spaces, and other fun adventures.