Holiday rentals with a kayak in Holualoa

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.

Jasmine 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.

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!

Kona Ohana Retreat – Pool, Cabana & Island Living

Escape to your private Hawaiian oasis in Kona! Relax by the sparkling pool, unwind under the cabana with a tropical drink, and enjoy the true spirit of island living—just minutes from beaches, snorkeling, coffee farms, and Waipiʻo Valley adventures. Welcome to our Kona ohana retreat, a bright and spacious getaway designed for comfort, relaxation, and a touch of aloha. Perfect for couples, families, or remote workers looking to balance island adventure with modern comforts.

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!

Amazing Place to Stay on Keauhou Bay! Pool/AC!

Kona Calm sits approximately 120 steps from Keauhou Bay! Paddle boards and/or snorkel steps from the house. Lots of beach toys! Our house has AC units in every bedroom, two living rooms, foosball table, pool, and a large open concept kitchen, dining room, living room area on the 2nd floor. There are large covered lanais on the 1st and second floor for family meals or quiet time. 2+ blocks to the supermarket and restaurants at Keauhou Shopping Center.

Da Pool Hale - 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.

Kona Dream-Ocean, Beach, Downtown, Elevator

Kona Dream 1 bedroom, 2 bathroom, brings you right downtown Kailua-Kona, amazing sunset/ocean views and resturants, shopping, beaches, night life, and so much more all in walking distance. New 14” cooling gel/memory form ultra comfort queen mattress. You have a private balcony to relax and enjoy the Pool and Ocean with amazing Sunsets. Full kitchen, Elevator, Free parking covered stall, new washer and dryer.

Ocean & Golf Views | Remodeled Kona Villa w/ AC

🌺 Living on Island Time – Ocean & Golf View Retreat Experience the beauty of Kona from this oceanview retreat overlooking the golf course. This upgraded 2BR/2BA condo offers AC, full kitchen, pools, tennis, BBQs, and a private lanai for unforgettable sunsets. Walk to Keauhou Bay and nearby shops, or explore Downtown Kona and Two Step Beach just minutes away. A peaceful, upscale escape to relax and recharge.

Resort Getaway | Beach Gear | AC | Elevator

Waikoloa Beach Villas O23 This 2-bed, 2-bath luxury condo at Waikoloa Beach Villas features a gourmet kitchen, private lanai with BBQ and wet bar, and stunning golf course views. A/C, laundry, and elevator access add comfort. Relax in two lagoon-style pools, hot tubs, and a poolside gym, or explore nearby beaches, dining, shopping, and all Waikoloa Beach Resort has to offer.

Paradise Nest Studio Suite with Amazing Views!

Discover your own island paradise! Centrally located Kailua-Kona vacation rental studio that sleeps 2 - ideal for a romantic retreat! This tropical unit features comfortable furnishings and panoramic ocean views from the private balcony. Close to beaches, downtown, golfing and restaurants, you’ll enjoy the best of the island with ease!