Vacation rentals with a kayak in Holualoa

Top-FloorKailua Bay Resort Condo w/ Ocean Views!

Say 'aloha' to unbeatable ocean views from your private balcony at this Kailua-Kona vacation rental! Nestled in the heart of Kona, this 2-bedroom, 2-bathroom condo offers a prime location just a short walk from restaurants, shops, and ocean access. Start your days by sipping local Kona coffee followed by a swim in the community pool. Then, choose between snorkeling with sea turtles or exploring Kaloko-Honokohau National Historical Park, before returning home to watch the sunset from the balcony.

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.

Oceanfront "Old Hawaii" Retreat

Share the aloha and peacefulness at our sustainable "old Hawaii" ocean front private retreat. Enjoy beach relaxation and snorkeling in the clear blue waters. We can also arrange paddling , massage, yoga, surf lessons, island adventures and more . Day hikes from our home. Rural setting. Tropical comfort close to nature in custom hand built Bali style rooms and gardens. Filtered drinking water , drug , alcohol smoke free environment with seasonal tropical fruit available on sight.

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!

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.

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.

Great Downtown 1-Bedroom, 1 block from the Ocean!

Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the adjusted amount. Centrally located in the heart of downtown Kailua Kona, this beautiful 1-bedroom condo is the perfect place to hang your hat at the end of a fun-filled day in Hawaii.

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.

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.

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!