Holiday rentals with a kayak in Kailua-Kona

Gardenia Studio; Private, Close to Airport

The Gardenia Suite is a freshly remodeled, clean, hotel-style studio attached to a home—close to the Kona airport. Set up like a hotel room, it features a king-size bed, bright modern bathroom, TV, workspace/desk, and a tea & coffee station with mini fridge and microwave. Please note: This unit does not include a full kitchen. The unit is set back from the main road, but some light road noise may still be heard. A white noise machine is provided for your comfort if you are sensitive to sound.

Value · Outdoor spaces · Wifi

NEW! Expansive OceanView Retreat/Best Beaches/ AC

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 w new AC..very spacious penthouse w gourmet kitchen.

Value · Location · Getting around

Private 2 Story Beach/Golf 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.

Location · Outdoor spaces · Cleanliness

Kona Paradise: 2BR w/ pools /near town & beachs

Bring your spirit of adventure to this newly remodeled second floor and centrally located Condo. Switch over to “Island Time." Outdoor toys (boogie board, beach chairs, cooler, beach umbrella, beach sand toys, ...) provided. With a 70-inch HD TV and two soft recliners, stream all your favorite shows or watch local channels. Plenty of cool air with two AC units. It is centered between two pool and hot tub areas with BBQs. Assigned free parking by the unit. Walking distance to town, 1.5 miles.

Outdoor spaces · Location · Hospitality

Kona/Keauhou - ocean lifestyle

Enjoy an easy walk to access two bays and the wonderful clean, warm, blue waters of Kona. If an ocean life is your jam, you'll love our quiet He'eia Bay hale. Nestled amongst the Kona Country Club Golf Course, our oasis is a 9 iron from a small cove or 400 yrds to the more sheltered Keauhou Bay. Enjoy all that the ocean has to offer, we even have “toys” to get you out on or in the water. Complete with zoned air conditioning for those who need a bit of cooling from the abundant Kona sun.

Outdoor spaces · Location · Condition

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. Direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walk to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. Queen bed. Living room with 50 in TV. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower. Couples and solo travellers only. No smoking.

Outdoor spaces · Value · Quiet

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.

Outdoor spaces · Location · Wifi

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!

Value · Location · Bathroom

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!

Location · Outdoor spaces · Condition

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.

Value · Location · Getting around

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.

Location · Parking · Indoor spaces

KEALAKEKUA HOME STUNNING VIEW SPACIOUS ELEGANCE

This is a uniquely designed custom house with a 17-foot-high open beam ceiling. A wrap-around lanai (deck) opens towards a view of the expanses of the ocean, coast, and slopes of South Kona at the front of the house, and the mountain jungle to the back. We are in the middle of a tropical rainforest.

Outdoor spaces · Location · Nearby