House holiday rentals in Kailua-Kona

4.97 out of 5 average rating, 131 reviews

Kona Dolphin and Whale House. Rare Oceanfront. Spa

Beautiful Private Ocean Front Home On Lyman's Bay, one of Kona's most beautiful bays/ popular surf spots. Spectacular views. Ocean only 20' from private Lanai's. Everything you want and a Massage Chair and outdoor Hot Tub facing ocean &more. 3 Bedrooms have ocean views. Pocket Doors and Central AC with smart Alexa thermostat. Modern kitchen glass top cook top sub-zero fridge microwave and granite top counters. Secure coded front door lock. All Guests Bound By Rental Agreement in House Manual

Superhost

Home in Holualoa

4.91 out of 5 average rating, 140 reviews

Ocean-View Retreat in Kona Countryside

Escape to a private, 2BR retreat on 3 lush acres in Holualoa—where hotel-style efficiency meets island charm.Step onto the lanai for sweeping ocean views, stunning sunsets, and cool mountain breezes.Just 10 minutes to Kona town, beaches, and the airport.With a full kitchen, BBQ, fire pit table, and modern comforts, it’s perfect for couples seeking a peaceful and private escape with scenic veiws. Grill dinner, unwind by the fire pit, or roll out a yoga mat and greet the day in serene surroundings

4.98 out of 5 average rating, 107 reviews

Home in Waimea

Modern Upcountry Home with Mauna Kea Views

This is a comfortable 2 BD/2BA with rustic modern & eclectic decor, situated on a beautiful private acre of lush greenery. The living area is an open concept kitchen & living room with grand floor-to-ceiling windows showing off views of famous Mauna Kea. The generously sized master bedroom has a brand-new Avocado cal-king bed and a second bedroom offers a cozy queen. With a fully equipped kitchen & amenities, this is a perfect home base from which to begin or continue your Big Island experience!

4.93 out of 5 average rating, 169 reviews

Home in Keauhou

Kona Surf Snorkel Paradise, Beachfront, Hot Tub

Incredible views of the bay and surfers! Modern house(built 2014) with A/C all rooms. It’s across the street from Kahalu’u Beach. This is the BEST snorkeling and surfing spot in Kona. Surfboards,The Kona Trolley stop, and food trucks are steps away. The house has a hot tub, 4 brms, one upstairs, 3 downstrs, There’s one full bath en-suite upstairs with toilet, tub and shower. There is a toilet downstairs with very private outdoor shower. Plus one bdrm has a sink/vanity & 2nd outdoor shower.

4.99 out of 5 average rating, 146 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai and Balinese architecture, and ornate, hand-carved wood. Floor-to-ceiling windows and skylights showcase the beauty of the Big Island. The kitchen and living rooms connect to spacious bedrooms with a covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a cooler breeze than busy downtown while not being far from the action.

4.96 out of 5 average rating, 161 reviews

Private Pool - 180° Ocean View - Minutes to Beach

This is real Hawaii (except we have fast reliable Wi Fi). Located at 900 ft. elevation, 4 miles to the center of town where there are many restaurants to choose from and just minutes to the nearest beach where the sea turtles are sunning themselves on the shore. This is on one acre in Kona's safest and most desirable neighborhoods. It is the downstairs of a large home where I live quietly upstairs. You share nothing, the pool and spa are yours exclusively while you are here.

Superhost

Home in Captain Cook

4.91 out of 5 average rating, 207 reviews

Kona Paradise Sunset Homebase

Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!

4.97 out of 5 average rating, 277 reviews

Kona Mango Ohana, AC,1 Bed, easy to get around

Welcome to your perfect Kona base! Just 7 minutes from the airport and 15 minutes to Kailua Town, this cozy rental is the perfect base for exploring both the southern and northern beaches. Enjoy a comfy California king bed, full kitchen, private bathroom, fast Wi-Fi, and Smart TV. Traveling with extra guests? There’s also a full-size sofa bed. Whether you’re here for adventure or relaxation, you’ll find everything you need. GE-125-778-0736-01 TA-125-778-0736-01

4.92 out of 5 average rating, 123 reviews

Peaceful island getaway near the Kona airport

Enjoy cool breezes on a large, garden-like property 5 minutes from the airport. This private 1 bedroom, 1 bath condo is a 15 minute drive to Kona-town and popular beaches. This accessible space comes with a private parking space, king bed, walk-in closet, fully stocked kitchen, beach gear, portable crib, and much more. After a fun-filled day exploring the Big Island, relax by the fire pit and cook up some local fare on the grill surrounded by a lush setting.

4.97 out of 5 average rating, 112 reviews

Magic Sands Beach Bungalow

Stay a short walk from Magic Sands Beach in this complete home. This three bedroom and three and half bath house includes an outdoor shower and bathroom, a ping pong table, and your own tree house. This is a legal and permitted vacation rental with no agency and on-island owner hosts. You can hang out in a hammock on the lanai while you BBQ your dinner after the beach. The perfect spot to explore Hawai'i island and only three miles from downtown Kailua-Kona.

4.97 out of 5 average rating, 197 reviews

Halia Hale

It's the perfect getaway for couples or friends visiting Kailua-Kona. Gated and fenced, this home is surrounded by a tropical landscape and more than 500 mature Kona coffee trees, along with, when in season a few fruit trees such as banana, papaya, mango, tangerine, orange, avocado and more! In addition, this home has a large lap pool with a commercial grade sauna. . A great health and wellness retreat!