Waterfront vacation rentals in South Kona

Aloha Paradise! Remodeled with A/C & Ocean View!

Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

Oceanfront House with Panoramic Views of Hilo Bay!

Welcome to Hilo Hale. We designed and built this house around the panoramic view of Hilo Bay and included all the amenities we would expect when traveling. The fastest available 100mbps wifi that covers the entire property, quiet air conditioning in every bedroom\living space, washing machine and dryer, smartTVs with Netflix, Keurig Coffee Maker and much more. Hilo Hale is the house we dreamed of staying at when we travel, and we are very excited to be able to share it with you and your family.

Sugarbush Nest

1 hr. drive from Kona & 1.5 hr from Hilo. Located in Ocean view on the slopes of Mauna Loa, with warm days and cool nights. Spacious one bedroom house with sweeping views of the ocean, coastline and south point! Located on 1 acre with terraced gardens of protea, mature Ohia and tropical plants and flowers. Pride of ownership shines in every aspect of this home with an open floor plan, gorgeous eucalyptus floors that add depth & warmth, and an extra large lanai overlooking the Ka’u coastline.

Renovated Oceanfront Penthouse in Kona with AC

What better way to enjoy Hawaii than having an unobstructed 180 degree view in an oceanfront penthouse? Watch surfers cutting through the waves, turtles gliding in the shallows or whales spouting (in season) from the privacy of your own lanai. With views from both the living and master bedroom, you can relax your days away from the couch or bed. Imagine waking up to the lull of ocean waves at your feet and enjoying sunset dinners on the water’s edge. Truly paradise on the Big Island.

Oceanfront Gated Estate Retreat Solar w/ Horses

Experience unmatched luxury in a private, hi-end artistic apartment on a world class, $10+M gated oceanfront estate perched on a dramatic cliff edge with a pool. Wake up to breathtaking sunrises, panoramic ocean views in this spacious apartment featuring living, dining, desk, garden, sleeping, kitchen, bathroom with walk-in rainfall shower, bidet, and a luxurious furnishing. This property offers privacy, elegance, and stunning surroundings for singles, couples, or honeymooners.

Romantic Sunset Condo Kona Luxe - Steps to Beach!

Welcome to locally owned Hale Hoku o Kahalu'u (The Star of Kahalu'u) in Keauhou-Kona. Stay in the newly renovated "luxe" condo in paradise just steps away from Kahalu'u beach park, Hawaii Island's best for snorkeling and surfing. Enjoy nightly sunsets from your private lanai (patio) in this spacious one bedroom, one bath abode. This is the perfect escape for couples seeking a true sense of Kona with a touch of vintage Hawaii just south of town, and close to all the amenities.

Beach access, BBQ on lanai, 2025 Hilton passes

Kolea is a quiet, gated beachfront community of condo villas. What we love most about our villa is our beautiful first floor garden view lanai that leads out to a large grassy area. We relax often on the lanai for BBQs and conversation after a long day of adventure on the island. Our condo is only a short walk to Kolea Beach Club. Our guests can gain access to Anaeho'omalu Bay and enjoy the sandy beach by using the private path from the beach club.

Laid back cozy bungalow two bed air conditioning

Welcome to Turtle Beach Bungalow. This gently restored bungalow built in 1955 has two cozy bedrooms, a living room, kitchen and outdoor space. Smack in the middle of Alii Drive, you can bike to town or walk across the street to Turtle Beach, a local favorite. Equipped with modern amenities like, AC, an air fryer and wifi, you will relax on your vacation with everything you need at your fingertips.*locally owned and operated*

Beautiful Home With Private Pool on Kealakekua Bay

The Pagoda House is a beautiful, traditional Hawai'ian screen home with a private pool and large tropical garden overlooking Kealakekua Bay Marine Sanctuary -- some of the best snorkeling in all of Hawai'i and a protected spinner dolphin habitat. The home's open-air design (only screens, no glass windows, on the front & sides) makes it feel like living in an oceanside treehouse — filled with the sound of waves and birdsong.