Vacation rentals in Miloli‘i

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Top-rated vacation rentals in Miloli‘i

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Guest favorite
A two-story house with a tan exterior sits under a clear blue sky. A wooden staircase leads to the upper level, which features a spacious deck with railing. Large windows allow for ample natural light, offering views of the surrounding area.
Home in Captain Cook
4.88 out of 5 average rating, 200 reviews

Makai Hideaway

What I love about this house / 10 day special for 7 people/ 10 day special/2 person prices/8th night free on stays of 7 nights/state taxes are included of 15 per cent/ I charge 3 per cent county taxes The fantastic ocean views from the large deck The deck The house-it has everything except food and suntan lotion The view of the ocean coming down 14 minute paved but curvy , Lombardy road off highway 11 Sunsets Stargazing Honomolino beach/ park by the boat ramp or canoes walking the neighborhood

Top guest favorite
A serene sunset paints the sky in soft hues over calm waters. Silhouetted against the horizon, a small boat is seen paddling gently as the sun reflects off the ocean's surface, creating a shimmering pathway of light.
Home in Captain Cook
4.97 out of 5 average rating, 115 reviews

Kona Cliff House at Pebble Beach-romantic getaway!

The Kona Cliff House at Pebble Beach is a romantic getaway & perfect for all things Ocean! Enjoy spectacular coastal views from every room. Custom gourmet kitchen stocked with your chef needs. Location absolutely does make a difference! Many claim 180-degree views, yet few are like the Cliff House in South Kona (37 miles/ 1 hour from Airport). Away from the crowds, a coveted area for snorkelers, divers, paddlers &kayakers! Watch dolphins and whales from the lanai. Its a stairway to heaven!

Top guest favorite
Lush greenery surrounds a well-maintained lawn that leads to a vibrant blue ocean. Palm trees and tropical plants enhance the natural setting, with gentle waves seen in the distance. The scene captures the essence of a serene waterfront environment.
Guesthouse in Keauhou
4.97 out of 5 average rating, 144 reviews

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.

Guest favorite
Cottage in Captain Cook
4.87 out of 5 average rating, 199 reviews

ThePineappleExpress~OceanViews~New HotTub Nov 2025

The Pineapple Express is a 500 sq ft, 1 bedroom, 1 bath home with ocean views, a private NEW HOT TUB (November 2025), tropical decor, and landscaped with tropical foliage. The home is located in Milolii near city of refuge, Punalu’u bakery, South point. Milolii is 35 miles south of Kona and 65 miles north of Volcanoes Natl. Park. Great area for the adventurers. The home is situated in the quiet rural community of Milolii. The nearest amenities are 14 miles south in Ocean View. 600 MBPS WIFI

Top guest favorite
An outdoor lanai features comfortable seating arrangements, including two woven chairs and a cozy fire pit. Lush plants provide a natural touch, while unobstructed views of the ocean and coastline create a serene backdrop against the sky.
Guest suite in Naalehu
4.99 out of 5 average rating, 226 reviews

Tranquil Retreat – Sweeping Ocean View Studio

Wake up to some of the best ocean views in the area from this peaceful, modern studio. Guests often say that one night is just not enough to truly enjoy this special oasis. Ideal for those seeking serenity away from the crowds. Enjoy a CALIFORNIA KING SIZE bed, AIR CONDITIONING, convertible sofa for extra guest & private washer/dryer. A well-equipped indoor/outdoor kitchenette. Enjoy a covered lanai, gas fire pit, gas grill, fast Wi-Fi, smart TV, beach gear, essentials for a relaxed stay.

Guest favorite
The image captures a stunning sunset viewed through tall trees, with vibrant hues of orange and yellow radiating across the sky. Silhouetted foliage frames the scene, highlighting the natural beauty of the surrounding landscape.
Home in Captain Cook
4.91 out of 5 average rating, 158 reviews

Main Hale on Ohia Malu Sanctuary in South Kona

We are on the South side of Kona, nestled on a 5 acre retreat. Most of the 5 acres have an Ohia forest with native birds singing. We are close to great beaches, snorkeling, (Best Snorkeling on the Island) kayaking, paddle boarding, hikes, coffee shops, restaurants, and much more. If you are interested in receiving a Reiki healing session while you are here, our property manager, Cory, would be happy to help you relax and rejuvenate. She can be reached at 808-765-7200 for more info

Top guest favorite
A coastal view is presented, featuring rolling hills and a rocky shoreline. Lush coconut palm trees frame the image, while gentle waves lap against the shore. The horizon showcases the deep blue ocean under a clear sky, punctuated by distant landforms.
Home in Captain Cook
4.95 out of 5 average rating, 205 reviews

Kona Paradise Home, Hawaii

A coastal home in South Kona with spectacular ocean view throughout. 3b/2b home filled with ocean breeze, provides relaxing, comfortable living for your vacation. Home is peaceful away from busy town yet close to many attractions. We are 37 miles from Kailua-Kona airport. Driving time is about an hour. Take your time and enjoy the scenery. Please set the correct number of guests in your reservation. Our license numbers & Tax ID : STVR-19-350148 NUC-19-465 TA-083-557-5808-01

Guest favorite
A breathtaking view of a sunset over the ocean is captured, showcasing vibrant orange hues against a soft gradient of pink and purple in the sky. Silhouetted palm leaves add depth to the scene, blending naturally with the horizon.
Home in Captain Cook
4.9 out of 5 average rating, 240 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!

Top guest favorite
A gravel path winds through lush ferns, leading to a cabin nestled among trees. The cabin, with a light-colored exterior and green roof, features large windows that invite natural light. Surroundings are serene, suggesting a peaceful retreat in the woods.
Cabin in Naalehu
4.93 out of 5 average rating, 324 reviews

Peaceful Private Rainforest Getaway

This little cabin is so cozy, it's like your home away from home. You will find most everything you will need while staying here. It's tucked away in the trees with a National Park right in the back yard! You'll wish you could stay longer! Please be sure to read the entire description of the listing so there are no surprises. Babies under 6 months are welcome ( pack and play is available). There is only one bed so there's no accommodations for children older than that.

Top guest favorite
A two-story wooden house is set against a clear blue sky, showcasing a large front porch with stairs leading up to it. The lush landscaping features vibrant tropical plants, and an unobstructed view of the ocean is visible in the background.
Home in Captain Cook
4.97 out of 5 average rating, 185 reviews

Milolii Whale House With Ocean Views and Pool!

The Whale House is a great home to watch the whales migrate down the Kona Coast in season! The house has 3 private bedrooms and 2 1/2 baths on two levels. The upper (primary level) includes a full service kitchen, two master bedrooms and 1 & 1/2 bathrooms. The lower living area is separate from the main living space, is handicap accessible (See Accessibility Notes) and has a private master bedroom and master bath. The house is perfect for couples or families.

Superhost
A charming guest house is nestled amidst lush greenery, featuring a welcoming wooden door and a simple stone pathway. Two green chairs are positioned on the porch, offering a serene spot to enjoy the surrounding nature.
Guesthouse in Hawaiian Ocean View
4.88 out of 5 average rating, 338 reviews

Ocean View with a view

Our little slice of paradise is located in Ocean View Hawaii half way between Kona and Hilo. A beautiful place to enjoy the island flow free from crowds and filled with peace. We have views of south point the most southern point of The United States. At night the you can experience millions of twinkling stars as we are in one of the special places on earth free of light pollution allowing views of the stars rarely seen with the naked eye

Guest favorite
A single-level brick house is showcased with a distinctive teal roof. The entrance features a concrete pathway leading to a patio with multiple large windows, allowing natural light to enter. Surrounded by a gravel landscape, the quiet setting emphasizes the home's design.
Home in Captain Cook
4.76 out of 5 average rating, 55 reviews

HALE POHAKU (HOUSE OF ROCK)

ENJOY A COOL BRICK HOUSE THAT STAYS COOLER AND BRISK OCEAN BREEZES THROUGH THE PATIO DOORS ALL ON ONE LEVEL SO YOU DON'T HAVE TO HAUL LUGGAGE UP STEPS AFTER A LONG FLIGHT. BEAUTIFUL VIEW OF THE OCEAN FROM THE LANAI PLENTY OF ROOM TO RELAX. Hawaii State and Accommodation Taxes of 17.96 % are included in the nightly rate.

Popular amenities for Milolii vacation rentals