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Vacation rentals in Miloli‘i

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Top-rated vacation rentals in Miloli‘i

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Guest favorite
Cottage in Papa Bay
4.87 out of 5 average rating, 191 reviews

The Pineapple Express ~ Ocean Views ~ New Hot Tub 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

Guest favorite
A quaint green cottage is surrounded by lush vegetation and tropical plants. A small set of wooden steps leads up to a front deck, while a satellite dish is mounted on the roof. The entrance features a large window, allowing natural light to enter.
Home in Papa Bay
4.86 out of 5 average rating, 137 reviews

SuGar Cottage Free Scuba Diving! Adults Only

Located in Papa Bay on a three acre parcel in south Kona. Plenty of privacy in a lush Hawaiian setting. Cool breezes at a 1,000 foot elevation. If you are a scuba diver, we take you out on shore dives. We provide tanks and weights. If you want to snorkel, we can give you a tour of places to snorkel. All of our services are free for our guests. Our location in southern Kona makes it convenient to visit the Volcano National Park, Green Sand Beach, Black Sand Beach and other local attractions.

Guest favorite
The retreat is perched on a hillside, showcasing a multi-level structure with light-colored siding and ample outdoor decking. Surrounded by lush greenery, the property offers unobstructed views of the landscape and ocean beyond, highlighting its tranquil and elevated location.
Guest suite in Papa Bay
4.96 out of 5 average rating, 130 reviews

Quiet 3 bedroom home with amazing ocean views

Kick back and relax in this calm, stylish space. 30 miles outside of Kona, this retreat features spectacular views from both the outside living spaces and every room in the house. Whether eating at the outdoor breakfast nook or just relaxing on the huge daybed, you will be surrounded by the breathtaking nature of the big island. At night, stretch out in the outside living room and listen to the ocean waves and see stars you never knew existed. NO CLEANING FEE!! GE/TA-066-813-7984-01

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, 204 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, the space offers a king-size bed, full bed/sofa, air conditioning & washer/dryer. A well-equipped kitchenette simplifies meals. Enjoy a covered lanai, gas fire pit, fast Wi-Fi, smart TV, beach gear, and all the essentials for a relaxed stay. TA-086-495-2832-01

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
4.9 out of 5 average rating, 157 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

Guest favorite
A unique architectural structure is set among lush greenery, featuring a sloped roof that contrasts with the blue sky. The tranquil ocean view is framed by trees, highlighting the serene natural surroundings of the property.
Cabin in Kealakekua
4.95 out of 5 average rating, 614 reviews

Love Kona farm life *Superstar Truss Cabin!

If you like nature and animals, come and enjoy our hobby farm! It's glamping in a tiny house with the incredible view. (It is a farm, not a hotel) The loft bed with ladder as picture shown. Screened/no windows so you can enjoy breeze and view. Cute living room and big shower/restroom down stairs. Patio with outdoor grill and sink. Beautiful sunset and infinity sea/sky line from the bedroom. Galaxy and shooting stars at the night. About 20mins from many beaches, and downtown.

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
4.91 out of 5 average rating, 227 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
4.92 out of 5 average rating, 315 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 Papa Bay
4.97 out of 5 average rating, 180 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.

Top guest favorite
A glamping structure features a large window showcasing a sunset reflection. Two wooden chairs are positioned on a deck in front of the building, surrounded by grass and a landscaped area. The sky presents varied shades of orange and gray, illuminating the simple construction.
Tiny home in Naalehu
4.93 out of 5 average rating, 201 reviews

Kanaloa

Kanaloa (God of the Sea creatures) over looks the Ocean, this room is 140 sq ft, with a queen bed, small table with chairs, no kitchen, large window to view Milky Way, sunrises, all while laying in bed. Kanaloa has its own private composting toilet 25’ from the room, bathroom sink, beach shower. A glamping room for short stays for those wanting a lower nightly price, clean, comfortable, getaway, close to Green Sand Beach and other popular place.

Guest favorite
A stone staircase winds through lush tropical foliage, leading to a wooden structure nestled among vibrant greenery. The entrance features a railing and is framed by ferns and palm leaves, creating a serene and secluded atmosphere.
Cottage in Captain Cook
4.86 out of 5 average rating, 234 reviews

NANAINA COTTAGE. JUNGLE LOVERS DREAM

NANAINA COTTAGE. JUNGLE LOVERS DREAM AWAY FROM THE REST OF THE WORLD This is the ultimate romantic getaway for two with a million-dollar-view of the South Kona coast. It is perched on a rock cropping surrounded by mango trees. A one-minute walk along a jungle path leads you to this secluded setting.

Top guest favorite
A master suite features a spacious king bed adorned with neutral linens and a red floral accent. Floor-to-ceiling windows offer panoramic views of the lush landscape, while a cozy daybed is visible in the background, enhancing the serene atmosphere of the open space.
Home in Captain Cook
4.96 out of 5 average rating, 429 reviews

Oceanview Oasis: Jacuzzi Tub & Wraparound Decks

~ The perfect getaway for a romantic couple ~ Expansive ocean views: floor-to-ceiling sliding doors, wrap around decks ~ King bed, jacuzzi soaking tub, Fully-equipped kitchen, BBQ ~ 1 mile from Kealakekua Bay ~ Tropical modernism with Balinese accents. Gorgeous and unique architecture

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