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Holiday rentals in Papa Bay

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Top-rated holiday rentals in Papa Bay

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Guest favourite
Cottage in Captain Cook
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 favourite
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 Captain Cook
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 favourite
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 Captain Cook
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 favourite
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

Top guest favourite
A sweeping view of the landscape is showcased, featuring lush greenery with palm trees lining a pathway. The vibrant hues of the sunset illuminate the horizon, with the calm ocean visible in the background, creating a serene natural setting.
Farm stay in Captain Cook
4.97 out of 5 average rating, 183 reviews

Coffee Farm Retreat

咖啡庄园 Five acre coffee farm, elevation 1500', about one mile up mountain from Highway 11 south Kona. The road is all weather, paved in some places, a little bumpy, worth the 5 min ride. This is Hawaii farm country, not your suburban street with lights and sidewalks. 100 people will visit, 99 love it, one person will complain about the road. Not for everyone. The best views in Kona, quiet, plenty of room. Out of the way, but not isolated. Two bed rooms and a private loft with views.

Guest favourite
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 favourite
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, 615 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 favourite
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, 228 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 favourite
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, 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 favourite
A spacious living area is paired with a cozy seating arrangement, featuring a light-colored sofa and a coffee table adorned with decorative items. A large window offers expansive ocean views, while sliding glass doors lead to a private lanai.
Guest house in Captain Cook
4.94 out of 5 average rating, 167 reviews

Hawaiian Bungalow with stunning ocean views

This unique and newly built bungalow offers guests a quiet and peaceful place to enjoy the lush tropical landscape of South Kona. Enjoy sunsets from your own private patio or explore the black pebble beach at the bottom of the neighborhood. Located midway between Kailua-Kona and Volcano National Park, this spot is the ideal getaway for adventurers looking to sight-see both sides of the Island

Superhost
A dome tent is surrounded by greenery, showcasing large transparent panels that invite natural light. A wooden deck extends around the structure, illuminated by string lights. The serene outdoor setting emphasizes privacy and connection to nature.
Dome in Naalehu
4.87 out of 5 average rating, 164 reviews

Glamping Dome w/ Outdoor Bathtub & Loft

Explore the southernmost part of the US while staying in a unique, luxury dome tent. Get away from the hustle of life & enjoy the great outdoors without sacrificing on comfort. The dome features a large outdoor bathtub, a queen sized bed, a full bathroom with a hot shower, and an outdoor cooking area. Enjoy a hot bath under a starry night sky. This is an experience you will never forget.

Top guest favourite
An open-air living space features comfortable couches and a hammock, surrounded by lush greenery. The flooring is smooth concrete, and a wooden coffee table sits atop a decorative rug. Sturdy wooden pillars support the soaring ceilings, with a staircase leading to the upper level.
Guest suite in Captain Cook
4.89 out of 5 average rating, 602 reviews

Organic Mango Oasis: Gardenview by Kealakekua Bay

Add us to your WISHLIST! Click the heart to save. ~ Open-Air Living on a lush mango farm ~ Hammock, Soaring Ceilings, Indoor/Outdoor Lounge, Balinese Tropical Modernism ~ 1 mile from Kealakekua Bay ~ Fully-equipped kitchen, indoor/outdoor shower, BBQ

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