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Holiday houses in Pāpā Bay Estates

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Top-rated holiday rentals in Pāpā Bay Estates

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The oceanfront lanai features a dining table with four wooden chairs, overlooking a sunset-lit ocean. Two lounge chairs are placed nearby. Palm trees frame the scene, and string lights provide a soft glow, enhancing the serene atmosphere.
Condo in Kailua-Kona
4.99 out of 5 average rating, 103 reviews

Ocean-front penthouse, sunsets, whales, surfers!

*Gorgeous views from oceanfront lanai *See whales, surfers, turtles from lanai *Beach/snorkel/surf right outside *4th Floor Penthouse w/ A/C *Stocked kitchen incl air fryer *Covered parking *Oceanfront Gas grill *Da Poke Shack in complex *Pack 'N Play/High Chair *Shared Pool w/ hot tub *Completely remodeled w/ split air unit & double vanity in master

Guest favourite
Cottage in Captain Cook
4.87 out of 5 average rating, 189 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
An airy living space features a cozy seating area with a glass coffee table and a decorative plant. A spacious bed is positioned at the far end, flanked by large windows that invite natural light. Light-colored wood beams and a soft carpet lend warmth to the interior.
Farm stay in Captain Cook
4.86 out of 5 average rating, 274 reviews

Private Tropical Kona Farm Stay • Ocean Views

Private tropical farm stay with sunset ocean views on a lush two-acre fruit farm on the slopes of Mauna Loa in South Kona. Mele Ka ʻĀina Farm grows avocados, pineapples, lilikoi, coffee, bananas and medicinal mushrooms. Visit our on-site apothecary featuring small-batch Hawai’i tallow skincare and botanical products made on the farm. Five minutes to the Captain Cook Monument trailhead to snorkel Kealakekua Bay. Outdoor jungle shower. Perfect for couples, friends and solo adventurers.

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, 225 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 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 9 months are welcome ( pack and play is available). There is only one bed so there's no accommodations for children older than that.

Guest favourite
A modern kitchen space is highlighted, featuring a wooden island with three metal stools. Stainless steel appliances, including a refrigerator and microwave, complement the light wood cabinetry. Natural light fills the room through window views of the surrounding landscape.
Guesthouse in Holualoa
4.89 out of 5 average rating, 178 reviews

Paniolo Place (taxes included)

Welcome to Paniolo Place in beautiful Holualoa. Enjoy the amazing sunsets, ocean and mountain views, cool Mauka (mountain) breezes, peaceful surroundings, you'll be off the beaten path but an easy drive to town, beaches, shopping, restaurants and the airport. A perfect getaway with some ranching history unique to Kona. Feels like a rustic cabin but all the comforts and nature's serenity of this special place will make this an amazing stay. Welcome!

Guest favourite
A private porch area is visible, featuring two wicker chairs and a small table set against a backdrop of lush tropical plants. Natural light enters through sliding glass doors, leading into the living space. A shelving unit with potted plants adds a touch of greenery.
Guest suite in Naalehu
4.91 out of 5 average rating, 491 reviews

☀ Private Garden w/ Ocean Views → Green Sands ☀

Located on green slopes of Na'alehu just above Green Sands Beach on the Southernmost tip of the United States! Clear blue skies in the day and bright stars at night. Enjoy waking up to ocean views, in your own private studio complete with full kitchen, large walk in closet and large bath. Hikers paradise with Green Sands Beach, Black Sands Beach, Mountain Hiking, Volcano National Park and South Point trails close by!

Superhost
A dome tent is illuminated by string lights, surrounded by lush greenery. A wooden outdoor cooking area with a table and chairs is adjacent to the tent, creating a cozy atmosphere. The night sky enhances the tent's unique structure and inviting ambiance.
Dome in Naalehu
4.87 out of 5 average rating, 298 reviews

Luxury Glamping Dome w/ Outdoor Bathtub

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

Top Guest favourite
A charming exterior of the country home is shown, featuring a small patio area with two chairs and a side table. Manicured grass and garden beds frame the entrance, providing access to the home. Two large windows allow natural light into the interior.
Guesthouse in Holualoa
4.96 out of 5 average rating, 194 reviews

Holualoa Country Home

The Holualoa Country Home is one bedroom with a queen bed, small patio area with some ocean view, cable TV, Wifi, full kitchen, bath with tub/ shower. The sofa in living area lays flat to a bed. Close to Holualoa Village, Kailua-Kona town, the ocean and beaches, airport, shopping and restaurants. Holualoa offers peaceful, country living at a cool elevation.

Top Guest favourite
An open-air living space features a cozy seating area with a day-bed and wicker chairs, illuminated by soft lighting. Tropical plants are arranged throughout, while a decorative 'LOVE' sign adds a welcoming touch. The layout encourages relaxation and connection to nature.
Cottage in Captain Cook
4.91 out of 5 average rating, 596 reviews

Enchanting Eco-Hideaway: Bohemian Retreat

~ Open-Air Living on a lush mango farm ~ 1 mile from best snorkeling in Kealakekua Bay ~ King bed, hammock, fully-equipped kitchen, BBQ ~ Unique Balinese Bohemian Treehouse style ~ Indoor-Outdoor, Open-Air, Nature-Based Experience ~ 180° views from the Master Bedroom (screened in) ~ Private outdoor shower surrounded by Plumerias

Guest favourite
A vibrant sunset is captured beyond the horizon, framed by tall trees and lush foliage. Warm hues of orange and yellow illuminate the sky, creating a serene atmosphere. Silhouettes of tropical plants are visible in the foreground, enhancing the tranquil setting.
Apartment in Captain Cook
4.83 out of 5 average rating, 196 reviews

Jade Hale on Ohia Malu Sanctuary in South Kona

COME TO THE SOUTH SIDE OF THE ISLAND. Peaceful surroundings, ocean views, fruit trees and near by beaches. From black to green sands. Great snorkeling and diving. Near quaint towns and farmers markets. Real beauty and real Hawaii. Go see the sights, then come relax in your Hale.

Popular amenities for Pāpā Bay Estates holiday rentals