Holiday rentals with outdoor seating in Captain Cook

Glass House near Capt. Cook Trail

Hinu Hale is a beautiful unique glass house. It is located on a gorgeous horse ranch with private access to the Ka'awaloa Trail (Captain Cook Trail). The hale (home) is newly built, custom small home. Surrounded by 360 degrees of nature, it's nestled in Kukui nut and Hau tree forest. Stunning, it is a piece of art. Lava tile floors and bathroom, all interior is wrapped wood, this place is a perfect space to enjoy a one-of-a-kind experience in the heart of Hawaii. 4WD/AWD vehicle recommended.

JUNGALiCiOUS! A Totally Tropical Bungalow!

Escape to the Wild in this Bold Bohemian Jungle Pad! Let your wild heart roam free—then return to comfort. This jungle hideaway has all the essentials: A/C, vaulted ceilings, a foam-topped queen bed, partial ocean/garden views, a workspace, kitchenette, and a tub to unwind. Enjoy seasonal fruit fresh from the property. We clean thoroughly using antibacterial products and best practices. While sea cozy daybed and air mattress accommodate extra guests or kids—many happy families have stayed.

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.

Romantic Kona Hideaway | Modern + Private Hot Tub

Tucked away in a peaceful native Hawaiian forest, this modern hideaway offers the perfect romantic escape just 10 miles from Kona’s beaches, airport, and town. Thoughtfully designed for couples, honeymooners, and those craving serenity, this stand-alone retreat blends minimalist style with beauty. Unwind in the private hot tub surrounded by nature, watch sunsets from the lanai, or grill under the stars. Inside, enjoy 384 sq. ft. of creative space that captures luxury, nature and seclusion.

Kealakekua Bay Bali Cottage -steps from Bay

This hidden jewel is at Kealakekua Bay. Private setting in our lower backyard. Walk to nearby Manini Beach. We are located 4 miles down at the bottom of Napoopoo Rd Fully equipped outdoor kitchen. Gas stove, under counter refrigerator/freezer. Living/Dining area and bedroom/vanity area enclosed with open area at roofline where a large ficus tree limb goes through. Outdoor shower/ wc area. Very Private. Daily pricing includes Hawaili State taxes, 10.25% TAT and 4.25% GE .

Holualoa Sunset Cottage

Artists cottage in the Kona upcountry town of Holualoa. Surrounded by coffee farms and quaint shops, galleries and restaraunts, you will find peace and quiet and breathtaking views of the ocean down below. We have cooler temps and a charming town, which is walkable from the cottage... yet only 10 minutes away from the beach. The best of both worlds! Our guest cottage is secluded from the main home on the property, so guests will have a very private experience during their stay.

Hale's Hale

This one-bedroom apartment with an ocean view is the perfect space for you to relax and unwind after a day of fun! It has it’s own private entry and includes a queen bed, a sofa bed, a fridge, a microwave, a cooktop, A shared washer/dryer and BBQ grill! Our home sits at a cool 1300' elevation with stunning sunsets. For our fellow adventurers, It’s only 10 minutes from Keauhou Bay, 15 minutes from Kona town to the North or 2 Step snorkeling to the South.

Mermaid Studio by Kealakekua Bay!

Renovated private studio space with kitchenette, bathroom, a wonderfully unique, custom outside shower. Outside patio dinning area with view of lush gardens and lily pond. Comfortable living space with an artistic feeling right by Kealakekua Bay. A special place to enjoy Hawaii! Explore the bay, view the Captain Cook monument and snorkel the beautiful underwater ocean sanctuary which is teaming with colorful reef fish, turtles... LGBTIQ Welcome!

Ancient Trail Ohana

Newly renovated 1 bedroom apartment with beautiful ocean view off private lanai. Located in South Kona on 2 lush acres including many tropical fruit trees. Rural setting but 10 minutes to restaurants, farmers market and shopping. Short drive to amazing Kealakekua Bay and Two Step perfect for snorkeling, kayaking and stand up paddling. Easy day trip to Kilauea volcano. Our spacious unit has a king sized bed, large bathroom and full kitchen.