Holiday rentals with outdoor seating in Kailua-Kona

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood, and ample windows and skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys cooler temps than busy downtown while not being far from the action. Solar/Tesla batteries keep power on!

Reefside Suite at Seaspray Ocean View

Treat yourself to a fabulous ocean view suite. A great place to start your day of adventures on the Big Island. Come home to a dip in the pool and a relaxing night with the sound of waves from Kahaluu Beach Park. Prepare a meal in this fantastic new kitchen with fusion granite that looks like artwork. Enjoy the beach, snorkeling and surfing just across the street or just relax from your lanai & watch surfers catch the waves. YOU'RE COMING TO HAWAII,,,, Choose the Reefside Suite w/Ocean views.

Private Oasis with FIVE STAR Service and Amenities

See our 6 or 7-NIGHT STAY DISCOUNT - Cleaning fee ONLY $45 - Book now Approx 2hr drive to the volcano from Kona 924sq feet/85sq meters private entrance apartment attached to my house. Three miles/seven minutes from the center of town. Not conducive for walking or biking. Early/Late check-in/out are almost always available. We block 1 to 2 days between guests. If you are a day short at the beginning or end of your intended stay, please contact us and we will open some dates for you if possible.

Aloha Paradise! Remodeled with A/C & Ocean View!

Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

The Dome at Ulu Inn: Luxury Couples Retreat, Kona

Overlooking the beautiful Kona Coast...The Dome at Ulu Inn says: "Aloha...let's Disconnect, to Reconnect" Nestled within a gated 5 acre estate, Settle into our exclusive Geodesic Dome suite...experience elevated glamping, designed for ultimate relaxation and ensured seclusion from the outside world. THE DOME & neighboring unit THE CUBE, are an ample distance apart, providing privacy from each other. You may get up close and personal with our Goats, Pigs, Geckos & wild birds that roam freely.

Radiant Ocean View Cottage on a Coffee Farm. Very Private.

Centrally located between South Kohala's beaches, and the dining and entertainment scene of Kailua-Kona, the Kaloko Coffee Cottage is at a cool elevation making naps after adventures a...well a dream! Far from any roads, the dominant sounds are the many birds who make their homes in the surrounding trees. This is a thoughtfully furnished home with an open layout, on a coffee farm, just bring your food and clothes for which ever adventure you intend; leave the accommodations and ambiance to us.

Kona Coffee Farm with Breathtaking Ocean Views

Escape to our family-friendly 3.5-acre Kona Coffee Farm, nestled in the mountains minutes from beaches, 15 min to Kailua-Kona, and 5 min to Captain Cook. Kids can feed our friendly chickens, spot geckos, and explore the lush grounds filled with coffee trees, fruit, and flowers. The 3BR, 2BA modern farmhouse includes a spacious lanai, perfect for family meals, morning coffee, and stargazing. Enjoy cool mountain breezes, a refreshing escape from the coastal heat, and the magic of Kona Coffee.

The Mango Cottage on Keauhou Bay

Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. King bed. Living room. Full kitchen. Bathroom with large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only.

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.

Private Kona Oceanview Retreat with parking

Escape to a private oceanview retreat on a quiet Kona hillside — where mornings begin with Pacific views from your own lanai, and evenings end in what guests call "the best shower of my life." This standalone 600 sq ft guesthouse has its own private entrance, queen bed, full kitchen, and spa bathroom with rainfall shower and bidet. Beach chairs, snorkels, masks, umbrella, and cooler all included. Minutes from Alii Drive and Kona's best beaches. 15 min to Kona Airport. 2-night minimum.

Romantic Cabin Treehouse | Birdwatching | Hiking

Tucked high above Kailua-Kona in Hawaii’s enchanting cloud forest, this peaceful retreat invites you to slow down and reconnect with nature. Wake to song birds, sip coffee surrounded by lush tree ferns, and enjoy cool mountain air for sleeping( (no air conditioning needed!) Stunning glowing sunsets. Perfect for romantic escapes, creative retreats, or quiet relaxation, this serene hideaway blends tropical beauty, privacy, and cozy comfort into an unforgettable island experience.

Romantic cottage Big Island coffee farm retreat

ENJOY SPECTACULAR VIEWS OF KEALAKEKUA BAY!! The Coffee Cottage is nestled on our small coffee farm, a very romantic vacation spot! Big lanai and outdoor kitchenette for open air living with gorgeous sunsets over the ocean. Stretch out in the California king bed and check out that view! Black out curtains add to your sleeping comfort. Nearby are many attractions, amazing snorkeling and hiking, a grocery & hardware store. We look forward to sharing our slice of paradise!!