Holiday rentals with a kayak in Holualoa

Top-Floor Kailua Bay Resort Condo w/ Ocean Views!

Say 'aloha' to unbeatable ocean views from your private balcony at this Kailua-Kona vacation rental! Nestled in the heart of Kona, this 2-bedroom, 2-bathroom condo offers a prime location just a short walk from restaurants, shops, and ocean access. Start your days by sipping local Kona coffee followed by a swim in the community pool. Then, choose between snorkeling with sea turtles or exploring Kaloko-Honokohau National Historical Park, before returning home to watch the sunset from the balcony.

Location · Value · Access

Amazing New Fully-Renovated Oceanfront 2 Bdr Condo

Experience the ultimate Kona escape in this beautifully just-renovated ocean-front condo, just steps from the shoreline. Thoughtfully finished for comfort and privacy, this home is styled with a fresh, modern interior that blends style with comfort. Very bright light-filled living spaces, contemporary finishes, and coastal touches create a atmosphere that feels both high-end and laid-back. The living area flows seamlessly to the lanai, allowing ocean breezes and natural light to fill the space.

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. Walk to manta ray, snorkeling, kayaking, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. King bed. Full kitchen. 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. 100% non-smoking property inside and out.

Outdoor spaces · Value · Accuracy

Oceanfront - Dolphin Retreat

On the shores of Kealakekua Bay, a Protected Marine Conservation area, is an enchanting, 4 bedroom/3 bath, water front house called the Dolphin Retreat. This open and airy private home has all the amenities one would desire for a tropical vacation. The property is surrounded by fragrant Plumeria Trees and Coco Palms and includes a sun deck, hot tub and outdoor shower. The home has wireless Internet, Smart HD TV and a full entertainment system. Kayaks for exploring the Bay are included as well.

Value · Location · Amenities

Kona/Keauhou - ocean lifestyle

Enjoy an easy walk to access two bays and the wonderful clean, warm, blue waters of Kona. If an ocean life is your jam, you'll love our quiet He'eia Bay hale. Nestled amongst the Kona Country Club Golf Course, our oasis is a 9 iron from a small cove or 400 yrds to the more sheltered Keauhou Bay. Enjoy all that the ocean has to offer, we even have “toys” to get you out on or in the water. Complete with zoned air conditioning for those who need a bit of cooling from the abundant Kona sun.

Location · Outdoor spaces · Quiet

Kona Dream:2 Baths•Ocean V•Step to Downtown & Pier

Kona Alii Condos ocean view property with your own covered parking stall! On 2nd floor with secure elevator access! Great for bring luggage, food/water etc. No more lugging stuff up the stairs! Great partial ocean views right off your lanai! Steps to ocean, historical landmarks, beaches, shops, restaurants, night life & pier. Features rare 1-bed/2-bath layout, in-unit washer/dryer & full kitchen. Perfect for up to 4, with fold out cot if needed. Relax & enjoy your ultimate value getaway!

Location · Value · Check-in

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

My home is a classic Hawaiian ranchette on the slopes of Hualalai, on 3 acres of beautiful Hawaiian forest. It has beautiful lanais, a deck with hot tub downstairs, along with a workout room and ping pong table. KMH is close to several of Kona's beautiful beaches, the Big Island's most challenging golf, and has great views of the Kona coast. It is also adjacent to a Nature Preserve where you can hike for miles through the Forest. My home will make you feel like you live in Hawaii!

Value · Location · Condition

Jasmine Studio; King Bed, Close to Airport

Conveniently located just 5 minutes from the airport and 15 minutes to downtown Kailua-Kona, this inviting space offers comfort and ease. Enjoy vaulted ceilings, a cozy lanai for morning coffee, a spacious bathroom with double vanity, and a well-equipped kitchenette. Stay cool with powerful A/C or relax with the tropical breeze. Reliable WiFi and a large Roku TV make it easy to unwind. Automated check-in and flexible booking ensure a smooth, stress-free stay.

Location · Value · Hospitality

Ocean & Golf Views | Remodeled Kona Villa w/ AC

🌺 Living on Island Time – Ocean & Golf View Retreat Experience the beauty of Kona from this oceanview retreat overlooking the golf course. This upgraded 2BR/2BA condo offers AC, full kitchen, pools, tennis, BBQs, and a private lanai for unforgettable sunsets. Walk to Keauhou Bay and nearby shops, or explore Downtown Kona and Two Step Beach just minutes away. A peaceful, upscale escape to relax and recharge.

Location · Amenities · TV

KEALAKEKUA HOME STUNNING VIEW SPACIOUS ELEGANCE

This is a uniquely designed custom house with a 17-foot-high open beam ceiling. A wrap-around lanai (deck) opens towards a view of the expanses of the ocean, coast, and slopes of South Kona at the front of the house, and the mountain jungle to the back. We are in the middle of a tropical rainforest.

Location · Outdoor spaces · Checkout

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

Location · Outdoor spaces · Walkability

Quiet 2BR Kona Retreat • Beach Gear • BBQ Patio

Private 2BR Kona retreat with patio, BBQ, beach gear, kitchenette, laundry access, and portable AC in the main living area. Comfortable island base for couples, small families, remote workers, and active travelers near beaches and downtown Kona.

Outdoor spaces · Location · Comfort