Holiday rentals with a kayak in Hawaii County

4BR Paradise Oasis w/ Stunning Ocean Views

Enjoy panoramic ocean views from every room in our spacious tri-level home near secluded Pebble Beach. Located south of Kona in Kona Paradise, this 4-bedroom retreat features an open floor plan with kitchen, dining, and living areas on the main level. Three large lanais offer stunning sunset views. Upstairs, the primary suites provide privacy and relaxation with an expansive lanai, cozy seating, and a hammock perfect for napping to the sound of waves or watching sunsets in the island breeze.

Ocean Front-Best Hilo Swim Lagoons. Sleeps 12.

House Fronts Best Swimming, Snorkeling at beautiful Richardson's Beach Park in Hilo! 4 bedroom 3 bath beach house sleeps up to 12 with kids on sofa bed. Best swimming and snorkeling beach in east Hawaii with resident turtles. Located in the town of Hilo, on south Hilo bay. Search hilovacationhomes for all my homes. All my homes have free resort amenities such as bikes, kayaks, SUP boards, boogie boards, snorkel gear, BBQs and fruit trees. Owner always available. STVR: 19-359757, NUC: 19-1316

Puna ZEN Botanical Garden Retreat

-Beautiful and well appointed private home - Central to Hilo, Volcano National Park, and Lower Puna - Reasonable drive to many attractions - Optimal Weather between 65° to 82° - Private manicured botanical garden - Ultra Quiet Mini Slip Air Conditioner - Outdoor shower for after the beach or showering under the stars. - High speed fiberoptic WiFi and work space - Washer/dryer complementary for long term guest - Televisions in bedrooms & living room - Exotic wildlife provide an auditory delight

Charming log home on 2 acre rainforest property

Surrounded by lush rainforest, this vintage 1600SF log cabin offers one of the most unique experiences on the Big Island of Hawaii. There is nothing else like it anywhere around, bohemian and chic while also rustic and rugged, you can delight your senses in the outdoor shower lit by tiki torches under the stars before climbing into bed for a great night's rest to the song of the cocqui frogs. Its for those looking for an experience beyond the cookie-cutter condos, for the adventurous at heart.

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.

NEW! Expansive OceanView Retreat/Best Beaches/Golf

Hale Kai II loft..unparalleled ocean views, offering a sense of serenity and luxury that is unmatched! This unforgettable escape, is the place where ocean gazing memories are made. Take in a spectacular sunset or enjoy a read on the oversized lounge couch. Embrace the charm of this vibrant community, where you can indulge in a round of golf, enjoy fresh seafood, explore local beaches, and relax in this 1br + open loft br, 2 full bathroom villa... a very spacious penthouse w gourmet kitchen.

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!

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.

Puako Tropical Garden Retreat - Across from Beach

This serene Puako beach home offers 3 bedrooms and 2.5 baths—perfect for families, couples, or friends. Located across from a quiet beach access, enjoy uncrowded sunset strolls and turtle sightings. Minutes from top white sand beaches, luxury resorts, and golf. Now featuring brand new split AC units throughout for full-home cooling comfort. Relax in the tropical yard, dine outdoors, and enjoy all the beauty the Big Island has to offer.

Downtown Hilo Studio

A hidden gem in Hilo, this studio is attached to our family home, situated in a safe, slightly hilly walk from downtown Hilo. This studio unit has its own private entrance through the side gate of the main house. The unit and its lanai look out onto our backyard where our pet goats reside. They are timid yet friendly, especially if your come bearing ti leaf and goat treats. Drop us a line if youʻre interested in staying!

Experience the Aloha *Hawaiian Style Hale*

Hosting vacation rentals since 2016! We love sharing our Beautiful Hawaiian Style guest hale is central to everything on Hilo side of the island. Tours from the ocean or air, beaches, snorkeling, waterfalls, Mac nut farm, botanical gardens, hiking, whale watching, volcano national park, Hilo town and much more! You'll never want to leave.

Kilauea. 30min to Volcano and Beaches.Treehouse.

Secluded Tree House in Paradise. Discover your ultimate retreat high in the lush Hawaiian rainforest, where serenity meets adventure. Your enchanting tree house promises a perfect blend of tranquility and excitement. Message me about the best lava viewing locations, quiet ocean spaces, and other fun adventures.