Holiday rentals with a kayak in South Kona

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.

Kona Ocean Front Cottage on Keauhou Bay

Waterfront cottage on private, gated 1 acre estate. Close as you can get to an over the water bungalow in Hawaii with direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. Queen bed. Living room with 50 in TV. Bathroom with large shower. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower.

NEW Sweeping Ocean View Retreat/Golf/Pool/PB Court

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!

Three-bedroom Hawaiiana. Visit Volcanoes & more!

Looking for everlasting memories of your big island trip? Hawaiian Plantation Style home on a two acre property will provide you a real taste of big island living. Peaceful and relaxing environment. Fresh mountain air. Magnificent native foliage. Comfortable cool climate. Explore the island by kayaking in Hilo Bay. Complimentary rental of two ocean kayaks for the guests listed in the booking. Taxes are included in rental rate 17.75% total. GE & TA-155-977-6256-01

Hale Honu -Turtle House Oceanview Luxury Penthouse

Welcome to Hale Hunu – Penthouse Paradise at Vista Waikoloa! This renovated 3rd-floor suite offers ocean, pool, and mountain views from a tiled wraparound lanai. Just a 7-min walk to A-Bay, shops, dining, and more. Enjoy 2BR/2BA, a full kitchen, washer/dryer, Smart TVs, Wi-Fi, and beach gear. Nestled on lush grounds near Hilton Waikoloa, with scenic walking paths. Peaceful, stylish, and perfect for up to 4 guests. Book now and enjoy your Big Island escape!

Da Pool Hale - Kona Amazing Ocean Sunset

Charming, elegantly renovated Ohana in Kona Palisades. This unit has a tight modern feel with a local flair. Mahagonny trim flows throughout! Good for couples and honeymooners and families! Centrally Located in the heart of the Gold Coast of West Hawaii, 7-mile drive to downtown Kona and Kua Beach, less than 8 min from the airport. We are close to the Ocean, Rainforest, restaurants, and stores! We also have another studio unit on our property.

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!

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.

Luxury Vacation Retreat at Mauna Lani Point J107

Discover paradise in this 2-bedroom, 2.5-bathroom end-unit condo in the prestigious Mauna Lani Point community. Enjoy breathtaking Mauna Kea views, lush tropical scenery, and exclusive access to the Mauna Lani Beach Club and complex amenities center—perfect for a luxurious Hawaiian getaway. INCLUDES ACCESS TO MAUNA LANI FITNESS CENTER - POOL,SPA, TENNIS, PICKLEBALL, WORKOUT ROOM AND CLASSES

Gardenia Studio; Private, Close to Airport

The Gardenia suite is a freshly remodeled, super clean, hotel style, studio apartment attached to a house. It is set up like a hotel room; spacious with King sized bed, large bright bathroom, lots of closet space, TV, desk and a tea/coffee station with mini fridge and microwave. THIS UNIT DOES NOT HAVE A FULL KITCHEN, if you need more than a microwave, have a look at our other listings.

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.