Holiday rentals with a kayak in Kailua-Kona

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Top-rated rentals with kayak in Kailua-Kona

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Captain Cook

5 out of 5 average rating, 31 reviews

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.

Superhost

Guest house in Kailua-Kona

4.84 out of 5 average rating, 56 reviews

Sunset Escape - 1 BR + Full Kitchen/Bath/Laundry

You'll get amazing sunsets, ocean views, and privacy at our guest home! The street is quiet and lined with tropical plants. Birds and frogs singing make you feel like you're in a rainforest. Enjoy a full kitchen and free washer/dryer/parking. The bedroom has a comfy queen bed. In the living room there is a queen pull-out couch, a cute "bunk" bed, an armchair that folds into a bed, and a 55" TV. Occasional sounds from our family upstairs :) Magic Sands Beach: 6min, Kona Town: 9min, Airport: 20min

Guest favourite

Apartment in Waikoloa Village

4.89 out of 5 average rating, 38 reviews

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

Hale Kai II Penthouse-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.

Top guest favourite

Guest house in Keauhou

4.97 out of 5 average rating, 77 reviews

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.

Guest favourite

Apartment in Kailua-Kona

4.92 out of 5 average rating, 60 reviews

1 Min Walk Downtown! Lux Spacious Condo w/ views

Unique highly popular penthouse condo in downtown Kona! King Suite + 2 Queen Rooms. Stunning 350 sq ft lanai with ocean AND mountain views. Wheelchair accessible. Steps from 40 restaurants and shopping. 1 block fun stroll along the ocean to Kona pier activities including snorkeling, diving, swimming, fishing, turtles, beaches Big Clean Swimming pool! Short drive to beaches, historical landmarks, and airport (20 min) COLD AC Huge BBQ deck Family-friendly. Unforgettable vacation memories await!

Guest favourite

Home in Kailua-Kona

4.91 out of 5 average rating, 128 reviews

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!

Top guest favourite

Guest house in Captain Cook

4.99 out of 5 average rating, 115 reviews

Pebble Beach House- 2 Minute Walk to the Beach!

Come enjoy our guest house with Pebble Beach just a 2 minute walk down the road! Our piece of paradise is located in a peaceful neighborhood where you can see and hear whales spouting and slapping their tails (in season) and enjoy ocean sunsets. Pebble Beach is a great place to snorkel, kayak, or start a hike along the Kings Trail to volcanic formations or a hidden black sand beach. We are located approximately 45 minutes south of Kona, and 75 minutes to Volcanoes National Park.

Superhost

Home in Kealakekua

5 out of 5 average rating, 9 reviews

Mountain Oasis: Modern Plantation Home

Hua Hua Hale, a beautiful 4-bedroom, 2-bathroom plantation home that sits on a half an acre of lush landscaping and fruit trees. Its name, derived from the Hawaiian word for "home that bears good fruit," reflects the abundance of fruit trees such as oranges, avocados, apple bananas, mac nuts, lychees, and Kona coffee on the property – all for you to enjoy when in season.Inside the home, you'll find a classic 1950's plantation floor plan with modern upgrades.

Guest favourite

Guest suite in Kailua-Kona

4.92 out of 5 average rating, 405 reviews

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.

Superhost

Flat in Waikoloa Village

4.84 out of 5 average rating, 43 reviews

Fairway Villas I-23

This modern 2 bedroom/2 bath villa is the perfect location for your Hawaiian vacation. The unit features a primary suite with a king sized bed, It has an ensuite bathroom with double sinks and vanity, soaking tub, large glass enclosed shower, and walk in closet. The second bedroom has twin beds that can easily be made up into another king. The second bathroom includes a combination tub/shower.

Superhost

Guest suite in Kailua-Kona

4.87 out of 5 average rating, 264 reviews

Gardenia Studio; No Cleaning Fee. Private

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.

Guest favourite

Home in Waimea

4.9 out of 5 average rating, 91 reviews

Puako Tropical Garden Retreat - Across from Beach!

This perfect Puako beach home features 3 bedrooms and 2 ½ bathroom, ideal for families or traveling friends and couples. Located across from a secluded beach entrance, you will have amazing sunset strolls and turtle sightings without the crowds. Down the street are some of the best white sand beaches, resorts, and golf courses in Hawaii.