Vacation rentals with a kayak in Hawaiian Islands

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Top-rated kayak rentals in Hawaiian Islands

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Guest favorite

The bedroom features a plank headboard with a spacious bed dressed in soothing seafoam colors. Soft accent pillows adorn the bed, including one that reads 'aloha', while a bedside lamp provides gentle illumination.

Condo in Kihei

4.98 out of 5 average rating, 120 reviews

Tropical Kihei Resort | 3 Min Walk to Beach | A/C

NEW kitchen remodel, new floors & paint! Professionally CLEANED. Plush King size Sealy bed, all new kitchen and bathroom cabinets, stainless steel appliances, full size washer dryer, tile & LV floors throughout. Beautiful furniture, artwork throughout, granite countertops, high end linens, Queen sofa sleeper with 5" FOAM mattress. After the beach relax and enjoy sipping a beverage and lounging on your private lanai overlooking the tropical grounds. A/C units in BOTH the living area & bedroom.

Guest favorite

A private studio bedroom features a spacious bed with a light yellow coverlet. Minimalist wooden accents enhance the natural aesthetic. A small desk and chair are positioned nearby, while a window with gray curtains offers soft light. The entrance door adds a simple touch to the welcoming space.

Guest suite in Pāhoa

4.88 out of 5 average rating, 614 reviews

Lava Lookout: Nāmaka (Hawaiian Goddess of the Sea)

Lookout on aged lava flows in paradise with sunny days and pristine starry nights. Enjoy the Milky Way and luxury in an off-grid oasis with water catchment, solar, and fruit. Here on the frontier where the lava greets the sun is a weekly block party every Wed. & Kehena Black Sand Beach 5.8 miles away. The Nāmaka room is one of four private studios that include the shared kitchen, wifi, and work well for large groups; check out our other listings (Paka’a, Kāne, Pele) for reviews and details.

Guest favorite

Two bright blue kayaks are securely stored against the home, next to a small lawn area adorned with tropical plants. A garden path composed of stepping stones leads through the greenery, showcasing the property's well-maintained exterior.

Home in Keaau

4.86 out of 5 average rating, 169 reviews

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

Guest favorite

A cozy sleeping area features a spacious bed adorned with a floral-patterned blanket in blue and yellow. Windows allow natural light, and a television is mounted on the wall. A decorative shelf holds towels, contributing to the room's functionality.

Guest suite in Kailua-Kona

4.89 out of 5 average rating, 317 reviews

Jasmine Studio; No Cleaning Fee. King Bed

Located conveniently 5 minutes from the airport and a short 15 min drive to downtown Kailua Kona. Vaulted ceilings, a cute lanai to enjoy your morning coffee, large bathroom with double vanity, and a kitchenette make this rental a real gem. The AC is powerful for when the tropical breeze isn't quite cool enough, The WIFI is reliable and there is a large screen TV with ROKU for when you just want to hang out. We offer automated check in, excellent room amenities and flexibility with booking.

Guest favorite

A private hot tub is positioned in the foreground, surrounded by lush tropical landscaping. The two-story home stands in the background, framed by picturesque mountain views. The outdoor space offers a well-maintained lawn and a patio area, inviting relaxation in a tranquil setting.

Home in Makaha Valley

4.96 out of 5 average rating, 140 reviews

Kalo Homes - Makaha's Hidden Gem

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

Guest favorite

An outdoor dining area is displayed on a balcony, showcasing a table set for four. The picturesque beach and calm ocean waters extend in the background under a partly cloudy sky, enhancing the inviting atmosphere for al fresco dining.

Condo in Lahaina

4.94 out of 5 average rating, 103 reviews

Direct Beachfront A/C & on Sandy Swimmable Beach

Zoned "Hotel/Resort" so no need to worry about our zoning. 8th floor unit on a sandy swimmable beach with A/C. Perfect location for watching the beautiful sunsets, see our resident sea turtles and an excellent place for spotting whales during the whale migration season. Beach towels, boogie boards, 4 beach chairs, cooler and much more... Kiddie pool, family pool, pickle ball courts, tennis courts, 2 gyms. Washer/dryer inside the unit. Fully stocked kitchen. Pak n play & highchair.

Top guest favorite

A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.

Place to stay in Kailua

5 out of 5 average rating, 102 reviews

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.

Top guest favorite

The modern retreat is nestled within lush greenery, showcasing a spacious yard surrounded by tropical trees. The house's exterior features a light-colored facade and a welcoming covered porch. Scenic mountain views are visible in the background, creating a serene environment.

Home in Princeville

4.98 out of 5 average rating, 141 reviews

Princeville at Hanalei North Shore Modern Escape

Hale Laniakea ~Princeville at Hanalei 4 Bedroom Modern Retreat Our home, Hale Laniakea (Immeasurable Heaven) is located in a private cul-de-sac in the best part of the beautiful Princeville at Hanalei resort. You will love being able to walk to Queen's Bath, Hideaways Beach & snorkel spot, the Makai Golf Course & Tennis Club & Pu'u Poa Beach on Hanalei Bay. Walk to 1 Hanalei Hotel where you can dine & see live music with a spectacular view. Hanalei is five minutes down the road.

Top guest favorite

A well-lit kitchenette area features a refrigerator, microwave, and a hot plate, accompanied by open shelving displaying kitchenware. A dining table with four chairs sits adjacent, while large windows offer a view of the coastline and surrounding greenery.

Guesthouse in Captain Cook

4.98 out of 5 average rating, 120 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.

Guest favorite

A spacious dining area features a large wooden table surrounded by light wooden chairs. Large windows open to lush greenery, enhancing the bright atmosphere. A minimalist pendant light hangs above the table, while a small bookshelf is positioned against the wall, creating an inviting space.

Condo in Princeville

4.93 out of 5 average rating, 191 reviews

Magnificent Mountain Views ~Near Beaches & Village

Only a 15 minutes drive to Hanalei Bay, Hideaways and Aninni Beach and a short stroll to Queen's Bath. All Bedrooms are airconditioned. The master bedroom with a king bed, a second bedroom has a queen bed and the third bedroom has bunk beds and a trundle bed. The house has exotic wood floors, a well equipped modern kitchen, and a breezy indoor/outdoor environment that's privately enclosed in a lush garden overlooking majestic Mount Namahana. TA-055-102-4640

Guest favorite

A nighttime view of the property features multiple buildings adorned with colorful lights, illuminating the outdoor space. A swimming pool reflects the vibrant lights, while lounge chairs are positioned nearby, inviting relaxation under the starlit sky.

Guest suite in Kailua-Kona

4.92 out of 5 average rating, 422 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

The kitchen features a spacious island with a dark countertop, surrounded by checkerboard flooring. Open shelves display glassware and serving dishes, while a pineapple and bananas add a touch of freshness. A rustic door leads to the outside, complemented by a decorative guitar on the wall.

Cabin in Pāhoa

4.86 out of 5 average rating, 182 reviews

Charming log home on 2 acre rainforest property

Surrounded by 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 a luxurious feeling outdoor shower lit by tiki torches under the stars and collect fresh eggs from our flock of backyard chickens the next morning (when available).