Vacation rentals with a kayak in Hawaiian Islands

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Hawaiian Islands

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Guest favorite

A sea turtle swims gracefully through clear turquoise waters, surrounded by sandy ocean floor and vibrant coral formations. Lush green palm trees are visible above the waterline, adding to the serene coastal scene.

Townhouse in Kahuku

4.93 out of 5 average rating, 123 reviews

Golf Course Serenity at Turtle Bay

Great Location! Golf Course front. Newly remodeled, single level ground floor condo, with beautiful views. Free parking and Wifi. Walking distance to Turtle Bay Resort, Beaches, Tidal Pools, and Restaurants. This Kuilima Estates West 1 bedroom unit, is fully equipped with King size bed in master bedroom and queen size sofa sleeper in living room. Flat screen TV in Living and bedroom. Lanai opens out to a garden area. Family-friendly activities. great for couples, adventurers, business traveler

Top 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, 129 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.

Superhost

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

4.87 out of 5 average rating, 624 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.

Top guest favorite

Home in Makaha Valley

4.96 out of 5 average rating, 144 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!

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.

Guest favorite

Home in Kailua-Kona

4.92 out of 5 average rating, 133 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 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, 122 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.

Top guest favorite

A dining table set for four is positioned on the private lanai, surrounded by lush greenery. A bottle of wine sits center stage, accompanied by a plate of fresh fruit and pastries. Bright blue skies provide a serene backdrop.

Condo in Kihei

4.96 out of 5 average rating, 203 reviews

Top 5% Home with King Bed + Steps to Beach & Shops

Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

Top guest favorite

A covered outdoor dining area features a glass-top table surrounded by six cushioned chairs, overlooking the ocean. Bright blue plates and a vase with an orchid are set on the table, with expansive sea and sky views visible through large sliding doors.

Condo in Lahaina

5 out of 5 average rating, 132 reviews

Panoramic Views right on a Sandy Swimmable Beach

Spacious 4th-floor corner condo on a sandy swimmable beach! Air conditioning in every room, 2 lanais (one off of each room), and stunning ocean views—ideal for turtle watching, whale watching (December - April) and sunsets. Family-ready with 4 chairs, beach gear, boogie boards, towels and cooler. Resort offers pools (including kiddie pool), pickleball, tennis, game room and more. Hotel Zoned and cancel for any reason insurance offered after signing contract.

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, 431 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.

Guest favorite

Cabin in Pāhoa

4.86 out of 5 average rating, 185 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).

Top guest favorite

A sweeping view of the coastline showcases gently curved sandy beach bordered by lush palms. The turquoise water sparkles under a bright blue sky, while distant mountains are visible along the horizon, creating a serene oceanfront scene.

Condo in Lahaina

4.95 out of 5 average rating, 122 reviews

Majestic Views from our little home under the sun!

Our beautiful ocean front one bedroom condo with direct ocean views is the perfect place to relax and enjoy an amazing Hawaiian experience! You'll be just steps away from our beautiful beach, where you can snorkel, swim, or rent a standup board or kayak. Our lanai is perfect for whale and turtle watching as well as relaxing and taking in the breathtaking beauty of Maui.