
Holiday rentals with a kayak in Hawaiian Islands
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Hawaiian Islands
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

*Remodeled Oceanfront in Waikiki - Ilikai Marina
Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!

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.

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.

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.

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 1% 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!

A Princeville Suite for all your Needs
15 minutes drive to magnificent Hanalei Bay and just a short stroll to Queen's Bath, Hideaways, and Aninni Beach. Air conditioned suite with a large size living room. Can accommodate one other guest if they don't require total privacy. Princeville shopping and golf course around the corner. Ample amenities provided for guests including: bicycles, boogie boards, beach chairs, umbrellas, some fins, children's toys, BBQ and many other amenities. TA-055-102-4640

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.

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.

Spacious 1 Bedroom Condo in Turtle Bay
Welcome to our beautiful condo! - Spacious 1 bedroom with 2 full bathrooms - Cozy atmosphere with plenty of sunshine - Fully equipped kitchen with stainless steel appliances - Free WiFi and parking - Enjoy views of the Fazio golf course - Great price for the location plus you can golf! - Close to the beach, family-friendly activities, and golf - Washer/Dryer in unit - Smart TVs for streaming your favorite shows

North shore Studio with sauna! - Walk to beach!
Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with a loft bed, perfect for an authentic Hawaiian getaway. The unit includes High speed WiFi, 65 inch Smart TV, Split unit AC, sauna, an outdoor shower, an outdoor gym, a sun deck, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm.

Whale Watching from our lanai season Dec till May
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.
Popular amenities for kayak rentals in Hawaiian Islands
House rentals with a kayak

Cajudoy's Hale - STKM 2O13-OO18 / TA-081-709-8752-01

Puna ZEN Botanical Garden Retreat

Mountain Oasis: Modern Plantation Home

4BR Home|Ocean & Mountain Views, BBQ, EV Charger

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

Three-bedroom Hawaiiana. Visit Volcanoes & more!

Newer Beach House in Hilo's Best Location. Turtles

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8
Cottage rentals with a kayak

Support Local Pool Spa Gym Top 10% Family Friendly

Plantation style home / Anini Beach

Home in Hawaii Exotic Hale Kaimu Farm Cottage

Private free-standing Cottage,Hot Tub,Walk 2 Beach
Other holiday rentals with a kayak

Amazing Place to Stay on Keauhou Bay! Pool/AC!

North Shore Magic - Beaches, Waves, and Breaks.

Spectacular Ocean View & Peace

Lava Lookout: Nāmaka (Hawaiian Goddess of the Sea)

Mongoose Manor- Modern guesthouse / amazing views

Whale Season Is Here, Front-Row Ocean Views

1 Bedroom with Stunning Maui Views

Makai Hideaway
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