
Holiday rentals with a kayak in Hawaiian Islands
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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!

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

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.

The Mango Cottage on Keauhou Bay
Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. King bed. Living room. Full kitchen. Bathroom with large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only.

3BR, Near Beach, Game RM, Private Spa, Pool, Gym
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!

Paradise retreat! Plunge Pool, Hot Tub, AC!
Tropical Paradise in Princeville’s tucked between golf course and the ocean. 3 bedrooms, den and nook can accommodate 11 people. Window AC in every room, Bali style furniture and all memory form mattresses. Huge backyard with mountain views, plunge pool, hot tub, Hawaiian fruit trees, build in gas grill, outdoor hot/cold water shower. Beach gears, Paddle board, kayak, surf & bodyboards, and snorkeling gears! The rate is based on 6 guests; extra fee $30 per night per additional guest.

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.

Olena Studio; King bed, Close to Airport
Conveniently located just 5 minutes from the airport and a short 15-minute drive to downtown Kailua-Kona, this charming space offers comfort and ease. Enjoy vaulted ceilings, a cozy lanai for your morning coffee, a spacious bathroom with double vanity, and a well-equipped kitchenette. Stay cool with powerful A/C or relax with the tropical breeze. Reliable WiFi and a large Roku TV make it easy to unwind. Automated check-in and flexible booking add to a seamless, stress-free stay.

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. Check my profile for other rentals!

Condo w/ Turtle Bay, pool & kayak
Experience laid‑back island living on Oahu’s North Shore, just steps from Turtle Bay and the beach. Relax on the patio with sunrise coffee or unwind after surf sessions. - Sleeps 4 | 1 bd + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access, beach essentials & kayak - Private patio/balcony w/ BBQ grill - Kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys & board games

Tropical Retreat • King • Beach • Pool/Hot Tub
Newly remodeled Maui retreat with a plush king bed, designer finishes, and a fully updated kitchen with stainless steel appliances. Bright, open layout with AC and a queen sleeper for added space. Step onto your private lanai overlooking lush tropical gardens, or unwind at the resort’s heated saltwater pool and jacuzzi. Professionally cleaned and thoughtfully stocked - perfect for relaxing, easy island living just moments from the beach.

King Corner Condo: Steps to Kamaole Beach & Shop
This exquisitely remodeled top-floor sanctuary is located in the highly coveted Maui Banyan, offering the perfect blend of luxury and island charm. 🌴✨ Enjoy stunning sunsets and peekaboo ocean views from your private lanai, then stroll across the street to some of South Maui’s finest beaches. Makana Condo has been completely renovated from top to bottom, serving as your ultimate Hawaiian oasis for relaxation or adventure! 🌊☀️
Popular amenities for kayak rentals in Hawaiian Islands
House rentals with a kayak

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

Princeville at Hanalei North Shore Modern Escape

Three-bedroom Hawaiiana. Visit Volcanoes & more!

Newer Beach House in Hilo's Best Location. Turtles

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

4BR Paradise Oasis w/ Stunning Ocean Views
Cottage rentals with a kayak

*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC

Support Local Pool Spa Gym Top 5% 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

Gorgeous 2BR Westin Nanea Villa in Ka’anapali

Kona 2BR Near Town w/ Patio & Laundry - Beach Gear

Kauai Kailani #315, Top/3rd Floor Unit

Go Paddling and Biking from our Garden - Coco B

Lava Lookout: Nāmaka (Hawaiian Goddess of the Sea)

Comfortable peaceful, paradise 2BDR 1King 2 Twin

Stall #1 Safe place to sleep in your vehicle

Oceanfront Dream 2Bed/2Bath-Mana Kai Maui Resort
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