Vacation rentals with a kayak in Hawaii

4.96 out of 5 average rating, 109 reviews

Place to stay in Kailua

Honu Suite at La Bella’s-Walk to Beach-Licensed

No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family that lives onsite and close to amenities. Our luxury bedding and upgraded style makes you feel right at home during your Hawaii vacation. The Honu (Turtle) Suite: -AC -Queen bed -Full kitchen -Private bathroom This suite is extra private -located away from the rest of the living quarters.

4.97 out of 5 average rating, 113 reviews

Condo in Kihei

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.

4.88 out of 5 average rating, 601 reviews

Guest suite in Pāhoa

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.

Guesthouse in Captain Cook

4.9 out of 5 average rating, 153 reviews

Mongoose Manor- Modern guesthouse / amazing views

Amazing ocean views, cool nights and gorgeous sunsets. We are centrally located between Hilo and Kona. Perfect for exploring the South end of the island. Guests receive a 30% discount at Sea Paradise. The unit is located about 1-1.5 hours from the Kona Airport, where we offer tranquility, starry skies and an escape from the big city! Private deck, outdoor shower, Queen size bed as well as queen sized futon to sleep 4 guests. Security camera located on perimeter of property for your safety.

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 288 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.

4.77 out of 5 average rating, 149 reviews

Townhouse in Kahuku

Pristine Location near beach

Our beautiful condo has everything you need. A spacious 1 bedroom unit, with two full bathrooms! Fully equipped. King size bed in master bedroom and queen size sofa sleeper in living room. Recently remodeled kitchen. We are located in the Turtle Bay Resort. Close to the beach, family-friendly activities, and Golf. You’ll love my place because of the coziness, the location, and the views. Our home is good for couples, solo adventurers, business travelers, and families (with kids). free wifi

5 out of 5 average rating, 129 reviews

Condo in Lahaina

Panoramic Views right on a Sandy Swimmable Beach

Zoned "Hotel/Resort" so no need to worry about our zoning. 4th Floor Corner unit on a sandy swimmable beach with A/C. The secondary bedroom also has huge windows, en-suite bath and its own (2nd) lanai. 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.

4.96 out of 5 average rating, 133 reviews

Home in Makaha Valley

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!

4.91 out of 5 average rating, 129 reviews

Home in Kailua-Kona

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!

4.98 out of 5 average rating, 135 reviews

Home in Princeville

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.

Guesthouse in Captain Cook

4.98 out of 5 average rating, 118 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 suite in Kailua-Kona

4.92 out of 5 average rating, 412 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.

Vacation rentals for every style

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Popular amenities for Hawaii kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.88 out of 5 average rating, 152 reviews

Home in Kihei

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

AlecRating, 5 stars3 weeks ago

Overall good place to stay- very large and open layout. Clean and had most everything we needed. Walkable to many restaurants, shops and a park. Parking was good, fairly quiet street. Had lots of extra beach stuff to use (cooler, 2 beach chairs, 2 umbrellas, swimming stuff, snorkeling stuff)

4.82 out of 5 average rating, 71 reviews

Home in Haleiwa

Waimea Bay, North Shore - Walk to beach!

JakeRating, 5 stars2 weeks ago

Clean, great layout (with sauna/weights), and unbeatable location. Walking distance from Waimea bay beach which became our favorite beach while visiting. Jay and John were very welcoming and attentive to anything we needed. Would recommend!

5 out of 5 average rating, 3 reviews

Home in Kawaihae

Spectacular Ocean View & Peace

SuzyRating, 5 stars7 months ago

Peaceful Hale exceeded expectations! We stayed for a week with friends, using it as a base for day trips. I wish we’d stayed here longer instead of 2 nights in Volcano (though Volcano Treehouse was unique!). The outdoor showers, spacious lanai, and serene surroundings were highlights. It’s near activities yet away from big resorts. Kalia was incredibly helpful, offering advice before and during our stay. Her beautiful garden was an added treat. Mahalo for an amazing experience! Travel Tips: - Arrive early for public parking at Mauna Kea Resort beach. I lucked out going at 4PM. There can be construction noise. - Happy Hour at Seafood Bar & Grill - Waimea: Weds/Sat farmers markets; GJ’s Huli Huli chicken on Sat/Sun by Kamuela Liquor; Sandwich Isle Bread Company; get reservations for lunch/dinner at Merriman’s, get provisions at Long’s. - Great snorkeling at Beach 69, Puako Bay, and Māhukona Beach Park - Food trucks with shave ice, coffee, and malasadas are at Rt. 19 and Puako Beach Dr.

5 out of 5 average rating, 18 reviews

Home in Keaau

Large, Modern, Cozy Oasis - Central A/C - Pets OK

NazareneRating, 5 stars2 weeks ago

The house was amazing. The amenities were an extra plus. Everything you needed and more. Everything was fabulous and we look forward toto staying there again.

4.99 out of 5 average rating, 75 reviews

Home in Kailua-Kona

The Mango Cottage on Keauhou Bay

KaylieRating, 5 stars1 week ago

Peter and Lori are friendly and welcoming and their property is truly lovely -- it is evident that a lot of care, effort and thought goes into to maintaining it. The cottage makes a perfect home base for exploring the area. It is also so pretty and comfortable that you just might want to pick up a pizza, watch some Jeopardy and dream about what it would be like if every Friday evening was that perfect :) Thank you so much Peter & Lori!

4.64 out of 5 average rating, 14 reviews

Home in Keaau

the Cliff House at Kaloli Point

JeffRating, 5 stars2 days ago

Very nice homes on the ocean cliffs. The pool was very warm and refreshing. It was nice waking up to the beautiful view.

4.83 out of 5 average rating, 78 reviews

Home in Hilo

Newer Beach House in Hilo's Best Location. Turtles

HathaRating, 5 stars1 month ago

Definitely the best location in Hilo we've stayed at! Walking across the street to the ocean was simply amazing. Views are stunning. Perfect house for two families with adult children (total of 9 people). LOVED IT!

5 out of 5 average rating, 32 reviews

Home in Captain Cook

4BR Paradise Oasis w/ Stunning Ocean Views

ThereseRating, 5 stars2 months ago

It is so delightful when ones expectations which are already high are completely surpassed. We enjoyed our stay so much at Christine‘s place. We were a big family and we loved the many different decks to relax and enjoy the beautiful view as well as the large kitchen and living room to gather and eat, laugh, play games and chat. Everything we could possibly need was provided. We really appreciated the cooler, boogie boards, and snorkeling gear, too. And oh that hammock !! If we come back to Kona, I would absolutely love to stay at Christine’s place again. Highly recommend! PS The driveway is super steep but it was all a part of the adventure! PPS We saw whales from the deck.

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Cottage rentals with a kayak

4.68 out of 5 average rating, 85 reviews

Cottage in Hauula

Bali Oceanfront Cottage

BeckyRating, 5 stars1 month ago

Great location. Right on the water. It was a little hard to find due to foliage covering the address. More specific details would have been nice. There aren’t a lot of restaurants open for dinner but it was quiet and peaceful. The ocean sounded spectacular. Host took awhile to respond hit luckily we weren’t that needy. Bedrooms downstairs were kinda musty. We didn’t have any issues with the hot water. Overall, I would recommend this place. Great spot on the north shore. Not really good for snorkeling or surfing but great for swimming. We saw honu while drinking our morning coffee

Cottage in Kilauea

4.86 out of 5 average rating, 44 reviews

Plantation style home / Anini Beach

ElisabethRating, 5 stars5 months ago

Mary’s home was perfect for our family of four. We have two young children and Anini beach was perfect! Just across the street is an access path to the beach. Soft sand with crystal clear calm shallow water, perfect for snorkeling and just splashing around. We even saw a sea turtle. The house is much better then the pictures, beautiful plantation style interior with a screened in dining area and lani to enjoy the morning sun. Our kids loved the out door shower and all beach equipment supplied at the house. My one comment is that it can be loud at night with roosters and cars passing by. If you bring ear plugs you’ll be fine. We can’t wait to come back.

5 out of 5 average rating, 50 reviews

Cottage in Pāhoa

Explore Hidden Hawaii Exotic Orchid Farm Cottage

JenniferRating, 5 stars1 month ago

The location was so beautiful and peaceful and the host amazing! So friendly, so accommodating, happy to give recommendations, and even took us to a few local spots! Such lovely aloha spirit!! Thank you for an amazing vacation!