Holiday rentals with a kayak in Holualoa

Apartment in Waikoloa Village

4.9 out of 5 average rating, 41 reviews

NEW Sweeping Ocean View Retreat/Golf/Pool/PB Court

Hale Kai II Penthouse-unparalleled ocean views, offering a sense of serenity and luxury that is unmatched! This unforgettable escape, is the place where ocean gazing memories are made. Take in a spectacular sunset or enjoy a read on the oversized lounge couch. Embrace the charm of this vibrant community, where you can indulge in a round of golf, enjoy fresh seafood, explore local beaches, and relax in this 1br + open loft br,2 full bathroom villa... a very spacious penthouse w gourmet kitchen.

4.99 out of 5 average rating, 75 reviews

Home in Keauhou

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.

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 290 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.

5 out of 5 average rating, 21 reviews

Home in Waikoloa Village

Waikoloa Treehouse 3 bed 2 bath

Aloha! 🌺 Relax with the whole family at this peaceful home in Waikoloa Village with many great nearby restaurants and shopping. Just 6 miles to world class beaches and resorts. Newly remodeled kitchen fully stocked with everything you need for your Hawaiian vacation. The home has been remodeled and landscaped with peek-a-boo ocean and sunset views from a huge backyard deck with a gas fire pit and BBQ. Community pool/tennis/pickleball access and ample beach gear, paddles/rackets included.

5 out of 5 average rating, 13 reviews

Flat in Waikoloa Village

Sweeping Views - Spacious 3 Bds!

This stylish place to stay is perfect for group trips. “Ho'ohano” is a Hawaiian word that can be used to describe something pleasing or enjoyable, and believe us when we say that it’s the perfect word for this stunning 3-bedroom on Hawaii’s Big Island! Located in the desirable Waikoloa Village, fine dining and shopping are very close as well as amazing on-site amenities of the pool, hot tub, shuffle board, spacious patio with chaise lounge seating, and a pavilion with barbeque grills.

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!

Guest house 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, 414 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 house in Kailua-Kona

5 out of 5 average rating, 14 reviews

Aloha Kona Getaway | Pool | Laundry & Parking

Forget your worries in this spacious and serene one-bedroom Ohana perched above Al’li Drive. Immerse yourself in the beauty of our tropical paradise with lovely pool views, lush gardens, hammock, and inviting patios. Whether you’re here to work or play, our Ohana has everything you need for a perfect getaway. Our Ohana offers a comfortable and well-appointed king bedroom, areas for work, and equipped kitchenette.

5 out of 5 average rating, 6 reviews

Apartment in Puako

Luxury Vacation Retreat at Mauna Lani Point J107

Discover paradise in this 2-bedroom, 2.5-bathroom end-unit condo in the prestigious Mauna Lani Point community. Enjoy breathtaking Mauna Kea views, lush tropical scenery, and exclusive access to the Mauna Lani Beach Club and complex amenities center—perfect for a luxurious Hawaiian getaway. INCLUDES ACCESS TO MAUNA LANI FITNESS CENTER - POOL,SPA, TENNIS, PICKLEBALL, WORKOUT ROOM AND CLASSES

4.92 out of 5 average rating, 72 reviews

Home in Kealakekua

One bedroom studio (private)

Our home is located in Kealakekua. It is located at 1.400 feet in elevation which provides cooler nights and relaxing rainy afternoons during the rainy season. Home was completely remodeled in winter of 2022. We are 5 min away from a few great dining options and the beautiful Kealakekua Bay known for its amazing snorkeling! Enjoy your own private space with a shower and toilet.

Apartment in Waikoloa Village

4.85 out of 5 average rating, 27 reviews

Last-Minute Aloha Deal Private Beach Access

Experience the perfect mix of magnificent golf course views, endless beach delights, and serene Hawaiian scenery during an exclusive stay in our two-bedroom villa nestled within the Golf Villas at Mauna Lani. Come and experience a memorable stay in Hawaii!

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Popular amenities for kayak rentals in Holualoa

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Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.93 out of 5 average rating, 102 reviews

Home in Keauhou

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

MikeRating, 5 stars1 month ago

Great space for my wife and I and our four adult children. Loved the ability to walk to bay to paddle board. Kona country club golf was 5 minutes away and a fantastic experience for me and my two sons. AC in the house worked extremely well. Pool was a popular afternoon spot. Wi-Fi was good and helped for the unfortunate times I had to log into work. Close to grocery store and restaurants. Overall a great home base for exploring the Big Island!

5 out of 5 average rating, 33 reviews

4BR Paradise Oasis w/ Stunning Ocean Views

JaneRating, 5 starstoday

Christine’s house was spotless! We appreciated the added touches that made our stay more comfortable. We made good use of the snorkeling equipment. We loved the cozy decks that faced the ocean. It’s an unusual, beautiful three-level house. We were glad that we had Jeeps to go up and down the steep driveway.

5 out of 5 average rating, 9 reviews

Where only Aloha awaits you!

ShaneRating, 5 stars3 months ago

This is a beautiful place to stay. My family really enjoyed our five day’s. The location, view and all the amenities made you feel like home. The kitchen, bedrooms, bathroom and lanai was so organized and comforting. We walked to a beautiful local black sand beach called Honomalino, it was awesome. I highly recommend this Air B&B, had I known it was so nice we would have stayed here our whole two week vacation. We met the care taker from Pennsylvania, he was a friendly and helpful gentleman. My family rents Air B&B when they visit from Alaska, I’ll tell them and all my friends this is the place to rent. This place has created great memories for my family. Thank you so much.

4.93 out of 5 average rating, 15 reviews

Romantic Tropical Retreat, 150 yds from the Ocean!

RebeccaRating, 5 stars1 month ago

Lovely and peaceful home in quiet neighborhood. Loved walking to Pebble Beach - snorkeling was fantastic. Definitely need shows on the beach as stones will scorch your feet. The house had great amenities and set up for cooking. Nearest grocery is 30 min away, so worth it to plan ahead and stock for several days. Fantastic vintage furniture -‘d great Hawaiian art throughout. Would definitely stay again and highly recommend.

4.87 out of 5 average rating, 189 reviews

Makai Hideaway

Karima AbdelRating, 5 stars2 months ago

What stood out for us was the comfort , the wonderful nature based decoration, the good energy and the host

Superhost

Home in Kealakekua

5 out of 5 average rating, 12 reviews

Mountain Oasis: Modern Plantation Home

JenRating, 5 stars2 weeks ago

The house is off the main road and had some road noise. (It didn't bother me and quite frankly I enjoyed hearing the birds & roosters.) Depending on which direction you are coming from, the sign can be easily hidden among nearby landscaping. The location was perfect - close to coffee farms and Pu'uhonua O Honaunau National Historical Park. There is a market nearby as well. There could be another guest staying in the studio which I knew from the listing but was a surprise to some of my family. Beds were comfortable and fit our needs. Only downside was 1 bathroom for 5 of us and lack of window coverings which I overlooked from the photos are made some of my family uncomfortable. If you stay here - we liked Black Rock pizza as an easy carry-out meal option foe the family. Yum!