Holiday rentals with a kayak in Kailua-Kona

Private 2 Story Beach Villa at Mauna Lani

Situated on the beautiful Kohala Coast in the heart of the luxurious, world renown Mauna Lani Resort, we welcome you to our 2 story Beach Villa. Poised alongside the 4th fairway, this luxuriously furnished three bedroom, three bath home provides an excellent view of the golf course and scenic mountains. This home is 2,321 sq feet and features many amenities including the use of a huge, lagoon style pool with hot tub, workout room, high speed internet. Includes access to the PRIVATE BEACH CLUB.

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.

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.

Jasmine Studio; King Bed, Close to Airport

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.

'Ohana Unit (Studio), Kamuela, HI

Centrally located in Kohala District on Big Island, Hawaii. 15 minute drive to the best beaches on the island. Snorkeling, Diving, water sports and hiking. 10 minutes drive to Waimea for restaurants and shopping. 2 hour drive to Hawai'i Volcano National Park. Private entrance with a queen size bed. Has a full bathroom ensuite, kitchenette and sitting/dining area. Access to washer/dryer. Located in rural, residential neighborhood. Outside security camera covering entrance to 'Ohana/Studio.

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.

Luxury + Privacy • Sleeps 8 • Beach Club Access

Kulalani in the Mauna Lani Resort • 68-1118 North Kaniku Drive #503 • NEW to the Rental Market! Kulalani 503 is a luxurious townhome located in the highly desirable Mauna Lani Resort.  Boasting a lavish master suite featuring a spacious tile shower and indulgent soaking tub. With a generous Golf Course-facing lanai, it offers stunning views and ample space for relaxation. Ideal for families or groups, this retreat accommodates up to 8 guests, promising a memorable vacation experience.

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!

Kona Ohana Retreat – Pool, Cabana & Island Living

Escape to your private Hawaiian oasis in Kona! Relax by the sparkling pool, unwind under the cabana with a tropical drink, and enjoy the true spirit of island living—just minutes from beaches, snorkeling, coffee farms, and Waipiʻo Valley adventures. Welcome to our Kona ohana retreat, a bright and spacious getaway designed for comfort, relaxation, and a touch of aloha. Perfect for couples, families, or remote workers looking to balance island adventure with modern comforts.

New Remodeled | Ocean & Golf Views | AC | Lanai

Welcome to Living on Island Time with Ocean view and front row to the golf course on the lanai. We took great care to prepare our unit and I hope, you relax with the whole family! This spacious unit is the unit # 130 in Country Club Villa, located on the Kona Country Club Golf Course and offers two bedrooms, two bathrooms, and a fully equipped kitchen. Enjoy ocean views and a front row to the golf course on the lanai. Pool, Tennis, Pickleball, BBQ, and more.

Da Pool Hale - 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.

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