Vacation rentals with a kayak in Waikoloa Village

NEW! Expansive OceanView Retreat/Best Beaches/ AC

Hale Kai II loft..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 w new AC..very spacious penthouse w gourmet kitchen.

Value · Outdoor spaces · Laundry

Hale Nanea | FREE Beach Club access | AC

Elegant 2-bed, 2-bath Fairways at Mauna Lani condo offering resort living with FREE Private Beach Club access. Enjoy central A/C, lagoon-style pool & spa, fitness center, golf course views, and upscale island design. The open living space features a chef’s kitchen, stylish furnishings, and a private lanai with wet bar & grill—perfect for sunset dining or spending time with friends. Walk to beaches, snorkeling, dining, and world-class golf in one of the Big Island’s most prestigious communities.

Location · Outdoor spaces · Hospitality

Private 2 Story Beach/Golf 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.

Outdoor spaces · Location · Beach

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. Walk to manta ray, snorkeling, kayaking, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. King bed. Full kitchen. 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. 100% non-smoking property inside and out.

Location · Outdoor spaces · Beach

Kona Paradise: 2BR w/ pools /near town & beachs

Bring your spirit of adventure to this newly remodeled second floor and centrally located Condo. Switch over to “Island Time." Outdoor toys (boogie board, beach chairs, cooler, beach umbrella, beach sand toys, ...) provided. With a 70-inch HD TV and two soft recliners, stream all your favorite shows or watch local channels. Plenty of cool air with two AC units. It is centered between two pool and hot tub areas with BBQs. Assigned free parking by the unit. Walking distance to town, 1.5 miles.

Location · Outdoor spaces · Quiet

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.

Location · Outdoor spaces · Decor

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.

Outdoor spaces · Location · Indoor spaces

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!

Outdoor spaces · Location · Hiking

Paradise on the Big Island

Hilton Grand Vacation...partial ocean view on The Big Island. Flexible week, you pick when you want to go! Large, 2 bedroom, partial ocean view, 911 sqft premium condo with a 1 king-size bedroom and master bath. The other bedroom 2 double beds with 1 guest bathroom and a fold out sofa bed. At Ocean Tower Resort, on the Big Island. Beautiful, large resort with 18-hole golf course, shopping, full spa, two winding swimming pools with swim-up bar, and hot tub..

Outdoor spaces · Condition · Decor

Jasmine Studio; King Bed, Close to Airport

Conveniently located just 5 minutes from the airport and 15 minutes to downtown Kailua-Kona, this inviting space offers comfort and ease. Enjoy vaulted ceilings, a cozy lanai for 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 ensure a smooth, stress-free stay.

Outdoor spaces · Location · Backyard

Hale Honu -Turtle House Oceanview Luxury Penthouse

Welcome to Hale Hunu – Penthouse Paradise at Vista Waikoloa! This renovated 3rd-floor suite offers ocean, pool, and mountain views from a tiled wraparound lanai. Just a 7-min walk to A-Bay, shops, dining, and more. Enjoy 2BR/2BA, a full kitchen, washer/dryer, Smart TVs, Wi-Fi, and beach gear. Nestled on lush grounds near Hilton Waikoloa, with scenic walking paths. Peaceful, stylish, and perfect for up to 4 guests. Book now and enjoy your Big Island escape!

Outdoor spaces · Location · Comfort

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.

Value · Outdoor spaces · Condition