Holiday rentals with a kayak in Holualoa

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.

‘26 Special! 2Bed/2Bath—BBQ/Hilton Pass/Walkable!

Sunset Serenity Sleeps 6! Unit L23 has it all: well stocked kitchen Hilton Pass, BBQ, beach gear, bikes and more! Walk to shops, beach, restaurants! Overlooks Hole 3 of the prestigious Lakes Golf Course- amazing sunsets! 2 Bedrooms: 1st: King bed, large walk-in closet, en-suite bath 2nd: 2 double beds give flexibility for sleeping. Adjacent bathroom is perfect to maintain privacy in this nook. Additional queen sofa bed to sleep 6 (blackout curtains in all). All the beach gear included!

Top Floor Waikoloa Villas Condo 2 Bedroom + Loft

Top floor condo in Waikoloa Beach Resort with golf course and mountain views. This spacious 2BR + loft sleeps up to 8 and has been refreshed with new paint and carpet throughout plus a remodeled primary bathroom. Enjoy a private lanai with outdoor dining and TVs in every room. Beach gear including chairs, umbrellas, and sand toys is provided. Located at Fairway Villas, just minutes from beaches, golf, restaurants, Kings’ Shops, and Queens’ Marketplace—perfect for your Big Island vacation.

Resort Getaway | Beach Gear | AC | Elevator

Escape to a luxurious condo, your ultimate Hawaiian retreat. This elegant oasis offers a spacious living room, high-end kitchen, and a large private lanai with lush tropical views. You'll enjoy exclusive access to a 75-foot lap pool, hot tubs, and a state-of-the-art fitness center. Perfect for families, couples, or solo adventurers, Just minutes from world-class beaches, championship golf, premier shopping, and exquisite dining. Experience the best of the Big Island in comfort and style!

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!

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.

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!

Kona Dream-Ocean, Beach, Downtown, Elevator

Kona Dream 1 bedroom, 2 bathroom, brings you right downtown Kailua-Kona, amazing sunset/ocean views and resturants, shopping, beaches, night life, and so much more all in walking distance. New 14” cooling gel/memory form ultra comfort queen mattress. You have a private balcony to relax and enjoy the Pool and Ocean with amazing Sunsets. Full kitchen, Elevator, Free parking covered stall, new washer and dryer.

Ocean & Golf Views | Remodeled Kona Villa w/ AC

🌺 Living on Island Time – Ocean & Golf View Retreat Experience the beauty of Kona from this oceanview retreat overlooking the golf course. This upgraded 2BR/2BA condo offers AC, full kitchen, pools, tennis, BBQs, and a private lanai for unforgettable sunsets. Walk to Keauhou Bay and nearby shops, or explore Downtown Kona and Two Step Beach just minutes away. A peaceful, upscale escape to relax and recharge.

Paradise Nest Studio Suite Ocean View

Discover your own island paradise! Centrally located Kailua-Kona vacation rental studio that sleeps 2 - ideal for a romantic retreat! This tropical unit features comfortable furnishings and panoramic ocean views from the private balcony. Close to beaches, downtown, golfing and restaurants, you’ll enjoy the best of the island with ease!

KEALAKEKUA HOME STUNNING VIEW SPACIOUS ELEGANCE

This is a uniquely designed custom house with a 17-foot-high open beam ceiling. A wrap-around lanai (deck) opens towards a view of the expanses of the ocean, coast, and slopes of South Kona at the front of the house, and the mountain jungle to the back. We are in the middle of a tropical rainforest.

Family-Friendly Waikoloa Condo Near Beach & Golf

Find your Hawaiian retreat in this welcoming 2-bedroom condo in Waikoloa. Enjoy resort amenities, easy beach, golf, and shopping access. This family-friendly apartment has a fully equipped kitchen, private balcony, and air conditioning for a comfortable stay.