Vacation rentals in Wailua Homesteads

4.94 out of 5 average rating, 173 reviews

An expansive view of the ocean is captured, with gentle waves lapping against the shore. Lush greenery lines the foreground, contrasting with the vibrant blue waters and clear sky, creating a serene coastal scene.

Condo in Princeville

Deluxe Island Retreat - Spring Special

This luxurious seaside condo boasts picturesque views of Bali Hai while being just a few steps away from the water's edge. The kitchen features Balinese teak cabinets with both bar and table seating. The open living space leads to 2 large en-suite master bedrooms with king size beds and streaming TVs. Beach gear is provided for you so you can enjoy your time hassle-free. You will have full access to the pool, hot tub, & BBQs on the property, and games, books, and movies when you want to lay low.

4.83 out of 5 average rating, 53 reviews

A natural hot tub is nestled among lush foliage, featuring rocky surroundings and gentle cascading water. Bubbles rise to the surface, highlighted by sunlight. A person is seen partially submerged, enjoying the tranquil water amidst a serene setting.

Condo in Princeville

Six-Guest Condo - Most Beautiful Spot on Earth

An elegant, newly renovated, very private condo-new AC. Nestled in the trees, it features a short jungle walk to a quiet, private beach & looks out to sparkling Hanelei Bay, lush gardens, soaring emerald mountains, Bali Hai. 1 HOTEL with 7 organic (3 gourmet and one Michelin level) restaurants IS a short walk away. Makai Golf Course is too. HBR offers so much you never have to get in a car - just a kayak. It is serene - yet close to beach trails, golf, tennis, restaurants, shopping and more.

4.89 out of 5 average rating, 154 reviews

A modern three-story townhouse is depicted surrounded by lush tropical foliage. The exterior features a mix of light and dark materials with large windows, allowing ample natural light. A welcoming entrance with steps leads to the covered porch, inviting exploration of the home.

Home in Princeville

Ocean & Mountain Views - Near Beach! FAST WIFI

The ultimate vacation in paradise! Ocean and Na Pali mountain views with beach access await! Our home features Hypoallergenic shower and soap products for a gentle, skin-friendly experience. Enjoy a modern kitchen with updated countertops, cabinets, and tile work, plus a spacious, air-conditioned living area. Centrally located in Princeville, perfect for remote workers, friends, and families. Minutes from Hanalei Bay, Queens Bath, and top golf, Kauai is at your fingertips. Stay in paradise!

Lush tropical landscaping surrounds a swimming pool, offering inviting sun loungers and shaded areas. Palm trees sway gently against a clear blue sky, while the sparkling Pacific Ocean is visible in the background, enhancing the serene outdoor atmosphere.

4.96 out of 5 average rating, 80 reviews

New! Poipu Kapili: Ocean Views; New Central Air

Recently renovated w Central AC! Ocean waves and sweeping views of the Pacific in this stunning Hawaiian style townhome. Poipu Kapili #16 is a spacious 2-story 2-bedroom/3 full bath, 1837 sq ft. condo (sleeps 8) that is just steps from the inviting pool, Pacific Ocean, as well as tennis/pickleball courts and gas & charcoal grills. Brand new appliances in a beautiful well-stocked kitchen, all new bath enclosures, completely updated furnishings, new TV’s, and newly installed Central AC.

A spacious living area features a comfortable sofa and a wooden coffee table, with natural light flowing in through sliding glass doors. A large mirror reflects the room's bright decor, while a ceiling fan adds to the airy ambiance. The ocean view is clearly visible beyond the lanai.

5 out of 5 average rating, 15 reviews

New in Rental Program - Stunning Views!

Unobstructed views! Imagine yourself in this gorgeous location with amazing views of the pacific. See the stunning sunsets from your lanai on wintertime without ever having to leave your condo. While you bask in the sun, enjoy the company of sea creatures (turtles, dolphins and whales!) Listen and relax the sound of the waves as it rocks you to sleep. This corner unit provides space you need. New AC system has been added to provide comfort. Perfect place to enjoy your Hawaiian escape.

4.91 out of 5 average rating, 104 reviews

Aerial view captures the expansive coastline with a smooth sandy beach and turquoise waters. The layout of the beach community is visible, alongside the surrounding greenery and the resort facilities, including a large pool area. The harbor and commercial areas are positioned in the background.

Condo in Lihue

Ocean view! Quick walk to beach, shops, dining!

HI TAT Lic: TA-069-764-5056-01 Beautiful condo across from a great beach! Clean, spacious, homey. Walk to restaurants, shops, beach. Enjoy sun, surf and sand at beautiful Kalapaki Beach. Privately owned and managed in Banyan Harbor resort, salt water pool, tennis courts, BBQ area. Stroll over to Dukes oceanfront , Mariachi's Mexican, South East asian Sushi. Perfect location to explore the whole island!!! Please purchase Airbnb's travel protection when booking.

4.85 out of 5 average rating, 40 reviews

2/2 OCEAN VIEW with AC, Kiahuna Resort, Poipu Bch

This is the only condo resort in Poipu directly on a sandy beach - all other oceanfront condos are on a rocky shoreline. Rated #1 beach by Travel Channel and USA Today, the sunny south shore is the perfect holiday all year long! This 35 acre full service resort provides free parking, free wifi, free beach towels/chairs/loungers, sand toys, rents all water sports equipment and offers surf lessons on-site. Air conditioning throughout condo and washer/dryer inside unit.

A sandy beach stretches along the shore under a clear blue sky. Palms gently sway in the breeze, casting shadows on the golden sand. Calm waves lap against the beach, with a distant horizon meeting the ocean.

4.9 out of 5 average rating, 30 reviews

Updated Ocean View Retreat; A/C, Beach, Pool, Gym

Enjoy a beautiful, spacious slice of paradise with ocean and garden views! Updated top floor unit with A/C, king-sized bed, sofa bed, open kitchen with stainless steel appliances, cocktail bar, two TVs, provided boogie boards, beach chairs and towels, and sand toys. Quality BBQ grills and laundry on-site. A 4-minute walk to Poipu Beach, named “Best Beach in America,” and 4-minute walk to a tropical pool, restaurant with outdoor seating and full bar, gym.

4.77 out of 5 average rating, 104 reviews

A scenic landscape showcases red and green cliffs, intricately layered with lush vegetation. A waterfall cascades down from the heights, accentuating the dramatic terrain. The sky is partly cloudy, with patches of blue visible, creating a serene backdrop to the vibrant mountainside.

Home in Kekaha

Kauai Wind & Waves Vacation Rental

Experience the best of Kauai at our vacation rental! Immerse yourself in the Garden Isle's beauty, boasting stunning beaches, breathtaking sunsets, hiking trails, parks, shopping, golf courses, and an array of island activities like Na Pali Coast boat cruises, helicopter tours, luaus, kayaking, deep-sea fishing, bike tours, horseback riding, and scuba diving. TVR#1125 TMK 1-3-010-076 This is a non-smoking rental. No Children under 10 please.

4.74 out of 5 average rating, 185 reviews

A charming entryway is presented, featuring a set of stairs leading to a yellow building surrounded by lush tropical greenery. Varied plants, including palms and carefully pruned shrubs, accent the pathways and enhance the inviting atmosphere of the property.

Townhouse in Koloa

Paradise in Poipu, Beach Front

One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small island oasis by the sea is surrounded by swaying palms, tropical flowers, fruit trees, orchids, and mature plumeria trees accented by well manicured lawns.

The exterior of the condo complex is visible, featuring a well-maintained landscape with tropical plants and palm trees. The two-story building showcases a modern architectural style with a peaked roof and multiple balconies. A paved driveway leads to individual garages.