Holiday rentals in Wailua

4.94 out of 5 average rating, 173 reviews

Apartment 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

Apartment 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

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!

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.

4.92 out of 5 average rating, 123 reviews

Apartment in Princeville

Stunning Views of Paradise - Pool ~ Jacuzzi & BBQ

Spectacular Unobstructed Views - Steps away from the Resort Pool, Jacuzzi and BBQ Grills. The Furnished Patio boasts Stunning Views of the Jungle Valley, Distant Ocean Vista and Waterfalls. The Kitchen is Fully Equipped and ready for your culinary adventures. This rental is centrally located condo in the Heart of Princeville & a few minutes drive to Beautiful Beaches, Shops and Restaurants - Equipped with High Speed Internet / WiFi, Cable TV, Beach Chairs, Towels and Igloo Cooler - NO A/C

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

Apartment 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.

4.77 out of 5 average rating, 104 reviews

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

Townhouse in Koloa

Paradise at 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.