Vacation rentals in Wailua Homesteads

Home in Kapaa

The Lime House 4BDRM 2Bath Steps from the Beach!

The Lime House is centrally located on the island and just steps from one of our favorite beaches! One that Naomi grew up going to almost every day. It’s a beach that is great for the whole family. It is also located just across the street from the Coconut Marketplace where you can find shopping, free hula shows and farmers market! Just down the street is the Wailua river which is great for kayaking or taking a boat ride up to the famous fern grotto. Contact me after your booking for more info!

Sep 26 – Oct 3

Bungalow in Kalaheo

Eco Luxe Villa, Infinity Pool

No house should ever be on a hill or on anything. It should be of the hill, belonging to it. Hill and house should live together, each the happier for the other." -- Frank Lloyd Wright Nestled in the Kalaheo hills 20 minutes north from Poipu, this oasis offers modern barefoot luxury with breathtaking views of the lush tropical landscape. The Longhouse has full privacy from the main residence located on the same parcel, it is the place to unplug and unwind, surrounded by nature's beauty.

Mar 21 – 28

Condo in Princeville

Sea and Sky Kauai, an Oceanfront Penthouse

This modern and newly renovated honeymoon beach retreat has breathtaking panoramic ocean and coastline views. Lounge in the daybed while gazing at the sweeping vista from Anini reef to Kilauea Lighthouse. Some have said "it feels like being on a ship at sea" as they witness whales breaching in the ocean and waves peeling on the reef from this magical location. A rare penthouse unit with high ceilings, views from every room, even the famous Bali Hai from the deck. Truly a couple's dream!

Dec 9 – 16

Cottage in Hanalei

Romantic Garden Cottage,View! Pool! TVNC#1065

Escape to a romantic paradise, tucked away on an acre of lush gardens in the dazzling Wainiha River Valley. Perched atop a bluff overlooking the valley, you are immersed in the serenity and opulence of your private pool and spa, surrounded by vibrant colors and lush greenery, creating a truly surreal and romantic atmosphere. Just miles away, discover some of the world's most beautiful beaches. Let this idyllic retreat transport you to a world of pure romance and bliss.

Feb 5 – 12

Condo in Kapaa

Kapaa Poolside/Oceanview Lae Nani Condo

Enjoy a beautiful, breezy one bedroom condo with a spectacular view of the ocean and mountains. The unit overlooks the relaxing pool and sandy beach! Located in the Wailua area of Kapa’a, you will be perfectly situated to explore the beaches, hikes, shops and restaurants of the East side of Kauai. Kayakers and stand-up paddlers will love the Wailua river just down the road. The location is also a perfect starting point for north shore, Poipu, and Waimea canyon. *A/C!*

Home in Hanalei

Nico Hale

Our home was recently voted one of the best Airbnbs in Hawaii by Conde Nast Traveler. The home is a secluded jungle cottage on the North Shore of Kauai. We are located just a short drive from local beaches and hikes on the north shore of Kauai in the neighborhood of Wainiha, which is 15 minutes from Hanalei town. The home is surrounded by lush tropical jungle, fruit trees and sweeping jungle views from every window. Listing photos have been updated June 2023 Mahalo

Jul 10 – 17

Condo in Kapaa, Kauai

Ocean view Studio in Hotel complex - Kauai

Kamaaina discount offered!! Ocean view condo in a Hotel complex, near the town of Kapaa. 3 adults max in the space. Ocean, pool and garden views. Just steps from the beach and the pool. Beautiful Hawaiian décor. The Islander on the beach, is a quaint Beachfront condo/hotel on 6 pristine acres of tropical paradise. Ground floor studio with two queen beds with private bathroom. Beautiful Air conditioning. Great WIFI/ Cable TV. Double clean between guests.

Mar 20 – 27

Condo in Kapaa

Breezy Oceanfront Pono Kai Resort Condo for 2

We are on the edge of "Old Town" Kapaa, an easy walk to restaurants, cute shops, and the best shave ice on Kauai! Our condo comes with a gorgeous ocean view, my own fresh orchids, refreshing trade wind breezes, and beautiful sunrises. Relax on the ocean-facing lanai, or walk a few steps to swim or snorkel, or wander on our famous coastal path! You can spend more, but you can’t get much closer to the beach! Hawaii taxes are included in the price!

Apr 4 – 11

Condo in Kapaa

Central location, Steps from Ocean!

Coconut Coast Condo, located on Kaua'i's East Coast. This cozy, newly remodeled condo is on the beautiful East Coast. Centrally located in Kauai, easy to go North and South! A min walk from a beach, A/C, King size bed, 2 swimming pools, BBQ grills, FREE Parking, and Full kitchen! You'll be ready to enjoy the world-class beaches, hiking, snorkeling, breathtaking views and easy access to the whole island! Don't just visit Kaua'i, live in Kaua'i!.

Aug 7 – 14