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$1,750,000
1 Beds ⋅ 1 Baths ⋅ 730815 MLS ⋅ ['Fee Simple'] Tenure ⋅ Castaways Paradise Condominium BLDG.
MOLOAA BAY - very busy vacation rental! Experience what the cast of the TV hit "Gilligan's Island" discovered when they washed up on Moloaa Beach in the pilot episode filmed here in 1963. Come see why vacationers keep booking this sweet spot year after year to this day. Stroll 5 minutes down to Moloaa Bay for a glorious sunrise and to snorkel with Nemo and Dory. Then go beach-combing and back to your bungalo in the jungalo. Walk back down to the beach to catch your dinner from the sea. Rinse and repeat each day. Spice it up with a visit to a Farmer's Market or venture back into civilization 15 minutes away in historic Kapaa Town. Remote yet accessible. Over a third of an acre with two split-system air-conditioned one bedroom / one bathroom of bliss that sleeps 4 with fresh paint and remodeled interior. All the modern conveniences of washer, dryer, dishwasher, tankless water heater, newer full kitchen graced with granite counters. Indoor / outdoor living is enjoyed on the large deck with patio seating, barbeque grill, and even an outdoor shower. Fruit trees too! Newer metal roof, newer plumbing re-piping, newer septic system for an easy to maintain bungalow is all you need to enjoy the island lifestyle. Block out your dates, and vacation rent it to visitors the rest of the time. Currently the least expensive, vacation-rentable, single-family residence (house) on the entire island of Kauai. The only HOA here is with the other CPR unit = easy! No HOA fees either! This property represents a seamless, turn-key opportunity complete with existing bookings for instant cash-flow at closing. Everything is included right down to the custom "Gilligan's Island" bedspread. Not a contrived subdivision. Not a resorty condominium complex. But an off-the beaten-path location near a secluded picturesque bay and beach. No wonder Gilligan didn't really want to leave this island paradise. Please do not disturb any of the occupants.

3665 Moloaa Rd, KAPAA

Listing courtesy of RE/MAX Kauai - Princeville Office.

$1,595,000
2 Beds ⋅ 2 Baths ⋅ 729415 MLS ⋅ ['Fee Simple'] Tenure
Tucked away down a quiet road in the heart of Moloaa Valley, and sheltered by mature trees and lush vegetation, this elevated two-bedroom, 1.5-bath stream-front home feels worlds away. The golden sands of Moloaa Bay are just a short walk or paddle, where clear, calm waters draw sea turtles, monk seals, dolphins, and winter humpback whales. These beaches offer a front row seat to stunning sunrises and epic moonrises over the Pacific. Inside, cathedral ceilings and expansive windows frame sweeping mountain and valley views. Old-growth fir hardwood floors lend warmth and craftsmanship and the open great room flows naturally onto a wraparound lanai, perfect for morning coffee as the day's first light fills the valley. The west facing sunroom has a private entrance and overlooks the stream, mountains, and tropical foliage and the primary bedroom includes split A/C for added comfort. The lush and fertile grounds are landscaped with royal palms, a stunning monkey pod tree, bananas, star fruit, and moringa. A riverfront deck and hot outdoor shower make outdoor living effortless. The property has been lovingly cared for without chemicals or pesticides, keeping the land and home as natural as the surrounding valley. As the day winds down, dark skies reveal epic moon rises and brilliant stars, while the soft sounds of the ocean set the rhythm of evening. Whether a primary residence, retreat, or investment, this Moloaa home is a rare opportunity. Drone Footage Tour https://player.vimeo.com/video/1187892623 Non-Branded Photo Tour https://view.property/2383106?idx=1

24 Moloaa Rd, ANAHOLA

Listing courtesy of Corcoran Pacific Properties.

$2,895,000
2 Beds ⋅ 1 Baths ⋅ 729812 MLS ⋅ ['Fee Simple'] Tenure ⋅ Aliomanu Mana 3 BLDG.
Welcome to First Light, a truly one-of-a-kind private sanctuary just moments from Aliomanu Bay, set on 4.47 acres of lush farmland with sweeping views of Kalalea, one of Kauai’s most iconic mountains, known as “the place where all souls enter the earth.” This exceptional estate features mature tropical landscaping, fruit orchards, organically cultivated gardens oriented towards the dramatic mountain backdrop and unique, artistic structures— commissioned in Bali—creating a setting that blends beauty with intentional design. The property offers both county and well water, solar power, a gated entrance and fully fenced privacy—supporting a self-sufficient and serene lifestyle. Expansive indoor-outdoor living spaces invite you to experience the natural rhythms of the island with gentle trade winds and abundant natural light. Long appreciated as a sacred gathering place, First Light is described by visitors and cultural leaders as a space of presence and tranquility, where the energy of the land is felt immediately upon arrival. Rarely does a property offer this level of privacy, acreage, proximity to the ocean, and meaningful connection to Kauai’s natural beauty.

5085-A Aliomanu Rd, ANAHOLA

Listing courtesy of Better Homes and Gardens Real Estate, Rainbow Island Properties.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.