Guesthouse vacation rentals in Honolulu County

SUITE DREAMS 3 min. walk to beach Air Conditioning

Located in the UPSCALE POIPU KAI RESORT, on a tropical greenbelt, that borders 2 beaches. This is an attached 1 bedroom 1 full bath suite with a Jacuzzi tub, large walk-in shower & kitchenette. PRIVATE entry & a private fenced outdoor area with a large covered Patio. 3 min walk along a peaceful greenbelt to the BEACHFRONT GRAND HYATT RESORT & SPA. Walk to Beaches, Pool, Hot Tub, Spa, Golf, Tennis, Restaurants, Bars, Nightlife, Luau, and Shops Private off-St. parking. 24 hr. security patrol.

The Jungle Bungalow - AC - Smart TV - 30 Day stays

🌺 Escape the tourist crowds and experience the real Hawai‘i in a peaceful local neighborhood. Just a block from the ocean and the famous tipping palm tree—where seals often rest—you’ll also be within walking distance of the Hau‘ula Loop Trail. Minutes from beaches, surf spots, food trucks, PCC, and BYUH. Perfect for families of up to 4 with 2 queen beds, kitchen, AC, Wi-Fi, smart TV, patio, walk-in closet, shared laundry, and 1 parking spot maximum. Absolutely NO smoking. No large van parking.

Oceanfront Studio - Private Hot Tub

For less than half the cost of a hotel room, this private oceanfront studio offers more space, privacy, and magic. Wake to waves, watch whales from your lanai, and soak in your private hot tub under the stars. Perched on Princeville’s bluff with stunning ocean views, this retreat features a kitchenette, washer/dryer, full fridge, bathtub, A/C, tanning lanai, and outdoor shower. Beach gear included as waters invite snorkeling with turtles and monk seals. Enjoy Kauai’s best-without the crowds.

Poipu Tropical Retreat|AC/ Pool/Gym| JULY Special

Discover beautiful Kauai from this spacious 1 bedroom vacation home, built in 2018, in the heart of sunny Poipu. Located in Poipu Beach Estates, the newest upscale neighborhood bordering the Kiahuna Golf Course, that is just minutes from the best beaches on Kauai, shops and restaurants. Create lifetime memories from this modern retreat with its tropical Asian decor. This is a stand alone house, very private, not an apartment. Enjoy a complimentary Poipu Beach Athletic Club membership.

Chic Private Guest House • Pool • Gym • Hikes

Escape to this cozy, intimate studio in Makaha Valley’s exclusive gated resort community The Cottages at Mauna’Olu Surrounded by lush, tropical landscapes, this private retreat offers the perfect blend of comfort and tranquility your area is not shared with the main house it’s private and fenced away from each other. Unwind on famous Makaha Beach, just 4 minutes away, explore nearby hiking trails, or simply relax to the soothing sounds of the mountains. With thoughtful amenities 🌿

Luxury Beach Cottage, Sleep 4, Game Rm, Near Shops

This 1 bed/ 1 full bath unit is nestled on the 2nd floor above the garage, with another home located on the property. It has a full kitchen, BBQ, split system AC, memory foam beds, and beach gear included. Poipu Beach is the best place to stay on Kauai. Within a few miles from the house you have, great surf spots, hiking, snorkeling, diving, fishing spots, world-class golfing, excellent restaurants and local boutique shops. Come to the south shore of Kauai for an ultimate get away.

Bali Hai views - Puu Poa 211 - 2bed 2bath - AC

Nestled along the serene coast of Kauai's North Shore, this two-bedroom, two-bath condo offers breathtaking views of Bali Hai. The open-concept living space features a brand new lanai and air conditioning in the living room and master bedroom. The master suite includes a king-sized bed and an en-suite bathroom with a spa style walk in shower. The second bedroom has a queen bed and a separate full bathroom with a washer and dryer, making this condo perfect for a family or friends.

Studio Nene - Ocean, King bed, Tropical Garden

Aloha! Welcome to Studio Nene, a serene, luxury guesthouse retreat in breathtaking Makaha Valley. Perfect for couples or solo travelers, this stunning space features a plush king bed, high-end finishes, and a private tropical garden. Wake up to stunning mountain views, enjoy your morning coffee surrounded by trade winds, and stargaze at night. Enjoy resort-style community pool, jacuzzi, and gym. Just minutes away from pristine west-side beaches. Guaranteed cancellation in 48 hrs.

Mai Tide: New N. Shore Oceanfront, 30 Day, AC

Mai Tide is a beautiful North Shore guest home with 30'+ of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean waters so close you can almost touch it. Our home overlooks the sea & mountains (a rare & gorgeous view). We are at the water's edge with a private lanai & seating where sea turtles can often be seen. 1 house from ocean access, minutes from Pounders & Kokololio Beaches, white sand gems with fantastic body surfing.

Beautiful Mountain Studio Retreat

Imagine vacationing in a brand new studio set in a peaceful valley. You're surrounded by Ka’ala & Waianae mountains, towering palms, mango trees, wild peacocks, & famous beaches. You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and return home for a peaceful dinner. Studio is fully equipped w/a comfortable queen-size bed, pull-out bed, TV, a kitchenette, mini-fridge, microwave, coffee maker, & bathroom w/ tub & shower.

Dreamy Surf Shack

If you are looking for a dreamy modern surf shack on the North Shore of Oahu then this is the ultimate spot! Located on a quiet private street across from the famous surf breaks and the best beaches. Sunset Beach, BackYards and Velzyland - which offers perfect swimming in the summer and amazing surf all winter, turtle sighting on the sand and spectacular sunsets are all only a 3 minute bike ride away and about a 5-10 minute walk away. @dreamysurfshack

Modern 1 Bed by the Beach w/Stay Discounts

Kick back and relax in this calm, stylish space. Located on the relaxing north east shore of Oahu, you're a minutes walk across the street to a beautiful and uncrowded sandy beach. Or take a drive 15 minutes up the road to the world famous surfing beaches of the north shore. If you want to stay in a bit, no problem either. Completely redone in 2022, this one bedroom apartment has a light modern feel that makes it a pleasure to just hang around.