
Guesthouse holiday rentals in Honolulu County
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Top-rated Guesthouses in Honolulu County
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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.

Studio Nene - Ocean, King bed, Tropical Garden
Aloha! Come and rejuvenate yourself in this serene retreat in the beautiful Makaha Valley in Hawaii. Studio Nene (360-ft) has elegant interior design and lush tropical garden. A highly-praised extra comfy king bed, the cute kitchenette, ensuite washer/dryer, and a desk facing the gorgeous backyard and mountain will make your stay relaxing and enjoyable. Located near a 7-mile stretch of pristine beaches, you can enjoy the beauty of the coast and the tranquility of the mountains in one location.

Absolutely Oceanfront-60'Waterfall Pool-Legal
Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

Chic Private Guest House • Pool • Gym • Hikes
Escape to this cozy, intimate studio in Makaha Valley’s exclusive Mauna Olu Cottages, a gated community with 24-hour security. 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 🌿

Poipu Tropical Retreat with AC & Pool/Gym Access
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.

Beach Cottage w bikes on Sunset Pt. 30 day min.
The Beach Cottage is almost beach front on Sunset Pt. 100 feet to the surf and sand. The yard is secure and private with a locking gate. The parking is also enclosed and secure. A stand alone 2 bedroom Cottage is in an enclosed yard with garden. The yard has lovely plants, sun and shade and is right next to the beach access . There is AC, full kitchen. w dishwasher. The Bedrooms have big window, AC. , Queen in one and twin bed in the other. Beach shower, bikes full kitchen & bath.

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 - 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.

"Pua Pono House" Tropical Acreage, Beach ~5m drive
Welcome to "Pua Pono House," on Oahu's captivating North Shore, where country living meets relaxation, away from the hustle and bustle of Honolulu and touristy hotels. Nestled on a lush one-acre estate, our retreat offers a serene and secluded oasis. Centrally located to top beaches, ATV adventures, golf courses, horseback rides, epic hiking trails, zipline adventures, renowned surf spots, and snorkeling destinations, this is the perfect base for a truly unforgettable vacation.

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.

Studio- Ocean View Hideaway
Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

Kailua Palm Studio. Walk to Beach! PERMITTED
Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Kupono Services.
Popular amenities for Honolulu County guesthouses
Family-Friendly guesthouses

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Beach Cottage - 1990/NUC-1797

Kailua Surf Shack: Your Hawaiian Adventure!

"Pua Pono House" Tropical Acreage, Beach ~5m drive

Chic Private Guest House • Pool • Gym • Hikes

Studio- Ocean View Hideaway

Poipu Tropical Retreat with AC & Pool/Gym Access

Luxury Beach Cottage, Sleep 4, Game Rm, Near Shops
Guesthouses with a patio

Oceanfront Studio - Private Hot Tub

True beachfront. Studio on ocean

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

Waterfall views on golf course!

Rocky Point Beach Cottage
Guest house rentals with a washing machine and dryer

Kailua Hillside Retreat

koolkondo 2597 Guest House

Manoa Valley B - Lush with Diamond Head Views

Right on the water! Beachfront!
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- Kailua Beach
- Waimea Bay Beach
- Ko Olina Resort
- Kualoa Ranch
- Lanikai Beach
- Mālaekahana Beach
- Honolulu Zoo
- Ala Moana Beach Park
- Banzai Pipeline
- Mākoa Beach
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- White Plains Beach
- Sans Souci Beach
- Bishop Museum
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- Wet 'n' Wild Hawaii
- Nimitz Beach
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- Pyramid Rock Beach
- Ke Iki Beach
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- Paradise Cove Public Beach
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