
Guest house holiday rentals in Oahu
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Oahu
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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 🌿

Karibu Cottage in Beautiful Lanikai
Immaculate, private, fully furnished, above garage studio, with veranda, small yard and gas BBQ grill. Short walk to sandy cove & minutes to stunning Lanikai Beach. Full size fridge/freezer, apartment size dishwasher, microwave, double induction cooktop and counter convection/toaster oven. Washer & dryer. Full bathroom, walk-in shower, walk-in closet, desk & queen bed. QLED TV & high speed WiFi. Landline phone. Reserved parking. Welcome breakfast items. Sorry no pets. Minimum stay 30 days

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.

Manoa Valley B - Lush with Diamond Head Views
You family will adore this lovely 2BR duplex whether there are just two or a group as large as five. The home is also pet friendly (for an additional fee of $250), which is difficult to find. Unique Craftsman touches include custom stained glass windows along with an outdoor shower that provides added convenience after a day at the beach. Find a second full living space on the enclosed lanai with panoramic views of Diamond Head and Honolulu City.

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.

Kailua Beach Cottage - 1990/NUC-1797
WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.

Cozy Garden Home 7 min beach
Our unit offers a peaceful home base for families with a young child or couples. Uncrowded beaches, local eateries, are easily accessible, while Haleiwa is close by and provides great dining and activities. We offer all the basic amenities and a calm, private backyard, it’s a comfortable home away from home for respectful guests seeking relaxation and island style living.

Manoa Valley Duplex with Mountain and Ocean Views
Located on a hill overlooking Honolulu and the majestic Diamond Head crater, this two bedroom, two and half bath plus bonus sleeping space in Manoa Valley features gorgeous custom touches and a large lanai that’s perfect for a barbecue. The home is also pet friendly (for an additional fee of $250) which is difficult to find. Contact HVROAHU com for more information!

Kailua Surf Shack: Your Hawaiian Adventure!
Snorkels, check! Beach chairs, check! Boogie boards, check! Surf boards, check! You relaxing on the sandy beach of Kailua, still pending! Welcome to your Hawaiian vacation in Kailua, Oahu! This property is nestled between the beach town of Kailua and is footsteps away from the ocean.
Popular amenities for guest house rentals in Oahu
Family-friendly guest house rentals

Kailua Beach Cottage - 1990/NUC-1797

Absolutely Oceanfront-60'Waterfall Pool-Legal

Studio Nene - Ocean, King bed, Tropical Garden

Kailua Surf Shack: Your Hawaiian Adventure!

Studio- Ocean View Hideaway

Chic Private Guest House • Pool • Gym • Hikes

Manoa Valley B - Lush with Diamond Head Views

Karibu Cottage in Beautiful Lanikai
Guest house rentals with a patio

Cozy Garden Home 7 min beach

Kailua Surf Shack: Your Hawaiian Adventure!

Chic Private Guest House • Pool • Gym • Hikes

Studio- Ocean View Hideaway
Guest house rentals with a washing machine and dryer

Kailua Beach Cottage - 1990/NUC-1797

Absolutely Oceanfront-60'Waterfall Pool-Legal

Studio Nene - Ocean, King bed, Tropical Garden

Kailua Surf Shack: Your Hawaiian Adventure!

Chic Private Guest House • Pool • Gym • Hikes

Studio- Ocean View Hideaway

Manoa Valley B - Lush with Diamond Head Views

Karibu Cottage in Beautiful Lanikai
Destinations to explore
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- Waikiki Beach
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- Ala Moana Center
- Kualoa Ranch
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