
Guesthouse holiday rentals in North Shore
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Top-rated Guesthouses in North Shore
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Lanikai Plumeria Beach Cottage (Close to beach!)
Please contact owner for custom stay requests!8085547738. There may additional availability. Enjoy this lovely, and elegant cottage in Lanikai Kailua, one short block from world famous Lanikai beach! This detached cottage has one bedroom, 1 bathroom, air conditioning, and a beautiful, fenced garden with sitting area. Quaint Kailua town is just a short drive away, featuring boutique shopping, and superb dining. Come and enjoy this unique island paradise. Parking available for small/midsize cars.

Lanikai Oasis, 2 beds, 5 min walk to the beach!
Lanikai Oasis, A Peaceful Island Retreat Tucked away in one of the most private and peaceful neighborhoods on Oʻahu, Lanikai Oasis is a serene cottage retreat just 5 minutes from Lanikai Beach, consistently ranked among the most beautiful beaches in the world. Perfect for a clean, calm, and relaxing vacation, this newly remodeled ohana unit offers modern comfort in a lush island setting. ideal for couples or quiet travelers seeking paradise. Hawaii Tax IDs GE-159-110-0416-01, TA-159-110-0416-01

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 🌿

Close 2 Beach Entire Guest Suite
Due to local regulations, this home can only be rented once in a 30 day period. *Please reach out to us prior to booking. Availability shown in the calendar is not guaranteed. Recently renovated, this unit is a four bedroom, two bathroom getaway with high speed WiFi internet, washer/dryer and air conditioning. The beach access point is less than a 4 minute walk away! You are also only a 5-10 min walk away from the Polynesian Culture Center, BYU-Hawaii Campus and the Mormon LDS Temple.

Aloha Living Near Ko’olina + WiFi/Sleeps 4
Our Guest House sits in a unique & safe neighborhood. You’ll have your own private entrance. Shared entrance will only be through the front gate. We live on the property, but Privacy is always respected. Ko’olina Beach Lagoons & Golf Course is just a 3 minute drive (Free Parking is usually available there for early bird beach goers), Shopping centers, grocery stores, and luaus. A great space for your island get away, especially away from the busy hustle & bustle of town life.

"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.

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.
Popular amenities for North Shore guesthouses
Family-Friendly guesthouses

5 min Walk to famous Kailua Beach

Aloha Living Near Ko’olina + WiFi/Sleeps 4

Lanikai Oasis, 2 beds, 5 min walk to the beach!

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Beach Cottage - 1990/NUC-1797

Studio Nene - Ocean, King bed, Tropical Garden

Kailua Surf Shack: Your Hawaiian Adventure!

"Pua Pono House" Tropical Acreage, Beach ~5m drive
Guesthouses with a patio

Close 2 Beach Entire Guest Suite

Kailua Surf Shack: Your Hawaiian Adventure!

Rocky Point Beach Cottage

Chic Private Guest House • Pool • Gym • Hikes

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

5 min Walk to famous Kailua Beach

Lanikai Oasis, 2 beds, 5 min walk to the beach!

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!

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

Chic Private Guest House • Pool • Gym • Hikes
Quick stats about guesthouse rentals in North Shore

Total holiday rentals
Explore 30 holiday rentals in North Shore

Nightly prices starting at
North Shore holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 3,180 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of North Shore holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across North Shore rentals

4.8 Average rating
North Shore stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
North Shore's top spots, include Dole Plantation, Waimea Valley, and Sharks Cove
Destinations to explore
- Rentals with outdoor seating North Shore
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- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Lanikai Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Mālaekahana Beach
- Kapiolani Park Beach
- Kalama Beach
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- Sans Souci Beach
- Nimitz Beach
- Waimea Bay Beach
- Ke Iki Beach
- Bishop Museum
- Kahala Hilton Beach
- Wet 'n' Wild Hawaii
- Waimea Valley
- Diamond Head Beach Park
- Kailua Beach Park
- Pyramid Rock Beach
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