
Guesthouse vacation rentals in Pupukea
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Top-rated guesthouse rentals in Pupukea
Guests agree: these guesthouse 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 🌿

Private Garden Apt. Sleeps 2 to 4! AC Full Kitchen
Palm trees swaying overhead, beautiful bougainvillea and other tropical flora are all yours in this large, 750 sqft, airy, one-bedroom cottage apartment. Private bedroom with queen bed, full bathroom, washer and dryer and big bedroom closet. Living room with a queen futon for extra sleeping space, new vinyl flooring throughout. Full kitchen with dishwasher, new full stove and new large refrigerator, food pantry, coffeemaker, microwave. GET and TA-119-399-0144-01, Min. 30 days minimum req.

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.

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.

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.
Popular amenities for Pupukea guesthouse rentals
Family-friendly guest house rentals

Aloha Living Near Ko’olina + WiFi/Sleeps 4

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

Manoa Valley B - Lush with Diamond Head Views
Guest house rentals with a washer and dryer

Aloha Living Near Ko’olina + WiFi/Sleeps 4

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

Manoa Valley B - Lush with Diamond Head Views
Other guesthouse vacation rentals

Aloha Living Near Ko’olina + WiFi/Sleeps 4

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

Manoa Valley B - Lush with Diamond Head Views
Quick stats about guesthouse rentals in Pupukea
Total rentals
20 properties
Nightly prices starting at
R1,219 ZAR before taxes and fees
Total number of reviews
2.2K reviews
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Waimea Valley, Sharks Cove, and Banzai Pipeline
Destinations to explore
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- Kailua Beach
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