Vacation rentals in Wheeler AFB

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Top-rated vacation rentals in Wheeler AFB

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Top guest favorite
Home in North Shore
5 out of 5 average rating, 32 reviews

Hibiscus Hale on Gated Estate + Walk to the Beach

Take it easy at this tranquil getaway on Oahu's North Shore. This eclectic container-turned-guesthouse is insulated & cooled with 2 split A/C units, has a cozy queen bed with all the amenities - Wifi, smart TV, off-street parking right in front of your unit & outdoor dining and gazebo area. Located on a large orchard, you'll be literally surrounded by avocado, mango and lemon trees that are free for the picking. The beach for surfing, snorkeling, shell-collecting is an easy 10 minute walk away.

Top guest favorite
Home in Waianae
5 out of 5 average rating, 30 reviews

Top 1% Family-Friendly Home By Beach -Honu Hideout

Welcome to our newest listing: Honu Hideout! Named after the Hawaiian sea turtle—our serene, ocean-inspired home is a tribute to this beloved creature, symbolizing wisdom, endurance, navigation, good luck, and protection. The honu is also seen as a spiritual guardian (aumakua) guiding voyagers home. Nestled in peaceful Makaha Valley, this cozy single-story, 3-d, 2-bth, offers the perfect blend of comfort and island charm. Minutes from Oahu’s westside beaches, hikes, and breathtaking sunsets.

Guest favorite
The living area is characterized by high ceilings and natural light streaming through large windows. A comfortable gray sofa is accompanied by wooden chairs and tables, creating a welcoming gathering space. A neutral rug adds warmth, while tropical plants contribute to the serene atmosphere.
Home in Waianae
4.97 out of 5 average rating, 105 reviews

Makaha Hale - Serene 3 BR Home

Escape to the beautiful Makaha Valley in Hawaii and experience a truly unforgettable stay at our 3-bed 2.5-bath house. This enchanting Airbnb, nestled within a secure gated community offers a getaway for those seeking tranquility amidst the breathtaking beauty of the island. Enjoy breathtaking views of the Makaha Valley mountainside, modern amenities, and a serene ambiance. Indulge in nearby pristine beaches and immerse yourself in the beauty of the island. Your dream Hawaiian getaway awaits!

Top guest favorite
A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.
Condo in Makaha
4.97 out of 5 average rating, 332 reviews

Beachfront Getaway - Hawaiian Princess Condo

Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

Top guest favorite
The exterior of the cottage showcases a modern design with a welcoming front entrance and large windows. A two-car garage is visible on the right, while stunning mountain scenery frames the background. The sky is adorned with soft hues of pink and orange as the sun sets.
Cottage in Waianae
4.97 out of 5 average rating, 110 reviews

Cottage Nene - Luxury Home by Beaches & Mountains

Modern luxury meets valley tranquility. Built in 2022, this spacious 3-bed, 2.5-bath cottage hosts up to 8. Enjoy an airy living room with 14ft ceilings, premium furniture, and smart TVs. Step outside to a fully landscaped tropical yard with the best mountain views in the community, perfect for morning coffee or evening stargazing. Enjoy community pool, jacuzzi, and gym, all while being minutes away from world-class west-side beaches and hiking trails. Guaranteed cancellation in 48 hrs.

Superhost
Apartment in Pupukea
4.98 out of 5 average rating, 41 reviews

A/C PONO Studio 3 minutes walk to the beach #B

Enjoy a stylish experience at the Central located place 3 minutes walking to the beach new studio W A/C on 1 acre property This is the country side off Oahu in the heart of North Shores 7 mile miracle. is perfect for beach vacation with the beach walking distance away, shopping, snorkeling, restaurants, groceries and food trucks nearby. This cute beach studio is a prime surfing location. Walk to pipeline and catch a breath taking sunset every evening. It’s a true surfer Paradise

Top guest favorite
Aerial view of a coastal property lined with homes along a sandy beach. Lush greenery and palm trees are visible, leading to a backdrop of mountains under a partly cloudy sky. Gentle waves lap against the shore, creating a serene beach environment.
Home in North Shore
4.98 out of 5 average rating, 103 reviews

Haleiwa Waterfront House

Location, location, location! This lovely DUPLEX home is perfectly situated on a beautiful white sandy beach and at the end of a quiet cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic Haleiwa Town rests in the heart of the north shore with Haleiwa being a 3 minute drive away and all the beautiful surf/swim beaches if not in front of the house then a mere 5 - 15 minute drive away (35 minute drive to the airport) .

Top guest favorite
A beach cottage is nestled among palm trees, with large windows reflecting the warm hues of a sunset. The grassy area leads toward the ocean, enhancing the serene coastal atmosphere. The horizon showcases the fading light over tranquil waters.
Townhouse in North Shore
4.98 out of 5 average rating, 56 reviews

Sunset Hale

Experience paradise at Mokuleia Beach Colony in our oceanfront 2 bedroom, 1 bath beach cottage with panoramic ocean and coastline views. Enjoy a remodeled kitchen, walk-in shower, and a spacious living area. Amenities include secured and gated community, a heated pool, tennis and Pickleball courts. NOTE: Rates are for for 2 people. You may add up to 2 more people max w/ a $25 fee per person per night plus tax. LEGAL Vacation Rental NUC No.90/TVU-0631

Top guest favorite
A single-story home featuring a beige façade with a two-car garage and a well-manicured lawn. Surrounding landscaping includes tropical plants and gravel pathways. The backdrop showcases the dramatic Waianae mountain range under a clear blue sky.
Home in Waianae
4.95 out of 5 average rating, 123 reviews

Kalo Homes The Makaha Bungalow | Single-LVL Abode

Stylish Makaha Retreat near the Ocean. Experience the allure of island living in this serene vacation rental nestled amidst lush mountains. Just a short 2-mile drive down the valley, you'll find yourself at the sparkling shores of world famous Makaha Beach! Modern elegance meets nature's embrace. Luxurious interiors, breathtaking views. Unwind and rejuvenate in this unforgettable island getaway. Carpet was updated to vinyl flooring in August 2025.

Superhost
The kitchen area features white cabinetry, a black refrigerator, and stainless-steel appliances. A butcher block countertop serves as a preparation space, complemented by a wooden island and a black stool. Natural light fills the room through windowed doors, enhancing the modern design.
Guesthouse in Hauula
4.93 out of 5 average rating, 89 reviews

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.

Guest favorite
An aerial view captures the sandy beach stretching along the coastline, bordered by lush green hills. Crystal-clear turquoise waters gently lap the shore, with a few beachgoers enjoying the day. Colorful umbrellas are dotted along the beach, creating a vibrant contrast against the natural surroundings.
Guest suite in Waianae
4.94 out of 5 average rating, 189 reviews

Slice of Paradise-Studio-Sleeps 4-Same$ for 4 as 2

Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

Superhost
Home in North Shore
4.75 out of 5 average rating, 122 reviews

North shore Studio with sauna! - Walk to beach!

Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with a loft bed, perfect for an authentic Hawaiian getaway. The unit includes High speed WiFi, 65 inch Smart TV, Split unit AC, sauna, an outdoor shower, an outdoor gym, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm. Check my profile for other rentals!

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