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Holiday rentals in Wheeler AFB

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Top-rated holiday rentals in Wheeler AFB

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Guest house in Makaha Valley
4.89 out of 5 average rating, 102 reviews

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 🌿

Guest favourite
The exterior of a modern home is framed by lush green mountains. The structure features a combination of light and dark siding, a spacious driveway, and a garage. A stone wall planter is visible, decorated with tropical plants.
Home in Makaha Valley
4.93 out of 5 average rating, 110 reviews

3BR New Construction w/Mt views, Close to Beach

❀ E komo mai ❀ Imagine vacationing in a brand new home set in a peaceful valley. You're surrounded by Ka’ala & Waianae mts, 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. Staying in winter? Spot whales & dolphins at the coast & watch waterfalls in the surrounding mountains. Year-round there's surfing, snorkeling, turtle-spotting, rainbows, & nearby hiking.

Top guest favourite
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.
Apartment in Waianae
4.97 out of 5 average rating, 317 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.

Superhost
A sandy beach stretches along the shoreline, gently meeting the ocean waves. Palm trees are visible in the background, framing the tranquil scene. The sky is partly cloudy, casting soft light over the peaceful landscape, inviting moments of relaxation and enjoyment.
Guest house in Kapolei
4.91 out of 5 average rating, 128 reviews

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.

Guest favourite
Home in Makaha Valley
4.98 out of 5 average rating, 117 reviews

4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym

Imagine waking up to breathtaking views of the ocean, mountains, and valley, while surrounded by lush tropical landscaping. You can unwind in the Jacuzzi or fire up the Traeger grill for a tasty BBQ. We've got you covered with all the beach amenities you'll need to enjoy the crystal-clear waters and white sandy beaches. Whether you're looking for a romantic escape or a fun-filled family vacation, our property has everything you need to create unforgettable memories.

Top guest favourite
Apartment in Downtown Honolulu
4.98 out of 5 average rating, 247 reviews

Modern 1 Bedroom Condo in Downtown Honolulu

Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

Guest favourite
A private balcony is showcased with two light blue chairs positioned around a small table. The view highlights ocean waves and lush palm trees, creating a serene backdrop. The indoor-outdoor space invites relaxation with clear skies and gentle breezes.
Apartment in Waianae
4.81 out of 5 average rating, 119 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

Gorgeous, Fully Furnished, Beachfront, legal one-bedroom condo with over 740 square feet in Maili on Oahu. Maili Cove is a hidden gem and has easy access to golf courses, amusement parks, restaurants, shopping centers, financial and medical facilities and other services located on the west side of the island. Just 15 minutes down the road is the Disney Resort & Ko Olina. Owner a licensed real estate agent. State #1990/NUC-2309. TMK870280170031.

Top guest favourite
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 Makaha Valley
4.95 out of 5 average rating, 168 reviews

Slice of Paradise-Studio-Sleeps 4-Max 2 Adults

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.

Guest favourite
A cozy studio space features a spacious bed with white linens and decorative accents. A kitchenette with wood cabinetry, appliances, and a dining area is visible. An armchair sits nearby, and large windows offer views of the outdoors, contributing to a bright and open atmosphere.
Guest house in Makaha Valley
4.94 out of 5 average rating, 140 reviews

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.

Guest favourite
A sweeping view of Turtle Beach is captured, showcasing soft golden sands meeting gentle waves. The ocean displays shades of blue under a cloudy sky, while a verdant mountain is visible in the background, adding a tranquil aspect to the coastal scenery.
Apartment in Waianae
4.92 out of 5 average rating, 255 reviews

Makaha Dream

The Makaha Dream is a gated beachfront condo (Hawaiian Princess) on the fabulous Turtle beach, directly next to Mount Lahilahi. Listen to the melodic sound of waves hitting the shore, watch seals and turtles from your own balcony. Relax and enjoy the west side, away from the hustle and bustle of the city. Experience Hawaiian sunsets lighting up the evening skies, it doesn’t get any better than this!

Superhost
A wide, sandy beach stretches along the shore, bordered by gentle waves and lush greenery. The sky above is filled with soft clouds, contrasting against the vibrant blue. The peaceful landscape invites relaxation and exploration along the coastline.
Home in Kahuku
4.87 out of 5 average rating, 315 reviews

Hawaiian Country Retreat - 30 day stays

This is a brand new house with new furnishings built and finished in April 2019. It is situated in the quiet country of the North Shore of Oahu just minutes from world famous beaches and surf breaks. Located in a gated community that is family friendly and safe, and a 10 min walk to an amazing stretch of wide open mostly deserted beach.

Top guest favourite
An open-concept cottage features large sliding glass doors, allowing natural light to fill the space. A comfortable seating area is visible, surrounded by lush greenery. The kitchen is equipped with modern appliances, while textures of wood and natural elements contribute to a harmonious ambiance.
Cottage in North Shore
4.97 out of 5 average rating, 191 reviews

Oceanfront Cottage - 100 Foot Wave Getaways

Welcome to the Oceanfront Cottage at 100 Foot Wave Getaways. Escape to your private beachfront hideaway, inspired by the legendary waves of Pe‘ahi (Jaws), and fall asleep to the sound of waves on the North Shore of Oahu with stunning ocean and mountain views and a luxurious king bed with organic Egyptian cotton sheets.

Popular amenities for Wheeler AFB holiday rentals

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