Wailupe Beachfront Getaway
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Oceanfront façade of Wailupe Beachfront Getaway with pool, deck, and direct sandy beach access
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Gather on the lanai for sunset cocktails and panoramic ocean vistas—this is where barefoot luxury meets effortless relaxation.
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Take a refreshing dip in your private pool, just steps from the living areas, with ocean breezes carrying through.
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Oceanfront deck at Wailupe Beachfront Getaway with fire pit lounge and panoramic reef views.
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Aerial view of Wailupe Beachfront Getaway featuring pool, oceanfront lawn, and shaded deck retreat.
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Expansive hardwood deck ideal for lounging, sunbathing, and stargazing at night.
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Unwind in the bubbling hot tub, framed by palms and ocean horizon—perfect after a day of island adventures.
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Dine al fresco with endless ocean views and gentle trade winds.
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Slide open the glass walls for true Hawaiian living—indoor and outdoor spaces blend seamlessly with the sea beyond.
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The expansive living room invites gatherings of family and friends, with plush seating and ocean views at every angle.
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Bright, open interiors encourage conversation and connection—ideal for groups traveling together.
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Another view of the lounge shows how breezes and natural light flow freely through the home.
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Share memorable meals at the dining table for eight, conveniently located next to the chef-ready kitchen.
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The chef-ready kitchen is equipped with Viking appliances, dual ovens, and plenty of prep space for group meals.
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A spacious kitchen layout makes cooking a breeze—ideal for family feasts or private chef experiences.
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Even kitchen prep comes with ocean views, keeping you connected to the beauty outside.
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Mix cocktails at the wet bar—perfect for happy hour before sunset.
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Private studio suite with king bed, sitting area, and sweeping views of the ocean.
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The studio suite’s lounge and sofa bed provide extra flexibility for families or groups.
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The top-level studio suite doubles as a private retreat with king bed, sofa bed, and panoramic ocean views.
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Studio ensuite bath with vanity and walk-in shower—perfect for added privacy.
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Luxurious ensuite with soaking tub and separate shower invites long, relaxing soaks.
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Primary ensuite boasts spa-style design with dual vanities, makeup counter, and abundant space.
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Full laundry room with washer, dryer, and sink—perfect for extended stays.
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Wake up to ocean views from the primary suite’s plush king bed and private balcony.
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Guest suite with a king bed and soft coastal tones, complete with ensuite bath.
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Full bath with shower/tub combo—perfect for families traveling with children.
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Third guest suite with queen bed and twin, accented by island-inspired furnishings.
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This guest suite offers a private ensuite bath for extra comfort.
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Private guest ensuite with sleek vanity and glass-enclosed shower.
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Fourth guest suite with king bed, ensuite bath, and direct access to the balcony.
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Spacious guest suite includes its own sitting area and abundant natural light.
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Ensuite bath with contemporary vanity and glass shower enclosure.
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Shared bath with shower/tub combo—ideal for family convenience.
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Bright and sun-kissed guest suite featuring queen bed, calm décor, and outdoor access.
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Second guest suite includes queen bed plus twin trundle and balcony with ocean views.
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The studio/game room suite features its own kitchenette for added convenience.
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Wake up to ocean breezes in this guest suite with lanai access and serene garden views.
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Bright and modern guest bathroom with vanity and walk-in shower.
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Welcoming entryway sets the tone for your beachfront retreat.
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Spacious foyer introduces the home’s airy, open feel.
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Convenient poolside bath at Wailupe Beachfront Getaway with direct access to the ocean-view deck
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Ocean-view deck with plush seating and shade for lazy afternoons.
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Sunlit deck at Wailupe Beachfront Getaway with shaded lounge, dining table, and built-in BBQ.
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Lush yard and sparkling pool invite outdoor play and relaxation.
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Ample parking makes arrival simple and stress-free for your group.
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Steps from Wailupe Beachfront Getaway: launch kayaks and paddleboards from your private sandy shoreline.
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Step from your lanai to a quiet beachfront where turtles graze along the reef.
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Bird’s-eye view of the estate reveals its beachfront setting and lush grounds.
Where O?ahu’s south shore meets crystalline waters, Wailupe Beachfront Getaway welcomes up to twelve guests to experience effortless island living. This 4,291?square?foot, five?bedroom retreat unfolds across two spacious levels with sweeping oceanfront views, private pool and spa, and seamless indoor?outdoor design.
What You’ll Love About Wailupe Beachfront Getaway
* Direct beach frontage with kayaks and paddleboards ready for sunrise sessions
* Private pool, hot tub, and fire?pit lounge framed by swaying palms
* Two spacious living rooms that disappear to the ocean via pocket doors
* Separate game?room suite with kitchenette, sofa bed, and private entry
* Pet?friendly residence with EV charger, smart tech, and high?speed Wi?Fi
Living & Dining
Floor?to?ceiling glass walls open to the trade winds, creating a breezy flow between the lounges and lanais. Two living rooms feature plush seating and smart TVs, ideal for family movie nights or quiet reading by the sea. A generous dining table for eight overlooks the shoreline, inviting guests to linger over island?inspired meals.
Chef?Ready Kitchen
With a Viking range, dual ovens, wine fridge, and expansive prep space, the kitchen is designed for both gourmet chefs and casual family cooking. An adjacent wet bar and outdoor BBQ station make entertaining effortless.
Outdoor Oasis
Lounge on the expansive hardwood deck, soak in the bubbling hot tub, or float in the sun?lit pool as palms sway overhead. A stone fire pit anchors evening gatherings, while two kayaks and paddleboards wait at the water’s edge. From sunrise paddles to starlit conversations, the lanai offers an endless stage for island moments.
Sleeping Quarters
* Primary Suite – King bed, three walk?in closets, spa bath with soaking tub, dual vanities, ocean?view balcony, split A/C
* Guest Suite 2 – King bed, ensuite bath, ocean?view balcony, split A/C
* Guest Suite 3 – Queen bed + Twin with trundle, ensuite bath, ocean?view balcony, split A/C
* Guest Suite 4 – King bed, ensuite bath, blackout drapes, ocean?view balcony, split A/C
* Guest Suite 5 (Studio/Game Room) – Queen bed + sofa bed, half bath ensuite, full bath steps away, kitchenette, smart TV, private entrance, pool & ocean view
Extras
* Central A/C
* High-speed Wi-Fi
* Washer/dryer
* Pool table
* Beach gear
* Outdoor shower
* Garage parking
* EV charger
* Pet-friendly policy for extended stays
Nearby
Reach Aina Haina Shopping Center (5 min), Kahala Mall (10 min), and Waikiki’s dining and nightlife (20 min) with ease. Legendary hikes at Diamond Head, Koko Crater, and the dramatic cliffs of China Walls are just minutes away. HNL airport is a straightforward 25?minute drive.
Good to Know
* Available for exclusive 30?day rental periods only; rates reflect a full 30?day stay
* Dog?friendly with prior approval; additional fee applies
* TA?148?851?7632?01
* TMK 350220050000
Reserve your dates now and immerse yourself in the rhythm of oceanfront island life.
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A Must Stay
by Nancy LMy family and I had a most enjoyable stay at this fabulous beachfront getaway property. It delivered as advertised on all levels! All spaces were delightful, beautifully decorated, and comfortable. It was a true home-away-from-home. We were not disappointed! All smiles! Thank you!
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| Room | Beds | Amenities |
| Primary Bedroom |
King (1)
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King bed, three walk in closets, spa bath with soaking tub, dual vanities, ocean view balcony, split A/C |
| Guest Bedroom 2 |
King (1)
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King bed, ensuite bath, Oceanview balcony, split A/C |
| Guest Bedroom 3 |
Twin (1)
Queen (1)
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Queen bed + Twin with trundle, ensuite bath, oceanview balcony, split A/C |
| Guest Bedroom 4 |
King (1)
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King bed, ensuite bath, blackout drapes, oceanview balcony, split A/C |
| Guest Bedroom 5 (Studio/Game Room) |
Sofa Bed (1)
Queen (1)
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Queen bed + sofa bed, half bath ensuite, full bath steps away, kitchenette, smart TV, private entrance, pool & ocean view |
| Primary Bedroom Ensuite | ||
| Guest Bedroom 2 Ensuite | ||
| Guest Bedroom 3 Ensuite | ||
| Guest Bedroom 4 Ensuite | ||
| Guest Bedroom 5 (Studio) Ensuite | ||
| Powder Room |