Wailupe Beachfront Getaway

Honolulu 5 Bedrooms 12 Sleeps 5.5 Bathrooms
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Oceanfront façade of Wailupe Beachfront Getaway with pool, deck, and direct sandy beach access
    Oceanfront façade of Wailupe Beachfront Getaway with pool, deck, and direct sandy beach access
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Slide open the glass walls for true Hawaiian living—indoor and outdoor spaces blend seamlessly with the sea beyond.
    Slide open the glass walls for true Hawaiian living—indoor and outdoor spaces blend seamlessly with the sea beyond.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Expansive hardwood deck ideal for lounging, sunbathing, and stargazing at night.
    Expansive hardwood deck ideal for lounging, sunbathing, and stargazing at night.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Gather on the lanai for sunset cocktails and panoramic ocean vistas—this is where barefoot luxury meets effortless relaxation.
    Gather on the lanai for sunset cocktails and panoramic ocean vistas—this is where barefoot luxury meets effortless relaxation.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Oceanfront deck at Wailupe Beachfront Getaway with fire pit lounge and panoramic reef views.
    Oceanfront deck at Wailupe Beachfront Getaway with fire pit lounge and panoramic reef views.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Share memorable meals at the dining table for eight, conveniently located next to the chef-ready kitchen.
    Share memorable meals at the dining table for eight, conveniently located next to the chef-ready kitchen.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Aerial view of Wailupe Beachfront Getaway featuring pool, oceanfront lawn, and shaded deck retreat.
    Aerial view of Wailupe Beachfront Getaway featuring pool, oceanfront lawn, and shaded deck retreat.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Take a refreshing dip in your private pool, just steps from the living areas, with ocean breezes carrying through.
    Take a refreshing dip in your private pool, just steps from the living areas, with ocean breezes carrying through.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Unwind in the bubbling hot tub, framed by palms and ocean horizon—perfect after a day of island adventures.
    Unwind in the bubbling hot tub, framed by palms and ocean horizon—perfect after a day of island adventures.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Dine al fresco with endless ocean views and gentle trade winds.
    Dine al fresco with endless ocean views and gentle trade winds.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - The expansive living room invites gatherings of family and friends, with plush seating and ocean views at every angle.
    The expansive living room invites gatherings of family and friends, with plush seating and ocean views at every angle.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Bright, open interiors encourage conversation and connection—ideal for groups traveling together.
    Bright, open interiors encourage conversation and connection—ideal for groups traveling together.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Another view of the lounge shows how breezes and natural light flow freely through the home.
    Another view of the lounge shows how breezes and natural light flow freely through the home.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - The chef-ready kitchen is equipped with Viking appliances, dual ovens, and plenty of prep space for group meals.
    The chef-ready kitchen is equipped with Viking appliances, dual ovens, and plenty of prep space for group meals.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - A spacious kitchen layout makes cooking a breeze—ideal for family feasts or private chef experiences.
    A spacious kitchen layout makes cooking a breeze—ideal for family feasts or private chef experiences.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Even kitchen prep comes with ocean views, keeping you connected to the beauty outside.
    Even kitchen prep comes with ocean views, keeping you connected to the beauty outside.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Mix cocktails at the wet bar—perfect for happy hour before sunset.
    Mix cocktails at the wet bar—perfect for happy hour before sunset.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Private studio suite with king bed, sitting area, and sweeping views of the ocean.
    Private studio suite with king bed, sitting area, and sweeping views of the ocean.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - The studio suite’s lounge and sofa bed provide extra flexibility for families or groups.
    The studio suite’s lounge and sofa bed provide extra flexibility for families or groups.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - The top-level studio suite doubles as a private retreat with king bed, sofa bed, and panoramic ocean views.
    The top-level studio suite doubles as a private retreat with king bed, sofa bed, and panoramic ocean views.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Studio ensuite bath with vanity and walk-in shower—perfect for added privacy.
    Studio ensuite bath with vanity and walk-in shower—perfect for added privacy.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Luxurious ensuite with soaking tub and separate shower invites long, relaxing soaks.
    Luxurious ensuite with soaking tub and separate shower invites long, relaxing soaks.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Primary ensuite boasts spa-style design with dual vanities, makeup counter, and abundant space.
    Primary ensuite boasts spa-style design with dual vanities, makeup counter, and abundant space.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Full laundry room with washer, dryer, and sink—perfect for extended stays.
    Full laundry room with washer, dryer, and sink—perfect for extended stays.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Wake up to ocean views from the primary suite’s plush king bed and private balcony.
    Wake up to ocean views from the primary suite’s plush king bed and private balcony.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Guest suite with a king bed and soft coastal tones, complete with ensuite bath.
    Guest suite with a king bed and soft coastal tones, complete with ensuite bath.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Full bath with shower/tub combo—perfect for families traveling with children.
    Full bath with shower/tub combo—perfect for families traveling with children.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Third guest suite with queen bed and twin, accented by island-inspired furnishings.
    Third guest suite with queen bed and twin, accented by island-inspired furnishings.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - This guest suite offers a private ensuite bath for extra comfort.
    This guest suite offers a private ensuite bath for extra comfort.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Private guest ensuite with sleek vanity and glass-enclosed shower.
    Private guest ensuite with sleek vanity and glass-enclosed shower.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Fourth guest suite with king bed, ensuite bath, and direct access to the balcony.
    Fourth guest suite with king bed, ensuite bath, and direct access to the balcony.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Spacious guest suite includes its own sitting area and abundant natural light.
    Spacious guest suite includes its own sitting area and abundant natural light.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Ensuite bath with contemporary vanity and glass shower enclosure.
    Ensuite bath with contemporary vanity and glass shower enclosure.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Shared bath with shower/tub combo—ideal for family convenience.
    Shared bath with shower/tub combo—ideal for family convenience.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Bright and sun-kissed guest suite featuring queen bed, calm décor, and outdoor access.
    Bright and sun-kissed guest suite featuring queen bed, calm décor, and outdoor access.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Second guest suite includes queen bed plus twin trundle and balcony with ocean views.
    Second guest suite includes queen bed plus twin trundle and balcony with ocean views.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - The studio/game room suite features its own kitchenette for added convenience.
    The studio/game room suite features its own kitchenette for added convenience.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Wake up to ocean breezes in this guest suite with lanai access and serene garden views.
    Wake up to ocean breezes in this guest suite with lanai access and serene garden views.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Bright and modern guest bathroom with vanity and walk-in shower.
    Bright and modern guest bathroom with vanity and walk-in shower.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Welcoming entryway sets the tone for your beachfront retreat.
    Welcoming entryway sets the tone for your beachfront retreat.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Spacious foyer introduces the home’s airy, open feel.
    Spacious foyer introduces the home’s airy, open feel.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Convenient poolside bath at Wailupe Beachfront Getaway with direct access to the ocean-view deck
    Convenient poolside bath at Wailupe Beachfront Getaway with direct access to the ocean-view deck
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Ocean-view deck with plush seating and shade for lazy afternoons.
    Ocean-view deck with plush seating and shade for lazy afternoons.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Sunlit deck at Wailupe Beachfront Getaway with shaded lounge, dining table, and built-in BBQ.
    Sunlit deck at Wailupe Beachfront Getaway with shaded lounge, dining table, and built-in BBQ.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Lush yard and sparkling pool invite outdoor play and relaxation.
    Lush yard and sparkling pool invite outdoor play and relaxation.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Ample parking makes arrival simple and stress-free for your group.
    Ample parking makes arrival simple and stress-free for your group.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Steps from Wailupe Beachfront Getaway: launch kayaks and paddleboards from your private sandy shoreline.
    Steps from Wailupe Beachfront Getaway: launch kayaks and paddleboards from your private sandy shoreline.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Step from your lanai to a quiet beachfront where turtles graze along the reef.
    Step from your lanai to a quiet beachfront where turtles graze along the reef.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Bird’s-eye view of the estate reveals its beachfront setting and lush grounds.
    Bird’s-eye view of the estate reveals its beachfront setting and lush grounds.
  • Honolulu Vacation Rentals, Wailupe Beachfront Getaway - Easily find your retreat along O?ahu’s coveted south shore.
    Easily find your retreat along O?ahu’s coveted south shore.

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.

Entertainment
Game room
Laptop Friendly
Pool Table
Smart TV
Television
Amenities
Dryer
EV Charger
Essentials
Extra Pillows And Blankets
Garage
Hair Dryer
Parking space
Private Entrance
Shampoo
Washer
Wifi/Internet
Car
Car Necessary
Car Not Necessary
Car Recommended
Cleanliness
24Hr Check-In
Self Check In / Check Out
Emergency
Emergency Exit Route
Emergency Fire Contact
Emergency Medical Contact
Emergency Police Contact
Internal Amenities
Additional Bedding
Beach Chairs
Beach Towels
Boogie Boards
Kitchen and Dining
BBQ
Blender
Coffee Filter
Coffee Grinder
Coffee Maker
Dining Area
Dishes Utensils
Dishwasher
Disposal
Food Processor
Freezer
Ice Machine
Kettle
Kitchen
Kitchen Basics
Microwave
Mixer
Oven
Refrigerator
Rice Cooker
Stove
Toaster
Toaster Oven
Wine Fridge
Location/Property Types
Ocean Front
Waterfront
Nearby Activities
Bike path
Cycling
Fishing
Golfing
Hiking
Horseback riding
Mountain climbing
Museums
Scuba diving or Snorkeling
Shopping
Snowboarding/Skiing
Spa and wellness
Tennis
Theme parks
Watersports
Zoo
Outdoor Amenities
Garden
Lanai/Balcony
Outdoor Shower
Outdoor seating
Private yard
Pool/Spa
Hot Tub
Private Pool
Property Manager
Felipe Barreneche
Safety Features
Carbon Monoxide Detector
Deadbolt Lock
Fire Extinguisher
First Aid Kit
Outdoor Lighting
Security Cameras
Smoke Detector
Suitability
Air Conditioning
Bath Tub
Children Welcome
Free Parking
Heating
Hot Water
Long Term Stays Allowed
Pet Friendly
Pets Considered
Suitable For Events
Themes
Family
LEAVE A REVIEW
August 20, 2025 - Manual Entry

A Must Stay

by Nancy L

My 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!

    Available     Unavailable  Check-In Only  Check-Out Only

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Room Beds Amenities
Primary Bedroom
King (1)
King bed, three walk in closets, spa bath with soaking tub, dual vanities, ocean view balcony, split A/C
Guest Bedroom 2
King (1)
King bed, ensuite bath, Oceanview balcony, split A/C
Guest Bedroom 3
Twin (1)
Queen (1)
Queen bed + Twin with trundle, ensuite bath, oceanview balcony, split A/C
Guest Bedroom 4
King (1)
King bed, ensuite bath, blackout drapes, oceanview balcony, split A/C
Guest Bedroom 5 (Studio/Game Room)
Sofa Bed (1)
Queen (1)
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
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