Wailupe Beachfront Getaway

Honolulu, Hawaii 5 Bedrooms Vacation Rental

5 Beds 5 Full Baths, and 1 Half Bath Sleeps 12
Gather on the lanai for sunset cocktails and panoramic ocean vistas—this is where barefoot luxury meets effortless relaxation. 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.

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Rooms

  • bed icon

    Bedroom # 1

    Primary Bedroom

    1 King

  • bed icon

    Bedroom # 2

    Guest Bedroom 2

    1 King

  • bed icon

    Bedroom # 3

    Guest Bedroom 3

    1 Queen, 1 Twin,

  • bed icon

    Bedroom # 4

    Guest Bedroom 4

    1 King

  • bed icon

    Bedroom # 5

    Guest Bedroom 5

    1 Queen, 1 Sofa Bed,

5 Beds 5 Baths Sleeps 12

Amenities

Private pool
Air conditioning
Pet Friendly
Hot Tub

Reviews

  • Aug 20, 2025 A Must Stay 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! Nancy L

Description

Where Oʻahu’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.

Room

Beds

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

Queen (1) Twin (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)

Queen (1) Sofa Bed (1)

Queen bed + sofa bed, half bath ensuite, full bath steps away, kitchenette, smart TV, private entrance, pool & ocean view

Primary Bedroom Ensuite

full bathroom

Guest Bedroom 2 Ensuite

full bathroom

Guest Bedroom 3 Ensuite

full bathroom

Guest Bedroom 4 Ensuite

full bathroom

Guest Bedroom 5 (Studio) Ensuite

full bathroom

Powder Room

half bathroom

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

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

Amenities

  • Dryer
  • EV Charger
  • Essentials
  • Extra Pillows And Blankets
  • Garage
  • Hair Dryer
  • Parking space
  • Private Entrance
  • Shampoo
  • Washer
  • Wifi/Internet

Suitability

  • Air Conditioning
  • Bath Tub
  • Children Welcome
  • Free Parking
  • Heating
  • Hot Water
  • Long Term Stays Allowed
  • Pet Friendly
  • Pets Considered
  • Suitable For Events

Emergency

  • Emergency Exit Route
  • Emergency Fire Contact
  • Emergency Medical Contact
  • Emergency Police Contact

Cleanliness

  • 24Hr Check-In
  • Self Check In / Check Out

Safety Features

  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Fire Extinguisher
  • First Aid Kit
  • Outdoor Lighting
  • Security Cameras
  • Smoke Detector

Entertainment

  • Game room
  • Laptop Friendly
  • Pool Table
  • Smart TV
  • Television

Pool/Spa

  • Hot Tub
  • Private Pool

Internal Amenities

  • Additional Bedding
  • Beach Chairs
  • Beach Towels
  • Boogie Boards

Outdoor Amenities

  • Garden
  • Lanai/Balcony
  • Outdoor Shower
  • Outdoor seating
  • Private yard

Themes

  • Family

Car

  • Car Necessary
  • Car Not Necessary
  • Car Recommended

Location/Property Types

  • Ocean Front
  • Waterfront

Property Manager

  • Felipe Barreneche

promos

  • 2026Spring15
  • SpringTA2026
  • StayLonger20

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Aug 20, 2025 A Must Stay 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! Nancy L

April 2026

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June 2026

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August 2026

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September 2026

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November 2026

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December 2026

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January 2027

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February 2027

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March 2027

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    Available     Unavailable  Check-In Only  Check-Out Only

Adults

Ages 18 or above

Children

Ages 2-17

Infants

Under 2

Pets

Bringing your pets?

Request Submitted!

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