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 firepit 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 WiFi
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 sunlit 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
Reserve your dates now and immerse yourself in the rhythm of oceanfront island life.
$557 — $1,823 / night
Wailupe Beachfront Getaway
Honolulu, Oahu, Hawaii
·
12 5
$557 — $1,823 / night
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For assistance call us at 888.628.4896
Special Offer
Aloha Autumn Escape
Celebrate the season with sun, sand, and savings. Enjoy up to $3,000 off your stay when you book select homes for travel between September 1st and December 10th, 2025.
Offer applicable to stays between Sep 1 → Dec 10, 2025
Rates
*Please note, this property is strictly available for a 30-day minimum rental period due to County regulations. The property will be made exclusively available to the renter for a full period of 30-days and no one else may occupy the property during that period. Rates based on a 30 day rental period. Please Inquire for a detailed quote.
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Tax ID: TA-148-851-7632-01
Permit Number: TMK 350220050000
Honolulu, Oahu, Hawaii
Vacation Rental
Villa
4291 sq ft. on 2 floors
Guests
12
Bedrooms
5
Bathrooms
5
Beds
8
Half Bath
1
Ocean View
Ocean Front
Pets Allowed
Pool
Hot Tub
5 Bedrooms
12 guests
Primary Bedroom
Bed: King Bed·
En-Suite Bath with Shower and Bathtub·
Sofas·
Walk-In Closet·
Flat-Screen TV·
Desk·
Additional Seating·
Balcony·
Ocean View
Guest Bedroom Two
Bed: Queen Bed·
En-Suite Bath with Shower·
Flat-Screen TV·
Balcony·
Additional Seating·
Ocean View
Guest Bedroom Three
Bed: Queen Bed·
2 Bed: Twin Beds·
En-Suite Bath with Shower and Bathtub·
Flat-Screen TV·
Balcony·
Ocean View
Guest Bedroom Four
Bed: King Bed·
En-Suite Bath with Shower and Bathtub·
Flat-Screen TV·
Sofa·
Balcony·
Ocean View
Guest Bedroom Five (Studio)
Bed: King Bed·
Full Bed: Sofa Sleeper·
En-Suite Bath·
Kitchenette·
Dining Table - Seats 4·
Flat-Screen TV·
Balcony·
Ocean View
Amenities
Living Room
Sofas·
Flat-Screen TV·
Direct Access to Pool
Living Room Two
Multiple Seating Areas·
Lounge Seating·
Flat-Screen TV·
Direct Access to Patio and Pool
Kitchen
Fully Equipped Kitchen Stainless Steel Appliances·
Center Island
Dining Area
Dining Table - Seats 8·
Wet Bar
Outdoor Living
Pool·
Hot Tub·
Pool Waterfall·
Chaise Lounges·
Fire Pit·
Multiple Seating Areas·
Outdoor Furnished Patio·
BBQ Grill·
Ocean View
Garage
Parking
Laundry Area
Washer & Dryer·
Utility Sink
Powder Room
Deck Bathroom
Home Amenities
Short Walk to Beach·
Air Conditioning·
Ceiling Fan·
Wireless/WiFi Internet Access·
Blackout Drapes
Beach Supplies
2 Kayaks
Map
Attractions
Honolulu International Airport (HNL)
13.0 Miles
Nearest Airport
Kahala Mall
2.1 Miles
Restaurants, Shopping
Diamond Head State Monument
4.1 Miles
State Park
Hawaii Kai
5.0 Miles
Activities, Shopping & Restaurants
Hanauma Bay Nature Preserve
5.2 Miles
Beach, Snorkeling
Honolulu Zoo
5.5 Miles
Zoo, Sightseeing, Adventure & Exploring
Waikiki
6.2 Miles
Beach, Shopping & Restaurants
Ala Moana Center
6.4 Miles
Shopping Mall
Iolani Palace
8.5 Miles
Historical site
Makapu'u Beach Park
9.3 Miles
Big Waves, Boogie Boarding