About the property
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.
Welcome to Wailupe Seaside 4 Bedroom by Gather: A serene beachfront paradise in Honolulu, perfect for up to 10 guests seeking a blend of luxury, comfort, and spectacular ocean views. Only 15 minutes from Waikiki Beach, this upscale home is your gateway to both tranquil seclusion and vibrant city life.
As you arrive at Wailupe Seaside 4 Bedroom, the first thing you’ll notice is the striking contrast between the peaceful oceanfront setting and its close proximity to the excitement of Honolulu. The home is nestled on the southeast shoreline of Oahu, between Kahala and Hawaii Kai, offering breathtaking ocean vistas and sunsets. The house has quite a bit of stairs, so it might not be the best fit for those who find stairs difficult or prefer a place without them.
Step inside to discover a bright and spacious living area with AC, where 10-foot sliding glass doors offer unobstructed views of the Pacific. The open-plan design seamlessly connects the kitchen, dining, and living spaces, creating a harmonious flow perfect for social gatherings or peaceful relaxation.
The heart of this stunning home is undoubtedly the amazing pool with ocean views, located directly off the living room on the second level. Whether for a morning swim or an evening soak, these amenities provide a luxurious space to unwind while soaking in the picturesque surroundings.
For sun enthusiasts, the expansive rooftop deck with BBQ, lounge chairs, and umbrella is an ideal spot. It’s perfect for sunbathing, enjoying a refreshing beverage, or simply gathering with friends and family to recount the day’s adventures.
Accommodations in this 4-bedroom, 4-bathroom home cater to up to 10 guests as follows:
Primary Bedroom (Room #1): Situated on the 2nd level with a King bed, air conditioning, and an en-suite bathroom featuring a jetted tub and dual vanity areas.
Room #2: Also on the 2nd level, featuring a Queen bed, air conditioning, and an en-suite bath with a shower/tub combination.
Room #3: A Queen-size bed with air conditioning, located on the 2nd level. A bathroom with a walk-in shower is conveniently located nearby.
Downstairs Suite (Room #4): This secluded area offers direct beach access and includes 2 Queen beds (separable by mahogany doors for privacy), a pull-out sofa bed, a kitchenette, AC, and an en-suite bath with a jetted tub and shower. It also houses the laundry facilities.
For larger groups, an additional Guest “Ohana” or Cottage is available for rent, featuring 2 bedrooms, a full kitchen with air conditioning, and a private beachfront garden area.
Guests will appreciate the convenience of two open-air parking spaces on the driveway.
Wailupe Seaside 4 Bedroom is perfectly situated for exploring Honolulu’s attractions, such as Hanauma Bay, Diamond Head Crater, and Waikiki Beach, with shops, grocery stores, and restaurants just minutes away.
Experience the ultimate Hawaiian retreat at Wailupe Seaside 4 Bedroom by Gather, where luxury meets the laid-back charm of island living. Book now for an unforgettable stay in Oahu’s sunny southern shore!
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.
TA-009-694-5664-01
TMK 350220040000
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.
Welcome to Wailupe Seaside 4 Bedroom by Gather: A serene beachfront paradise in Honolulu, perfect for up to 10 guests seeking a blend of luxury, comfort, and spectacular ocean views. Only 15 minutes from Waikiki Beach, this upscale home is your gateway to both tranquil seclusion and vibrant city life.
As you arrive at Wailupe Seaside 4 Bedroom, the first thing you’ll notice is the striking contrast between the peaceful oceanfront setting and its close proximity to the excitement of Honolulu. The home is nestled on the southeast shoreline of Oahu, between Kahala and Hawaii Kai, offering breathtaking ocean vistas and sunsets. The house has quite a bit of stairs, so it might not be the best fit for those who find stairs difficult or prefer a place without them.
Step inside to discover a bright and spacious living area with AC, where 10-foot sliding glass doors offer unobstructed views of the Pacific. The open-plan design seamlessly connects the kitchen, dining, and living spaces, creating a harmonious flow perfect for social gatherings or peaceful relaxation.
The heart of this stunning home is undoubtedly the amazing pool with ocean views, located directly off the living room on the second level. Whether for a morning swim or an evening soak, these amenities provide a luxurious space to unwind while soaking in the picturesque surroundings.
For sun enthusiasts, the expansive rooftop deck with BBQ, lounge chairs, and umbrella is an ideal spot. It’s perfect for sunbathing, enjoying a refreshing beverage, or simply gathering with friends and family to recount the day’s adventures.
Accommodations in this 4-bedroom, 4-bathroom home cater to up to 10 guests as follows:
Primary Bedroom (Room #1): Situated on the 2nd level with a King bed, air conditioning, and an en-suite bathroom featuring a jetted tub and dual vanity areas.
Room #2: Also on the 2nd level, featuring a Queen bed, air conditioning, and an en-suite bath with a shower/tub combination.
Room #3: A Queen-size bed with air conditioning, located on the 2nd level. A bathroom with a walk-in shower is conveniently located nearby.
Downstairs Suite (Room #4): This secluded area offers direct beach access and includes 2 Queen beds (separable by mahogany doors for privacy), a pull-out sofa bed, a kitchenette, AC, and an en-suite bath with a jetted tub and shower. It also houses the laundry facilities.
For larger groups, an additional Guest “Ohana” or Cottage is available for rent, featuring 2 bedrooms, a full kitchen with air conditioning, and a private beachfront garden area.
Guests will appreciate the convenience of two open-air parking spaces on the driveway.
Wailupe Seaside 4 Bedroom is perfectly situated for exploring Honolulu’s attractions, such as Hanauma Bay, Diamond Head Crater, and Waikiki Beach, with shops, grocery stores, and restaurants just minutes away.
Experience the ultimate Hawaiian retreat at Wailupe Seaside 4 Bedroom by Gather, where luxury meets the laid-back charm of island living. Book now for an unforgettable stay in Oahu’s sunny southern shore!
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.
TA-009-694-5664-01
TMK 350220040000
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.
Welcome to Wailupe Seaside 4 Bedroom by Gather: A serene beachfront paradise in Honolulu, perfect for up to 10 guests seeking a blend of luxury, comfort, and spectacular ocean views. Only 15 minutes from Waikiki Beach, this upscale home is your gateway to both tranquil seclusion and vibrant city life.
As you arrive at Wailupe Seaside 4 Bedroom, the first thing you’ll notice is the striking contrast between the peaceful oceanfront setting and its close proximity to the excitement of Honolulu. The home is nestled on the southeast shoreline of Oahu, between Kahala and Hawaii Kai, offering breathtaking ocean vistas and sunsets. The house has quite a bit of stairs, so it might not be the best fit for those who find stairs difficult or prefer a place without them.
Step inside to discover a bright and spacious living area with AC, where 10-foot sliding glass doors offer unobstructed views of the Pacific. The open-plan design seamlessly connects the kitchen, dining, and living spaces, creating a harmonious flow perfect for social gatherings or peaceful relaxation.
The heart of this stunning home is undoubtedly the amazing pool with ocean views, located directly off the living room on the second level. Whether for a morning swim or an evening soak, these amenities provide a luxurious space to unwind while soaking in the picturesque surroundings.
For sun enthusiasts, the expansive rooftop deck with BBQ, lounge chairs, and umbrella is an ideal spot. It’s perfect for sunbathing, enjoying a refreshing beverage, or simply gathering with friends and family to recount the day’s adventures.
Accommodations in this 4-bedroom, 4-bathroom home cater to up to 10 guests as follows:
Primary Bedroom (Room #1): Situated on the 2nd level with a King bed, air conditioning, and an en-suite bathroom featuring a jetted tub and dual vanity areas.
Room #2: Also on the 2nd level, featuring a Queen bed, air conditioning, and an en-suite bath with a shower/tub combination.
Room #3: A Queen-size bed with air conditioning, located on the 2nd level. A bathroom with a walk-in shower is conveniently located nearby.
Downstairs Suite (Room #4): This secluded area offers direct beach access and includes 2 Queen beds (separable by mahogany doors for privacy), a pull-out sofa bed, a kitchenette, AC, and an en-suite bath with a jetted tub and shower. It also houses the laundry facilities.
For larger groups, an additional Guest “Ohana” or Cottage is available for rent, featuring 2 bedrooms, a full kitchen with air conditioning, and a private beachfront garden area.
Guests will appreciate the convenience of two open-air parking spaces on the driveway.
Wailupe Seaside 4 Bedroom is perfectly situated for exploring Honolulu’s attractions, such as Hanauma Bay, Diamond Head Crater, and Waikiki Beach, with shops, grocery stores, and restaurants just minutes away.
Experience the ultimate Hawaiian retreat at Wailupe Seaside 4 Bedroom by Gather, where luxury meets the laid-back charm of island living. Book now for an unforgettable stay in Oahu’s sunny southern shore!
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.
TA-009-694-5664-01
TMK 350220040000
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jun 8, 2026 | $583 | Not Available | 30 |
| Jun 9, 2026 | $583 | Not Available | 30 |
| Jun 10, 2026 | $583 | Not Available | 30 |
| Jun 11, 2026 | $583 | Not Available | 30 |
| Jun 12, 2026 | $583 | Not Available | 30 |
| Jun 13, 2026 | $583 | Not Available | 30 |
| Jun 14, 2026 | $583 | Not Available | 30 |
| Jun 15, 2026 | $583 | Not Available | 30 |
| Jun 16, 2026 | $583 | Not Available | 30 |
| Jun 17, 2026 | $583 | Not Available | 30 |
| Jun 18, 2026 | $583 | Not Available | 30 |
| Jun 19, 2026 | $583 | Not Available | 30 |
| Jun 20, 2026 | $583 | Not Available | 30 |
| Jun 21, 2026 | $583 | Not Available | 30 |
| Jun 22, 2026 | $583 | Not Available | 30 |
| Jun 23, 2026 | $583 | Not Available | 30 |
| Jun 24, 2026 | $583 | Not Available | 30 |
| Jun 25, 2026 | $583 | Not Available | 30 |
| Jun 26, 2026 | $583 | Not Available | 30 |
| Jun 27, 2026 | $583 | Not Available | 30 |
| Jun 28, 2026 | $583 | Not Available | 30 |
| Jun 29, 2026 | $583 | Not Available | 30 |
| Jun 30, 2026 | $583 | Not Available | 30 |
| Jul 1, 2026 | $667 | Not Available | 30 |
| Jul 2, 2026 | $667 | Not Available | 30 |
| Jul 3, 2026 | $667 | Not Available | 30 |
| Jul 4, 2026 | $667 | Not Available | 30 |
| Jul 5, 2026 | $667 | Not Available | 30 |
| Jul 6, 2026 | $667 | Not Available | 30 |
| Jul 7, 2026 | $667 | Not Available | 30 |
| Jul 8, 2026 | $667 | Not Available | 30 |
| Jul 9, 2026 | $667 | Not Available | 30 |
| Jul 10, 2026 | $667 | Not Available | 30 |
| Jul 11, 2026 | $667 | Not Available | 30 |
| Jul 12, 2026 | $667 | Not Available | 30 |
| Jul 13, 2026 | $667 | Not Available | 30 |
| Jul 14, 2026 | $667 | Not Available | 30 |
| Jul 15, 2026 | $667 | Not Available | 30 |
| Jul 16, 2026 | $667 | Not Available | 30 |
| Jul 17, 2026 | $667 | Not Available | 30 |
| Jul 18, 2026 | $667 | Not Available | 30 |
| Jul 19, 2026 | $667 | Not Available | 30 |
| Jul 20, 2026 | $667 | Not Available | 30 |
| Jul 21, 2026 | $667 | Not Available | 30 |
| Jul 22, 2026 | $667 | Not Available | 30 |
| Jul 23, 2026 | $667 | Not Available | 30 |
| Jul 24, 2026 | $667 | Not Available | 30 |
| Jul 25, 2026 | $667 | Not Available | 30 |
| Jul 26, 2026 | $667 | Not Available | 30 |
| Jul 27, 2026 | $667 | Not Available | 30 |
| Jul 28, 2026 | $667 | Not Available | 30 |
| Jul 29, 2026 | $667 | Not Available | 30 |
| Jul 30, 2026 | $667 | Not Available | 30 |
| Jul 31, 2026 | $667 | Not Available | 30 |
| Aug 1, 2026 | $667 | Not Available | 30 |
| Aug 2, 2026 | $667 | Not Available | 30 |
| Aug 3, 2026 | $667 | Not Available | 30 |
| Aug 4, 2026 | $667 | Not Available | 30 |
| Aug 5, 2026 | $667 | Not Available | 30 |
| Aug 6, 2026 | $667 | Not Available | 30 |
| Aug 7, 2026 | $667 | Not Available | 30 |
| Aug 8, 2026 | $667 | Not Available | 30 |
| Aug 9, 2026 | $667 | Not Available | 30 |
| Aug 10, 2026 | $667 | Not Available | 30 |
| Aug 11, 2026 | $667 | Not Available | 30 |
| Aug 12, 2026 | $667 | Not Available | 30 |
| Aug 13, 2026 | $667 | Not Available | 30 |
| Aug 14, 2026 | $667 | Not Available | 30 |
| Aug 15, 2026 | $667 | Not Available | 30 |
| Aug 16, 2026 | $667 | Not Available | 30 |
| Aug 17, 2026 | $667 | Not Available | 30 |
| Aug 18, 2026 | $667 | Not Available | 30 |
| Aug 19, 2026 | $667 | Not Available | 30 |
| Aug 20, 2026 | $667 | Not Available | 30 |
| Aug 21, 2026 | $667 | Not Available | 30 |
| Aug 22, 2026 | $667 | Not Available | 30 |
| Aug 23, 2026 | $667 | Not Available | 30 |
| Aug 24, 2026 | $667 | Not Available | 30 |
| Aug 25, 2026 | $667 | Not Available | 30 |
| Aug 26, 2026 | $667 | Not Available | 30 |
| Aug 27, 2026 | $667 | Not Available | 30 |
| Aug 28, 2026 | $667 | Not Available | 30 |
| Aug 29, 2026 | $667 | Not Available | 30 |
| Aug 30, 2026 | $667 | Not Available | 30 |
| Aug 31, 2026 | $667 | Not Available | 30 |
| Sep 1, 2026 | $500 | Not Available | 30 |
| Sep 2, 2026 | $500 | Not Available | 30 |
| Sep 3, 2026 | $500 | Not Available | 30 |
| Sep 4, 2026 | $500 | Not Available | 30 |
| Sep 5, 2026 | $500 | Not Available | 30 |
| Sep 6, 2026 | $500 | Not Available | 30 |
Amenities
New · 2 reviews
Average rating will appear after 3 reviews

Great house, beautiful view, parking took a few days to get used to along busy highway <br/>Rooftop deck was a plus as was the pool and spa <br/>Great house with some great ohana memories

A modern beachfront home that is conveniently located to anywhere around Honolulu and beyond! We spent all of July at the house, and it had everything we needed - from an abundance of towels and kitchen wares, to ample starter supplies and water floats. <br/>It's spacious with amazing ocean and Wailupe Peninsula views. The bedrooms are private with dedicated bathrooms, and one could almost be considered its own studio apartment downstairs. We spent a lot of time in the swimming pool or sitting on the shallow portion, and we explored the reefs along the beach. <br/>Finally, very detailed instructions on the ins and outs of the house were provided, including recommendations and telephone numbers. Our family highly recommends this property!
Where you'll be
Honolulu, Hawaii, 96821, US
📍 – View directions to the home via the Google Maps link: https://maps.app.goo.gl/fafgZfzLYVMQN3QcA – This link will take you from Daniel K. Inouye International Airport (HNL) directly to the property: 5017 Kalanianaole Hwy, Honolulu, HI 96821
📍 – View directions to the home via the Google Maps link: https://maps.app.goo.gl/fafgZfzLYVMQN3QcA – This link will take you from Daniel K. Inouye International Airport (HNL) directly to the property: 5017 Kalanianaole Hwy, Honolulu, HI 96821
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
Things to know
Cancellation policy
Free cancellation up to 14 days before check-in. 50% refund up to 7 days before. No refund after that. Review full policy.