Honolulu, Hawaii

Wailupe Seaside 4 Bedroom

4 bedrooms 5 beds 4 baths 10 guests 5.0 (2)

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

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.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jun 8, 2026$583Not Available30
Jun 9, 2026$583Not Available30
Jun 10, 2026$583Not Available30
Jun 11, 2026$583Not Available30
Jun 12, 2026$583Not Available30
Jun 13, 2026$583Not Available30
Jun 14, 2026$583Not Available30
Jun 15, 2026$583Not Available30
Jun 16, 2026$583Not Available30
Jun 17, 2026$583Not Available30
Jun 18, 2026$583Not Available30
Jun 19, 2026$583Not Available30
Jun 20, 2026$583Not Available30
Jun 21, 2026$583Not Available30
Jun 22, 2026$583Not Available30
Jun 23, 2026$583Not Available30
Jun 24, 2026$583Not Available30
Jun 25, 2026$583Not Available30
Jun 26, 2026$583Not Available30
Jun 27, 2026$583Not Available30
Jun 28, 2026$583Not Available30
Jun 29, 2026$583Not Available30
Jun 30, 2026$583Not Available30
Jul 1, 2026$667Not Available30
Jul 2, 2026$667Not Available30
Jul 3, 2026$667Not Available30
Jul 4, 2026$667Not Available30
Jul 5, 2026$667Not Available30
Jul 6, 2026$667Not Available30
Jul 7, 2026$667Not Available30
Jul 8, 2026$667Not Available30
Jul 9, 2026$667Not Available30
Jul 10, 2026$667Not Available30
Jul 11, 2026$667Not Available30
Jul 12, 2026$667Not Available30
Jul 13, 2026$667Not Available30
Jul 14, 2026$667Not Available30
Jul 15, 2026$667Not Available30
Jul 16, 2026$667Not Available30
Jul 17, 2026$667Not Available30
Jul 18, 2026$667Not Available30
Jul 19, 2026$667Not Available30
Jul 20, 2026$667Not Available30
Jul 21, 2026$667Not Available30
Jul 22, 2026$667Not Available30
Jul 23, 2026$667Not Available30
Jul 24, 2026$667Not Available30
Jul 25, 2026$667Not Available30
Jul 26, 2026$667Not Available30
Jul 27, 2026$667Not Available30
Jul 28, 2026$667Not Available30
Jul 29, 2026$667Not Available30
Jul 30, 2026$667Not Available30
Jul 31, 2026$667Not Available30
Aug 1, 2026$667Not Available30
Aug 2, 2026$667Not Available30
Aug 3, 2026$667Not Available30
Aug 4, 2026$667Not Available30
Aug 5, 2026$667Not Available30
Aug 6, 2026$667Not Available30
Aug 7, 2026$667Not Available30
Aug 8, 2026$667Not Available30
Aug 9, 2026$667Not Available30
Aug 10, 2026$667Not Available30
Aug 11, 2026$667Not Available30
Aug 12, 2026$667Not Available30
Aug 13, 2026$667Not Available30
Aug 14, 2026$667Not Available30
Aug 15, 2026$667Not Available30
Aug 16, 2026$667Not Available30
Aug 17, 2026$667Not Available30
Aug 18, 2026$667Not Available30
Aug 19, 2026$667Not Available30
Aug 20, 2026$667Not Available30
Aug 21, 2026$667Not Available30
Aug 22, 2026$667Not Available30
Aug 23, 2026$667Not Available30
Aug 24, 2026$667Not Available30
Aug 25, 2026$667Not Available30
Aug 26, 2026$667Not Available30
Aug 27, 2026$667Not Available30
Aug 28, 2026$667Not Available30
Aug 29, 2026$667Not Available30
Aug 30, 2026$667Not Available30
Aug 31, 2026$667Not Available30
Sep 1, 2026$500Not Available30
Sep 2, 2026$500Not Available30
Sep 3, 2026$500Not Available30
Sep 4, 2026$500Not Available30
Sep 5, 2026$500Not Available30
Sep 6, 2026$500Not Available30

Amenities

Beachfront
Waterfront
Ocean view
Pool outdoor
Hot tub
Balcony
Dryer
Garden

New · 2 reviews

Average rating will appear after 3 reviews

Sean
Sean
February 2026

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

Grace
Grace
August 2024

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

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

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.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 10 guests.