Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!From $163/night · Sleeps 4
Marina, Bay and East Oahu
Hawaii Kai Vacation Rentals
Upscale Coastal Living Near Honolulu
Hawaii Kai is one of Oahu's most desirable residential communities, known for its spacious marina neighborhoods, oceanfront homes, and easy access to both natural wonders and urban attractions. Located just 20 minutes from Waikiki, Hawaii Kai offers a quieter, more scenic experience with high-end accommodations right for families, couples, and digital nomads.
Top Attractions Near Hawaii Kai
- Hanauma Bay Nature Preserve – premier snorkeling in protected reef waters
- Koko Head Crater Trail – a challenging climb with panoramic views
- Maunalua Bay – ideal for kayaking, SUP, and boating
- Hawaii Kai Towne Center – shopping, groceries, restaurants, and marina views
Key Features of Hawaii Kai Vacation Rentals
- Spacious homes and condos with marina or ocean views
- Private lanais, full kitchens, air conditioning, and free Wi-Fi
- Pool access, tropical landscaping, and outdoor entertainment areas
- Proximity to grocery stores, Costco, and waterfront dining
- Family-friendly layouts and executive work-from-paradise options
Who Should Stay in Hawaii Kai?
- Couples or families seeking luxury without the bustle of Waikiki
- Nature lovers who want to be near scenic hiking and snorkeling spots
- Professionals and long-term travelers needing space and amenities
- Boating and paddling enthusiasts who want access to Maunalua Bay
Explore More Nearby
If you're looking for additional upscale stays nearby, explore rentals in Kahala, Waikiki, or along Oahu's Windward Coast. Each offers its own unique mix of scenery and access.
Browse our curated selection of Hawaii Kai vacation rentals below and find a sophisticated stay in one of Oahu's most scenic and peaceful communities.
Rental Listings
Hawaii Kai Vacation Rentals Listings
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Hawaii Kai Vacation Rentals Map
Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!From $163/night · Sleeps 4
Executive Balinese Vacation Home in Hawaii KaiFrom $1,043/night · Sleeps 12
7-BEDROOM Home Spectacular Pool Walk Everywhere Around Hawaii KAI!From $825/night · Sleeps 16
Private Oceanfront 5BR! Family Home Hawaii KaiFrom $737/night · Sleeps 10
Luxury Hawaii Kai Villa – Ocean Views, Salt Pool & Guest Cottage, 5 Min to BeachFrom $482/night · Sleeps 12
2 bed 2 bath Hawaii Kai GetawayFrom $183/night · Sleeps 4
Designer Studio in Hawaii Kai! Close to beaches, shopping, and hiking!From $113/night · Sleeps 4
Hawaii Kai ~ Central Location ~ Oahu Perfection!From $272/night · Sleeps 6
Hawaii Kai Gem | Private Dock, AC, PoolFrom $303/night · Sleeps 5
*New* Maunalua Bay and Koko Head Views in Hawaii KaiFrom $372/night · Sleeps 8
Kuapa Isle Hawaii Kai Waterfront Home w/ Pool, Beach Access, Sports Court, LanaiFrom $393/night · Sleeps 4
Paradise Found! Hale Mahulia! Fabulous 3 BR Marina Home in Hawaii Kai!From $522/night · Sleeps 6
*NEW* Hawaii Kai 30-Night Home with Ocean Views and LanaiFrom $555/night · Sleeps 8
Amazing views! Exclusive & peaceful Hawaii Kai. Walk to ocean & hikes, Pool, AC,From $768/night · Sleeps 8
Nanea Kai Villa - Luxury Beachfront Estate in Hawaii KaiFrom $2,238/night · Sleeps 8
Ilikai Oceanfront RentalFrom $285/night · Sleeps 4
Waikiki Shore 2 Bedroom CondoFrom $448/night · Sleeps 6
Wonderful retreat, Fantastic View, Immaculate, Beautiful, Private and Peaceful!From $259/night · Sleeps 5
Full Ocean View - Steps to the Beach! Free Parking and Wi-FiFrom $290/night · Sleeps 2
Waikiki Shore Beach Front StudioFrom $241/night · Sleeps 2
Waikiki Shore 1404: The Full Beachfront Experience w/ Incredible Ocean Views!From $368/night · Sleeps 2
Waikiki Sunset 3110From $255/night · Sleeps 4
Resort Style with Hula Show, Fireworks and even Tiki Torches!From $250/night · Sleeps 4
Waikiki Beach PenthouseFrom $489/night · Sleeps 6
Newly renovated, Free Parking, One block to Waikiki BeachFrom $191/night · Sleeps 4
Please contact me for specific dates that you may be interested in.From $355/night · Sleeps 6
PARADISE PROMISED! Spacious 4 bedroom home, 3.5 bathroom, 2 kitchensFrom $2,100/night · Sleeps 8
NEW LISTING JULY 2023 Modern Renovated Condo - 1 block to beach, free parking!From $290/night · Sleeps 4
Waikiki Shore 1302From $783/night · Sleeps 4
Pacific Monarch Hotel Corner UnitFrom $191/night · Sleeps 3
Island Adventure: Minivan Rental, Contact UsFrom $350/night · Sleeps 8
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau RangeFrom $229/night · Sleeps 4
Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 Bed Room, No Resort FeeFrom $287/night · Sleeps 4
From $163/night
Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Kick back and relax in this calm, stylish condo located in Hawaii Kai in east Honolulu. This newly redesigned condo is outfitted with brand new, high...
From $1,043/night
Executive Balinese Vacation Home in Hawaii Kai
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
Aloha and welcome!Escape the busy energy of Waikīkī and unwind in this private Hawaii Kai mountain retreat. This stunning 4-bedroom, 3-bath...
From $825/night
7-BEDROOM Home Spectacular Pool Walk Everywhere Around Hawaii KAI!
Honolulu, Hawaii
★★★★★ 9.6/10 · 45 reviews
Hawaii Kai home is in a Prime Location with circular view of surrounding mountains including Koko Head Mountain. Also includes a view of the Koko...
From $737/night
Private Oceanfront 5BR! Family Home Hawaii Kai
Honolulu, Hawaii
★★★★★ 8.0/10 · 1 reviews
Ultimate retreat nestled in a chic oceanfront locale. This private oceanfront residence boasts its very own private staircase that descends to the...
From $482/night
Luxury Hawaii Kai Villa – Ocean Views, Salt Pool & Guest Cottage, 5 Min to Beach
Honolulu, Hawaii
★★★★★ 10.0/10 · 4 reviews
Villa Luana – Private Pool Retreat in Hawaii Kai, OahuVilla Luana is a peaceful Hawaii Kai retreat with a saltwater pool, jacuzzi, mountain views,...
From $183/night
2 bed 2 bath Hawaii Kai Getaway
Honolulu, Hawaii
★★★★★ 2 reviews
This fully furnished 2 bed, 2 bath unit with 1 parking spot located in Hawaii Kai is a peaceful getaway spot. The unit features a full kitchen,...
From $113/night
Designer Studio in Hawaii Kai! Close to beaches, shopping, and hiking!
Honolulu, Hawaii
Come and enjoy this newly updated and professionally designed studio in beautiful Hawaii Kai. This fresh and inviting space is the perfect getaway...
From $272/night
Hawaii Kai ~ Central Location ~ Oahu Perfection!
Honolulu, Hawaii
Stylish 3 bedroom, 3 bathroom home in centrally located Hawaii Kai. Walkable to shopping, grocery and fabulous restaurants! Enjoy the A/C or hang out...
From $303/night
Hawaii Kai Gem | Private Dock, AC, Pool
Honolulu, Hawaii
Wake up to shimmering canal views from your private lanai and dock. This spacious 3-bedroom, 2.5-bath townhome in Hawaii Kai`s coveted marina...
From $372/night
*New* Maunalua Bay and Koko Head Views in Hawaii Kai
Honolulu, Hawaii
Summary:Wake up to Maunalua Bay, Koko Marina, and Koko Head stretching across the view, then choose your Oahu adventure from a spacious Hawaii Kai...
From $393/night
Kuapa Isle Hawaii Kai Waterfront Home w/ Pool, Beach Access, Sports Court, Lanai
Honolulu, Hawaii
Summary:Make breakfast with the lagoon in view, then take the scenic drive to Sandy Beach or Hanauma Bay for a full day on Oahu's east side. This...
From $522/night
Paradise Found! Hale Mahulia! Fabulous 3 BR Marina Home in Hawaii Kai!
Honolulu, Hawaii
Fully furnished dream home! 30 day minimum stay. Gorgeous, serene marina-front home with boat dock, new split A/C system, large lanai on wide part of...
From $555/night
*NEW* Hawaii Kai 30-Night Home with Ocean Views and Lanai
Honolulu, Hawaii
Summary:Settle into a longer Oahu stay with ocean views, a broad covered lanai, and the sound of a koi pond in the garden. This upper Hahaione home...
From $768/night
Amazing views! Exclusive & peaceful Hawaii Kai. Walk to ocean & hikes, Pool, AC,
Honolulu, Hawaii
A pristine, quiet neighborhood on the backside of Hanauma Bay, your Honolulu/Oahu adventure begins at this lovely 4-bedroom house. With 2 king beds,...
From $2,238/night
Nanea Kai Villa - Luxury Beachfront Estate in Hawaii Kai
Honolulu, Hawaii
Nanea Kai Villa is a luxury 4-bedroom beachfront vacation rental in Hawaii Kai, offering direct access to a private sandy beach and breathtaking...
From $285/night
Ilikai Oceanfront Rental
Honolulu, Hawaii
★★★★★ 10.0/10 · 270 reviews
This property is a LEGAL SHORT TERM VACATION RENTAL located in the resort zoned, oceanfront, Ilikai Apt. Building! This gorgeous, bright and airy,...
From $448/night
Waikiki Shore 2 Bedroom Condo
Honolulu, Hawaii
★★★★★ 10.0/10 · 264 reviews
Welcome to our 2 bedroom Waikiki Shore Condo. This exclusive Waikiki Shore Condominium is located directly on Waikiki Beach, and is the only...
From $259/night
Wonderful retreat, Fantastic View, Immaculate, Beautiful, Private and Peaceful!
Honolulu, Hawaii
★★★★★ 10.0/10 · 203 reviews
Enjoy gorgeous unobstructed ocean, marina & mountain views from our beautiful guest house. Located on the ridge, in a safe, quiet and upscale...
From $290/night
Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi
Honolulu, Hawaii
★★★★★ 10.0/10 · 176 reviews
Enjoy waking up to paradise right outside your window. Step out on your private lanai and breathe in the sweet tropical air as you watch the graceful...
From $241/night
Waikiki Shore Beach Front Studio
Honolulu, Hawaii
★★★★★ 10.0/10 · 168 reviews
Large beach front studio (460 sq, ft,) located at the Waikiki Shore, the only condo building in Waikiki that is directly on Waikiki Beach. This unit...
From $368/night
Waikiki Shore 1404: The Full Beachfront Experience w/ Incredible Ocean Views!
Honolulu, Hawaii
★★★★★ 10.0/10 · 141 reviews
Waikiki Shore #1404 – 2161 Kalia Rd.Bask in cool trade wind breezes as you enjoy your morning coffee on the lanai or as you walk along beautiful...
From $255/night
Waikiki Sunset 3110
Honolulu, Hawaii
★★★★★ 10.0/10 · 136 reviews
See my other properties #3156864 and #3197017 and #3512192 for more 5-star reviews and to book multiple condos for large groups.Located on a high...
From $250/night
Resort Style with Hula Show, Fireworks and even Tiki Torches!
Honolulu, Hawaii
★★★★★ 10.0/10 · 130 reviews
The Ilikai is the first hotel-resort condominium developed in Hawaii and is one of the original landmarks of Waikiki. It is best known for being...
From $489/night
Waikiki Beach Penthouse
Honolulu, Hawaii
★★★★★ 10.0/10 · 128 reviews
Located just a block from Waikiki Beach and surrounded by top-tier hotels, this gorgeous penthouse condo offers the style and comfort of a luxury...
From $191/night
Newly renovated, Free Parking, One block to Waikiki Beach
Honolulu, Hawaii
★★★★★ 10.0/10 · 116 reviews
See my other Properties # 1503692 and #3156864 and #3512192 for my 5-STAR reviews and to book multiple units in the same building.Located in the...
From $355/night
Please contact me for specific dates that you may be interested in.
Honolulu, Hawaii
★★★★★ 10.0/10 · 115 reviews
This is your home away from home in an immaculate, spaciously designed guest house built for relaxing in comfort, style & convenience. This an...
From $2,100/night
PARADISE PROMISED! Spacious 4 bedroom home, 3.5 bathroom, 2 kitchens
Honolulu, Hawaii
★★★★★ 10.0/10 · 108 reviews
This property will only be made available once every 30 days to comply with the Hawaii rental laws. Rental contracts will reflect a 30 day rental...
From $290/night
NEW LISTING JULY 2023 Modern Renovated Condo - 1 block to beach, free parking!
Honolulu, Hawaii
★★★★★ 10.0/10 · 102 reviews
See my other Properties # 1503692 and # 3197017 and #3156864 for more 5-STAR reviews and to book multiple units in the same building.Located on the...
From $783/night
Waikiki Shore 1302
Honolulu, Hawaii
★★★★★ 10.0/10 · 101 reviews
Waikiki Shore #1302 – 2161 Kalia Rd.(ALL ONLINE RESERVATIONS CONSIDERED REQUESTS SUBJECT TO APPROVAL.)Experience one of Waikiki Shore’s most coveted...
From $191/night
Pacific Monarch Hotel Corner Unit
Honolulu, Hawaii
★★★★★ 10.0/10 · 93 reviews
Visits to Hawaii have always been expensive, but each year prices seem to go higher. However, I think if you compare my condo with other options, you...
From $350/night
Island Adventure: Minivan Rental, Contact Us
Honolulu, Hawaii
★★★★★ 10.0/10 · 89 reviews
Mahalo is the Hawaiian word for thanks, and a feeling of profound gratitude is what inspired this beautiful home. From the moment you arrive at Hale...
From $229/night
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
Honolulu, Hawaii
★★★★★ 10.0/10 · 85 reviews
*Check out our outstanding reviews! *Responsive host *1 block to Waikiki Beach*FREE parking (rare in Waikiki) + NO resort fee*High-floor views:...
From $287/night
Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 Bed Room, No Resort Fee
Honolulu, Hawaii
★★★★★ 10.0/10 · 80 reviews
Be ready to elevate your senses to a higher ground. This space is designed to harmonize your inner energies with modern yet soothing style to bring...