Aston Waikīkī Beach Tower by Gather 2BR Condo w/ Oceanview, Pool & LanaiFrom $454/night · Sleeps 6
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
Aston Waikīkī Beach Tower by Gather 2BR Condo w/ Oceanview, Pool & LanaiFrom $454/night · Sleeps 6
Immersed in nature Home w/ A/C, bbq area, Hale PoolaFrom $457/night · Sleeps 10
Stunning Fairway Views, Home "E"-Clean-New-Gated, near Jbphh, Cage # Available.From $469/night · Sleeps 8
Luxury Living near Pearl HARBOR/CAMP Smith, Home "G", Golf Course Views, AC/EVSEFrom $509/night · Sleeps 8
Modern 3Bed, 2Bath Walking Distance to Beach! AC, 1 Free Parking, and More!From $529/night · Sleeps 7
Island Style Elegance on a Beach AccessFrom $605/night · Sleeps 10
Convenient to Waikiki Large 3000 sqft 4br 2ba house in East HonoluluFrom $643/night · Sleeps 8
Oceanfront Condo W Free Valet Parking & BalconyFrom $791/night · Sleeps 6
Kahala Breeze: Modern Tropical Home with Pool & Private YardFrom $928/night · Sleeps 8
ALOHA-WAIKIKI 2 Blocks 2 Shoreline of BEACH and Upgraded!!!From $83/night · Sleeps 2
Recently Renovated Studio in Palms at WaikikiFrom $90/night · Sleeps 4
Sweet & Cozy in Honolulu Free WIFI & ACFrom $131/night · Sleeps 3
KING BED, Spacious, Legal, VIEWFrom $142/night · Sleeps 3
Charming 1-bedroom apartment in Waikiki. 1 block from the beachFrom $144/night · Sleeps 3
Aqua Aloha Surf Waikiki 1401 | City Views – Pool & BBQFrom $157/night · Sleeps 4
New Waikiki Boutique Condo 1.5 blocks to the sands of Waikiki Beach!From $161/night · Sleeps 3
Aqua Aloha Surf Waikiki 1007 | City View Suite – Pool & BBQFrom $163/night · Sleeps 4
Cleaning fee waived!! 5 mins to the Beach/ OCEAN+Mt View. Centrally locatedFrom $164/night · Sleeps 5
Zero bedroom apartment in United States of America, HonoluluFrom $166/night · Sleeps 4
Ocean View•1 BR Corner Condo•Mins to Waikiki BeachFrom $167/night · Sleeps 4
Spacious Studio with AC and WiFi, Just One Block from Waikiki BeachFrom $183/night · Sleeps 3
Renovated spacious condo in Waikiki with central AC in waterfront buildingFrom $211/night · Sleeps 3
Luxury Living in Allure Waikiki with Free ParkingFrom $223/night · Sleeps 3
Breathtaking Ocean Views from Quiet Beachfront Condo! Free Parking & Wi-Fi!From $223/night · Sleeps 2
Lovely 1-bedroom condo w/beach view, mountain views, WiFi, AC & FREE ParkingFrom $226/night · Sleeps 6
Unique 8th Floor King bedroom condo Full kitchen Sleeps 3From $236/night · Sleeps 3
*Remodeled Oceanfront in Waikiki - Ilikai MarinaFrom $250/night · Sleeps 4
Part Ocean View, Beach Theme 23rd Fl, Free Parking with WiFi, ACFrom $258/night · Sleeps 4
Waikiki Landmark #2304 – Luxurious 2-Bedroom, 2.5-Bath with Parking in Waikiki!From $265/night · Sleeps 4
Luxury 30th floor 2 bedroom condo in WaikikiFrom $275/night · Sleeps 8
Recent RENO! Fits 6, FREE parkingFrom $286/night · Sleeps 6
Spacious 750 sq ft LUX Suite w/Mtn, Ocean, & City view @ Royal Garden WaikikiFrom $300/night · Sleeps 6
Just steps to beach! Gorgeous Partial Ocean View at Waikiki Shore!From $316/night · Sleeps 2
From $454/night
Aston Waikīkī Beach Tower by Gather 2BR Condo w/ Oceanview, Pool & Lanai
Honolulu, Hawaii
★★★★★ 10.0/10 · 4 reviews
Overlooking Waikiki’s sparkling shoreline, Aston Waikiki Beach Tower by Gather is a bright and stylish two-bedroom, two-bathroom retreat set in the...
From $457/night
Immersed in nature Home w/ A/C, bbq area, Hale Poola
Honolulu, Hawaii
★★★★★ 10.0/10 · 4 reviews
Retreat to Hale Poola by Gather, a serene five-bedroom, three-bathroom home nestled in the peaceful neighborhood of Aina Haina. Designed for those...
From $469/night
Stunning Fairway Views, Home "E"-Clean-New-Gated, near Jbphh, Cage # Available.
Honolulu, Hawaii
★★★★★ 10.0/10 · 4 reviews
Welcome to Hillside Perfection overlooking the fairways at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, air conditioned executive...
From $509/night
Luxury Living near Pearl HARBOR/CAMP Smith, Home "G", Golf Course Views, AC/EVSE
Honolulu, Hawaii
★★★★★ 10.0/10 · 4 reviews
Welcome to Quiet Hillside Perfection overlooking the Greens at Golf Ridge Homes!Discover your ideal, fully furnished, quiet 5 bedroom, 4.5 bath, air...
From $529/night
Modern 3Bed, 2Bath Walking Distance to Beach! AC, 1 Free Parking, and More!
Honolulu, Hawaii
★★★★★ 10.0/10 · 4 reviews
Two blocks from the beach and free parking! Aloha from Waikiki! Thank you for considering our short-term vacation rental company. We are pleased to...
From $605/night
Island Style Elegance on a Beach Access
Honolulu, Hawaii
★★★★★ 10.0/10 · 4 reviews
Island style elegance with beach access.Immerse yourself in the island inspired luxury of Portlock Paradise. Sitting on large lush ocean access...
From $643/night
Convenient to Waikiki Large 3000 sqft 4br 2ba house in East Honolulu
Honolulu, Hawaii
★★★★★ 10.0/10 · 4 reviews
*please read property description thoroughly*Come stay at my large, private, extra-comfortable, 4 bedrooms 3000 sqft house in a located in beautiful...
From $791/night
Oceanfront Condo W Free Valet Parking & Balcony
Honolulu, Hawaii
★★★★★ 10.0/10 · 4 reviews
This luxury apartment lies in the heart of Waikiki and is the perfect place to relax with friends and family. Sit on the balcony and sip a drink...
From $928/night
Kahala Breeze: Modern Tropical Home with Pool & Private Yard
Honolulu, Hawaii
★★★★★ 10.0/10 · 4 reviews
Kahala Breeze is a luxury 4-bedroom, 4.5-bathroom estate in Honolulu's upscale Kahala neighborhood, offering open-concept indoor/outdoor living,...
From $83/night
ALOHA-WAIKIKI 2 Blocks 2 Shoreline of BEACH and Upgraded!!!
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Located just two short blocks from the shoreline, this unit features a comfy queen sized bed, free wifi, a kitchenette, private bathroom and a...
From $90/night
Recently Renovated Studio in Palms at Waikiki
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Sweeping views of Waikiki are visible from the 8th floor through the main living space through the floor-to-ceiling sliding glass doors. You will...
From $131/night
Sweet & Cozy in Honolulu Free WIFI & AC
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Summary:Welcome to the heart of Honolulu. Sweet and cozy one bedroom will newly updated kitchen and bathroom vanity. Keep it cool with A/Cs in the...
From $142/night
KING BED, Spacious, Legal, VIEW
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations,...
From $144/night
Charming 1-bedroom apartment in Waikiki. 1 block from the beach
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Welcome to your perfect Waikiki home base. This bright, comfortable 1-bedroom condo on the 4th floor is just a short walk to Waikiki Beach, shopping,...
From $157/night
Aqua Aloha Surf Waikiki 1401 | City Views – Pool & BBQ
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Aqua Aloha Surf Waikiki 1401 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin...
From $161/night
New Waikiki Boutique Condo 1.5 blocks to the sands of Waikiki Beach!
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
This boutique condo is just 1½ blocks to the pristine sands of Waikiki Beach! Newly renovated studio with a fully equipped kitchenette, and beautiful...
From $163/night
Aqua Aloha Surf Waikiki 1007 | City View Suite – Pool & BBQ
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Aqua Aloha Surf Waikiki #1007, Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, (1) Queens Sofa...
From $164/night
Cleaning fee waived!! 5 mins to the Beach/ OCEAN+Mt View. Centrally located
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Aloha!Breathtaking ocean and diamond head view right from the 32nd floor, features a spacious 1100 square feet with central AC and an open concept...
From $166/night
Zero bedroom apartment in United States of America, Honolulu
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Enjoy breathtaking ocean, city, and mountain views from this newly upgraded penthouse studio in Waikiki. Perfect for up to 4 guests, this modern...
From $167/night
Ocean View•1 BR Corner Condo•Mins to Waikiki Beach
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Experience breathtaking, panoramic ocean views from this stunning top-floor 1-bedroom condo in the heart of Waikiki. This spacious retreat offers an...
From $183/night
Spacious Studio with AC and WiFi, Just One Block from Waikiki Beach
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Just one block from Waikiki Beach! Located on the Diamond Head side of Waikiki, this spacious studio offers two queen beds, a full kitchen, bathroom,...
From $211/night
Renovated spacious condo in Waikiki with central AC in waterfront building
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Your cozy getaway awaits in Honolulu at this charming condo. Step inside to find a bright, comfortable space with a spacious king size bed,...
From $223/night
Luxury Living in Allure Waikiki with Free Parking
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Indulge in an elegant and spacious 1 bed 1 bath plus powder room with large balcony luxury condo unit in the prestigious Allure Waikiki. The unit is...
From $223/night
Breathtaking Ocean Views from Quiet Beachfront Condo! Free Parking & Wi-Fi!
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Colony Surf #1005 – 2895 Kalakaua Ave(30-NIGHT MINIMUM. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month...
From $226/night
Lovely 1-bedroom condo w/beach view, mountain views, WiFi, AC & FREE Parking
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Waikiki is waiting for you at this amazing 1-bedroom condo. The lovely 1 bedroom features two queen beds and full kitchen. Enjoy the excellent...
From $236/night
Unique 8th Floor King bedroom condo Full kitchen Sleeps 3
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Legally Permitted Rental - WAIKIKI GRAND HOTEL®815 One-bedroom Suite 2 Rooms in 1 Space1 King Bed1 Sofa BedFULL KITCHEN● Waikiki Grand Hotel Plumbing...
From $250/night
*Remodeled Oceanfront in Waikiki - Ilikai Marina
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking...
From $258/night
Part Ocean View, Beach Theme 23rd Fl, Free Parking with WiFi, AC
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
*We prioritize cleanliness! We inspect and re-clean the unit, and personally launder linens without harsh chemicals.*Welcome to our 1BR condo in the...
From $265/night
Waikiki Landmark #2304 – Luxurious 2-Bedroom, 2.5-Bath with Parking in Waikiki!
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Experience luxury living in this 2 bdrm/2.5 baths/1 parking, corner-end unit at Waikiki Landmark! Located in the Makai Tower, this unit offers...
From $275/night
Luxury 30th floor 2 bedroom condo in Waikiki
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Luxury living with 24hr state of the art gym and resort like pool and bbq area. Smart TV. Washer and dryer. Great location with walking distance to...
From $286/night
Recent RENO! Fits 6, FREE parking
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
You & your family or friends will be close to everything at this centrally-located oasis in Waikiki. A couple minutes to the beach, surfing, the...
From $300/night
Spacious 750 sq ft LUX Suite w/Mtn, Ocean, & City view @ Royal Garden Waikiki
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Escape to paradise at The Obsidian Oasis, a spacious 750 sq ft suite, newly renovated and upgraded for luxury and comfort. Located in the renowned...
From $316/night
Just steps to beach! Gorgeous Partial Ocean View at Waikiki Shore!
Honolulu, Hawaii
★★★★★ 10.0/10 · 3 reviews
Waikiki Shore #314 – 2161 Kalia RdStep straight from the building onto Waikiki Beach, then come home to lush Fort DeRussy Park views with a partial...