⛰Ocean & Diamond Head Views 8th floor with Balcony WAIKIKI GRAND HOTEL®From $142/night · Sleeps 2
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
⛰Ocean & Diamond Head Views 8th floor with Balcony WAIKIKI GRAND HOTEL®From $142/night · Sleeps 2
Come home to 311 and feel the warmth of the tans and browns of the decor.From $165/night · Sleeps 2
2 Double Beds & Full Kitchen Overlooking the PoolFrom $129/night · Sleeps 4
Makai Suite - 2 bdrm, 1 bath on Hawaii's Gold CoastFrom $295/night · Sleeps 4
Ocean Views 42nd Floor Penthouse "2bedrm/2bathFrom $308/night · Sleeps 4
Comfortable Spacious and Modern - PLUS Just 1min to Beach with Diamond Head ViewFrom $138/night · Sleeps 2
🎙'Music & Love'❤ is in the air -Bar & Pool onsite - WAIKIKI GRAND HOTEL® 308From $137/night · Sleeps 2
Great Waikiki Studio, Just Steps to Waikiki Beach, Zoo WAIKIKI GRAND HOTEL® 801From $118/night · Sleeps 2
37th Floor: Amazing Ocean View/Skyline, 2b/2b, Walk to Waikiki beaches.From $257/night · Sleeps 6
Hip and Modern Design at the Waikiki Grand Hotel® - 2 mins to Waikiki BeachFrom $106/night · Sleeps 2
1 Bedroom Diamond Head retreat with stunning ocean views & full kitchen.From $195/night · Sleeps 4
Central Waikiki Private Suite sleeps 4 in Popular HotelFrom $109/night · Sleeps 4
Gorgeous Ocean/Marina Views at the World-Famous Ilikai!From $339/night · Sleeps 4
Tropical Splendor! Ocean View w/Wraparound Lanai and Kitchen–Waikīkī Shore #600From $858/night · Sleeps 6
Ilikai Hotel, Amazing Ocean views! Most desirable location in Ilikai!From $637/night · Sleeps 6
Breezy Waikiki Apartment sleeps 7 with Free ParkingFrom $288/night · Sleeps 7
34th Floor Studio with Free ParkingFrom $114/night · Sleeps 3
Pool & close to Beaches, Elegant King Bed Studio (Sleeps 4) FREE Parking!From $126/night · Sleeps 4
Pool, Jacuzzis, Sauna, BBQ, Free Parking, WiFi, 5 Min to Beach & Mountain ViewFrom $200/night · Sleeps 4
High Floor, Partial Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!From $209/night · Sleeps 4
1 Bedroom Condo, 2 Queen Beds, Full kitchen & Free ParkingFrom $314/night · Sleeps 4
Delightful Studio on Lemon Road side at The Waikiki GrandFrom $108/night · Sleeps 2
Stunning City Lights Specious Condo – Steps to Waikiki BeachFrom $117/night · Sleeps 4
Waikiki 2BR, Walk to Beach, 1 Parking, AC & ViewFrom $744/night · Sleeps 6
Kuhio Village 804A Prime WAIKIKI Private ApartmentFrom $116/night · Sleeps 2
Skyline view retreat w/ rooftop poolFrom $188/night · Sleeps 4
Newer to CS rental market! Completely redone w/quality finishes & furnishings.From $256/night · Sleeps 4
Island Decor Condo w/Ocean View Lanai Dining Bar, Free WiFi–Waikīkī Shore #1306From $456/night · Sleeps 4
Cozy 14th floor condo overlooking the surrounding Waikiki area! Great price!From $184/night · Sleeps 2
39th Floor Unit with Spectacular Views!From $155/night · Sleeps 3
ALOHA-WAIKIKI FUN & CHARMING near BEACH 52From $83/night · Sleeps 2
Aston Waikiki Banyan 1BST2 | Pool & Hot TubFrom $171/night · Sleeps 4
Ocean View w/Kitchenette, Lanai, Washer/Dryer, WiFi, AC, – Waikīkī Shore #1314From $324/night · Sleeps 2
From $142/night
⛰Ocean & Diamond Head Views 8th floor with Balcony WAIKIKI GRAND HOTEL®
Honolulu, Hawaii
★★★★★ 8.6/10 · 68 reviews
Legally permitted short term rental⛰134 Kapahulu Ave 811⛰● Waikiki Grand Hotel Plumbing Construction Notice:To ensure the long-term comfort of our...
From $165/night
Come home to 311 and feel the warmth of the tans and browns of the decor.
Honolulu, Hawaii
★★★★★ 8.6/10 · 68 reviews
Legally permitted rental - ✈Waikiki Grand Hotel®134 Kapahulu Ave #311● Waikiki Grand Hotel Plumbing Construction Notice:To ensure the long-term...
From $129/night
2 Double Beds & Full Kitchen Overlooking the Pool
Honolulu, Hawaii
★★★★★ 8.6/10 · 67 reviews
Book this epic Waikiki studio-suite in central HonoluluSleeps 4 guests in 2 Queen-BedsEnjoy a∘Full Kitchen∘2 Queen-beds∘Private Lanai∘1 Block to...
From $295/night
Makai Suite - 2 bdrm, 1 bath on Hawaii's Gold Coast
Honolulu, Hawaii
★★★★★ 8.6/10 · 63 reviews
Listen to the ocean and feel the sea breezes sweep over you as you relax beneath the shadows of swaying coconut trees. Let the Makai Suite be your...
From $308/night
Ocean Views 42nd Floor Penthouse "2bedrm/2bath
Honolulu, Hawaii
★★★★★ 8.6/10 · 62 reviews
Summary:My place is close to Waikiki Beach just 10-15 minutes away! , great views, parks, restaurants and dining. You’ll love my place because of the...
From $138/night
Comfortable Spacious and Modern - PLUS Just 1min to Beach with Diamond Head View
Honolulu, Hawaii
★★★★★ 8.6/10 · 51 reviews
Legally permitted rental - Waikiki Grand Hotel®134 Kapahulu Ave #516● Waikiki Grand Hotel Plumbing Construction Notice:To ensure the long-term...
From $137/night
🎙'Music & Love'❤ is in the air -Bar & Pool onsite - WAIKIKI GRAND HOTEL® 308
Honolulu, Hawaii
★★★★★ 8.6/10 · 46 reviews
134 Kapahulu Ave 308Suite 308 is just above World famous Hula's Bar & Lei Stand at Waikiki Grand Hotel®Full bathroom w/Bathtub & shower combo is...
From $118/night
Great Waikiki Studio, Just Steps to Waikiki Beach, Zoo WAIKIKI GRAND HOTEL® 801
Honolulu, Hawaii
★★★★★ 8.6/10 · 39 reviews
134 Kapahulu Ave 801Enjoy our studio with a Queen Bed & a Full Kitchen801 is great for singles or couples looking to save a little money whilst still...
From $257/night
37th Floor: Amazing Ocean View/Skyline, 2b/2b, Walk to Waikiki beaches.
Honolulu, Hawaii
★★★★★ 8.6/10 · 36 reviews
Summary:Panoramic scenic views! Ocean waves by day, skyline by night. 10 minute walk to Waikiki beach, 15 minute walk to Ala Moana mall. Located in...
From $106/night
Hip and Modern Design at the Waikiki Grand Hotel® - 2 mins to Waikiki Beach
Honolulu, Hawaii
★★★★★ 8.6/10 · 32 reviews
Legally permitted rental - 134 Kapahulu Ave 322● Waikiki Grand Hotel Plumbing Construction Notice:To ensure the long-term comfort of our guests, the...
From $195/night
1 Bedroom Diamond Head retreat with stunning ocean views & full kitchen.
Honolulu, Hawaii
★★★★★ 8.6/10 · 22 reviews
LEGALLY PERMITTED STR- 🌬2947 Kalakaua Ave #1202🌬⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between...
From $109/night
Central Waikiki Private Suite sleeps 4 in Popular Hotel
Honolulu, Hawaii
★★★★★ 8.6/10 · 21 reviews
Legally permitted rental - 2425 Kuhio Ave. #403Sleeps 4 Guests in the Center of Waikiki w/Pool & 3 mins walk from Waikiki BeachWith 2 comfy double...
From $339/night
Gorgeous Ocean/Marina Views at the World-Famous Ilikai!
Honolulu, Hawaii
★★★★★ 8.6/10 · 21 reviews
Ilikai #1327 – 1777 Ala Moana Blvd.Soak in marina and ocean views from this spacious 13th-floor Ilikai studio, where a 120-sq-ft private lanai gives...
From $858/night
Tropical Splendor! Ocean View w/Wraparound Lanai and Kitchen–Waikīkī Shore #600
HONOLULU, Hawaii
★★★★★ 8.6/10 · 21 reviews
With chic décor and touches, this luxe 1,190sf corner suite defines tropical splendor! Friends and families embrace the space and amazing...
From $637/night
Ilikai Hotel, Amazing Ocean views! Most desirable location in Ilikai!
Honolulu, Hawaii
★★★★★ 8.6/10 · 20 reviews
Look no further, you've found PARADISE!! Located in the most DESIRABLE spot within the Ilikai Hotel, this corner 2-bedroom condo has the best views...
From $288/night
Breezy Waikiki Apartment sleeps 7 with Free Parking
Honolulu, Hawaii
★★★★★ 8.6/10 · 19 reviews
This very breezy apartment is perfect for families. There are two separate bedrooms one with a King size bed and the other with a queen bed. Both...
From $114/night
34th Floor Studio with Free Parking
Honolulu, Hawaii
★★★★★ 8.6/10 · 18 reviews
This 34th story condo features everything you need- Free covered parking, new furnishings, cappuccino coffee maker, king size bed and queen size sofa...
From $126/night
Pool & close to Beaches, Elegant King Bed Studio (Sleeps 4) FREE Parking!
Honolulu, Hawaii
★★★★★ 8.6/10 · 18 reviews
Legally permitted rental - 1850 Ala Moana Blvd #506** For your health and safety, we utilize additional Sterilization procedures between...
From $200/night
Pool, Jacuzzis, Sauna, BBQ, Free Parking, WiFi, 5 Min to Beach & Mountain View
Honolulu, Hawaii
★★★★★ 8.6/10 · 14 reviews
Short-term rental is available for an entire apartment at Waikiki Banyan, which opened in early 2021 after a complete renovation. The maximum...
From $209/night
High Floor, Partial Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Honolulu, Hawaii
★★★★★ 8.6/10 · 14 reviews
Fairway Villa #2202 – 2345 Ala Wai Blvd(30-NIGHT MINIMUM. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Soak in partial ocean views and...
From $314/night
1 Bedroom Condo, 2 Queen Beds, Full kitchen & Free Parking
Honolulu, Hawaii
★★★★★ 8.6/10 · 13 reviews
** As of April 2025 for approximately 10 - 14 months the pool deck at the Waikiki Banyan will be closed for renovations **The Waikiki Banyan is the...
From $108/night
Delightful Studio on Lemon Road side at The Waikiki Grand
Honolulu, Hawaii
★★★★★ 8.6/10 · 12 reviews
Legally permitted rental: 134 Kapahulu Ave #218Located on the Lemon Road side of the Waikiki Grand this comfortable and modern 2nd floor Studio is...
From $117/night
Stunning City Lights Specious Condo – Steps to Waikiki Beach
HONOLULU, Hawaii
★★★★★ 8.6/10 · 12 reviews
*******IMPORTANT NOTICE**********Exterior Painting & Spalling Repair Project at IlikaiThe Ilikai building has begun a major exterior improvement...
From $744/night
Waikiki 2BR, Walk to Beach, 1 Parking, AC & View
Honolulu, Hawaii
★★★★★ 8.6/10 · 12 reviews
Stay in the heart of Waikiki just two blocks from world-famous Waikiki Beach, with one complimentary parking space included. Located at Kuhio at...
From $116/night
Kuhio Village 804A Prime WAIKIKI Private Apartment
Honolulu, Hawaii
★★★★★ 8.6/10 · 11 reviews
Kuhio Village 804A Prime WAIKIKI Private ApartmentWalk into a comfortable and quiet studio with all the essentials that will give you a home like...
From $188/night
Skyline view retreat w/ rooftop pool
Honolulu, Hawaii
★★★★★ 8.6/10 · 10 reviews
Summary:Welcome to your Waikiki retreat on the 8th floor of the Pacific Monarch.- Rooftop pool, hot tub & sauna w/ panoramic views- Private lanai w/...
From $256/night
Newer to CS rental market! Completely redone w/quality finishes & furnishings.
Honolulu, Hawaii
★★★★★ 8.6/10 · 10 reviews
Amazing completely remodeled Diamond Head/Ocean view Colony Surf condo by renowned Japanese designer. Every detail meticulously crafted to satisfy...
From $456/night
Island Decor Condo w/Ocean View Lanai Dining Bar, Free WiFi–Waikīkī Shore #1306
HONOLULU, Hawaii
★★★★★ 8.6/10 · 10 reviews
Updated in 2015, this one-bedroom one-bathroom suite with Pacific Ocean views is the perfect home away from home! You’ll love the Hawaiian décor,...
From $184/night
Cozy 14th floor condo overlooking the surrounding Waikiki area! Great price!
Honolulu, Hawaii
★★★★★ 8.6/10 · 8 reviews
This condo is located on the 14th floor of the Ilikai Hotel. Look no further, you've found the BEST DEAL in Waikiki!! The flooring was recently...
From $155/night
39th Floor Unit with Spectacular Views!
Honolulu, Hawaii
★★★★★ 8.6/10 · 7 reviews
The Discovery Bay Condominium is situated in the westmost part of Waikiki, conveniently located within walking distance of Ala Moana Shopping Center...
From $83/night
ALOHA-WAIKIKI FUN & CHARMING near BEACH 52
Honolulu, Hawaii
★★★★★ 8.6/10 · 4 reviews
NEWLY REMODELED/LISTED! NEW LISTING! Tranquility in Waikiki...newly remodeled unit has all you need in Waikiki and just 2 short blocks from the...
From $171/night
Aston Waikiki Banyan 1BST2 | Pool & Hot Tub
Honolulu, Hawaii
★★★★★ 8.6/10 · 4 reviews
Aston at the Waikiki Banyan: Standard One-Bedroom with Fully Equipped Kitchen. Just 2 blocks to Waikiki Beach and Honolulu Zoo, Sleeps 4This...
From $324/night
Ocean View w/Kitchenette, Lanai, Washer/Dryer, WiFi, AC, – Waikīkī Shore #1314
HONOLULU, Hawaii
★★★★★ 8.6/10 · 4 reviews
Modern décor, open design, mirrored wall, and ample sunlight filtering in from windows and sliders make this 400sf studio seem larger than life! It’s...