Kahala Vacation Rentals

Kahala is an upscale Honolulu neighborhood that offers the best of both worlds - pristine white-sand beaches combined with the comfort of luxurious vacation rentals and all the amenities they come with. Choosing Kahala for your vacation destination comes with lots of benefits - you will be away from the hustle and bustle of Waikiki and in the same time be just a 10-minute drive away from it and its endless entertainment choices. Kahala is also within easy reach of a variety of beaches, as well as a world-class golf course. Browse through this fine selection of Kahala vacation homes below and find your perfect home away from home.

  • Studio with Great View & Close to Beach

    • Steps from the beach and Kalakaua Ave., this newly furnished studio is perfect for those wanting to be in the heart of Waikiki. • It is within walking distance to many main attractions such as Waikiki Beach, Kings Village, Honolulu Zoo and Aqua...

    0 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

    109 USD - 165 USD

    nightly

    712 USD - 712 USD

    weekly

    2,510 USD - 2,510 USD

    monthly

  • Bamboo Waikiki 209 Nice Studio Condo/Walk to Beach/Kitchnette/Pool/Jacuzzi/wifi

    This condo in the Aqua Bamboo Waikiki Hotel is located at 2425 Kuhio Ave. Just minutes away to Waikiki Beach. Walking distance to all attractions in Waikiki. You will have a full kitchen with all accessories so you can prepare meals during your st...

    0 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

    110 USD - 125 USD

    nightly

    655 USD - 744 USD

    weekly

    2,310 USD - 2,625 USD

    monthly

  • 2 Blocks from the Beach - 1 Bedroom

    Amazing location! Right in the heart of Waikiki , you are walking distance to all the classy boutiques, trendy shops, outstanding restaurants & popular celebrity-sighting cafes of Waikiki just 2 blocks from Kalakaua Ave, 2...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

    7,280 USD - 7,280 USD

    monthly

    146 USD - 237 USD

    nightly

  • Please...read the reviews. Bring your binochs

    Very rare Ossipoff (renowned HI architect) home at the top of Wilhelmina Rise. This 2B/2B professionally-designed home is highly stylized and contemporary yet VERY Hawaiiana - open/airy but extremely private, quiet and secluded. Unlike many hom...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Honolulu

    450 USD - 450 USD

    nightly

    3,150 USD - 3,150 USD

    weekly

    10,500 USD - 10,500 USD

    monthly

  • Tropical Oasis On The Slopes Of Diamond Head

    Exceptional Diamond Head Residence. Hale Nani Leahi. Classic Hawaiian style living at its best. Gourmet kitchen, media room, private courtyard, mature fruit trees in a tropical garden setting. Three suites each with its own bath rooms. walk in s...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Honolulu

    875 USD - 950 USD

    nightly

    20,925 USD - 21,600 USD

    monthly

  • Luxury High-Floor Corner Unit in Waikiki

    Corner Unit on 26th floor with spectacular views (Diamond Head, Koko Head, Mountains, and Ocean) Completely Renovated in 2014 Apartment comes fully furnished with luxury furniture and appliances Washer/Dryer, Dishwasher, Microwave, Oven, Refrig...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Honolulu

  • Waikiki Spacious One Bedroom Ocean View

    Fabulous ocean view condo on Waikiki beach with one bedroom, one bath, a tiki bar lanai for watching the sunset & surfers, & a parking space. Large flat screen TV, free internet, secured residential building, salt water pool, across Kalakaua Ave....

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Panoramic Views of the Ocean, Diamond Head and the Mountains

    Located on the main strip of Waikiki. Building has newly renovated lobbies, secured entry, 24 hour guard service, only 6 condo's per floor, pool, gym, AMAZING OCEAN, DIAMOND HEAD AND MOUNTAIN VIEWS. Surboard and bicycle storage available. Step...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Honolulu

  • Cozy Kaimuki Studio with amazing views

    This studio sleeps 4 comfortably with a king size bed, and a queen sofa sleeper, The small kitchen has all the amenities, tv, wifi, and a shared washer/dryer are also available. The studio has a lanai (deck) with a great view of Diamond Head! Nest...

    0 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Executive Honolulu Home with Spectacular View

    This 3 bedroom has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great View with 3 HD TV's with cable, free internet wifi, and a kitchen with granite counter tops and al...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Honolulu

  • Ocean View 20th Floor Condo In Waikiki Beach

    Amenities: Our studio sleeps 3 adults or 2 adults/2 kids maximum. The unit is fully remodeled and has 1 queen size bed. The sofa has a pullout full size bed. There is 1 bathroom with a shower/bath. Linens and towels are provided. The kitchen is fu...

    1 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Waikiki Beach

  • Private, executive, multi-family home with ocean and Diamond Head view

    Enjoy privacy and a sweeping Diamond Head ocean view. Relax and enjoy beautiful sunsets on the large covered 600 square foot patio. This newer 2-story, 3000 square foot home has an open floor plan with high ceilings and an ocean view from nearly e...

    4 Bedrooms, 4 Bathrooms, Sleeps 8

    HI>Honolulu

    4,865 USD - 5,775 USD

    weekly

    18,000 USD - 18,000 USD

    monthly

  • Clean & Cozy Waikiki Studio, Close To The Beach & Everything Free WiFi

    Located right in the heart of Waikiki, only two short blocks away from the beach and many fun and fine dining and shopping. Close to the Bus, public transportation. You don"t need rental car, close to everything. The studio is located in secure bu...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Honolulu

  • Diamond Head Waikiki Villa

    Elegant, peaceful and private luxurious estate! This Hawaiian home, hidden at the foothill of Diamond Head Crater, is a sanctuary that represents the pinnacle of island living. You will enter through the garden’s lush vine covered gates and w...

    4 Bedrooms, 4 Bathrooms, Sleeps 8

    HI>Honolulu

  • Bamboo Waikiki/1 Bedroom/3 Beds/Sleeps 4/Free WiFi/Walk To Beach/Pool/Jacuzzi

    The Bamboo Waikiki at 2425 Kuhio Avenue is an 80-unit boutique property within walking distance to the beach and features a garden pool area with jacuzzi & bbq grill, a beautifully appointed inner sanctuary (lobby) and conveniently located coin-op...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Gorgeous Estate on the Slopes of Diamond Head

    Treat yourself to ultimate island luxury in this architecturally designed $4M home on 15,000 sq ft lot in one of the most desired locations on Oahu's south shore. Nestled on the slopes of Diamond Head just outside of Waikiki, this exquisite estat...

    4 Bedrooms, 4 Bathrooms, Sleeps 9

    HI>Honolulu

  • Charming Historical Home - Crutchfield Estate

    Located just off the H-1 Koko Head exit, above Waikiki and Diamond Head in the historical neighborhood of Maunalani Heights. Maunalani Heights was the second suburb built in Honolulu in the 1930's. The Crutchfield Estate was built in 1931 and is o...

    3 Bedrooms, 2 Bathrooms, Sleeps 8

    HI>Honolulu

  • Fabulous Foster Towers

    Foster Towers is located at 2500 Kalakaua Avenue, the same prestigious address and many of the famous Waikiki Hotels at a fraction of the cost. You can sit on the lanai and watch surfers or swimmers in front of the Royal Hawaiian Hotel, or go do...

    1 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Honolulu

  • Colony Surf on the Spectacular Gold Coast!

    Colony surf a premier furnished 1 bedroom tastefully remodeled to a nearly 900 sf spacious over size suite. This is a must see intricately designed, furnished & decorated one of a kind unit. Whether a 1 month stay or two, this location will make y...

    1 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Honolulu

  • Enjoy Easy Access to Waikiki at this Diamond Head Gold Coast Property!

    Surf’s up at Waikiki Diamond Shores Villa, an oceanfront luxury vacation home on the Gold Coast at the foot of Diamond Head crater, in what is considered the Beverly Hills of Hawaii. A true oceanfront property, guests will enjoy its immediate prox...

    4 Bedrooms, 4 Bathrooms, Sleeps 8

    HI>Honolulu

  • South shore vacationing at its finest. Convenience at its best!

    Comfortable studio with private outdoor lanai, in a safe and convenient neighborhood. Enjoy your Hawaii vacation with all the comforts of home. Avoid 'hidden' costly resort and parking fees! This studio features a comfy king size bed, air condi...

    0 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Honolulu

  • Beautiful Brand New 7 Bedroom 4 Bathroom Home In Honolulu 5min Drive To Beach!

    Come stay in a Brand New built 7 Bedroom Home in Honolulu with TV Personality Adventuress Keiko Cakes. This Home was just built in 2015 and boasts a huge private driveway. Conveniently located and contemporary designed. Want to eat fresh food? Fe...

    7 Bedrooms, 4 Bathrooms, Sleeps 20

    HI>Honolulu

  • Luxury Historic Private Island Retreat, In Historic Gold Coast Neighborhood

    Brand new to the vacation rental market...Welcome to Hale Mahie! Nestled at the base of Diamond Head in the Historic Gold Coast neighborhood you'll find your own private paradise, Hale Mahie. Built in 1926 at the edge of Waikiki and beautifully ...

    4 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Honolulu

  • Executive Gold Coast Oceanfront Suite

    This is exquisitely decorated two bedroom Coral Strand suite provides nearly 360 degree panoramic views along the Gold Coast beyond Waikiki Beach and back around to the notorious Diamond Head. This spectacular oceanfront unit in the Coral Strand p...

    2 Bedrooms, 2 Bathrooms, Sleeps 2

    HI>Honolulu

  • 2 min to world famous Waikiki beach

    Amazing location! Right in the heart of Waikiki, you are walking distance to all the classy boutiques, trendy shops, outstanding restaurants & popular celebrity-sighting cafes of Waikiki just 2 blocks from Kalakaua Ave, 2 ...

    1 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Honolulu

  • Luxury remodeled Foster tower

    $4500,2br/2ba 1200sq ft luxury remodeled Foster Tower Available: from May 2017 Short/Long tern rental available : 1 to 12 months Bedrooms/Bathrooms: 2/2 Geographic area: Waikiki / Diamond Head Views: City view, Partial Waikiki Beach view # Parki...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Honolulu

  • Oceanview Cozy and Clean Waikiki Studio

    "I will miss this view", as one of our guests described. Looking out over Fort DeRussy park and the magnificent ocean. This condo is located a short 10min walk to Waikiks i beach. The view is all ocean with the Waikiki landscape to explore conveni...

    1 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Honolulu

  • Oceanfront Gem On Diamond Head Gold Coast

    Gold Coast living at it's absolute finest! This Colony Surf 1BR/1BA (studio layout) is an oceanfront gem with one of the most picturesque views of the South Shore. Kick your feet up on the window seat overlooking the Pacific blue. Watch the surf, ...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Beachfront Diamondhead Condo

    On the beach close to parks art and culture, great views, restaurants and shopping. Private beach access. Good for couples, solo adventurers, business travelers, families with kids, and pets. Assigned parking space when avail. Decorator detailed, ...

    0 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Relaxing, Oceanview, Garden Setting Apartment

    Lovely, fully furnished, ocean view apartment, with the ocean on one side, a golf course on the other side and the lovely Kahala Hotel, in walking distance through your private gate. Kahala Shopping Center is walking distance. Whole Foods located ...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Honolulu

  • Excellent view of ocean, park area and Diamond Head and close to Waikiki Beach.

    One bedroom, one bath, and sleeps 4, has one parking stall in secured parking area. Includes washer and dryer and full kitchen appliances. Renovated in 2013 and 2014 with new kitchen cabinets, granite counter tops, same in bathroom. New kitchen...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • Honolulu Hilltop Mansion - Great Multi-Family ~10% OFF MILITARY

    Great for multi-family vacations in Hawaii. Rimlot is the place for you! 4000+ Interior SQFT, 1 acre of land, 10' ceilings, chandeliers, fireplace, high speed Internet, xBox and 2 flat panel TVs with premium cable package. We are located in M...

    6 Bedrooms, 6 Bathrooms, Sleeps 16

    HI>Honolulu

  • Modern Garden Poolhouse | Steps to Pacific Ocean | Historic Oceanfront Community

    This modern secluded retreat is located in an exclusive oceanfront community. Wake-up to tranquil garden and mountain views. Return from your busy days to relax in the shade of a mango tree or lounge poolside. Fall asleep with pleasant tradewind...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Honolulu

  • Ocean Views And Beautiful Hawaiian Sunsets

    Large, well appointed 2 bed 2 bath condo located across the street from Waikiki Beach with direct ocean views from window. Condo sleeps up to 6 people comfortably: King in Master, Queen & Day bed in guest and futon on the lanai. New appliance...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Honolulu

  • COZY OCEAN VIEW FAMILY COTTAGE, 5 MIN TO OCEAN

    Looking for a place outside of the bustle of Downtown?? Then look no further! Hale Wa'a is perfect for you being centrally located between downtown Waikiki and the beautiful East Side of Hawaii Kai! MASTER BEDROOM - Queen Sized Bed - One Seater ...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Honolulu

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