We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Beach Rentals and Apartments in Kailua, HI

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 111 Rentals in Kailua
    loading...
    Travelers to Kailua are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    Sort by
    From
    $1,325
    / Night
    View Details
    1 / 29
    4 of 5 stars (1) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Inquiry
    From
    $185
    / Night
    View Details
    1 / 42
    5 of 5 stars (10) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (10) Make Inquiry
    From
    $300
    / Night
    View Details
    1 / 10
    5 of 5 stars (16) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (16) Make Inquiry
    From
    $3,150
    / Week
    View Details
    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • TV
    • Washer
    • Dryer
    • Deck
    • Wi-Fi
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming 2 bedroom Kailua Ohana is located just 1 house back from the beach, so just steps the sand (approx. 90). A perfect retreat for your family, this guest house has A/C as well as ceiling fans throughout and comfortably sleeps 4 guests. The first bedroom is furnished with a Queen Bed. The... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $4,500
    / Night
    View Details
    1 / 33
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Gym
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description The Paradise Point Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $147
    / Night
    View Details
    1 / 18
    5 of 5 stars (25) Excellent
    Studio / 1 Bathroom / Sleeps 3
    Overview Reviews (25) Make Inquiry
    Amenities & Details
    • Balcony
    • TV
    • Watersports Nearby
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Linens Provided
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Blossoms and palms welcome you as you enter the property. You are surrounded by shading trees and tropical flora. Just steps away is beautiful Lanikai Beach approximately 30 yards, just across the street. Lanikai is a quaint beachside community in Kailua on the island of Oahu. Our private,... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $900
    / Night
    View Details
    1 / 19
    5 of 5 stars (2) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Private Outdoor...
    • Deck
    • Air Conditioning
    • DVD Player
    • Boat Available
    • Mountain Views
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Located in the most prestigious area of Kailua, only a few houses away from where President Obama spends his Christmas vacation. This house is only one off the beach with Private Beach access. The house is 4 bedrooms with an additional room that can convert to a sleeping room. There are 4... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $2,065
    / Week
    View Details
    1 / 24
    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Watersports Nearby
    • Water Views
    • Waterfront
    • Ocean Views
    • Hot Tub
    • Water Park Nearby
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    BEAUTIFUL BEACHFRONT 1 bedroom 1 bath suite for 2 adults, or the whole 2+ bedroom 2 baths for 4-6. Tropical paradise directly on the quiet side of Kailua beach features a huge luxury home tucked away on a private beach lane. This fabulous home is designed with many giant windows and oversized... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $249
    / Night
    View Details
    1 / 15
    5 of 5 stars (2) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • TV
    • Refrigerator
    • Waterfront
    • Grill
    • Internet Access
    • Dryer
    • Washer
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a very unique beachfront apartment new to the rental market. The 'Surf House' was newly constructed in 2013 and is part of a larger, all custom, beachfront estate situated in a kama`aina (local) neighborhood. The owner of this property is a collector of Hawaiian surf memorabilia, and... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $1,800
    / Night
    View Details
    1 / 18
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Sauna
    • Washer
    • Internet Access
    • Patio
    • Dryer
    • Stereo System
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This multi-million dollar Beachfront home has over 3,100 spacious square feet of living space. The 6 bedrooms and 5 baths (plus a dry heat sauna) surround the large courtyard and pool creating a very unique and private layout. This home is the perfect gathering place for friends and family to enjoy... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    From
    $249
    / Night
    View Details
    1 / 19
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Linens Provided
    • Mountain Views
    • DVD Player
    • Patio
    • Parking
    • Refrigerator
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beach-side cabana was newly constructed in 2001 and remains in immaculate condition. Equipped with many amenities, it is located just 100 steps along a private beach access path to the shore of world-famous Kailua Beach. Enjoy the caressing tradewinds on your private lanai - surrounded by... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $115
    / Night
    View Details
    1 / 7
    4.5 of 5 stars (29) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (29) Make Inquiry
    Amenities & Details
    • Watersports Nearby
    • Dryer
    • Washer
    • Satellite TV
    • Stereo System
    • DVD Player
    • There Are Tennis...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Kailua Hale `Ohana is a spacious studio that can accommodate up to 2 guests. The Hale `Ohana is just a five minute walk away from the world famous Kailua Beach. With lots of nearby local activities such as kayaking, kite boarding, wind surfing, paddle boarding, snorkeling, hiking, and scuba... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $95
    / Night
    View Details
    1 / 10
    4.5 of 5 stars (20) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (20) Make Inquiry
    Amenities & Details
    • Deck
    • Linens Provided
    • Grill
    • TV
    • Patio
    • Wi-Fi
    • Refrigerator
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Studio with private bath, private entrance and kitchenette, close to Kailua Beach Park and Kailua town, very reasonable accommodation. The 240 sq foot Studio features a queenbed, loveseat, table and chairs, ceiling fan, TV, AC and telephone. High speed internet access. The kitchenette counter is... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $1,030
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (3) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 15
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Stereo System
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $950
    / Night
    View Details
    1 / 28
    6 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Grill
    • Stereo System
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    With access to the world-famous Kailua Beach and its turquoise waters being just four houses away and shops, restaurants and grocery nearby, the location of Helen's Beach House could not be more ideal. The exterior maintains a modest aesthetic, but this only serves as a cover of sorts for how... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96743
    From
    $4,900
    / Week
    View Details
    1 / 15
    5 of 5 stars (2) Excellent
    6 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Stereo System
    • DVD Player
    • Mountain Views
    • Satellite TV
    • Boat Available
    • Waterfront
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Location: Kailua, East Oahu, Oahu, Hawaii, USA (Kailua Beach -20 min from Honolulu - 25 min from the Airport) View Map Accommodations: House, 6 Bedrooms + Other (See Description), 3 Baths (Sleeps 11-12) Keywords: Private Home Enjoy your vacation in our island paradise -a spacious, clean and... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $650
    / Night
    View Details
    1 / 19
    4.5 of 5 stars (3) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • DVD Player
    • Fireplace
    • Mountain Views
    • Deck
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Aloha from the island of Oahu, and welcome to paradise! Ko'olau Vista Villa is a large, private, two-story family home with, four-bedrooms plus bonus room ( 5th bedroom), four-bath property located in beautiful Kailua, Hawaii. Known for its small town charm and friendliness, Kailua also offers... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $775
    / Night
    View Details
    1 / 19
    4 Bedrooms / 11 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Presented by Elite Pacific Properties Oahu's top volume luxury brokerage firm. This home is professional managed by a licensed property manager, BBB A+ rated. Ke'aloha meaning love is all around is your home away from home less than a minute walk to the world famous Kailua beach via the... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $1,500
    / Night
    View Details
    1 / 21
    4 Bedrooms / 11 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Presented by Elite Pacific Properties Oahu's top volume luxury brokerage firm. This home is professional managed by a licensed property manager, BBB A+ rated. Maluhia - House of Peace! Newly available!! View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $2,100
    / Night
    View Details
    1 / 19
    4 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Plumeria Hale is a gorgeous vacation home located on the Windward side of Oahu, near famous Kailua Beach Park and Lanikai. The home offers four bedrooms, all with plush furnishings. Two bedrooms have en-suite baths. The living space is designed around a great room that is perfect for family time... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $160
    / Night
    Payment Protection
    View Details
    1 / 22
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool...
    • There Are Tennis...
    • Watersports Nearby
    • Mountain Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning one-bedroom. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $695
    / Night
    Payment Protection
    View Details
    1 / 26
    5 of 5 stars (22) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (22) Make Inquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Water Views
    • Shared Outdoor Pool...
    • Deck
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This gorgeous, beautifully furnished Ocean View home is a stone's throw from Kailua Beach and sleeps up to 8 comfortably. There is a large, sparkling, fully tiled swimming pool, 2 jacuzzi tubs, central air conditioning, 3 large bedrooms with ocean views, and 4 baths. Dolphin Manor is an... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $450
    / Night
    Payment Protection
    View Details
    1 / 31
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Mountain Views
    • Fireplace
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    • Dryer
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Hawaiian Paradise, across the street is a short path to Kailua Beach, voted #1 beach in America by Conde Nast Traveler Magazine. A beautiful rather secluded beach far less crowed than most beaches in Hawaii. This private home is a home away from home. This 3 bedroom, 3 Bath property is completely... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $550
    / Night
    Payment Protection
    View Details
    1 / 32
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • DVD Player
    • Deck
    • Wi-Fi
    • Private Outdoor...
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Endless Summer Getaway.... the name says it all. This fabulous upgraded three bedroom three bath home boasts pride of ownership along with a feeling of hospitality. As you enter into the home you walk into the living/family room, then straight ahead is the sliding door that leads to the outdoor... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $1,500
    / Night
    View Details
    1 / 24
    5 of 5 stars (12) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (12) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Water Views
    • Shared Outdoor Pool...
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Stereo System
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Casual accommodations located on Kailua Beach, voted 'Best Beach in the United States' by a variety of publications. Five bedrooms and five and half baths make this an ideal home to enjoy on your next Oahu visit. Large outdoor deck spaces provide the perfect place to relax in the sun or enjoy a... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $875
    / Night
    Payment Protection
    View Details
    1 / 6
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Stereo System
    • Mountain Views
    • Internet Access
    • DVD Player
    • Satellite TV
    • Deck
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Old Hawaiiana steps from the world-famous, Lanikai Beach, this three bedroom, three bath retreat has the true feel of the Hawaii of yester-year. Hale Maluhia is tropically decorated with all amenities for your comfort. Art work has been hand selected from local artists. Marble and Travertine... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $330
    / Night
    Payment Protection
    View Details
    1 / 14
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Mountain Views
    • Satellite TV
    • Grill
    • Internet Access
    • Washer
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Makana's Place is a three bedroom, two bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home. Beautifully decorated with well quality furniture (Koa). Makana's Place features a full kitchen plus... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $650
    / Night
    Payment Protection
    View Details
    1 / 21
    6 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Deck
    • Air Conditioning
    • Internet Access
    • Dryer
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This home & location is a beach lovers paradise. Ideally set within a few steps to Kalama Beach park & world famous Kailua Beach. Fantastic family home with back yard that doesnt end. Newly refinished pool & deck with an extra 6th bedroom (cabana) for more privacy. Gorgeous solarium for... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $475
    / Night
    Payment Protection
    View Details
    1 / 21
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Dryer
    • Satellite TV
    • Grill
    • Refrigerator
    • Washer
    • Patio
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our Hawaiian-style 3 bedroom 3 bath vacation home is just steps from the sand of beautiful Kailua Beach on the island of Oahu. Hear the sounds of the surf at night and the trade winds through the coconut trees. Relax. Walk on the beach. Swim. Lay in the sun. Enjoy life Hawaiian-style. Our home is... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $1,120
    / Night
    View Details
    1 / 25
    4 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Stereo System
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description Come over and satisfy your Dream vacation! The reality of what you hoped for is Kapoho Hale. With the breathtaking view of Kailua Bay and the comfort of this home, you will keep dreaming even after your vacation! The Pacific View House, situated on Kapoho Cape in the Kaimalino... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $550
    / Night
    Payment Protection
    View Details
    1 / 27
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Hot Tub
    • Deck
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This Custom beachside home is steps from beautiful Kailua beach. It features a refreshing cobalt blue pool and spa, as well as, a gas firepit for those evenings by the pool. As it's a custom home it offers an indoor fire place and vaulted ceilings, wood floors, berber carpet and the original art... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $900
    / Night
    Payment Protection
    View Details
    1 / 2
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Private Outdoor...
    • Hot Tub
    • Wi-Fi
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Breath-taking views . . . luxurious details . . . This is Shangri-La by the Sea. Leave your worries behind as you step into this magical home. Nourish your soul as the waves break just outside your door. Rejuvenate your mind, and cherish friends and family as you settle into this luxurious,... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $195
    / Night
    Payment Protection
    View Details
    1 / 15
    1 Bedroom / 1 Bathroom / Sleeps 3
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Deck
    • TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome. This is it! This is the one you've been looking for. Enjoy sleeping on a comfortable King Size Bed. Convenient location in Kailua, clean and breezy, Air conditioned, Wi-Fi, and Ceiling Fans. Fully-Equipped Kitchen includes, microwave, toaster, coffee maker, 4-burner stove with oven, rice... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $115
    / Night
    Payment Protection
    View Details
    1 / 14
    1 Bedroom / 1 Bathroom / Sleeps 3
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Wi-Fi
    • Refrigerator
    • Dryer
    • Air Conditioning
    • Grill
    • Staffed Property
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lets be honest... one of the main reasons you're visiting Hawaii is for the beautiful weather year round and the jaw dropping beaches. Our vacation rentals are all within walking distance to one of the worlds most beautiful beaches, Kailua beach. Two of our properties (our Awakea & Ali'i... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $4,500
    / Night
    View Details
    1 / 26
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Dishwasher
    • Stereo System
    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Kailua Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of a modern... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu
    From
    $775
    / Night
    View Details
    1 / 24
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Water Views
    • Waterfront
    • Washer
    • Air Conditioning
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Kakela Kai is a well-maintained, nicely furnished four bedroom, three bath contemporary home with den and approx. 2,200 sq. ft. located in a security-gated neighborhood near the center of Kailua Beach. High ceilings and sliding glass doors in the main living areas provide a feeling of spaciousness... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $6,000
    / Night
    View Details
    1 / 26
    7 Bedrooms / 9 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • DVD Player
    • Hot Tub
    • Washer
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description Welcome to the PREMIER PROPERTY ON ALL OF OAHU. This 2-story, 8-bedroom home is indeed majestic. It has a spacious living room to welcome guests, warm beds after a fun day, a private courtyard, a cinema room, a full cooking cabana poolside, laid-back luxury at its finest. And if you're... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $1,565
    / Night
    View Details
    1 / 24
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Washer
    • Gym
    • Boat Available
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description Our BEACHFRONT home is designed to provide you with a perfect vacation retreat. The house is as close to the beach as you legally can build. The beach of Kailua is renown for its fine white sand, blue green waters and safety. This is not a crowded beach, but has a pleasant neighborhood... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $1,070
    / Night
    View Details
    1 / 23
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Wi-Fi
    • Grill
    • Private Outdoor...
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description This beautiful oceanfront home is located in Lanikai, Hi. It has amazing views of the Mokulua Islands. It's private, has gated lot with pool, hot tub, large grass lawn and separate guest house. The home has an open floor plan, a large, newly remodeled kitchen and bathroom, dining room... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $9,800
    / Week
    View Details
    1 / 25
    4 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Internet Access
    • Water Views
    • Hot Tub
    • Deck
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This uniquely positioned southwest facing oceanfront property is prominently situated at Kapoho Point in Kaimalino tucked in and protected on the bay side! This one-of-a-kind custom island-style home built in 2007 has approximately 180 linear feet of ocean frontage and captivates at every turn.... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $399
    / Night
    View Details
    1 / 25
    4 of 5 stars (1) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Hot Tub
    • Washer
    • Dryer
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description This European tropical retreat home is located in one of the most convenient areas of Kailua, easy access to Waikiki, Honolulu, the airport and both Waimanalo and Kailua beaches. Executive house is fully furnished and has everything you will need. Beautiful mountain views as soon as you... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $735
    / Night
    View Details
    1 / 16
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • Stereo System
    • Dryer
    • Wi-Fi
    • Grill
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description This Hawaiian style home is a perfect peaceful getaway for you and your extended family. It's just steps from one of the most beautiful tourist-free beaches on the island of Oahu. Listen to the waves crashing as you relax on the lanai, or barbeque for your group in true outdoor Hawaiian... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $569
    / Night
    View Details
    1 / 18
    2 of 5 stars (1) Poor
    5 Bedrooms / 3 Bathrooms / Sleeps 13
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Parking
    • Wi-Fi
    • Grill
    • Shared Outdoor Pool...
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description A very nice updated 5-bedroom home located on small cul de sac street with no traffic. You can walk to Kailua Beach accessible just 2 blocks away. The beach entrance is a private street entrance so you can walk to the beach and not have a large crowd on the beach. The white sands of... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $399
    / Night
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Internet Access
    • Dryer
    • Deck
    • Stereo System
    • Washer
    • DVD Player
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This European tropical retreat home is located in one of the most convenient areas of Kailua, easy access to Waikiki, Honolulu, the airport and both Waimanalo and Kailua beaches. Executive house is fully furnished and has everything you will need. Beautiful mountain views as soon as you step out of... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $5,600
    / Week
    View Details
    1 / 13
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Internet Access
    • Private Outdoor...
    • Refrigerator
    • Dryer
    • Stove
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This two bedroom, master-crafted luxury home is located on a quiet lane just steps from world renown Kailua Beach - voted one of the world's best beaches in numerous surveys. The home's island-inspired architecture provides a wonderful sense of place among the tropical vegetation and resort-like... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $899
    / Night
    View Details
    1 / 1
    8 Bedrooms / 4 Bathrooms / Sleeps 18
    Overview Make Inquiry
    Amenities & Details
    • Hot Tub
    • Washer
    • Dryer
    • Garage
    • Deck
    • Private Outdoor...
    • TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Description Tranquility House is located at the east part of the island of Oahu. It is surrounded by lush green mountains and just a few minutes walk to the sandy beach. The property has a peaceful atmosphere. Enjoy relaxing in this fully furnished home with an authentic island style. In this... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $1,125
    / Night
    View Details
    1 / 2
    6 Bedrooms / 5 Bathrooms / Sleeps 18
    Overview Make Inquiry
    Amenities & Details
    • Patio
    • Satellite TV
    • Internet Access
    • DVD Player
    • Private Outdoor...
    • Washer
    • Hot Tub
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $1,599
    / Night
    View Details
    1 / 24
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • Grill
    • Internet Access
    • Satellite TV
    • Dryer
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Casual accommodations located on Kailua Beach, voted 'Best Beach in the United States' by a variety of publications. Five bedrooms and five and half baths make this an ideal home to enjoy on your next Oahu visit. Large outdoor deck spaces provide the perfect place to relax in the sun or enjoy a... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $875
    / Night
    View Details
    1 / 22
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Washer
    • Waterfront
    • DVD Player
    • Satellite TV
    • Stereo System
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This executive beachfront home is right on Kailua Beach. Decorated with island-style rattan furnishings, ceiling fans throughout, cool white tile, and wood flooring. Central air conditioning, wonderful ocean views are just a few of the amenities. The gourmet kitchen comes with granite accents... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734
    From
    $1,300
    / Night
    View Details
    1 / 23
    5 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Deck
    • Waterfront
    • Internet Access
    • Water Views
    • Air Conditioning
    • Stereo System
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the world of John Walker. A Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). Mr. Walker's inviting presence is felt in the... View all property information
    Make Inquiry
    Location Information
    Kailua, Oahu 96734