Honolulu Listings

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Nightly $2500.00 - $29000.00

Luxury Oceanfront Estate: Royal Kahala Estate Honolulu, Hawaii, Listing ID: 30104

Royal Kahala Estate is Oahu’s most luxurious vacation rental near the foot of Diamond Head. The exquisite home features seven bedrooms, eight full baths, and a half-bath, encompassing 14,000 square feet all within a private beachfront estate. This stylish and exclusive...

  • Estate
  • 13000
  •  8
  •  9 1/2
Nightly $327.00 - $4400.00

Historic Home+guest cottage in Kahala near the Beach w/Pool & AC: Ho'okipa Villa Honolulu, Hawaii, Listing ID: 30105

Kahala Luxury Living Welcome to Ho'okipa Villa! Built in 1938 and recently renovated, this luxury home offers a unique combination of vintage and modern beach charm. Four bedrooms and three bathrooms comprise the main home, including the Master Bedroom with an ensuite bath as...

  • House
  • 3010
  •  5
  •  4
Nightly $200.00 - $1200.00

Immersed in nature Home w/ A/C, bbq area, Hale Poola Honolulu, Hawaii, Listing ID: 30106

This five-bedroom, three-bathroom home sits in the wonderful quiet neighborhood of Aina Haina. The home offers the perfect retreat for families hoping to avoid the hustle and bustle of Waikiki, yet remain close to all the attractions of south Oahu. Unassuming, Private...

  • House
  • 1678
  •  5
  •  3
Nightly $1335.00 - $5000.00

Gorgeous Oceanfront Home w/Private Pool, Jacuzzi, & Sunset Views. Moana Lani Honolulu, Hawaii, Listing ID: 30107

Welcome Home to 'Moana Lani'! Are you ready for a truly private and awe-inspiring waterfront vacation? This oceanfront estate designed by Philip 'Pip' White, offers sunsets and views galore! All while being centrally located 10 minutes to Kahala and 5 minutes to Hawaii Kai!!...

  • House
  • 5103
  •  5
  •  5 1/2
Nightly $175.00 - $1500.00

Family fun Cottage w/Private Pool,A/C, walk to Beach and shops, Kahala Cottage Honolulu, Hawaii, Listing ID: 30108

This home-away-from-home exudes island style and comfort! Open, airy Kahala Cottage features two charming living spaces, a nicely-appointed kitchen, and a dedicated dining area that allow guests to enjoy quality time together at home. Flexible sleeping options enable it to...

  • House
  • 1628
  •  2
  •  2
Nightly $367.00 - $3500.00

Luxury Home w/Cottage, Private Saltwater Pool & Observatory Deck: Villa Luana Honolulu, Hawaii, Listing ID: 30111

Villa Luana (meaning happy or content) provides an ideal setting for relaxing in blissful comfort. With several living spaces, a gourmet kitchen, and a large dining area, high speed WIFI, this elegant home perfectly accommodates everything from multi-generational families to...

  • House
  • 4500
  •  6
  •  6
Nightly $550.00 - $2200.00

One-of-a-Kind Home w/Pool, A/C, chef's kitchen and Mountain Views - Hale Laulea Honolulu, Hawaii, Listing ID: 30112

Heavenly Hale Laulea, or “house of peace and happiness,” rests on Kamehame Ridge in South Oahu’s exclusive Hawaii Kai neighborhood. Unpack and unwind in this spacious contemporary four-bedroom, three-bathroom home. A Private Oasis Hale Laulea features sleek, modern...

  • House
  • 2990
  •  4
  •  3
Nightly $300.00 - $1995.00

Charming Spanish Colonial Historic Home,Ocean Views,A/C,Near Waikiki. Hale Mahie Honolulu, Hawaii, Listing ID: 30115

A 10-minute walk from Waikiki, discover your own private paradise nestled at the base of Diamond Head in Honolulu’s renowned Gold Coast. Built in 1926 and beautifully remodeled with modern luxuries, Hale Mahie is notable as an example of the Spanish Colonial Revival style,...

  • House
  • 3795
  •  4
  •  3 1/2
Nightly $333.00 - $3200.00

Tropical Home w/Pool, Yard, Outdoor Lanai for Entertaining, & A/C. Hale Niuiki Honolulu, Hawaii, Listing ID: 30118

High Class Luxury E komo mai (welcome) to Hale Niuiki! The home's expansive open floor plan seamlessly connects the living and dining spaces to the newly-remodeled kitchen, allowing large groups endless options for spending time together. Stone floors, elegant wood-beam...

  • House
  • 3265
  •  4
  •  4
Nightly $250.00 - $451.00

Oceanfront Condo w/Views of Diamond Head & Seaside Pool. Executive Gold Coast Honolulu, Hawaii, Listing ID: 30120

This 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. Spectacular oceanfront unit provides tropical elegance overlooking the blue Pacific...

  • Condo
  • 1456
  •  2
  •  2
Nightly $450.00 - $3200.00

Oceanfront Home w/Pool, A/C, and stunning Sunset Views, Hale Kai Honolulu, Hawaii, Listing ID: 30121

Hale Kai offers space and comfort in a chic oceanfront setting. The pristine, private ocean front house has its own staircase leading down to the stunning shoreline of Maunaloa Bay. Centrally located in Portlock, just a few minutes' walk or drive from marina-front dining and...

  • House
  • 0
  •  5
  •  3 1/2
Nightly $280.00 - $2250.00

Large Tropical Modern Home w/Pool, Ocean / Koko Head Views, & A/C. Makani Lani Honolulu, Hawaii, Listing ID: 30122

Make lasting memories with your family in this tropical retreat. Located in Hawaii Kai on a quiet cul-de-sac, Makani Lani provides expansive views and a spa-like setting near all the attractions of south Oahu. The main floor of Makani Lani offers commanding views of Koko Crater...

  • House
  • 2567
  •  5
  •  3 1/2
Nightly $167.00 - $662.00

Modern Water Front Condo w/Gorgeous Views, A/C, Yard, & Shared Pool. Ohana Kai Honolulu, Hawaii, Listing ID: 30124

Enjoy your own waterfront slice of Hawaii at Ohana Kai! Located in a gated community along Hawaii Kai’s stunning waterway, you’ll enjoy marina and Koko Head views from every room. Unwind in the casual charm of this peaceful paradise with its open floor plan and stylish...

  • Condo
  • 1464
  •  3
  •  2 1/2
Nightly $450.00 - $3150.00

Luxury family friendly Home w/Pool,AC,soaking tub,Diamond Head Views,Aloha Nalu Honolulu, Hawaii, Listing ID: 30126

Discover one of Oahu's luxury vacation rentals with its gorgeous private pool terrace overlooking the Pacific Ocean and Diamond Head, Aloha Nalu (meaning “warm, welcoming sea”) will surely sweep you into the spirit of aloha. The villa sits on the side of Koko Crater among...

  • House
  • 3387
  •  4
  •  3 1/2
Nightly $416.00 - $3600.00

Modern Tropical Home w/Pool, Private Yard, & A/C. Kahala Breeze Honolulu, Hawaii, Listing ID: 30127

Experience the laidback luxury and authentic island living of Kahala Breeze, a spacious four-bedroom home that features elegant decor and design cohesive with the natural beauty that surrounds it.  An abundance of windows in the living area allows for maximum light and fresh...

  • House
  • 3022
  •  4
  •  4 1/2
Nightly $2125.00 - $946000.00

Luxury Oceanfront Estate: Maunalua Bay Estate Honolulu, Hawaii, Listing ID: 30129

Oahu's Newest Luxury Estate Maunalua Bay Estate is the newest residence in the collection of ultra-luxury homes designed by renowned Hawaii Architect Jim McPeak and built by San Diego based developer Mark Gosselin. This estate is a modern take on Oahu's well-known Banyan House....

  • House
  • 8800
  •  6
  •  7 1/2
Nightly $225.00 - $6000.00

Posh Oceanview Condo w/Resort Pool & Spa, AC & Spacious Lanai - Park Lane Palm Honolulu, Hawaii, Listing ID: 30130

Intentional Interiors The Park Lane Palm Resort suite is equipped with a full modern living, kitchen and dining area which comfortably accommodates six. In the evening, lounge on the sofa for some television time. The primary suite features a sumptuous king-size bed and spa-like...

  • Condo
  • 1635
  •  2
  •  2
Nightly $167.00 - $1300.00

Elegant Home overlooking the Marina w/Jacuzzi, Outdoor space, AC, Holoholo Hale Honolulu, Hawaii, Listing ID: 30133

Discover one of our most recent additions to the vacation rental market on Oahu! Enjoy your own slice of Hawaii waterfront at Holo Holo Hale, located in safe and small community along Hawaii Kai’s stunning waterway... Unwind in the casual charm of this peaceful paradise with...

  • House
  • 1890
  •  4
  •  2
Nightly $667.00 - $4721.00

Luxurious Kahala Grand Splendor: Private Home w/Pool, Spa, AC & Lush Landscaping Honolulu, Hawaii, Listing ID: 30138

Admiration starts at first glance with this contemporary vacation residence, located in a luxury residential area in Kahala, right at the slopes of Diamond Head. The luxury residence was completed in 2015, boasting a huge pool, luxurious rooms with extravagant details, and...

  • House
  • 5002
  •  5
  •  4 1/2
Nightly $350.00 - $4219.00

Beautiful Nautical-Themed Home w/AC, Yard, Private Pool & Spa: Kahala Seaside Honolulu, Hawaii, Listing ID: 30139

Welcome to Kahala Seaside, a spacious two-story garden view home featuring four bedrooms, three-and-a-half bathrooms, and lush garden views. Nestled in the upscale seaside burg of Kahala, you’ll have access to all the fun and excitement of Waikiki, including luxury shopping,...

  • House
  • 2355
  •  4
  •  3 1/2
Nightly $600.00 - $3500.00

Lavish Oceanfront Estate w/Pool, Spa & AC - Close to Beaches: Maunalua Sunset Honolulu, Hawaii, Listing ID: 30140

Situated in the famed oceanside neighborhood of Portlock on a rare double-sized ocean lot, this Hawaii Kai vacation rental home provides the ultimate in privacy and accommodations for your large group. Multiple estate structures surround a tropical courtyard and...

  • House
  • 3339
  •  6
  •  6 1/2
Nightly $1667.00 - $25000.00

Extravagant Kahala Beachside Estate w/Pool, Jacuzzi, AC & Spacious Yard Honolulu, Hawaii, Listing ID: 30142

This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details. Boasting an extraordinary beachfront location, this private Kahala vacation rental estate provides all the modern luxury features your large group requires, with the charm of...

  • House
  • 7860
  •  7
  •  8
Nightly $533.00 - $7000.00

Gold Coast Oceanfront Home w/AC & Gorgeous Views: Diamond Head Surf House Honolulu, Hawaii, Listing ID: 30144

Completely immerse yourself into the island life in this brand-new, picturesque Diamond Head luxury vacation rental. With its striking ocean views and ideal location nestled between Diamond Head and Waikiki, it’s no wonder that time moves a little more slowly in this coveted...

  • House
  • 3047
  •  3
  •  3 1/2
Nightly $750.00 - $4253.00

Balinese-inspired decor Home immersed in nature w/ Private Pool, Kahala Lani Honolulu, Hawaii, Listing ID: 30150

Ideal for multi-generational families and golf enthusiasts, this exquisite five bedroom, four bath home blends both island-style and Balinese touches to create the ultimate vacation home. Spread over 20,000 square feet, this property sleeps 14 guests and boasts incredible...

  • House
  • 4339
  •  5
  •  4
Nightly $584.00 - $3796.00

Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi Honolulu, Hawaii, Listing ID: 30156

Let your dream tropical vacation begin when you step into the olden days of Hawai’i here at Hale Le’ahi, an illustrious and expansive 3 story plantation board and baton wood-framed estate located on the lower slopes of the world famous Diamond Head Crater on the southern tip...

  • Estate
  • 4200
  •  5
  •  4
Nightly $383.00 - $2250.00

Modern Private Oasis w/ Private Pool/Hot Tub, Sauna, AC & BBQ: Hale Ho'omaha Honolulu, Hawaii, Listing ID: 30158

E komo mai (welcome) to Hale Ho’omaha, the house of relaxation! The home's expansive open floor plan seamlessly connects the living and dining spaces to outdoors, allowing large groups endless options for spending time together. Modern island furnishings and tropical...

  • House
  • 3069
  •  5
  •  3 1/2
Nightly $650.00 - $6000.00

Luxury Condo w/ Resort Pool/Spa, AC, Ocean View & Spacious Lanai: Park Lane Sky Honolulu, Hawaii, Listing ID: 30162

Intentional Interiors The Park Lane Sky Resort suite is equipped with a full modern living, kitchen, and dining area which comfortably accommodates six. In the evening, lounge on the sofa or additional seating in the living area for some television time or catch up with family...

  • Condo
  • 2700
  •  3
  •  3 1/2
Nightly $283.00 - $3000.00

Luxury Gold Coast Home w/ AC and Backyard: Hale Nui Honolulu, Hawaii, Listing ID: 30178

Nestled into a peaceful neighborhood on the Gold coast beside Diamond Head Crater, this luxury vacation rental will give you the island feel you’ve been waiting for. Surrounded by lush greenery and swaying palm trees, this stunning beach house sits elegantly in Hawaii’s...

  • House
  • 2096
  •  4
  •  3
Nightly $300.00 - $2836.00

New Listing! Marina-front Home Near the Ocean w/Private Pool & AC: Nani Wai Honolulu, Hawaii, Listing ID: 30179

Located in the upscale neighborhood of Hawai’i Kai, Nani Wai is a 5-bedroom, 4-bathroom gated home located on a marina and with views of the majestic Koko Crater. This spacious home is ideal for larger groups, with lots of room to spread out both indoors and out, so you can...

  • House
  • 3206
  •  5
  •  4
Nightly $600.00 - $1750.00

Luxury, Pool, AC & Stunning Ocean Views: Hale Makana Honolulu, Hawaii, Listing ID: 30181

Hale Makana is a luxurious, single-level estate in Hawaii Kai’s most coveted oceanfront neighborhood. This five-bedroom, seven-bathroom property is the perfect getaway for single and joint families. With front yard views worthy of a postcard, you can expect to find paradise in...

  • House
  • 4643
  •  5
  •  7
Nightly $934.00 - $7475.00

Luxury Villa w/ Ocean View, Private Pool, Superb Design: Diamond Head Grandeur Honolulu, Hawaii, Listing ID: 30167

Find peace and tranquility in your very own 5-bedroom, 5.5-bathroom villa here at Diamond Head Grandeur in the centralized neighborhood of Kahala on Oahu. Around the corner from the Diamond Head State Monument, this stunning property is just 15 minutes from downtown Honolulu and...

  • Villa
  • 5727
  •  5
  •  5 1/2
Monthly $2985.00 - $3787.00

Superb Studio Oceanview 43rd-Floor | Balcony Honolulu, Hawaii, Listing ID: 33040

Island Colony is nestled on the shores of beautiful Waikiki. Take a dip in the pool or hot tub, relax on the sundeck, or enjoy the view from your private lanai. Check out the shops at the Aloha Marketplace or Ala Moana Shopping center, just a few miles away. Take a one-mile walk...

  • Studio
  • 419
  •  0
  •  1
Monthly $2480.00 - $3680.00

Studio Waterview 35th-Floor | Balcony | Pool Honolulu, Hawaii, Listing ID: 33041

Welcome to Island Colony -- the perfect choice for travelers looking to be immersed in the culture of Waikiki. This building offers guests convenient access to everything the neighborhood has to offer as well as luxury on-site amenities to help make your stay that much more...

  • Studio
  • 316
  •  0
  •  1
Monthly $2920.00 - $3850.00

Luxe Studio Oceanview 42nd-Floor | Balcony Honolulu, Hawaii, Listing ID: 33042

Find yourself in paradise at this family-friendly, deluxe studio by the water complete with a furnished lanai and access to several on-site amenities including a shared pool, hot tub, dry sauna, fitness center, and a BBQ area. Those looking to swim, surf, stroll along the...

  • Studio
  • 400
  •  0
  •  1
Monthly $2138.00 - $2594.00

Remodeled Studio Oceanview 32nd-Floor | Balcony Honolulu, Hawaii, Listing ID: 33043

Open the door and let the amazement set in as you walk into this beautiful studio unit that has been remodeled from top to bottom. The hardwood flooring and quartz counters will upgrade your experience and make your Island Colony stay one of comfort and relaxation. Enjoy a cold...

  • Studio
  • 440
  •  0
  •  1
Monthly $5572.00 - $6355.00

Relaxing 2BR Near Beach | W/D | Desk | WiFi Honolulu, Hawaii, Listing ID: 33044

Location, location, location! This rare gem, bungalow home in the heart of Waikiki is ideal for a family beach vacation or surfing getaway with friends. Make your way to the world-famous Waikiki Beach and Waikiki surf spots such as Canoes and Queens less than a half-mile away....

  • House
  • 1145
  •  2
  •  2
Monthly $4192.00 - $8099.00

Zen ocean-view 3BR with balcony & W/D Honolulu, Hawaii, Listing ID: 33045

You're sure to find your zen at this slice of paradise. From a gorgeous lanai to a lush garden, this stunning home offers exceptional outdoor space. Follow the charming stone path to the tropical backyard and spend afternoons reading or simply relaxing to the soothing sounds of...

  • House
  • 1010
  •  3
  •  2
Monthly $4983.00 - $6475.00

Luxury 2BR Oceanview 27th-Floor | Balcony | Pool Honolulu, Hawaii, Listing ID: 33047

Luxury living in the heart of Waikiki! Perfect for a family getaway or couples' retreat, this tropical beauty boasts high-end features and resort amenities with central walkability to shopping, dining, and beach access. The bright interior features an elegant, modern design with...

  • Condo
  • 1308
  •  2
  •  2
Monthly $3640.00 - $4320.00

Ocean-view corner 3BR condo - 90 night min Honolulu, Hawaii, Listing ID: 33048

Admire expansive vistas from this modern corner condo, overlooking the mountains, the city, and the Ala Wai Canal. You'll even enjoy peek-a-boo ocean views from your breezy wraparound balcony! Just a half mile from Fort DeRussy Beach, you'll enjoy a central location with quick...

  • Condo
  • 896
  •  2
  •  2
Monthly $5050.00 - $6058.00

Upgraded 2BR | W/D | Walk to Waikiki | Lanai Honolulu, Hawaii, Listing ID: 33049

Admire a beautiful view of Diamond Head from this refined, two-bedroom home in Honolulu, where you'll be within walking distance of Waikiki Beach and its many attractions and activities. This gorgeous property is the ground floor of a duplex, offering a fenced yard full of...

  • House
  • 3200
  •  2
  •  2
Monthly $2871.00 - $4991.00

20th-floor corner unit w/Balcony, Heated Pool & Hot Tub, Saunas, Gym, Pool Table, Gas grills, Ocean view, Riverfront! Honolulu, Hawaii, Listing ID: 33050

20th-floor corner condo with lanai, prime location, pool & hot tub

Spend a spectacular season in the heart of Honolulu at this newly renovated condo on the 20th floor of Island Colony. Enjoy beautiful views, fantastic resort amenities, and a prime location within...

  • Condo
  • 570
  •  1
  •  1
Monthly $4200.00 - $4660.00

1BR Mountainview 24th-Floor | Pool Honolulu, Hawaii, Listing ID: 33052

Welcome to your home away from home at this urban paradise retreat! This gorgeous 24th-floor condo is conveniently located in the financial district of Honolulu, just a few blocks from Hawaii Pacific University, Chinatown, Aloha Tower harbor shops, the State Capital, popular...

  • Condo
  • 575
  •  1
  •  1
Monthly $2698.00 - $5216.00

2BR second-floor condo with a heated pool Honolulu, Hawaii, Listing ID: 33053

Located within Honolulu's Ala Moana area, this serene, second-story condo puts you and your guests within a couple miles of several popular attractions like the Honolulu Museum of Art, the Children's Discovery Center, and multiple beaches including Kahanamoku Beach and Fort...

  • Condo
  • 902
  •  2
  •  2
Monthly $2216.00 - $4141.00

Studio 2 Queen Beds (Sleeps 4), canal and ocean views!! Walk to Shopping/Dining and Waikiki beach | Monthly Rent: $2,985 Honolulu, Hawaii, Listing ID: 33046

Enjoy central living in Waikiki from this beautiful studio. Boasting canal and ocean views, this resort-style condo is within walking distance of great beaches, shopping, and restaurants and offers a bevy of in-home essentials and on-site amenities. The home features...

  • Studio
  • 280
  •  0
  •  1

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Gorgeous Banzai Beachfront Home w/AC & Stunning Ocean Views - Pipeline House Haleiwa, Hawaii, Listing ID: 30114

The Pipeline House is a uniquely designed piece of paradise that sits on the beach, front and center at the world famous Bonzai Pipeline! Pipeline or Ehukai Beach which means sea spray is located on the best stretch of beach throughout all of Hawaii and is referred to as the...

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  • 2386
  •  3
  •  3 1/2
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Oceanfront Custom Home w/A/C, Large Yard, & Lanai for Entertaining. Makaha Hale Waianae, Hawaii, Listing ID: 30119

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  • 2974
  •  6
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Welcome to Waipuna Cottage, a charming oceanfront property located on a private secluded estate with panoramic coastline views. This oceanfront home is kept in its originally built state with much of the original hardware and fixtures present. The main bedroom is completely...

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  • 1272
  •  2
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Gorgeous Oceanfront Home w/Mokulua Isle Views, Yard & AC: Lanikai Oceanside Kailua, Hawaii, Listing ID: 30128

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  • 4880
  •  5
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Stunning Secluded Fmaily Oasis w/ Private Pool and Courtyard - Lanikai Breeze Kailua, Hawaii, Listing ID: 30131

This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details. Just steps away from coveted Lanikai Beach, sits our newest luxury rental - Lanikai Breeze. Built in 2017, this brand new construction boasts upgraded appliances and...

  • House
  • 3240
  •  5
  •  4 1/2
Nightly $2300.00 - $12709.00

Expansive Beachfront Kailua Shores Estate w/Pool, Spa, AC & Breathtaking Views Kailua, Hawaii, Listing ID: 30134

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  • Estate
  • 7500
  •  8
  •  9
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Luxury Beachfront Kai Moena Estate w/Pool, Spa, AC, Sauna, Tennis Court & More! Kailua, Hawaii, Listing ID: 30136

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  • Estate
  • 8600
  •  9
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  • House
  • 1704
  •  3
  •  2
Nightly $583.00 - $4204.00

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  • 2100
  •  4
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  • 2680
  •  5
  •  3
Nightly $470.00 - $2266.00

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  • 2987
  •  4
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  • 1292
  •  3
  •  2
Nightly $1666.00 - $5500.00

Lavish Oceanview Estate w/Pool, Spa, AC & Mokulua Isle Views: Lanikai Hillside Kailua, Hawaii, Listing ID: 30148

Welcome to Lanikai Hillside Estate, a premier vacation rental nestled on the world’s most isolated chain of islands. While residing here, you’ll delight in the near heaven-like beauty of this small, coastal community which is truly the envy of all paradises. Lanikai Hillside...

  • Estate
  • 6296
  •  5
  •  6 1/2
Nightly $300.00 - $712.00

Paradisiac Oceanfront Home on Oahu's North Shore with Hot tub, Hale Oka Nunu Waialua, Hawaii, Listing ID: 30149

Your dreams of staying oceanfront on O’ahu’s North Shore come true at Hale Oka Nunu. When you stay at this 4-bedroom, 3-bathroom home located in rural Mokuleia, the clear, aqua ocean is your backyard and with its lapping waves, it beckons you to come out and play. The house...

  • House
  • 1832
  •  4
  •  3
Nightly $480.00 - $3302.00

Modern Beachfront Home w/Ocean views covered Lanai and AC: Hale Waimanalo Waimanalo, Hawaii, Listing ID: 30151

Commonly known as the Paniolo countryside, you could pass right through the small town of rural Waimanalo on the southeastern corner of O’ahu and never realize what you missed. Nestled in this quaint village is a hidden gem, Hale Waimanalo, where you will wake up every morning...

  • House
  • 2440
  •  4
  •  4
Nightly $950.00 - $8062.00

Hidden Mountainside Home w/ Private Pool, Ocean Views & soaking tub, Hale Lani Kailua, Hawaii, Listing ID: 30152

Find your next dream vacation here at Hale Lani, situated on the picturesque northern shores of Oahu, Hawaii. Hale Lani in Hawaiian translates to “house in the heavens”, and this heavenly home surely lives up to its name. Nestled atop the lush mountainside of the...

  • House
  • 2888
  •  3
  •  4
Nightly $1000.00 - $9532.00

Ocean View Home w/ Oahu beach in the backyard, Hale Nalu Haleiwa, Hawaii, Listing ID: 30153

Not only are you surrounded by the world famous beaches of the North Shore of O’ahu at Hale Nalu, your backyard extends out into the Pacific Ocean, making for an unforgettable beach vacation. Sleeping up to 14 guests and with two separate kitchens and living spaces, this six...

  • House
  • 2682
  •  6
  •  4
Nightly $183.00 - $911.00

North Shore little Paradise w/ AC, Mountain & Ocean Views: Pali Kai Kaaawa, Hawaii, Listing ID: 30154

From the moment that you walk through the cozy wooden gates, you can settle into the pleasantries of your Hawai’i vacation home at Pali Kai. Nestled into the quiet side streets off of the Kamehameha Highway in the small town of Ka’a’awa on the North coast of Oahu, you’ll...

  • House
  • 729
  •  2
  •  1
Nightly $300.00 - $3242.00

Unique Luxury Oahu Villa w/ AC,Private Yard & Mountain View:Hawaii Hobbit House Waimanalo, Hawaii, Listing ID: 30155

Take a journey back in time at Hawaii Hobbit House. This cozy, yet abundant luxury villa is shrouded in charm as well as amenities for your whole party to enjoy. Equipped with 3 bedrooms, 3 full bathrooms and accommodating 12 people, you and your party will feel enveloped in...

  • Villa
  • 2691
  •  3
  •  3
Nightly $480.00 - $5000.00

Ocean View Villa w/Beach as Backyard, Walk to Attractions: Kailua Hale Kahakai Kailua, Hawaii, Listing ID: 30160

Let the tranquil atmosphere of Kailua Hale Kahakai whisk you away into vacation mode! Located on one of the most beautiful stretches of Kailua Beach, this spacious villa boasts gorgeous ocean views from four of the six bedrooms. This villa also sits on a quiet flag lot, offering...

  • Villa
  • 4326
  •  6
  •  5
Nightly $1440.00 - $9500.00

Stunning Beachfront Estate w/Private Pool/Spa, Ocean View & AC, Kailua Beach Villa Kailua, Hawaii, Listing ID: 30161

Welcome to Kailua Beach Villa, the perfect luxury Hawaiian home for your next beachfront getaway. This large, 2-level clean and contemporary villa comes with 5 bedrooms (and 1 additional optional bedroom), 5 bathrooms and sleeps up to 12 guests. With a spacious and open-air...

  • Villa
  • 4000
  •  5
  •  5
Nightly $450.00 - $1750.00

Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House Estate Kailua, Hawaii, Listing ID: 30163

Ranch Beach House Estate is a hidden Hawaiian gem, just steps away from Kailua’s powder white sand beaches. Located on one of Kailua’s most coveted loops, you will find its location ideally accessible to numerous cafés, boutiques and farmers’ markets. A well-manicured...

  • Estate
  • 3800
  •  4
  •  3 1/2
Nightly $667.00 - $7994.00

Oceanfront Luxury Home w/Hot Tub, A/C & Views of Lanikai Beach: Na Makana Villa Kailua, Hawaii, Listing ID: 30165

Welcome to Na Makana Villa, the perfect luxury Hawaiian home for your next beachfront getaway. This expansive villa comes with 4 bedrooms in the main house and a 2 bedroom attached guest cottage, providing enough space to sleep up to 13 guests. With a spacious and open-air...

  • Villa
  • 4098
  •  6
  •  4 1/2
Nightly $300.00 - $1768.00

Peaceful Oceanfront Home Near Downtown Kailua w/ BBQ & AC: Kai Mele Kailua, Hawaii, Listing ID: 30166

Welcome to Kai Mele, your next charming beachfront getaway filled with all the historic charm and character. Nestled on the picturesque Kailua shores of Oahu, this quaint island home with its antique quirks is full of cozy comforts that are sure to relax and revitalize its...

  • House
  • 1690
  •  3
  •  2
Nightly $200.00 - $750.00

Newly Renovated Home w/Gate to Ocean, Beachview Patio & Private Yard: Pikai Hale Haleiwa, Hawaii, Listing ID: 30168

Welcome to Pikai Hale, your tropical beachfront getaway located along the idyllic north shore of Oahu. This newly decorated 2 bedroom, 1 bathroom home not only overlooks the sparkling blue shoreline from the comforts of a quiet neighborhood, but it is also within a short walking...

  • House
  • 850
  •  2
  •  1
Nightly $533.00 - $4420.00

Superbly Designed Home w/ Views of the Mokulua Islands & Ocean: Mokulua Sunrise Kailua, Hawaii, Listing ID: 30173

Enjoy top-tier luxurious living on your next Hawaiian vacation at the Mokulua Sunrise ocean villa, located in the world famous neighborhood of Lanikai on the eastern shores of the vibrant island of Oahu. This 4-bedroom, 3.5 bath home lets you escape to the privacy and...

  • House
  • 4385
  •  4
  •  3 1/2
Nightly $1000.00 - $5006.00

Luxurious Villa w/ Private Pool, Jacuzzi & Stunning Ocean Views: Lanikai Villa Kailua, Hawaii, Listing ID: 30175

Make your tropical fantasy vacation a reality with this seamlessly designed coastal villa just minutes away from the world famous Lanikai Beach. On the eastern shores of Oahu, this luxurious 4 bedroom and 4.5 bathroom home hosts tons of stunning features such as a large...

  • Villa
  • 4800
  •  4
  •  4 1/2
Nightly $366.00 - $4000.00

Gorgeous Remodeled Home w/ Private Hot Tube & Ocean Views: Hale Mahina Haleiwa, Hawaii, Listing ID: 30177

Hale Mahina is a beautiful 4 bedroom, 3.5 bathroom home located in a private, very quiet neighborhood in the hills of Pupukea, on Oahu's North Shore. Enjoy panoramic ocean views while still being within minutes of first-rate beaches and other activities. The grounds of this...

  • House
  • 3798
  •  4
  •  3 1/2
Nightly $400.00 - $3460.00

New to the market! Private Villa w/Pool, AC, walk to beach: Villa Hui Hou Kailua, Hawaii, Listing ID: 30180

The ultimate beach lifestyle awaits you at idyllic Villa Hui Hou on O’ahu’s scenic windward coast. Located off the main strip in the exclusive neighborhood of Lanikai, this recently remodeled five bedroom, four and a half bathroom property boasts a backyard oasis,...

  • House
  • 4920
  •  5
  •  4 1/2
Monthly $5270.00 - $6691.00

Open 3BR Oceanview | Pool | Hot Tub | Patio Kapolei, Hawaii, Listing ID: 33060

Whether you're here for work or for fun, this is the ideal vacation home for your next getaway to the island of Oahu. Inside this gated community of Kai Lani in the Ko'Olina resort area, you'll find beautifully landscaped grounds that lead to an ocean view along with a pool and...

  • Townhouse
  • 1320
  •  3
  •  2
Monthly $4635.00 - $6475.00

Elegant 2BR 7th-Floor | Pool | Washer/Dryer Kapolei, Hawaii, Listing ID: 33061

Find the ease and comfort of a private home in a beautiful resort setting at this two-story villa within Ko Olina Resort. Beach-goer, golfer, or poolside lounger, you'll be treated to excellent resort amenities and an elegant living space to come home to at the end of each day....

  • Condo
  • 981
  •  2
  •  3
Monthly $7980.00 - $15090.00

2BR with ocean views, heated pool, & private lanai Koloa, Hawaii, Listing ID: 33065

Experience heaven on earth at this renovated oceanfront condo. Enjoy million-dollar ocean views from the large lanai and take advantage of the condo's convenient location just steps from Poipu Beach. The community's heated, waterfront pool is an oasis for all ages and the...

  • Condo
  • 912
  •  2
  •  2
Monthly $6200.00 - $9340.00

Convenient 2BR Oceanfront 2nd-Floor | Balcony Lahaina, Hawaii, Listing ID: 33066

The Paradise of the Pacific awaits at this oceanfront condo! Equipped with all the comforts of a home away from home and granting you access to an array of shared amenities, this charming condo is the ideal home base to experience everything that Hawaii has to offer. The...

  • Condo
  • 747
  •  2
  •  2
Monthly $4650.00 - $7980.00

1BR Oceanfront 1st-Floor | Pool | Ocean View Lahaina, Hawaii, Listing ID: 33067

Single-level, oceanfront dream condo with an ocean view, pool, & fast WiFi
Located just steps from the beach and the heated, complex pool, this oceanfront getaway is ready to welcome you to beautiful West Maui. Perfect for a small family vacation or couples...

  • Condo
  • 596
  •  1
  •  1
Monthly $6200.00 - $11020.00

Amazing 2BR Oceanfront | Pool | High-Speed WiFi Lahaina, Hawaii, Listing ID: 33068

Step through the door, drop your luggage, and relax at this delightful, second-story condo offering spectacular ocean views off the furnished balcony. Inside, prepare meals in the well-equipped, full kitchen complete with a breakfast bar, dine together at the table, and then...

  • Condo
  • 747
  •  2
  •  2
Monthly $7850.00 - $9920.00

Sugar Beach Resort 415: 1BR Oceanfront | Balcony Kihei, Hawaii, Listing ID: 33161

Snorkel, surf, and swim at this charming Sugar Beach Resort condo! Boasting a prime, walkable location to one of the best beaches in Maui, this resort also offers shared amenities for added fun including a pool, hot tub, sauna, shop, and a grilling area. Wake up the gentle waves...

  • Condo
  • 0
  •  1
  •  1
Monthly $7500.00 - $12400.00

High-End 2BR | Pools | Hot Tub | Tennis | Grill Kihei, Hawaii, Listing ID: 33163

Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole, and just minutes away from the three sunny Kamaole beaches. Kamaole Beach Park III, located just across South Kihei Road, is one of South Mauis best swimming, snorkeling, and sunning...

  • Condo
  • 0
  •  2
  •  2
Monthly $4650.00 - $7120.00

Maui Kamaole K110: 1BR | Pool | Hot Tub Kihei, Hawaii, Listing ID: 33164

Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole, and just minutes away from the three sunny Kamaole beaches. Kamaole Beach Park III, located just across South Kihei Road, is one of South Mauis best swimming, snorkeling, and sunning...

  • Condo
  • 0
  •  1
  •  2
Monthly $6200.00 - $10190.00

Maui Kamaole B202: Tropical 2BR | Patio | Pool Kihei, Hawaii, Listing ID: 33165

Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole, and just minutes away from the three sunny Kamaole beaches. Kamaole Beach Park III, located just across South Kihei Road, is one of South Mauis best swimming, snorkeling, and sunning...

  • Condo
  • 0
  •  2
  •  2
Monthly $4200.00 - $4870.00

Kihei Akahi D613: 1BR Sleeps 4, 2 Pools, private lanai, Tennis & Grills. Monthly Rent: $4,200 - $4,870 Kihei, Hawaii, Listing ID: 33166

Step across the street and enjoy Kamaole Beach Park II, one of Mauis best swimming and stunning beaches. Revel in the spectacular sunsets or stroll along miles of white sandy beach at first light. Kihei Akahi is ideally situated and offers excellent value. This one-bedroom...

  • Condo
  • 0
  •  1
  •  1
Monthly $4200.00 - $4680.00

Kihei Akahi C515: 1BR Oceanview | Pool Kihei, Hawaii, Listing ID: 33167

Step across the street and enjoy Kamaole Beach Park II, one of Mauis best swimming and stunning beaches. Revel in the spectacular sunsets or stroll along miles of white sandy beach at first light. Kihei Akahi is ideally situated and offers excellent value. This one-bedroom...

  • Condo
  • 0
  •  1
  •  1
Monthly $4640.00 - $5890.00

1BR Oceanfront | Pool | Elevator Wailuku, Hawaii, Listing ID: 33168

The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic 15-mile drive to Lahaina. When you stay in this Island Sands Resort condo, you'll enjoy spectacular sunsets, whale watching in the winter, and walking along the five...

  • Condo
  • 0
  •  1
  •  1