Luxury Vacation Rentals in Lanikai, Oahu

Lanikai is one of Oahu’s most exclusive residential neighborhoods, known for its powdery white sand beach, turquoise waters, and serene atmosphere. Nestled along the windward coast of the island, this prestigious enclave offers a level of privacy and refinement that appeals to discerning travelers seeking a sophisticated Hawaiian escape. The area is quiet, residential, and impeccably maintained-ideal for those who value seclusion and natural beauty without sacrificing comfort or style.

Our Lanikai vacation rentals feature an exquisite selection of luxury homes, ranging from modern beachfront villas to elegant estates with panoramic ocean views. Each property is thoughtfully appointed with high-end finishes, spacious layouts, and premium amenities such as private pools, chef-grade kitchens, and direct beach access. These homes are designed to meet the expectations of well-traveled guests who appreciate fine living in a truly breathtaking setting.

For travelers who expect more than just a place to stay, Lanikai offers a rare blend of understated elegance and world-class scenery. Discover the pinnacle of island living with one of our carefully curated luxury vacation rentals in Lanikai, where every sunrise over the Mokulua Islands feels like a private experience.

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Luxury Pool House in Kailua Near Beaches

The Pool House in Kailua offers 3,200 sq ft of luxurious living space with 6 bedrooms and 4 bathrooms, complemented by an amazing saltwater pool. Nestled in a peaceful, lush neighborhood with views of the Ko'olau Mountain range, this home is within walking distance to Kailua Beach, Lanikai Beach, and Buzz's Steakhouse.
Registration Number: 420540580000, TA-036-329-7280-01, GE-036-329-7280-01

• 6 bedroom
• 4 bathroom
• Sleeps 15

Hawaii> Kailua

from $1,119 

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Walker's Lanikai Beach House – Historic Oceanfront Retreat

Welcome to Walker's Lanikai Beach House, a historic and inviting retreat nestled along the pristine sands of Lanikai Beach. Built in 1934 by John Walker, a Scotsman who arrived in Hawaii in the 1870s and became a renowned contractor for Queen Liliuokalani, this home embodies timeless elegance and Hawaiian charm.
Registration Number: 430080930000, TA-043-470-0288-01, GE-043-470-0288-01

• 5 bedroom
• 4 bathroom
• Sleeps 14

Hawaii> Kailua

from $2,976 

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Luxurious Oceanfront Home in Lanikai with Stunning Views

Aloha! Relax and unwind at Kai Hale, a stunning oceanfront home in Lanikai, directly facing the Mokulua Islands. This property offers spectacular views and is ideal for year-round living or a memorable vacation. Whether you're into stand-up paddling, kayaking, boogie boarding, snorkeling, or exploring with children, this location has it all.
Registration Number: TA-013-232-3328-02, 1430040780002, GE-013-232-3328-02

• 3 bedroom
• 3 bathroom
• Sleeps 6

Hawaii> Kailua

from $884 

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Luxury Kailua Beach Rental with Stunning Ocean Views

Experience the best of beachside living in this beautifully renovated luxury rental overlooking Kailua Beach and Kailua Beach Park. The home features stunning views of the turquoise ocean, soft sandy shores, lush grassy areas, and tall ironwood trees, creating a perfect tropical retreat.

Registration Number: GE-164-136-7040-01, TA-164-136-7040-01, 430090180000

• 3 bedroom
• 3 bathroom
• Sleeps 8

Hawaii> Kailua

from $583 

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Charming Lanikai Beachside Studio with Modern Updates

Escape to your perfect Hawaiian retreat with this charming, recently renovated studio located just a block from the stunning sands of Lanikai Beach. Designed as a cozy yet stylish home away from home, this property offers a unique combination of privacy and convenience, making it ideal for a relaxing and authentic Hawaiian experience.

Registration Number: TA-200-243-0464-01, GE-200-243-0464-01, 430080730000

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kailua

from $157 

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Lanikai Hale: Two Cozy Hawaiian Cottages Near Beach

Welcome to Lanikai Hale, a delightful property featuring two Hawaiian-style cottages that can be rented together or separately. Situated on a spacious, fenced-in lot in the heart of Lanikai, these cottages offer an ideal retreat just 2 miles from Kailua Town on the Windward side of Oahu.
Registration Number: TA-107-927-8080-01, GE-107-927-8080-01

• 5 bedroom
• 3 bathroom
• Sleeps 12

Hawaii> Kailua

from $972 

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Hale Nani Lanikai: Modern Beach Retreat

Welcome to Hale Nani Lanikai by Gather, a stunning three-bedroom, three-bathroom home nestled in the prestigious Lanikai community of Kailua, Oahu. Built in 2014, this spacious and modern retreat seamlessly combines island charm with contemporary comforts, offering an ideal escape just a three-minute walk from the world-famous Lanikai Beach.
Registration Number: 430050050000, TA-209-884-5696-01, GE-209-884-5696-01

• 3 bedroom
• 3 bathroom
• Sleeps 8

Hawaii> Kailua

from $836 

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Luxury Lanikai Hilltop Bungalow with Ocean Views

Escape to this exquisite two-bedroom, two-bath private residence perched at the top of Lanikai, offering breathtaking panoramic views of the Kailua coastline and the deep blue Pacific. Nestled just beneath the popular Lanikai Pillboxes hiking trail, Koʻohoʻo provides unobstructed vistas of the Mokulua Islands, making it a truly unique hilltop retreat.
Registration Number: N/A, GE-073-725-6960-01, 1430050430000, TA-073-725-6960-01

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kailua

from $379 

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Lanikai Penthouse with Stunning Ocean Views

Welcome to the Lanikai Penthouse, a beloved piece of paradise that's been shared with guests from around the world for over 20 years. This exceptional property offers an authentic Hawaiian lifestyle experience with stunning views and luxurious amenities.
Registration Number: 43005029, W00530010-01, GE-136-047-8208-01, TA-136-047-8208-01

• 2 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua

from $421 

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Lanikai Breeze – Contemporary Comfort Steps from the Shore

Welcome to Lanikai Breeze by Gather, a beautifully designed luxury home just a short stroll from the world-renowned Lanikai Beach. Built in 2017, this contemporary residence offers upgraded appliances and furnishings carefully selected by local designer Lotus Home Staging, creating a perfect blend of casual beach charm and sophisticated luxury.
Registration Number: 430070810000, GE-135-880-0384-01, TA-135-880-0384-01

• 5 bedroom
• 4 bathroom
• Sleeps 10

Hawaii> Kailua

from $1,165 

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Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage

Hale Lanikai is a beautifully updated Hawaiian-style family vacation rental located on a pristine sandy beach in Lanikai. This property offers a perfect blend of comfort, style, and natural beauty, making it an ideal escape for families and groups seeking a relaxing getaway.

Registration Number: 430050500000, GE-161-257-7280-01, TA-161-257-7280-01

• 4 bedroom
• 4 bathroom
• Sleeps 8

Hawaii> Kailua

from $2,781 

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Charming Lanikai Beach House with Ocean Views

Imagine waking up to the sun rising over the Pacific, with the soothing sounds of tradewinds rustling through palm trees. This charming Lanikai Beach house offers a perfect tropical escape with stunning views of the turquoise ocean and the Mokulua Islands as your backdrop.
Registration Number: TA-102-715-5456-01, GE-102-715-5456-01, 1430050880000

• 4 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Kailua

from $1,854 

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Charming Beachside Home in Lanikai Kailua

Discover this charming beachside residence in the heart of Lanikai, Kailua, offering over 1400 square feet of relaxed Hawaiian living. The upper half of a main house, this fully furnished home features a thoughtfully decorated interior with a natural, inviting ambiance.
Registration Number: TA-136-919-6544-01, GE-136-919-6544-01

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kailua

from $261 

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Charming Lanikai Cottage with Pool and Ocean Views

Escape to the charming Lanikai Cottage, a delightful property offering two separate dwellings with three bedrooms and two bathrooms, perfect for a relaxing island retreat. The main house features two bedrooms, one bathroom, a fully equipped kitchen, dining area, and a cozy living space that opens to the lush backyard.
Registration Number: TA-111-603-0976-01, GE-111-603-0976-01, 430040320000

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kailua

from $731 

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Hale Kainalu Beachfront Cottage in Lanikai

Hale Kainalu offers a charming and private escape at the end of Lanikai, nestled within a gated community with exclusive access to a pristine white sand beach used by only five homes. This beautiful cottage sits directly on the shoreline, providing breathtaking views of crystal-clear blue and green waters.
Registration Number: GE-180-925-6448-01, TA-180-925-6448-01

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kailua

from $1,130 

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Naupaka Hale - Lanikai Beach Home & Cottage

Escape to Naupaka Haleta, a charming Hawaiian-style vacation residence nestled on a spacious lot directly in front of a pristine sandy beach. This exquisite property offers breathtaking views of Lanikai Beach, turquoise waters, and the Mokulua Islands, making it an ideal retreat for those seeking tranquility and natural beauty.
Registration Number: TA-151-566-1312-01, GE-151-566-1312-02

• 3 bedroom
• 3 bathroom
• Sleeps 6

Hawaii> Lanikai

from $1,268 

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Oceanfront 2BR Condo with Sweeping Views on Kauai

Discover this elegant second-floor oceanfront condo on Kauai's Coconut Coast, offering breathtaking views and modern comforts. The spacious lanai provides an ideal spot for relaxing while soaking in the scenery. Inside, the fully-equipped kitchen has everything you need for a comfortable stay, whether you're preparing a quick snack or a gourmet meal.
Registration Number: 4-4-3-2-3-05, GE-075-810-8160-01, TA-075-810-8160-01

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kapaa

from $571 

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Hale Lani – Heavenly Lanikai Hillside Luxury

Welcome to Hale Lani, a breathtaking hillside retreat perched atop the lush northeastern coast of Oahu, Hawaii. This luxurious 3-bedroom, 4-bathroom home offers a serene escape with stunning views of Lanikai Beach and the Mokulua Islands. Perfectly situated just outside the charming town of Kailua, Hale Lani combines natural beauty with modern comfort, making it an ideal destination for families, friends, or couples seeking a memorable Hawaiian vacation.

Registration Number: TA-168-604-3136-01, 430060650000, GE-168-604-3136-01

• 3 bedroom
• 4 bathroom
• Sleeps 8

Hawaii> Kailua

from $3,647 

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Stunning Oceanfront Beach House in Lanikai with Views

Experience the ultimate Hawaiian getaway at this charming oceanfront duplex in Lanikai, perfectly positioned directly in front of the twin Mokulua Islands. The property offers unobstructed, spectacular views from the yard, living room, dining area, and side deck, creating an idyllic setting for relaxation and adventure.

Registration Number: GE-139-440-7424-01, TA-139-440-7424-01

• 2 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua

from $482 

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Spacious Oceanfront 2-Bedroom Condo on Wailua Beach

Discover this premier oceanfront second-floor 2-bedroom, 2-bath condo situated along Wailua Beach on Kauai's tranquil Coconut Coast. This beautifully furnished unit is popular among repeat guests, ensuring it's occupied year-round. The condo features a recently renovated ocean view kitchen and dining area, perfect for preparing and enjoying meals while taking in the stunning surroundings.
Registration Number: GE-153-233-2032-01, TA-153-233-2032-01, 4-4-3-2-3-07

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kapaa

from $583 

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Charming Lanikai Cottage with Private Garden & Beach Access

Discover the perfect escape at the Lanikai Bungalow, a private cozy cottage nestled in a lush tropical setting just steps from the beautiful ocean. This charming one-bedroom retreat offers a relaxing living space with a king-sized bed adorned with soft linens, a full kitchen, and a bathroom for your convenience.
Registration Number: 430040010000, GE-123-128-4224-01, TA-123-128-4224-01

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kailua

from $112 

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Spacious Ocean View Home in Lanikai Kailua

5-bath ocean view home in the beautiful Lanikai Kailua area on Oahu's NE shore. With 2,200 sq ft of living space, this tranquil retreat offers breathtaking sunrise to sunset ocean vistas from nearly every room. The gourmet kitchen features a large cooking island and modern appliances, perfect for preparing family meals.
Registration Number: TA-052-598-3744-01, GE-052-598-3744-01, 430030030000

• 3 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Kailua

from $750 

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Charming Lanikai Beachside Cottage with Pool and Garden

This charming Lanikai beachside cottage offers a perfect blend of traditional Hawaiian style and modern comfort. Nestled in an upscale neighborhood, the property features a lush tropical yard and a stunning lagoon-style pool, creating a private resort atmosphere just a short walk from the soft sands of Lanikai Beach.
Registration Number: 44005080, GE-124-185-8048-01, TA-124-185-8048-01

• 3 bedroom
• 3 bathroom
• Sleeps 6

Hawaii> Kailua

from $1,037 

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Charming Old Hawaii Beach House in Lanikai

Immerse yourself in the timeless charm of Old Hawaii at the Old Hawaii Beach House and Guest Cottage in Lanikai. This historic 1931 cottage, nestled on a lush 12,000 square foot lot on prestigious Mokulua Drive, offers an authentic Hawaiian experience blending nostalgia with modern comforts.

Registration Number: TA-179-651-4304-01, GE-179-651-4304-01, 430040100000

• 3 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Kailua

from $296 

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Remodeled Kailua Kona Ocean View Condo

This beautifully remodeled one-bedroom, one-bathroom condo offers a perfect retreat for your Big Island getaway. The spacious lanai provides stunning ocean views, ideal for relaxing with your morning coffee or watching the sunset. Inside, the unit features a modern, light-filled design with updated kitchen and flooring, creating an airy and inviting atmosphere.
Registration Number: 750040200050, TA-186-850-7136-01, GE-186-850-7136-01

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua Kona

from $233 

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Luxury Lanikai Beach Home with Rooftop Deck

Guests will find our well-appointed, multi-story residence nestled in a quiet, sought-after beach community. Tucked away down a private lane, the property sits on a large tropical lot just 400 feet from the world-famous Lanikai Beach, offering both privacy and easy access to pristine sands.

Registration Number: TA-185-301-6064-01, GE-185-301-6064-01, 430080750000

• 3 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Kailua

from $1,250 

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Hawaiian Beachfront Condo in Kailua-Kona

Escape to paradise at Kalanikai 118, a beautifully renovated condo located in the heart of Kailua-Kona on Hawaii's Big Island. This ground-floor unit offers a relaxed Hawaiian vibe with modern comforts, making it ideal for families or couples seeking an authentic island experience.

Registration Number: TA-004-027-3408-01, GE-004-027-3408-01, 750040200018

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $238 

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Charming Lanikai Cottage with Pool and Beach Access

Discover this charming cottage in the beautiful neighborhood of Lanikai, completely renovated in 2021 with modern furnishings and amenities. The cozy interior offers a fully equipped efficient kitchen, a washer and dryer for convenience, and a spacious lanai perfect for outdoor dining and relaxing.
Registration Number: 430040610000, GE-006-174-7200-01, TA-006-174-7200-01

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua

from $677 

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Charming Kailua-Kona Condo Near Ocean and Attractions

Step into this charming Kailua-Kona condo located less than a mile from the sparkling ocean and the vibrant Alii Drive. Recently renovated with tropical furnishings and modern upgrades, this unit offers a perfect blend of comfort and island charm.

Registration Number: GE-206-100-2240-01, TA-206-100-2240-01, 750040200010

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua Kona

from $237 

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Ocean View Condo at Kalanikai 303 in Kailua Kona

Welcome to Kalanikai 303, a stunning ocean-view condo nestled in the heart of Kailua Kona. This beautifully upgraded unit combines comfort and style, making it an ideal retreat for couples or solo travelers looking for a relaxing Hawaiian getaway.

Registration Number: TA-206-956-9536-01, 750040200047, GE-206-956-9536-02

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Kailua Kona

from $196 

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Private Tropical Home Near Lanikai and Kailua Beaches

Experience a tranquil escape in this beautifully designed private home nestled amidst lush tropical gardens. Crafted by renowned architect Vladimir Ossipoff, the residence features open-plan layouts that capitalize on refreshing trade winds and stunning views of the Koolau mountains.

Registration Number: GE-119-399-0144-01, TA-119-399-0144-01

• 3 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Kailua

from $372 

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Hale Lanikai Ko Olina Vacation Rental with Ocean Views

Welcome to Hale Lanikai in Ko Olina, your perfect Hawaiian retreat. This beautifully appointed condo features a private balcony overlooking lush gardens, a serene lap pool, and the sparkling Pacific Ocean. The space offers a sleek kitchen, cozy lounge areas, and beach-inspired decor, creating a bright, airy, and modern ambiance ideal for relaxing or entertaining.

Registration Number: GE-157-987-7376-01, TA-157-987-7376-01, 910570090127

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kapolei

from $4,269 

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Hale Lanikai Ko Olina Ocean View Retreat

Welcome to Hale Lanikai in Ko Olina! This beautiful condo offers a private balcony with breathtaking views of lush gardens, a tranquil lap pool, and the sparkling Pacific Ocean. The space is designed for comfort and relaxation, featuring a sleek kitchen, plush lounge areas, and beach-inspired decor that create a bright, airy, and modern ambiance.
Registration Number: TA-157-987-7376-01, GE-157-987-7376-01, 910570090127

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kapolei

from $755 

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Lanikai Paradise across the street from the beach with AC and Parking!

Welcome to your tropical escape in the heart of Lanikai, across the street from one of the most breathtaking beaches in all of world. This licensed short-term rental offers comfort, style, and space. Additional bedrooms are available to sleep up to 16 guests!

Registration Number: TA-015-067-6992-01, 1990/NUC-1752, GE-015-067-6992-01, 430080300000

• 4 bedroom
• 3 bathroom
• Sleeps 10

Hawaii> Kailua

from $1,820 

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Luxury Lanikai Oceanfront Home – Secluded Beachside Elegance

Discover this exquisite luxury oceanfront home in Lanikai, built in 2006 with charming board and batten architecture. The concrete floors add a touch of Old Hawaii charm, complemented by lush gardens and inviting outdoor entertainment areas. The expansive outdoor spaces feature a large pool, perfect for relaxing under the Hawaiian sun, along with spacious yard areas for outdoor activities.
Registration Number: TA-127-965-6960-01, GE-127-965-6960-01, 1430010120001

• 4 bedroom
• 3 bathroom
• Sleeps 6

Hawaii> Kailua

from $2,009 

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Lanikai Beach Oceanfront Vacation Home

Experience the ultimate beachfront retreat at this beautifully updated home on Lanikai Beach, renowned as one of the world's top beaches. The property offers three spacious bedrooms and four bathrooms, all designed with high-end finishes to provide comfort and luxury.
Registration Number: 43003076, GE-164-517-2736-01, TA-164-517-2736-01

• 3 bedroom
• 4 bathroom
• Sleeps 6

Hawaii> Kailua

from $2,354 

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Luxurious Leaf House in Lanikai with Ocean Views

Welcome to Leaf House by Gather, an exquisite five-bedroom, four-and-a-half-bathroom luxury retreat nestled in the picturesque neighborhood of Lanikai, Kailua, Hawaii. This custom-designed, three-story home offers an unmatched combination of sophistication, privacy, and island charm, making it an ideal destination for families or groups of up to ten guests seeking a memorable Hawaiian escape.

Registration Number: TA-032-430-3360-01, GE-032-430-3360-01, 430020420000

• 5 bedroom
• 4 bathroom
• Sleeps 10

Hawaii> Kailua

from $1,163 

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Charming Kailua-Kona Condo with Pool & Ocean View

Welcome to Kalanikai, a beautifully remodeled condo nestled in the heart of historic Kailua-Kona. Perfectly situated just two blocks from the vibrant Ali'i Drive, this location offers easy access to local shops, restaurants, beach access, and the Kailua Bay pier where boat tours and excursions depart.
Registration Number: GE-097-690-0608-01, TA-097-690-0608-01

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $258 

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Spectacular Lanikai Oceanfront Home with Pool

Welcome to this stunning six-bedroom oceanfront residence nestled in the exclusive Lanikai enclave, just two miles from Kailua Town. Recently renovated with modern upgrades in 2021, this home offers a perfect blend of luxury and comfort for multi-family or multi-generational groups.
Registration Number: GE-191-501-7728-01, TA-191-501-7728-01

• 6 bedroom
• 6 bathroom
• Sleeps 18

Hawaii> Kailua

from $1,441 

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Lanikai Ola Nani Beachfront Retreat with Modern Comforts

This stunning property offers a luxurious, modern 4-bedroom, 4-bathroom retreat just steps from the calm waters of Lanikai Beach. Designed for comfort and privacy, it comfortably accommodates up to 8 guests seeking tranquility in one of Hawaii’s most exclusive neighborhoods.

Registration Number: 430060440000, GE-053-385-4720-01, TA-053-385-4720-01

• 4 bedroom
• 4 bathroom
• Sleeps 8

Hawaii> Kailua

from $758 

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Lanikai Hillside Estate – Panoramic Luxury Above the Sea

This exquisite property offers a luxurious escape on the remote islands of Lanikai, blending modern elegance with natural beauty. Spanning over 8,400 square feet, this estate features seven spacious bedrooms, each designed for comfort and style, with the primary suite offering panoramic ocean views, a walk-in closet, and a chic Agape bathroom.
Registration Number: 430010090000, GE-053-605-3248-01, TA-053-605-3248-01

• 7 bedroom
• 6 bathroom
• Sleeps 10

Hawaii> Kailua

from $4,165 

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Hale Alapi'i Lanikai Getaway - Monthly Rental

Welcome to Hale Alapi'i Lanikai Getaway by Gather, a beautifully renovated four-bedroom, three-bathroom home nestled in the heart of Kailua's iconic Lanikai neighborhood. This serene property offers a perfect blend of island charm and modern comfort, making it an ideal retreat for families or groups seeking to immerse themselves in Hawaii's natural beauty.

Registration Number: 430030350000, GE-150-218-4960-01, TA-150-218-4960-01

• 4 bedroom
• 3 bathroom
• Sleeps 6

Hawaii> Kailua

from $666 

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Luxury 4BR Retreat Near Lanikai Beach

Welcome to Lanikai Hideaway, a stunning four-bedroom, three-bathroom private residence nestled in the charming town of Kailua, Hawaii. This property, renovated in 2021, offers a perfect blend of comfort, style, and luxury, making it an ideal destination for up to nine guests seeking a memorable Hawaiian escape.
Registration Number: GE-093-106-8416-01, TA-093-106-8416-01, 430030430000

• 4 bedroom
• 3 bathroom
• Sleeps 9

Hawaii> Kailua

from $834 

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Luxury Lanikai Beachside Retreat with Tropical Fruit Trees

Nohie Lanikai by Gather offers a charming beachside retreat just a block from the renowned Lanikai Beach. This beautifully remodeled four-bedroom, three-bath home offers 2,002 sq. ft. of interior living space on a lush 7,516 sq. ft. landscaped lot filled with avocado, mango, and Hawaiian orange trees.
Registration Number: 430060920000, TA-139-353-0368-01, GE-139-353-0368-01

• 4 bedroom
• 3 bathroom
• Sleeps 8

Hawaii> Kailua

from $595 

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