Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
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2 Bedroom/2 Bath Luxury Oceanfront Resort Vistas

Summary:Fully remodeled and professionally decorated in April 2023 with all new furnishings. This elegant 2-bedroom, 2-bath condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei at Menehune Shores resort, all of Maui is within reach....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

2 Bedroom 2 Bath Condo- Maui.

Enjoy one week of elegant luxury in my two bedroom unit right across from Kahana Beach. Check-in days are Wednesdays, Fridays and Saturdays. Amenities include pool, tennis courts, and air conditioning. Test the waters of nearby beaches famed for swimming, body surfing...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Spacious 1 Bedroom Ground Floor Condominium in Kailua-Kona

#135 Casa De Emdeko is amazing. The condo is 920 square feet, on the ground floor 30 feet from the sand and less than 30 yards from the ocean. .

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Exceptional 5-stars Beach Villas at Ko Olina - 3 Bedrooms & 3 Full Bathrooms

2nd most reviews on VRBO!!! See other unit we have available: VRBO #950616The Resort: Beach Villas at Ko Olina.The Beach Villa is located at Ko Olina, Hawaiian for Place of Joy. Ko Olina is a picturesque resort located on Oahu's western side nestled away from the hustle...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Ko Olina, Hawaii

Luxury king suite with A/C, Walk to Beaches & 1 Hotel Resort, Massage Chair

Welcome to the newly renovated Honeymoon Tiki Suite, a serene top-floor escape in one of Princeville’s most desirable locations. Ideally situated within walking distance to Hideaways Beach, Pali Ke Kua Beach, Secret Beach, and the luxurious 1 Hotel Hanalei Bay, this...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Princeville, Hawaii

EL L202 Updated Kaanapali Condo Beachfront Cabana

FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lahaina, Hawaii

Maui Resort Rentals: Honua Kai Konea 337 - Large Luxurious Studio w/ Lush Courtyard and Peek-a-boo Ocean Views!

This luxurious corner studio condo sits directly above the beautiful courtyard of Honua Kai and offers peek-a-boo ocean views through the lush tropical foliage. When you walk out onto the lanai, you'll marvel at all the beautiful flowers, trees, and koi ponds all around...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Oceanfront Ground floor Corner Unit 2bd/2ba n#1 Location

Recently updated condo, this is the closest unit to the beach and pool with NOTHING between you and the beach. Located on the ocean side of the building in the ground floor corner unit, only steps to the beach or pool. The sunsets are incredible here. This is a great...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Kaunakakai Condo w/ Private Lanai & Ocean Views!

Spend your next memorable Hawaii getaway in your own personal paradise when you book this Kaunakakai vacation rental on Molokai! Located in the Wavecrest Resort, this 1-bedroom, 1-bath condo offers convenient access to a number of on-site amenities, including oceanfront...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kaunakakai, Hawaii

Surfer's Paradise - Beachfront Vacation Rental on Oahu's North Shore

Welcome to Surfer’s Paradise by Gather, the ultimate beachfront vacation rental on the North Shore of Oahu. With its clean, spacious, and uncluttered space, Surfer’s Paradise is the perfect place to enjoy every second of your vacation. As you enter Surfer’s...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Haleiwa, Hawaii

Paradise at Bay View Farms w/ Private Infinity Pool, Hot Tub & Incredible Views

Bay View Farms Estate HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Retreat to a gentler, slower-paced era in this beautifully decorated “Estate Home”, offering 6400 sq....

🛏 3 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 20
📍 Captain Cook, Hawaii

2 Bed Maui Retreat with 5 miles of beach!

Kanai A Nalu, what a gorgeous beach front condo! It's a great remodel with tile flooring throughout, island-style furniture, and a stunning kitchen with a full-size front load W/D! All the comforts and conveniences of home, but it's in paradise! With 2 bedrooms, one...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailuku, Hawaii

Immersed in nature Home w/ A/C, bbq area, Hale Poola

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.This five-bedroom, three-bathroom home sits in...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Honolulu, Hawaii

Modern Luxury Remodel - Maui Kamaole J114

Boasting ocean and West Maui Mountain views from the lanai, a modern chef’s kitchen, a resort-style en-suite bathroom with a Calcutta Laza Quartz double vanity, and a King size bed featuring a Sealy Tempurpedic cooling memory foam mattress, this is the luxury rental...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Hale Lo'i House: Luxury + comfort in sunny Poipu!

This bright, spacious, brand-new 4-bedroom, 3.5-bath house has everything you could possibly need for a flawless vacation—and luxurious perks galore. Located in a quiet, upscale neighborhood, this charming tropical hideaway is close to some of Kauai’s best beaches,...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Pacific Monarch 1BR with Great Ocean Views and Rooftop Pool!

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Malaekahana Ocean Front Cottage (30 day min)

Beautiful and charming describes this tranquil and peaceful ocean front cottage.It sits on the 1st level, beach front, of a private estate home on over 3/4 acres of manicured lawn to the ocean. A view from every room!Fall asleep to the sound the ocean waves and wake to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Probably The Most Peaceful & Beautiful of North Shore Estate

Greetings! Welcome to the - HaleAlohaEstate - on Oahu's North Shore. Come experience a truly authentic Hawaiian experience in our beautiful Estate home with 6+ bedrooms, and 4.5 bathrooms on the quiet – best part of Oahu’s famous North Shore. Enjoy the 5-acres...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 20
📍 Waialua, Hawaii

Luxury condo with central A/C and golf and ocean views

Come and discover our beautiful new condo on the 9th fairway of the Kiahuna Golf course. Our brand new condo is set in the perfect location to see both distant ocean views and distant mountain views. We have a beautiful lanai where you can catch the sun setting and...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Luxury Villa Steps to Ocean w/ 3+ Bedroom Sleeps 8

This gorgeous ocean view Luxury Estate is in a gated community right on the 5th hole of Mauna Lani Resort South Course with breathtaking views of fairways, ocean and mountains. Experience the exclusive lifestyle just minutes away from the beach - with 3,600 square feet...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waimea, Hawaii

Ulua Beach Premier 2-Bedroom Oceanfront Unit...Unobstructed Ocean Views!

Welcome to Wailea Elua #1904! This recently renovated luxury beachfront 2 bedroom/2 bath residence is in the heart of Wailea on Maui’s Sunny South Shore. Within steps of the unit is Ulua Beach, one of Maui’s best! Ulua Beach is ideal for family fun, snorkeling,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea-Makena, Hawaii

Beachfront Escape at Royal Mauian #207 – Unmatched Ocean Views and Comfort!

Experience the ultimate Maui vacation at Royal Mauian #207, a stunning two-bedroom condo offering breathtaking ocean and coastline views. Located in the unique six-story Royal Mauian property in South Kihei, this oceanfront retreat provides unobstructed views of the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Maui, Hawaii

Ohana Beach House - 5 Bedrooms - Steps Away from Kailua Beach

Just steps from one of the most beautiful tourist-free beaches on the island of Oahu, this Hawaiian style home is a perfect peaceful getaway for your extended family. Listen to the waves crashing as you relax on the lanai, or barbeque for your group in true outdoor...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Impressive Wailea Ekahi 1 Bd+2Ba Condominium 20G-Adjacent to Keawakapu Beach

Upgrades galore as of July 2025. The condominium will be unavailable from May - July 2025 due to renovations. Stay with Wailea Rentals at Wailea Ekahi Village 20G. You and your guests will enjoy premier accommodations, furnishings and holiday experiences at this...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Hawaii

99 steps to quiet beach - Centrally located - Great for families & groups

Ideally located on iconic Alii Drive directly where the world famous Iron Man takes place annually. A number of palm trees and local landscaping on the front and side of the property add to the tropical appeal.Nearby are many of Kona's enviable attractions including its...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

JJs Hāna Hale - Farm House

Aloha!Welcome to Beautiful Hana! JJ’s Hana Hale is a air conditioned 1 bedroom cottage, conveniently located near idyllic Hana town near the tiny Hana Airport in a historic district Hawaiian’s call: Ka’eleku, we’re on 6 verdant acres (turn left near the 31 mile...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Hana, Hawaii

Wailea Beach Villas | PH512

Penthouse 512 at Wailea Beach Villas offers an unparalleled top-floor experience with expansive ocean and island views, ideal for a Hawaiian dream vacation. This 2,300-square-foot home features a wrap-around lanai, providing one of the most breathtaking views in the...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Condo in beautiful Poipu - 3Bd, 3Ba, pool, hot tub & AC

Polu (means blue in Hawaiian) Paradise is a Luxury condo located in sunny Poipu, Kauai at Pili Mai condo complex. One assigned parking space within close distance to main floor condo with A/C. Three bedrooms and 3 Bathrooms, sleeps up to 8 guests (2 California king...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Mountain, Ocean, Golf Courses in Hawaii!

Wake up in the morning, you see the greens & clouds kissing the mountains, hearing the birds chirping. You are a few minutes' drive to the beach. You can easily explore the most indigenous feel of Hawaii nearby. Surfing, swimming, hiking... there are a lot you can do....

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waianae, Hawaii

Ocean, Greenbelt and Haleakala view Ekahi 33E

Ekahi 33E offers a rare setting with views of the ocean, Ekahi's greenbelt and Haleakala. In Ekahi's lower village it's a short walk to the main pool and Keawakapu Beach. Renovation completed Jan 2020 & new to the rental market, 33E is exceptionally well furnished,...

🛏 1 Bedroom
🛁 3 Bathrooms
👤 Sleeps 2
📍 Kihei, Hawaii

Oceanfront Lanikai Beach Vacation Home

TA-006-302-3104-01Beautiful ocean front home at the beginning of Oahu's famous Lanikai Beach!. 2 bedroom, 1 bathroom main house and 2 bedroom, 2 bathroom guest cottage. Featuring breathtaking views, a brand new courtyard pool with privacy and manicured yard space, a...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Luxurious 2 room Resort -Westin - Kaanapali Beach Oceanfront rooms

Guaranteed Oceanfront!! (best room view at Westin resort) Saturday July 19 -Saturday July 26, 2025. Deep discount on room rate compared to direct resort booking. Beautiful resort at Kaanapali beach, Maui! Great pools and amenities, restaurants, pristine white sand...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

Nihilani 2 BR Condo, Ground Floor, Pool and AC-34B

Set amidst lush, garden landscape and just steps from the resort's tropical pool and poolside lounging area, it can be your base for all the activities Kauai has to offer, or you can spend your days relaxing, meditating or heading out for all-day adventures. This is a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Hale Lo'i + Cottage: 5BR home +pool in Sunny Poipu

This bright, spacious, brand-new 5-bedroom, 4.5-bath compound has everything you’ll need for a flawless vacation—and luxurious perks galore, including a swimming pool and an outdoor lava-rock shower. The five bedroom house, which sleeps 10, consists of a 4-bedroom,...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

Hale Maluhia - Gorgeous Kaneohe Bay Home

Hale Maluhia (translates to peaceful and serene) is a bright and breezy home nestled in a quiet neighborhood by the bay with easy access to the H-3, Pali and Likelike Hwy. The lush Koolau mountains provide a picturesque backdrop like no other. Tastefully decorated with...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kaneohe, Hawaii

Maui Resort Rentals: Honua Kai - 3 Total Bedrooms + Den, 4th Floor Partial Ocean AND West Maui Mountain Views!

We are proud to present this one-of-a-kind new 3BR+Den package at the acclaimed Honua Kai Resort on Kaanapali North Beach.This tandem package combines an expansive 2BR suite with the 1BR+Den located directly next door. Your party will be treated to gorgeous partial...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

Oceanfront condo at the Royal Mauian.

You'll enjoy making memories in this well maintained, beautiful, family owned condo, Unit 515. The view is fabulous and the location is perfect. Simply walk downstairs and lounge on the grass next to the pool, or walk right next door to Kamaole I Beach. Beach towels,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Luxury accommodations, discounted golf and beautiful sunsets year round.

Luxurious ground floor "no stair steps" villa with private lanai, large lawn area and wide open views of the golf course. Granite slab counters in the large, well-equipped kitchen. Living and dining areas have hardwood floors. Kitchen, entry and baths have tile floors....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Waikoloa Village, Hawaii

Luxury Coffee Estate - Infinity Pool - Endless Views

*Our minimum stay is 2 nights. Our pricing reflects this access to a truly wonderful estate and the amenities outlined below. Please note that from 2023 our rate nightly rate will be based on an occupancy of 4 persons.The Vista Suite is located on the South side of the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Holualoa, Hawaii

Inviting 2 bedroom/2 bathroom suite-sleeps 6

This is a 2 room suite, 2 separate units adjoined by a private hallway. One room has 2 queen beds, the other has one king bed. Both sides have their own bathroom. The room with the queen beds has a kitchenette with an induction stove and refrigerator. Everything you...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

KBR #608 - 1 Bedroom / 1 Bath - Awesome Ocean Front View Unit on Sugar Beach!

Entering this totally remodeled 1 bedroom/1 bath beachfront condo you are immediately confronted with stunning, unobstructed ocean views. The upgraded kitchen and bathroom are beautiful with marble tiling, granite counters, and lovely cabinets. The bedroom has a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Ohana Hale Puako – Big Island Vacation Rental with Mauna Kea Views

Aloha! Welcome to the ʻOhana Hale, your Puako retreat with stunning forest and unobstructed view of majestic Mauna Kea from the lanai, living room and dining area. This quiet and tranquil location is literally 100 steps away from the beach. This is your perfect spot on...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kamuela, Hawaii

Forest Retreat Eco-Lodge - 24 acres of private land.

Picture Shangri La with rolling mists and sunshine over the canopy of Ohia Lehua with the tip of Mauna Kea poking through the valleys off in the near distance...Ahu Lani Retreat Center is an educational and retreat facility located at 3,000 feet elevation on the Hamakua...

🛏 11 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 20
📍 Honokaa, Hawaii

AS SEEN ON TV- Rated #1 Northshore Rental/Retreat with the "Wow" Factor

IF YOU'RE PINING FOR A LUSH, LAZY, LANGUID ESCAPE...A BAREFOOT TRANQUILITY...A BALMY, PALMY, SEA-SCENTED ADVENTURE...LOOK NO FURTHER!!Rated #1 Because...1. AS SEEN ON TV - The Discovery Channel recently filmed our home, Hale Mana, for the premier episode of a new TV...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kilauea, Hawaii

Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*

The unit has a TV with cable, internet connection, a full kitchen with a stove top, refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The unit is very clean, very comfortable with soft sheets. The interior is...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Haleiwa, Hawaii

Penthouse Condo with breathtaking views and conveniently located

Hololani B-802Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched in the heart of the west side of Maui, this stunning penthouse condo offers a luxurious ocean view retreat with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Best View for the Money!

Everything you need for a fun vacation. A lovely, impeccably cleaned, fully-equipped home with travertine flooring, fully-equipped kitchen with granite countertops, hickory cabinets, stainless appliances, breakfast bar, teak furniture, tropical ceiling fans, bamboo...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

Surfer's paradise on Oahu's North Shore - Split ACs

Aloha & Welcome to our stunning condo located at the Kuilima Condos at Turtle Bay, on the North Shore of Oahu. Our condo is the perfect destination for those seeking a luxurious and relaxing vacation in paradise with two Split AC units that keeps the place cool...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Resort condo steps from the beach with pool, gym & lanai

Mana Kai Maui Resort 615Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui's best...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Wailea Grand Champions | 183

Welcome to Wailea Grand Champions 183, a luxurious vacation rental that perfectly blends comfort and style in the heart of Maui's paradise. This stunning two-bedroom, two-bathroom retreat offers an exceptional experience for discerning travelers seeking a memorable...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

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