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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Poipu Paradise Beach Condo

Welcome to the South Shore of the Garden Island of Kauai and beach town of Poipu! Your stay at our well appointed modern beach inspired condo will be a wonderful place for your Hawaii vacation. Just a short 5 min walk on the greenway to Poipu's beaches for activities...

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

Ekahi 4C - Quiet Garden View Close to Beach - 20% off Summer pricing

1 Bedroom, 1 Bathroom, Sleeps 2-4*** Now offering for a limited time - 20% off Summer pricing ***Located in the lower village, unit 4C is a ground floor unit is backing on to a quiet ravine and surrounded by a tropical lawn area where children may securely play. Very...

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

Ocean & Diamond Head View Condo at Waikiki+Parking

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

Hale Kai - Best Value Beachfront Home Steps from Beach

Youtube Video Presentation: https://youtu.be/-c1tR8mMI1gHale Kai in Hawaiian means “ocean house” as there are spectacular views of the coastline and a white sand beach from every room. This home sleeps four with two bedrooms, two bathrooms and laundry facilities. It...

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

Keauhou Punahele B-308 Top Floor, Ocean Views, 3 bedrooms, 3 Bathroom!

A True Beauty at Keauhou Punahele: New Rental in 2024! Keauhou Punahele#B-308 is a gorgeous top floor rarely available 3 bedroom, 3 bathroom condo with approximately 1594 interior sq. feet with an additional 234 square foot lanai! It sits right on Keauhou Country Club...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Unique 8th Floor King bedroom condo Full kitchen Sleeps 3

Legally Permitted Rental - WAIKIKI GRAND HOTEL®815 One-bedroom Suite 2 Rooms in 1 Space1 King Bed1 Sofa BedFULL KITCHENGrab this one if it pops up for your dates! It is seldom available and often booked far in advance. Some years ago, a much-loved radio personality...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Luxury Beachfront Condo with Amazing 180° Ocean Views!! Corner Unit.

Kana'i A Nalu 317 by KNOWLES MAUI• Recent full-condo remodel, new everything• Third-floor corner unit with unobstructed ocean and outer island views• Freshwater beachside swimming pool • On Sugar Beach – the longest beach in Maui, great for swimming,...

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

$500 off the normal nightly rate of $1,250 for NEW April 2025 reservations

Mature plantings, carefully situated, plus two-level design, create a haven of comfort for enjoying beach living while capturing the best of the coastal breezes. Beautifully crafted with oak floors, redwood paneling and koa shelving, Ulu Niu is lovingly decorated with...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 7
📍 Kamuela, Hawaii

Hale Wailani - 4 BR Home on the Kohala Coast

Hale Wailani is an elegant home built with handcrafted quality and style, brilliantly designed for maximum outdoor living and gorgeous views of Mauna Kea, Mauna Loa, the Kohala Mountains and Waialea Bay from nearly everywhere in the house. With 3,700-square-feet over...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Kamuela, Hawaii

Panoramic Ocean and Golf Course Views ! Luxury Multi Level Townhouse at Hualalai Resort- includes 2 Golf Carts

Ke Alaula Villa 217B at Hualalai ResortExperience unparalleled luxury and tranquility at Ke Alaula Villa 217B, located within the prestigious Hualalai Resort. This exceptional property is situated within one of Hawaii’s most renowned and award-winning resorts,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Newly renovated with ocean views from every lanai

Kapalua Bay Villa 29G5 is a newly remodeled 1-bedroom, 1.5-bathroom villa that can accommodate up to 4 guests comfortably. Step inside to enjoy the bright and airy main living area. Hawaiian-inspired decor and furnishings throughout the villa provide an elegant yet...

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

Beautiful Penthouse Condo w/ Direct Ocean Views - Sleeps 8!

Aloha! This condo has everything you'll need for an amazing Hawaiian vacation! We selected this condo because we love the layout and the ability to comfortably sleep 8 people. Also, the grounds at the Papakea Resort are immaculately maintained and have something for...

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

Maui Sunset B119 Beachfront Ground Floor, Ocean-View, Poolside Family Friendly!

- Updated, ground-floor, oceanfront condo.- Breathtaking, unobstructed sunset views!- Manicured park grounds directly accessed from the unit's lanai.- Tropical landscaping and outdoor pool with an activity desk for booking tours, activities, and water sports rentals.- 2...

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

Kona Oceanfront-Gorgeous, Quiet, Sleeps 6

Discover paradise at our stunning oceanfront retreat! Nestled amidst swaying palms and lush tropical greenery, this three-bedroom, three-bathroom sanctuary offers a serene getaway for up to six guests. Wake up to the soothing sound of waves crashing, and soak in...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Kahikole Street Estate – Four Seasons Hualalai Home with Pool & Spa

Aloha and welcome to your private oasis at the exquisite 4 bedroom home in Hualalai with amenities at The Four Seasons resort. Spectacular views include an unobstructed ocean panorama and the Kohala Volcano to the north, you also enjoy a front row seat of the 8th hole...

🛏 4 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kailua Kona, Hawaii

Indulge, just steps to pristine beaches, restaurants & shopping.

Introducing the enchanting Honu Hale Cottage, a captivating retreat just steps away from a picturesque stretch of warm sand where sea turtles find solace in the tranquil waters of the Pacific Ocean.Located in the peaceful Kihei area of South Maui, this unique sanctuary...

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

125+ 5star REVIEWS SAYS IT ALL! Golf & Ocean! LAST MIN CANCL APRIL! 169 +tx rate

Location: Grand Champions, Wailea, South Maui, Maui, Hawaii, USA (2 miles Kihei, 13 miles airport, 1/2 mile beach.) Accommodations: Condominium, 1 Bedroom, 2 Baths (Sleeps 2) Maximum occupancy is 2 adults 25 years old or older onlyCOME ENJOY OUR FULLY RENOVATED FROM...

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

Kulanakauhale 3558: Lavish Oceanview Estate, Private Pool & Spa at Hualalai

The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...

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

Magical views of Hanalei Bay, Napali Coast and the Makai Golf Course in a beautifully styled home

Spectacular views from living room, two lanais, king and queen bedrooms. The whole house is light and bright, recently updated with new paint, flooring, light fixtures and all new furniture, high-end mattresses and linens. Cook's kitchen is stocked with everything...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Fern Grotto Inn -Trip Advisor & Lonely Planet Recommends our Old Style Cottages!

Tropical Garden Cottages—One Block from BeachWhy stay at Fern Grotto Inn? The reasons are as numerous as our glowing guest reviews. In fact, Fern Grotto Inn recently became the best-rated vacation rental on TripAdvisor and was featured in Lonely Planet—all thanks to...

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

A Welcoming Beachfront 2BR/2BA, Vacation Home, W/D, AC, STEPS TO BEACH!

This is a completely renovated 2 bedroom/2 bath 1,148 sq ft. condo within a stones throw from the beach! When you enter the unit you will be taken aback by the Hawaiian vibes! Open the patio door and immediately feel the ocean breeze from the trade winds and smell the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapa?a, Hawaii

❤️PiH❤️ PACIFIC VISTA RETREAT ★ Luxury Retreat w/ Ocean Views ★ Heated Pool

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Pacific Vista Retreat, a part of our Hawaiian Luxury Collection.Pacific Vista Retreat in Kahakai Estates is a wonderful 5-bedroom home, minutes away from downtown Kailua-Kona. It has some of the most amazing...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Kailua-Kona, Hawaii

Konea 301 at Honua Kai Resort ~ Rare Frontline Ocean Views, Private BBQ on Lanai

SUMMER FLASH SALE - BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL JULY 30TH 2025Welcome to Konea 301, a luxurious and spacious suite with stunning ocean views with full access to the Honua Kai Resort. Experience breathtaking ocean...

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

Hot tub, jungle house, walk to Kehena Beach amazing lush views

Take it easy at this unique and tranquil getaway. A verdant oasis waiting for you to enjoy. Stunning views of tropical beauty from all windows of the home makes the place feel like you're in the trees. Only a short walk to the famous Kehena Beach (black sand beach on...

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

Stunning Property in Building 10 of Kamaole Sands

Completely remodeled, luxury condo in Kihei, Maui. 2 bedroom, 2 bathroom, third floor, end unit in Building 10 of Kamaole Sands. Kamaole Sands is directly across the road from Kamaole III Beach Park and Building 10 is closest to the beach. The ocean views are amazing...

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

Modern Luxury Suite at Waikiki Beach Tower w/ Ocean View

Relax in this beautifully renovated unit with ocean views at Waikiki’s finest oceanfront condo building. Wake up to the crystal blue ocean from the luxurious king bed in the master bedroom, entertain family and friends in the open kitchen and living room, and enjoy a...

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

Stunning, Romantic Cottage on Slope of Hualalai

On the Kona side, safe and away from the volcanic activity, the Cottage awaits you. The perfect, peaceful getaway for those on a honeymoon or looking for a relaxing, romantic experience. This warm, welcoming, newly-built and finely crafted studio cottage provides modern...

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

Enjoy this Lovely Tropical Paradise!!

Enjoy this Lovely Tropical Paradise!! Registration Number: GE-096-482-7136-01, TA-096-482-7136-01 ********************************************************************************************************

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

Home with Panoramic Ocean Views + Private Pool

E Koma Mai (Welcome) to this upscale retreat that offers you a true luxury experience. Sitting on a hillside, this home boasts unobstructed views of the coastline from the main pool deck, upper lanai, and from nearly all interior spaces. With 3 bedrooms and space for 6...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Hapuna Beach Paradise 2 BD Penthouse Oceanfront Views + Mauna Kea Beach Resort

Important Notice for 2026 BookingsIf you're booking a stay with us for dates beginning on or after January 1, 2026, please be aware that a Hawaii tourism tax increase of 0.75% will be implemented to support climate relief efforts on the Hawaiian islands.Although this...

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

ALII 411 Ground Floor 2BD at OceanFront Kaanapali Alii

FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...

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

147 Ten Star Reviews out of 147, AMAZING, Maui Magic, A206 with AC, BEACHFRONT

BEACHFRONT ON MAUI... A206 AT NAPILI SHORES RESORT! Located directly on gorgeous Napili Bay on West Maui with 240-degree view of the water and spectacular West Maui sunsets. This property is NOT affected by the vacation rental issues here on Maui. There is practically...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Lahaina, Hawaii

Charming oceanfront condo with lovely views - pool, hot tub & sauna on-site

Sugar Beach Resort 415Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Snorkel, surf, and swim at this charming Sugar Beach Resort condo! Boasting a prime, walkable location to one of...

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

Ocean Pearl at Turtle Bay Resort - Kuilima Estates West

Ocean Pearl is a luxurious retreat nestled in the heart of scenic Turtle Bay Resort, offering a perfect blend of comfort, convenience, and breathtaking views. With three full bedrooms and two full Jack & Jill bathrooms, this spacious abode provides ample accommodation...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212*

Enjoy this 2nd floor unit featuring gorgeous views throughout the unit of Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. The unit is tastefully decorated with the spirit of Aloha and has a portable a/c unit in the bedroom to keep you...

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

Kailua Beach Historic Renovated Cottage

This property is offered as a monthly rental. Although full-month occupancy isnot required, the monthly rate remains fixed and applies in full, regardlessof the number of nights stayed, as prorated rates are not available.One of the original homes on Kailua Beach, this...

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

Beautiful Ocean View Studio at Kihei Akahi

Welcome to Kihei Akahi! This is the perfect location for your Maui vacation. Step cross the street and enjoy Kamaole Beach 2, one of Maui's best swimming beaches. The condo has a fully equipped kitchen, making it ideal to enjoy dinners at home. The lanai is perfect for...

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

Best 2 Bedroom Condo In Wailea - Enjoy Paradise All Year

Aloha and welcome to our home at The Palms at Wailea. The ocean view will take your breath away the minute you step inside. But it's the condo renovation and our commitment to our guests that will keep you coming back.Our remodeled unit has beautiful floors, plenty of...

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

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

• Oceanfront• Split A/C units• King bed• Remolded June 2023• Beach access from condo complexFully remodeled in June 2023, unit 218 is bright, beautiful one bedroom, one bathroom oceanfront property in Hale Kai O Kihei welcomes you! This second floor condo is...

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

OCEANFRONT Spectacular Condo - Breathtaking Ocean Views and 60ft From the Water!

Allow the sound of the waves to relax you as you enjoy a beautiful condo with all the modern amenities directly on the Ocean in Maui. High end appliances throughout. Modern decor professionally accessorized by Swan Interiors. Enjoy all the modern conveniences; free high...

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

Westin Princeville Luxury One-Bedroom Villa

Perfect for a couple or small family just wanting to get away and enjoy the beautiful island of Kauai. Villa has full kitchen, king bed in bedroom and queen size sofa bed in living room.. Lanai has chairs and table. Next door to golf course. Beautiful swimming pools,...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Princeville, Hawaii

Waipouli Beach Resort D407, 199.00 May19-21 BlowOutSal wKitchen, 10 StarReviews!

Luxurious Hawaiian Modern Timeless Theme Top Floor PENTHOUSE Waipouli Beach RESORT D407, Beachfront Resort."CRAZY" Mountain Range VIEWS and Evening SUNSETS, a "ROMANTIC" Master 2bd/3ba w/a King bd in one rm & 2 Full bds in another & Queen Sleeper sofa. "Hawaiian Theme"...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapaa, Hawaii

Beautifully Decorated Whaler Studio at The Whaler on Ka'anapali Beach

Property Description: West Maui is open for business and welcoming visitors! The Whaler on Ka'anapali Beach is a world class oceanfront condominium resort located directly on Ka'anapali Beach in the heart of world-famous Ka'anapali Resort. The Whaler offers all the...

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

Alohale - Serene Premium View Luxury Villa, Mauna Kea & Golf Views......Paradise

Alohale | Aloha (Hello) + Hale (Home). Kulalani is a special place you will want to return to again and again. This artistically presented home offers true serenity and privacy with world class services and amenities all around. 3 beautifully furnished Bedrooms, Granite...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kamuela, Hawaii

Beach Walker at Champion Ridge: Mauna Lani Resort Home with Pool & Spa

Welcome to Beach Walker at Champion Ridge by Gather, a stunning four-bedroom, four-and-a-half-bathroom estate located in the prestigious Mauna Lani Resort on Hawaii's renowned Kohala Coast. This 3,500-square-foot retreat offers breathtaking views of the ocean, volcanic...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kamuela, Hawaii

Ocean View Condo with 3 shared pools, beach access, grill areas, & more!

Plantation Hale F5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'*BOOK MAY 28-JUNE 2, 2025 FOR A DISCOUNTED NIGHTLY RATE*Located in the heart of Wailua, on the Royal Coconut Coast...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Kapaa, Hawaii

New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!

It's all about the location, views, and our new remodeled unit! Located in building 7, one of the smaller buildings with only 6 condos, you are in the heart of this oceanfront resort and steps from the beach!Remodeled kitchen and bathroom, all new flooring throughout,...

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

Hapuna Beach Residence A21 at Mauna Kea Resort

This immaculate, oceanfront, newly-constructed, island masterpiece offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a sleek, epicurean kitchen with Wolf and Sub-Zero appliances, wine storage and hand-crafted cabinetry, plus a dining...

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

Top Level, 2 Bedroom, 2 Bath Condo On Incredible Kauai! June 11-18 2023

The best views on the Island! Your own private lanai that looks onto the beautiful Bali Hai peninsula and Hanalei bay. Fully refurbished and equipped 2 bedroom condo, each room has it's own bathroom, plus large living, dining, kitchen area. Recently remodeled with all...

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

KBM Resorts | FREE CAR | Honua Kai | Ocean view | 2-Bedroom Condo with Huge Wraparound Lanai! HKK-413

Luxurious 2-bedroom, 2-bath villa at Honua Kai Resort featuring ocean views, spacious living areas, gourmet kitchen, resort pools, dining, and Kaanapali beach access.** Limited Time Special Offer: Book any KBM rental home in Hawaii for 6 nights or more with an arrival...

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

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