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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Spectacular Hanalei Bay Resort Newly Remodeled

About this spaceHanalei Bay Resort # 1525Spectacular resort has lagoon style pools with a waterfall jacuzzi. Walk to beautiful Pua Poa beach where on a calm day you can swim and snorkel, or call for a cart if you have too much to carry. Enjoy the on site bar and...

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

Contemporary Chic Comfy - 2Bed 2Bath Condo, Steps to Charley Young Beach

We are happy to invite you to our beautiful & stylish vacation condo - AquaMaui. Our family is grateful to have experienced the magic of Hawaiian living and we would love others to experience this. Our condo is a 3 minute walk to one of the most beautiful beaches in...

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

Kamaole Sands 9-309: It's All About the Ocean Views from this 1 Br

This comfortable and clean condo has a king bed in the bedroom, queen sleeper sofa in the living room and 2 full baths. It will accommodate up to four people.The condo is fully equipped with everything you need – even including beach towels, chairs, umbrellas, and...

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

Hale Moli - on Makai Golf Course in Princeville

This exquisite, air-conditioned, three bedroom executive home sits on the exclusive Makai Golf Course and is less than a thousand feet from the majestic Pacific. Featuring an oversized, covered lanai with sweeping ocean and mountain views, this home was designed to...

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

The Whaler On Ka'anapali Beach, Partial Ocean View, 3 beds, sleeps 6, has AC

Beachfront Bliss at The Whaler on Kaanapali Beach ResortWelcome to your tropical retreat at The Whaler on Kaanapali Beach Resort in stunning Kaanapali, Maui! Our beachfront condominium (Unit 269) offers the perfect blend of luxury and comfort for your Hawaiian getaway....

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Smoking Deal! Beautiful Renovated Unit, Partial Ocean View! Walk to beach 🤙🏽

Beautiful 1 bedroom, 1 bath condo completely renovated with A/C! You will love relaxing and enjoying this unit on your next vacation :)Come enjoy the beautiful island of Maui and stay in this private, modern, and comfortable unit. Kahana Beach is right across the street...

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

The Seaview at Kona Pacific, 5th floor, Ocean view, 1 Bed/2 Bath

Come and enjoy the Big Island from our beautiful, clean, ocean view unit. It is a very well maintained, 5th floor, spacious corner unit with a huge lanai. Our one bedroom, two bath unit is a very roomy 829 sq. ft. with an additional 269 sq. ft. of living on the wrap...

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

Luxury Napili Waterfront Home

Contemporary waterfront home in Napili. This 2 bedroom home is all about quality from the finishes to the art, it has it all. The floor to ceiling windows look out over the blue waters of a private cove in Napili. Views of Molokai in the distance with whales passing by...

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

PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002

Wailea Elua #2002 Ocean View CondoThis newly remodeled in 2021 second floor 2 bedroom and 2 bathroom condo has an open floor plan, large lanai that looks out to the Ocean. Complimentary high-speed internet is included.Elua Village is a premier destination resort, with 2...

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

Maui Oceanfront Penthouse 3br/3b in Makena Surf with Spectacular Views

This private 3-bedroom, 3-bath oceanfront condo awaits your romantic island get-away or fun-filled family vacation. At 1640 square feet of indoor living space plus an additional 810 square feet of outdoor lanai space, this home allows you to bring the family without...

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

Oceanfront Luxury Villa atHalii Kai 12D~Best Ocean Views!

È Komo Mai! We are pleased to welcome and invite you to stay in our oceanfront villa in Waikoloa Beach Resort on the Big Island. You will feel relaxed and inspired in our Hawaiian island retreat. Hali’i Kai is the only true oceanfront complex in Waikoloa and offers...

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

3 Bedroom Penthouse W/Private Lanai–Poipu Shores

Nestled along the shoreline, this serene haven offers sweeping ocean vistas and mesmerizing sunset displays that will leave you in awe. Step inside this stunning oceanfront penthouse, where breathtaking ocean views of the Pacific Ocean welcome you home. Designed with...

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

Ko Olina Beach Villas O805: Chef's Kitchen & Stunning Views

This villa features impressive ocean views from the large lanai, as well as mountain and golf course views from the back lanai. For convenience, the elevators are steps away from the parking entrance door and open to your semi-private floor. A full kitchen and open...

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

Discover Your Paradise at Royal Mauian 104

Welcome to Royal Mauian 104, where luxury meets the beauty of Maui’s coastline. Nestled on the ground floor of the prestigious Royal Mauian complex, this modern 2-bedroom, 2-bathroom condo offers the perfect blend of style and comfort. With direct access to manicured...

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

Relaxing garden setting with ocean view A210

Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Second floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Maui Kamaole F-106 Garden View, Walk to Kam III Beach Park in Kihei

Garden Paradise at the beautiful Maui KamaoleDon't get us wrong- the entire Maui Kamaole property is gorgeous in itself, but this condo is one to behold. It is located in a quiet corner of the property in one of the last buildings to be completed meaning a new and...

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

Hale Aloha: Luxe Waterfront Home, Island Vibe, Private Pool, Near Kailua Beach

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.Unwind at Hale Aloha by Gather, your tranquil...

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

Holua Kai#8 w/ Private Pool, Ocean & Golf Views, Community Pool & Spa

Welcome to Holua Kai #8 by Gather, a serene three-bedroom, two-and-a-half-bathroom home nestled within the esteemed Kona Country Club Ocean Course. This home offers a tranquil retreat for up to six guests, blending modern luxury with the natural beauty of Hawaii's Big...

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

Ma'alaea Surf, Unit H3-Ground Floor Beachfront Condo, AC, Wifi, Pool, TV

Ma'alaea Surf, Unit H3 is an ideally located ground floor condo, just steps from Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive views of the ocean. Enjoy Maui's colorful...

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

Beach Studio with private yard in Lanikai - 30 day Minimum Stay

Escape to your beachside retreat with this beautifully renovated studio located just a block from the pristine sands of Lanikai Beach on the east side of the island. Designed as your ultimate home away from home, this property offers a unique blend of seclusion and...

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

Poipu Shores 102A Shorebreak Lanai, Ground Floor Unit, w/AC

POIPU SHORES 102A AT KOLOA KAI VACATION RENTALSEnjoy the unobstructed ocean views of Southern Kauai from the lawn-access lanai of Poipu Shores 102A! Listen to the soothing sounds of the waves breaking on the rocks just feet below while you enjoy your morning coffee in...

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

Beautiful Kamaole Sands Oceanview Condominium - MAUI IS OPEN FOR VISITORS!!

This beautiful, large two bedroom, two bath townhouse type unit is decorated in light, airy island decor. The living room has a cathedral ceiling with a circular oak staircase to the second floor master bedroom and bath. Interior amenities include a fully equipped,...

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

Last minute special 180 from 7/1/24-7/31/24! nCome and enjoy Aloooooohaa!!

Yes you can afford this great vacation in our wonderful condo, located near Wailea . We are in the Hale Kamaole resort and are on the ground floor.Features include:Nice quiet split system air conditioner throughout the condo.1. Walking distance to Kamaole Beach 3 (it's...

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

New to VRBO. Air Conditioned Luxury Island Retreat - Newly Remodeled

Newly remodeled ground-floor condo at Alii Kai with all new fixtures and furnishings.Located on the cliffs above Turtle Cave, you are just steps away from a private path leading to snorkeling with Kauai's magnificent Sea Turtles. Enjoy ocean views from the front porch...

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

Modern and Quiet Mauna Kea Gem

New to VRBO! This three bedroom home sleeps six to eight with modern amenities, a gourmet kitchen, large open floor plan, pool and spa. Located on the resort side and ocean side of the highway in one of the original Mauna Kea developments - just a short drive or walk...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Waimea, Hawaii

❤️PiH❤️ Sun Ray Retreat ★Ocean & Sunsets Views★Optional Mauna Kea Hotel Privileges

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Sun Ray Retreat, a part of our Hawaiian Luxury Collection. Sun Ray Retreat at the Mauna Kea Resort Kumulani complex has stunning views of golf, ocean and sunsets. This three bedroom upper-level unit is...

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

KBM Resorts | FREE CAR | International Colony Club | 2-Bedroom Cottage, True Essence of Hawaii! ICC-11

Plantation-style 2BR cottage near Ka'anapali's Airport Beach with high beam ceilings, updated kitchen, and lush tropical gardens. Walk to the beach or relax by the pool in authentic Hawaiian charm.*Special Offer - Book any KBM rental home in Hawaii for 6 nights or more...

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

Maui Resort Rentals: The Whaler 212 - Gorgeous Remodel, 1BR/2BA w/ Ocean and West Maui Mountain Views!

Not previously available for vacation rental, this gorgeously remodeled 1B/2BA suite at the Whaler boasts a desirable vantage point with beautiful views of the Pacific Ocean and Maui's neighbor island Molokai, as well as views of the West Maui Mountains.Your party will...

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

Waikoloa Fairways #A310: Top Floor,Breathtaking Lake, Golf Course&Ocean Views

VIEWS, VIEWS, VIEWS!! This gorgeous condominium has the WOW Factor when you go to the Lanai. Absolutely Breathtaking views over the Golf Course that sweep to the Ocean over the Kohala Coast and to Maui, make this condominium a truly special property.The location, views,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 KAILUA KONA, Hawaii

Oceanfront - 1 Bedroom - Marriott's Kauai Beach Club - Full Resort Access

Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...

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

Beachfront Paradise/Ocean Views & 5 Star Reviews/ Shared pool. Steps to the Sea!

paradisesandshawaiirentals.com8083828016E’komo mai “welcome” to Turtle Bay Ocean Villa unit 210! Newly updated, painted and re-decorate- this charming 1700 sq ft villa will help make all of your Hawaii vacation dreams come true. Located on the second floor with...

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

A perfect suite for temporary short term visitors

To our dear and faithful previous visitors and new vacationers Please always remember we NEVER charge an owner host fee - everything you see is yours to use, eat - candy, snacks, coffee, all beach and snorkel equipment etc etc etc. enjoy and of course no cleaning fee....

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

Charming Guest House in Mountain View

Newly remodeled home on a two acre property will provide you a real taste of big island living. Peaceful and relaxing environment. Fresh mountain air. Magnificent native foliage. Comfortable cool climate.Explore the island by kayaking in Hilo Bay. Complimentary rental...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Mountain View, Hawaii

Beautiful 3 Bedroom Rainforest Retreat, minutes from HVNP

Come and enjoy our beautiful retreat, just minutes from Volcano Village and the world renowned Hawaii Volcanoes National Park. Designed by renowned local architect, Boone Morrison, this unique property features lots of natural wood and light, providing a wonderful...

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

Puna Rainforest Hot Spring Retreat - Green Bamboo Cottage

Studio with oceanview, full kitchen and bathroom, queen size bed, plus small couch for one child or small adult. Perfect for couples. The property offers 1 mile private rainforest trail, pool, steam vents, two steam vent hot springs and private retreat setting...

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

Kihei Surfside #508: Gorgeous Oceanfront Escape with Mesmerizing Views

Kihei Surfside #508 – Oceanfront Escape with Split-Duct AC and Breathtaking ViewsWelcome to Kihei Surfside #508, a beautifully situated 1-bedroom, 1-bathroom oceanfront condo offering unobstructed views of Maui’s stunning coastline. Perfect for two guests, this...

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

KRL H101 Remodel 2BD Condo Pool Kaanapali Beach Golf Whalers Village

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...

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

Hawaiian-inspired studio with ocean view

Papakea B307 is a Studio condo featuring amenities such as a stunning ocean view, a washer/dryer, and air-conditioning! The condo can accommodate up to 4 guests with a Queen-size Murphy bed. The spacious main living area includes modern furniture with tile flooring and...

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

Wailea Beach Villas | PH111

Curated with our guests in mind, Wailea Beach Villas PH111's outdoor elements are just as immaculate as the home’s interiors. Unwind and enjoy peekaboo views of the ocean along with tropical greenery from your private lanai. The pristine Wailea Beach is located nearby...

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

🌴Beautiful home centrally located in Kailua Kona. Aloha and welcome to Hale Kona!🌴

Aloha and Welcome to Hale Kona! This beautiful home is located right in the heart of Kona. It is your perfect tropical getaway.Enjoy the hot tub as you wind down for the evening. Located in a quiet and peaceful gatedcommunity, the home is just minutes away from all of...

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

Hokulani 509 at Honua Kai Resort ~ Rare Indoor Ocean Views & Wrap Around Lanai

Welcome to Hokulani 509, your luxury beachfront oasis at the stunning Honua Kai Resort & Spa. Marvel at breathtaking ocean views from inside this rare and unique interior courtyard, 2 bed/2 bath condo, boasting a 1300 sq ft interior with travertine floors and...

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

Welcoming, open and spacious 3 Bed/3Bath - Enjoy the magic of the Northshore!

If you’re looking for a prime location on the North Shore of Kauai, this is it. Villas on the Prince 34 is a 3 bedroom, 3 bath home which offers privacy in a quiet, gated, upscale community. This home is delightful and wonderfully appointed and has everything you...

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

Beautiful Luxury Garden View 2 Bedroom, 3 Bathroom Condo

Beautiful Luxury Garden View 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Oceanfront and Beachfront Resort & Spa on the beautiful island of Kauai. This exceptionally, well decorated ground floor 2 Bedroom, 3 Bath Condo offers easy access to the pool and...

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

Coastal Living Celebrated-North Shore Beach House

**Please contact for availability!Experience the ideal North Shore lifestyle in this architecturally renowned Hawaiian beachfront cottage. Here you will find the perfect Island getaway for couples or small families looking for privacy, modern comfort, and direct beach...

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

Spacious Resort Townhome with Ocean Views & Private Pool

Four specialized Sirrus bikes with helmets included with rental. This spacious two-story town home holds 3,132 sq. feet of living area including spacious covered lanai and is a perfect retreat for families looking to stay in close proximity to hotel facilities and two...

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

Includes Beach Gear! Shores at Waikoloa 331

This vacation rental is professionally managed by ResorticaHawaiiPLEASE NOTE: The tile walkway on the 2nd floor of the Bo Tree Tower will be replaced from July 14-September 15, 2025. The first two weeks of the project are expected to be the noisiest while the current...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waikoloa Beach Resort, Hawaii

Wailea Hoolei 93-3 Rarely Priced for Last Minute May Getaway at Luxurious Condo

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Ho‘olei 93-3, a lavish 3-bedroom, 3.5-bath villa nestled in the private, gated enclave of Ho‘olei, just a short stroll...

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

Hale Holokai at KAANAPALI VISTA~LUXURY Golf Course Ocean View Home 6 bedroom 3 bathroom~

This home will be supporting the Lahaina Fire disaster from April 9th, 2024 - April 30th 2025. We are accepting reservations for this home beginning on May 1st 2025.This is a legally permitted vacation rental according to the County of Maui ordinances.Luxury 6-Bedroom...

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

Stunning Views! Luxury Penthouse Kahana Villa E705

Summary:Enjoy your stay in Maui worry-free! Our short-term rental property is unaffected by any proposed legislation that may impact other accommodations. Book with confidence and experience the beauty of our island without any risk of cancellation.Stunning views that...

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

Tropical Wailea Retreat

We invite you to come and stay at our spacious suite where you can enjoy the exclusive Wailea lifestyle. Relax & restore in this serene space surrounded by tropical palms!This bright and airy 1 bed/2 bath, corner end unit is a modern Hawaiian retreat. The suite features...

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

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