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.
List
Map

Maui Resort Rentals: Kaanapali Alii 314 – Expansive 2BR+DEN Ground-Floor Residence, Luxuriously Remodeled, Steps to the Beach!

Luxuriously remodeled, this 2 bedroom den ground-floor gem delivers partial ocean views, an expansive 1850 sq ft of interior living area, and a sleeping capacity of up to 8 guests. The oversized outdoor living space and lawn area effectively doubles your lanai...

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

Views! Views!!!

Looking for that romantic getaway? Our little slice of paradise is ideal for Honeymoons, anniversaries, babymoons, or that special romantic escape. Looking for amazing sunsets and whale watching from you own private lanai? Check us out!!Experience oceanfront tranquility...

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

Wavecrest Resort Vacation Condo

Come share our little oceanfront slice of paradise on Molokai. When you visit the Wavecrest Resort, the A-building is where you want to be. Right on the water, the experience is totally different. You have a front-row seat for all the beauty of the ocean and all the...

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

Hali'i Kai 20G "WishWeWereHere" Newly renovated! Oceanfront resort, gears bikes.

PROPERTY DESCRIPTION: Ours is the most spacious floor plan at Hali’i Kai with 1677 square feet, 1930 square feet if include the two lanais. This is a two-story Townhome with the entrance on the second floor, no elevator.You will enjoy our newly remodeled condo with...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Waikoloa Beach Resort, Hawaii

Place in Paradise - Kailua Beach Oceanfront Vacation Home

Place in Paradise - Kailua offers casual oceanfront accommodations on one of the most beautiful beaches in Hawaii. Kailua Beach has been voted "Best Beach in the United States" by a variety of publications. Five bedrooms and five and half baths make this an ideal home...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 Kailua, Hawaii

Luxury Mauna Kea Rental Home

The Hawaiian word for family is ohana and we affectionately call our home, O2 or Ohana 2, as it is our family vacation home and we would love to share it with the you!Marvel at the shimmering Pacific Ocean and tropical Kohala Coast views from our inside living space as...

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

Pristine End Unit, Mauna Lani Golf Villas, Beach Club+Golf Pkg savings!

STVR-21-559570Seeking a flawless, worry-free spot for your next get away? Look no further….Come, relax and make yourself at home in our well-appointed, high-end furnished, corner villa inside the Mauna Lani Beach Resort. Take advantage of our Kings Club membership at...

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

Hale Okale By Parrish Kauai - Hanalei Value & Location

Located in the quaint and historic beach community of Hanalei Bay, this comfortable Kauai vacation home offers its guests a spacious and relaxing place to settle in and enjoy beach life. Hale O’Kale is walking distance to all of Hanalei town with its shops and...

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

Maui Resort Rentals: The Whaler 1020 - Luxurious 10th Floor 1BR w/ Gorgeous Ocean and West Maui Mountain Views!

Enjoy beautiful views of the Pacific Ocean and Maui's neighbor island Molokai, as well as views of the West Maui Mountains from this luxurious 10th-floor one-bedroom suite at the iconic Whaler in the heart of Kaanapali Beach.Tastefully remodeled, this suite is the...

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

Aloha Condos, Na Hale O Keauhou, Townhome E-2, Ocean View, AC

Located in the highly desirable Na Hale Community, this beautiful well-appointed 2-bedroom, 2.5-bathroomtownhome offers spectacular ocean views and breathtaking sunsets. Bothbedrooms feature private, ensuite bathrooms. Additional in-home conveniences includea washer and...

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

Mauna Kea Villa 3022 - Ultra-Luxe Hawaiian Villa for Rent

This single-level, sophisticated, oceanfront estate offers a sunken living room with sliding glass pocket doors for indoor/outdoor island living, a chef’s kitchen with Wolf and Sub-Zero appliances, a dining area for 10 with adjoining wet bar as well as bar seating in...

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

🏖️Walk to Beach, Restaurants, Shopping | Concierge Included | vrKCV

vrKCV - Kolea 15L, Professionally Managed by Kona Coast VacationsWelcome to Kolea 15LA luxurious haven within the renowned Kolea community, located in the heart of Waikoloa Beach Resort on the stunning South Kohala coast. This exclusive residential gem offers direct...

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

Captivating Ocean Front Condo Living-Poipu Shores

Every evening, the sky transforms into a masterpiece of warm colors, reflecting off the endless ocean, creating an unforgettable view from this coastal retreat. This beautifully designed vacation rental offers breathtaking views of the Pacific, where you can watch sea...

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

Moana Makai & Moana Mauka – Kailua-Kona Oceanfront Estate

We are 2 luxury oceanfront vacation rentals on the Kona Coast. Voted "Best Private Estate in - Kailua Kona Hawaii" October 1, 2016 These two beautiful homes share the estate’s lava rock saltwater pool and jacuzzi, lushly landscaped yard overlooking the Pacific ocean,...

🛏 13 Bedrooms
🛁 9 Bathrooms
👤 Sleeps 34
📍 Kailua Kona, Hawaii

Privacy + Luxury • Oceanfront • Panoramic View

Summary:Hali’i Kai in Waikoloa Beach Resort • 69-1033 Nawahine Place #13D • 5★ RatedHali’i Kai 13D is a Kohala Coast oceanfront corner villa located in the highly desirable gated property situated in Waikoloa Beach Resort. This upgraded villa boasts 2...

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

❤️PiH❤️ Shades of Summer ★ Fully detached home ★ Hilton Pool & Waterslide Passes

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Shades of Summer, part of our Hawaiian Luxury Collection. Shades of Summer is a beautiful 3 bedroom / 3 bathroom freestanding home that offers everything that you would ever desire on your Big Island vacation...

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

Remodeled Quiet Oceanfront Corner Unit on 3rd Floor at Sugar Beach Resort

This unit is remodeled and ready for you to call home for your stay! Walk down the stairs and onto the longest walking beach in Maui! Heading South on the beach, you are a 5 minute walk to delicious Sugar Beach Bakery and Ululani Shave Ice. Head North on the beach for a...

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

Historic Upcountry Ranch Home

PERMITS: SUP2 2019/0015 and STMP T2019/0002MAUI’S VRBOS ARE NOW OPEN TO TRAVELERS FROM THE MAINLAND AND ELSEWHERE. FOR LATEST INFORMATION PLEASE GO TO travel.hawaii.gov. WE PROVIDE: 1. ENHANCED CLEANING PROCEDURES BETWEEN GUESTS 2. HAND SANITIZER AND DISINFECTING...

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

Sweet Lava Retreat with Epic Ocean and Volcano Views

** Please note that the House is not a fit for children under 6 years old or the elderly, as there are lots of stairs and balconies, a steep ladder within the Main House, and there is uneven lava in the yard.Welcome to the Hakuma House, a cozy off-grid retreat with...

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

Beachfront Kihei! A True Beachfront Experience!

Unbelievable main floor beach front condo. Unit 5 of Kamaole One is a 2 bedroom, 2 bathroom, 1100 + sq ft corner unit condo perfect for 4 people. Located in an unforgettable location directly on family favorite Charley Young Beach. The beach features a sand bottom,...

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

❤️PiH❤️ AQUA MARINE DREAM ★Big Golf Discounts★Free Hilton Passes★Tennis/Pickleball

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Aqua Marine Dream, a part of our Hawaiian Luxury Collection. It's is a wonderful 4 bedroom home and 4.5 Bath (Mahina Model) equipped for up to 10 people.The home has had recently been updated with lovely new...

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

Poipu Sands 214 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches

POIPU SANDS 214 AT KOLOA KAI VACATION RENTALSA Tranquil Island Retreat on Poipu Kai GreenbeltWelcome to Poipu Sands 214, a beautifully appointed ground-floor condo just steps away from the lush Poipu Kai Greenbelt and the breathtaking Shipwreck Beach. Whether you're...

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

Coastal Remodeled ocean view Papakea Resort condo

Recently updated Papakea Resort 1 bed, 1 bath fully stocked condo is in a great location with beautiful Ocean Views. This bright and airy condo has coastal vibes throughout and can accommodate 4 people. It comes with all the household items and beach gear you'll need...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Napili-Honokowai, Hawaii

Whales and great reviews! Royal Kahana 2 Bd/2Ba ! Hotel zoned Safe to Book!

We welcome and need you to visit our beautiful island. We thank you for your support and welcome you! This property is hotel zoned which means that short term rentals will continue to be legal rentals at this property. The apartment zoned properties are proposed to be...

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

Luxury Villa l Designer Furnishings, Central A/C

Summary:E111 | TA-167-599-1040-01Experience refined island living at Villa E111, a luxurious Poolside Villa in the heart of Poipu. Outfitted with designer furnishings, a gourmet kitchen, central A/C, and in-unit laundry, this spacious retreat offers all the comforts of...

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

Luxury Villa Steps from Wailea Beach with Resort Amenities & Stunning Upgrades

This property is hotel zoned, and not being affected by the recent proposed legislation.Wailea Beach, voted one of the top beaches in the world, is a short walk from Ho'olei Villas. This amazing beach offers numerous activities such as paddle boarding, snorkeling, sea...

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

Spectacular Ocean View, Peace, Beauty, And Relaxation two to five guests

We invite you to explore Peaceful Hale, where abundant quiet and serenity, incredible views, sunsets and night skies with rolling hills and lots of open space await you at our end-of-the-road location. Nestled in the Kohala hills at 700' elevation, we enjoy bountiful...

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

Recent remodel - Large 1BR w/ ocean view and walk to excellent beaches/eateries

Recently Remodeled (2021)!Large 1BR unit at highly desirable Shores of Maui. The Shores is a place that people return to year after year, so once you've stayed there you'll likely do the same and return for years to come. A small 50 unit condominium complex with a mix...

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

Oceanfront Luxury at Honua Kai Konea 250: Stunning Views & Gourmet Amenities!

This property is hotel zoned, and not being affected by the recent proposed legislation.Honua Kai Konea 250 offers luxury at its finest! As you enter you will be in-awe of the breathtaking direct ocean views from this luxurious villa located at one of the most exclusive...

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

❤️PiH❤️ DAYDREAM VILLA ★ Bikes and Beach Gear ★ New Home ★

Brought to you by Paradise in Hawaii Luxury HomesWelcome to one of the newest homes in our Hawaiian Luxury Collection. Daydream Villa at KaMilo is a wonderful newer 4 bedroom home.We pride ourselves on providing some of the most sought after homes on the Kohala Coast...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Kamuela, Hawaii

ALA 12 Perfect Getaway Remodeled Private 4Bedroom Beach House Near Beach

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...

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

Penthouse Luxury Oceanfront, Third Floor, 2 Bedroom | 2 Bathroom with Central Air

Lanikai 131 – Oceanfront Penthouse with Panoramic Views & Central A/CWelcome to Lanikai 131, a premier top-floor penthouse offering front-row views of Wailua Bay and Papaloa Cove. With 2 bedrooms, 2 bathrooms, and central air conditioning throughout, this elegant...

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

Spacious Ranch Cottage with private hot tub and VIEW!

Our Ranch House Cottage sits above the town of Kona with beautiful views of the Kona Coast. We are a 10-acre gated estate. This unit has a private Hot Tub/Jacuzzi with magnificent views. We a working farm with miniature goats, sheep and chickens. Fresh fruit and fresh...

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

NEWEST! California Coastal Inspired in Maui 2 BR

Located in the heart of Kaanapali, this spacious, newly remodeled, 1,440 square foot, ground floor, 2-bedroom condo is ideal for one or two couples, or a family of 6 looking for a relaxing getaway! This condo is ideally located in the heart of the Maui Eldorado, steps...

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

North Shore Beach House with AC, 30 day rental

LOCATION:**Message for special dates and availability not shown in the calendar**If you’re you looking for perfect white sand beaches with clear turquoise water & close proximity to everything in the North Shore, this is the place for you. Directly across the road is...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Laie, Hawaii

Hale 'Imi Ola: Ocean Views, Luxury, Balinese Charm

Hawaiian ease meets Balinese charm in this uniquely elegant, custom-designed South Shore villa, with luxuries galore & views for miles. Brand-new & wonderfully spacious, Hale 'Imi Ola offers the ultimate in stylish, relaxing indoor-outdoor living, complete with plunge...

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

Princeville Delight! COLD A/C, Sleeps 4, Pool & Jacuzzi, Private Lanai & Space

Aloha!This studio sleeps 4 with a Kingsize bed and a Queen pull out sofa. Located in Princeville on Kauai's North Shore across the street from the Makai golf course. The Princeville center is just a short few blocks away and you can walk there on the beautiful walking...

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

Ocean Views, Walk to beach and town. AC, Huge lanai

Aloha!Great for longer stays! We supply reliable internet/wi-fi, a desk and comfortable office chair, and large monitor that makes our condo an ideal remote working location. Our spacious 2 bed 3 bath condo has ocean views, not only from our huge wrap around lanai, but...

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

U WANT 2 BE HERE!! Romantic 5* Reviews!!

Trust us- our property inspires you like no other!Looking for that special place to inspire you, and relax you and your family like no other?Our friendly and exceptional service sets us apart from others and you will enjoy your stay so much that you will want to return...

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

Ocean Views - Villa 1722 - 1 BR/2 BA Gold

Stay at your home away from home overlooking Kapalua Bay from your perch at Villa 1722. Start with breakfast in bed to take in the expansive water views. Plan you day with golf at one of the two Kapalua gold courses, tennis at the Kapalua Tennis Gardens, hiking on the...

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

Oceanfront condo in Poipu with balcony, W/D & partial AC - 10 steps to the beach

Kuhio Shores 410Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'E komo mai! Do you want on the water? This is it! You cannot get closer to the breaking surf than Kuhio Shores 410!...

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

A Cozy Cabin in the Country

Welcome to our haven of tranquility nestled in Hawi's breezy back country. At an elevation of 1800ft, our stylish retreat offers a refreshing escape from the ordinary. Start your day with a fresh cup of coffee and immerse yourself in the soothing symphony of wind...

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

Kaanapali Royal Q202 Modern 2BD Condo on Kaanapali Golf Near Beach w Pool AC

Welcome to Kaanapali Royal Q-202 by Gather. This spacious two-bedroom, two-bathroom condo in Kaanapali, Hawaii, offers a serene retreat in the heart of the Kaanapali Resort, perfectly situated for enjoying all that Maui has to offer. With partial ocean views and direct...

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

Papakea G-205 - Ocean Views - Free Fun - NEW LISTING

Ocean views at Papakea Resort in North Kaanapali. This beautiful 2-bedroom, 2-bath condo in a 4-story concrete building has been updated.** NO RESORT FEES beginning July 1, 2025 **The master bedroom facing the ocean side features a king-size bed, TV and a safe to...

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

Gorgeous Elua 1 Bd+2Ba Executive Vacation Condominium - #2011

2011 Wailea Elua Village - The very best in accommodations that the Wailea Elua Village has to offer. Immaculate, contemporary and beautiful - a state-of-the-art 1 Bedroom + 2 Bathroom vacation condominium that can accommodate up to 4 guests with an expansive lanai...

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

Ground Floor Luxury, Perfect Family Spot, Quiet Lanai to Pool/Beach in 1 Minute!

Konea 106, Honau Kai Resort, is a fabulous ground floor unit (2 Bed/1 Bath) located at the center of the resort on the quiet side with a private lanai. Our lanai extends out to an open grass area which many of our guests use to relax, play games, or sit and enjoy the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Lahaina, Hawaii

Wailea Grand Champions | 111

Wailea Grand Champions Villa 111 is a spacious two-bedroom, two-bath vacation rental condo that accommodates up to six guests, making it an ideal choice for families or friends traveling together. The first bedroom features a comfortable king-sized bed, while the second...

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

OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7

Kahana Sunset OCEAN VIEW, newly remodeled 2 bedroom, 2 bath split level condo on secluded Keonenui Bay Beach.Heated Swimming PoolKiddie PoolBBQ AreaAir conditioningSecluded white sand beachTurtle SanctuaryFree parking and NO Resort Fees!This beautiful, 2-level,...

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

5-star and rave reviews. Amazing views. Newly furnished. Specials for April/May!

SPECIAL RATES for the 2025 Fall Season! Relax in what feels like your open-air home in paradise! Stunning views. Savor the outside air and breezes on your lanai. Superbly maintained. Consistent rave reviews (for years as we are original proud owners).Discounts for stays...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Ko Olina, Hawaii

D35 Kona Reef - True Oceanfront & Top Floor! AC throughout!

Located just outside the heart of Kailua- Kona, this ocean front condo is your ticket to paradise! Just minutes from town, a short walk will take you to some of the finest dining and shopping destinations on the Big Island. Our modern, updated condo serves as the...

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

Showing 32 of 323 pages.