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 Kai Kahala 814 - Two-bedroom Garden View condo on the island of Kaua'i.

Poipu Kai Kahala 814 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath with shower tub comboBedroom 2: QueenSecond bathroom: full bath with shower tub comboLivingroom: Queen sofa bedMax Occupancy: 6Laundry: in...

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

Kauai Kailani 204. Ocean View Condo in the Heart of Kapaa! Walking Distance to many Establishments.

This condo has it all. Elevated view of the ocean with the sun rising over the water. The large covered lanai is perfect for outdoor dining/living. The second bedroom contains a Queen size bed. Stacked washer and dryer. Only steps to the ocean and walking distance to...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapa?a, Hawaii

Hale Makala - Luxurious Hanalei Home TVNC #5093

Hale Makala, Luxurious Hanalei Home Renovated to PerfectionEscape to Hale Makala and experience ultimate luxury. Immerse yourself in the perfect fusion of traditional Hawaiiana style and modern design at Hale Makala, a recently renovated luxury home that promises a...

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

1BR/1BA Ocean View! 3 Minute Walk To Poipu Beach!

𝐖𝐞𝐥𝐜𝐨𝐦𝐞 𝐭𝐨 𝐒𝐚𝐧𝐝𝐲 𝐃𝐨𝐨𝐫'𝐬 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝐎𝐜𝐞𝐚𝐧-𝐕𝐢𝐞𝐰 𝐑𝐞𝐭𝐫𝐞𝐚𝐭 𝐢𝐧 𝐏𝐨𝐢𝐩𝐮!Discover your perfect Hawaiian getaway in this newly...

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

Charming Kihei Oasis Vistas

Summary:Bright, modern, and spacious. Thoughtfully designed to elevate your experience with us. This completely remodeled one-bedroom, two-bathroom condo features luxurious touches throughout paired with nice ocean view from the lanai. Located in the sunny and vibrant...

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

Hawaiian Serene Paradise Oasis at the Pool

Indulge in the serene ambiance of Maui Kamaole C-106, a sparkling clean condo conveniently located right next to the pool and just steps away from the stunning Kamaole III Beach. Featuring two tranquil garden patio lanais, including a completely private one, this ground...

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

Luxurious Ho'olei Villa with Ocean Views, Two Story Townouse!

Stay longer, enjoy more! Book 10+ nights and receive a free mid-stay clean. Book 14+ nights and get one night free!This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to this luxurious Ho'olei Villa with amazing ocean views!...

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

❤️PiH❤️ SERENITY VILLA ★Free Hilton Resort Passes ★Free Private Beach Club

Serenity Villa brought to you by Paradise in Hawaii Luxury HomesWelcome to our 4 bedroom Serenity Villa at KaMilo, on the Big Island of HawaiiBig Island is such a wonderful place to spend with your friends and family, children and grandchildren. Vacations create such...

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

Quiet North Shore Beachfront Home

This beachfront home is located in a quiet family neighborhood. Party animals, please look elsewhere! We are well off the main road with very little traffic making it a great place to take walks or go jogging. We are situated on a long white sand beach ideal for...

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

Ho'ohu Nani: Private Ocean View Estate in Poipu with Pool, Jacuzzi & AC

Ho'ohu Nani has Four Bedrooms (2 Master Suites), Den with Fold-Out Couch, Four Full Bathrooms, and Two Half Baths. Ocean Views from Upstairs Living Area and Covered Lanai. The Kitchen includes top-of-the line appliances with a new Wolf Range, beautiful granite counter...

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

SALE! Luxurious Ocean Front Penthouse 2Bd/3BathnSave 200 USD/night on open dates

2Bedroom/3Bath Most Incredible Ocean Front Penthouse with Incomparable Views Central AC ThroughoutThis gorgeous, remodeled, professionally decorated villa is located within the premier Kapalua Bay Villa Ocean Front Resort. Luxuriate in incredible ocean and island views...

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

DISCOUNTED JUNE SPECIAL Oceanfront Private Home

State of Hawaii Transient Accommodations Tax License #TA-053-364-5312-03County of Maui Short-Term Rental License #Hotel-ZonedThis home defines the best of Maui with lava step access to a sandy, swimming beach on one side and a lava rock beach on the other side.This...

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

JUST REMODELED Spacious & Exceptional Value! Tropical Garden & Ocean View!

We invite you to enjoy days of fun & discovery on Maui in our bright, spacious, attractively decorated, comfortable, fully-equipped condo. Easy tropical living for all.Enjoy exceptional value with affordable rates, ocean view in the distance, a larger floor plan &...

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

(P17D) Hale Blue Hawaii 1Br with Loft, Puamana, Pool, Wifi

Welcome to Hale Blue Hawaii at Puamana 17D! Ideal for a family beach vacation, this spacious, two-story villa offers top-notch features throughout as well as plenty of on-site resort amenities located just steps from your door. Start your days with breakfasts and fresh...

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

free parking - walk to Honl beach & Downtown Kona

BLUE BEACH BUNGALOW is your personal oasis in the heart of the most desirable place in Hawai'i. Perfect for everyone to enjoy the Aloha spirit and explore what the Big Island of Hawai'i has to offer. Pull into your private driveway where you are transported into a...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Watermark - Luxury 2BD/2BA/1PA on 14th floor with an Ocean View!

This unit has 2 king size beds which can accommodate maximum of 4 people. This picture-perfect luxurious unit has 2 bedroom/2 bathroom with 1 designated parking spot. The condo is located at a very convenient location at the heart of Waikiki; only 7 minute walking...

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

Stunning Ocean View Gem with AC: Kamaole Nalu 504 - Your Island Getaway!

Experience the tranquility and beauty of Maui at Kamaole Nalu 504, nestled within the six-story oceanfront Kamaole Nalu Resort in South Kihei. Situated right on the shores of the Pacific Ocean, this charming unit offers mesmerizing oceanfront views that will make time...

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

^Marriott's Ko Olina Beach Club^ - 1BR 1BA MT. VIEW ^INSTANT BOOKING^ 1 car free

Marriott's Ko Olina Beach Club - 1BR 1BA MT. VIEW FULL resort access***INSTANT BOOKING***1st car park for free ($45 a day value)Full access to the resort’s services and amenities are included with every reservation.3 nights stay checking in on 3/11/2025 is for Ocean...

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

Gorgeous home with private pool, hammock, large patio, lanai, & enclosed yard

Kohola HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your own private oasis in the prestigious community of Princeville on the North Shore of Kauai at Hale Mahana....

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

Luxury + Privacy • Ocean View • Sleeps 10 • Beach Club Access

You'll find bicycles, a bodyboard, and more on site at this smoke-free vacation home. With the property's convenient covered onsite parking, you'll be ready to make the quick 7-minute drive to Mauna Lani Resort Golf Course or the 7-minute drive to Mauna Lani Beach.Spend...

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

2 Private Homes for 1! Pool & Waterslide - Cove Hale

Extend your escape with our special offer: Book 5 nights and enjoy the 6th night free! Use promo code: 6THFREEBlackout dates: November 22–30, 2025 and December 20, 2025 – April 20, 2026Cannot be combined with other promotions or discounts. Located just 0.2 miles...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 Kihei, Hawaii

Spacious 2 Bed with Views!

Boasting a spectacular location on Maui’s western coast, this 2-bedroom condo provides a dreamy setting for a family or group vacation. The oceanfront resort is an idyllic retreat with a stunning tropical pool, exciting sports courts, outdoor BBQ area, and full...

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

Kick Back and Kick Your Shoes Off

Extra clean fully furnished 920 Square feet two bedroom upstairs apartment450 square feet covered lanaiWhen we say fully furnished we mean fully furnishedCoffee maker, cooking utensils, linens, towels, toilet paper, paper towels, alarm clocks, lamps, dishes, full size...

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

Hale Kai O Kihei Condo w/ Ocean View, Shared W/D-Waves Await

Hale Kai O Kihei 216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...

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

BEST Ocean Mountain Views, AC, Heated Pool, Pickleball

Unit 833 at Nihi Kai Villas: The best view in Poipu! See why our lanai has been chosen site for wedding and vow renewals. Unparalleled ocean, coastline and mountain views from this top floor expansive lanai open to a ten mile coastline view and the central and highest...

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

Exceptional 10/10 Peaceful Forest Paradise

We're delighted to announce a new year and another acre of native Hawaiian forest added to the retreat.Immerse yourself in an exceptional once-in-a-lifetime all 5-star experience on the Eastern tip of the Big Island, in this newly renovated lava themed suite. Surrounded...

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

Kona Keauhou Resort #124 | Condo in Kailua-Kona with ocean views & pool access

Kona Keauhou Resort #124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The best unit in Kona Keauhou Resort, this top-level, end-unit condo boasts a tranquil Hawaiian escape for you...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Relax in this beautiful ocean view studio condo!

Welcome to our beautiful studio unit B303 in the beautiful Papakea Resort which is located in West Maui. This condo is on the third flood in the highly desired "B" building. Our unit is steps away from the ocean, pool, cabana, and has a putting green right off of the...

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

Lanikai Breeze – Contemporary Comfort Steps from the Shore

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.Just steps away from coveted Lanikai Beach,...

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

Breathtaking Ocean View with Private Pool!

30 Days or more Rental!Discover this 2-bedroom gem in Honolulu. This tranquil house features 1 king bed and 1 queen bed, perfect for a peaceful getaway. Bidet in the bathroom, along with amenities like AC, WiFi, and a washing machine. You're sure to make fantastic...

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

Poolside Ground-Floor Villa |Walk to Beach|Hot Tub

Summary:E110 | TA-120-625-1520-01Walk to the best beaches on Kauai! In a tranquil setting surrounded by lush tropical landscaping, unwind in the pool, soak in the hot tub, work up a sweat in the fitness center or on the tennis courts, walk to multiple beautiful beaches...

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

Off Grid Getaway w Panoramic Ocean Views

Aloha & welcome to our lush 11 acre OFF GRiD Paradise!This home operates completely off the grid meaning we gain 100% of our power from solar energy, our water is catchment (rainwater), and we have propane to power any gas devices. You will have access to our beautiful...

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

Steps to Sugar Beach!

Hosted by VacaMauiWe chose Kihei Holiday due to it's incredibly close location directly across the street from Sugar Beach.Stainless steel appliances, air conditioning, beach gear, and a flat screen TV are some of the amenities you will enjoy during your stay.This unit...

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

Honu Awa - Princeville Kauai Oceanfront Vacation Rental Home

Enjoy an amazing retreat at Honu Awa, meaning Turtle Cove in Hawaiian. This upscale home sits on a dramatic bluff overlooking the north shore surf, a mesmerizing reef, and endless Pacific waters.This stunning villa boasts three ocean-view bedrooms with en suite...

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

KBM Resorts | FREE CAR | Mahana | Oceanfront | 2-Bedroom Penthouse with Gorgeous Sunsets! MAH-1211

Spectacular top-floor 2-bedroom penthouse with panoramic views of Molokai and lanai, expansive lanai, and luxury upgrades-perfect for whale watching and indulging in an unforgettable Maui escape.** Limited Time Special Offer: Book any KBM rental home in Hawaii for 6...

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

Hale Kai #116 Oceanfront Condo, just steps to the beach, pool and BBQ!

Fully remodeled first floor direct oceanfront condo, just steps from the pool, beach, and BBQ. The Hale Kai has a small quiet feel, that has guests returning year after year, "Hale Kai", your home by the sea. Experience amazing views of Molokai and Lanai and enjoy...

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

Kukui'ula Cottage #29: Modern Plantation-Style Home with Pool

New home construction next door started in Jan 2022This luxury Kauai vacation rental is located in the luxury resort community of Kukuiula. This fabulous new home has lovely distant ocean views from both the main living area and the upstairs master suite and private...

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

Ocean views w/ breezes! Large Lanai, Kitchen, 2 bedroom - beautiful neighborhood

Newly renovated Fully equipped Kitchen – new refrigerator, range, dishwasher and microwave. Many amenities. Hawaiian style outdoor living and dining room in 700 sq. ft. Lanai with 4 ceiling fans to assist the ocean breezes. • 2 Bedrooms each with a queen size bed...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Mauna Lani Point | A207

From the moment you open the front door of Mauna Lani Point A207, you will be greeted with a stunning ocean view. As you make your way into the living room, your eyes will be drawn to numerous visual joys such as the vaulted ceiling featuring wood paneling, the modern...

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

Wailea Grand Champions | 159

Wailea Grand Champions 159 is a beautifully updated three-bedroom vacation rental located along the fairway of the Wailea Blue Golf Course. This ground-floor condo offers a spacious layout with three bedrooms and two bathrooms, making it ideal for families or groups...

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

Spacious, Private Villa Ideal For Extended Or Multiple Family Rendezvous

This stunning 10,000 square foot, slate and mahogany floored, 7-bedroom open air Villa is your own private paradise. Enter the expansive foyer through the beautiful etched glass double doors to step down into the 2 1/2 story living room capped with a traditional...

🛏 7 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 14
📍 Kamuela, Hawaii

Turtle Bay Resort Oceanfront Villa - 3 Bedroom

***This is the most luxurious stay you can get on the North Shore of Oahu! Our amazing Ocean Villa is one of the only two villas located in the whole Ocean Villa Complex that allows you to have Ocean Views from ALL BEDROOMS. Unlike most houses on the North Shore that...

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

Air Conditioned Upstairs Condo with full kitchen, pool, wifi, walk to beach.

Experience comfort and style in our newly renovated upstairs condo, featuring fresh flooring, modern appliances, and updated furniture throughout. This air-conditioned retreat comfortably sleeps 4 guests, with a luxurious king-sized bed in the bedroom and a convenient...

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

Tropical paradise with pools, hot tub, BBQ, lanai, washer/dryer, AC

Plantation Hale C1Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This well-appointed condo has everything you need for a breezy and tranquil stay! This spacious, end-unit condo is...

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

Hale Kupa'a: Charming Island Villa w/ Beach Nearby

Hale Kupa'a—this delightfully situated house on Poipu Kai’s scenic, super-convenient Green Belt walkway—was completely remodeled in summer 2021, and the exquisite attention to detail is evident in every light, bright, charming room. Leafy green views fill the...

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

Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View

Aloha! We are Julie and Randy and welcome to our home! We want you to enjoy the fantastic ocean views and luxury of our 2-bedroom, 2-bathroom condo in Wailea Elua Village - a gated, 24-acre, oceanfront community on beautiful Ulua Beach in Maui.Now all open dates in...

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

Ocean view 2 bed/2bath Kaanapali Shores gem

Welcome to Kaanapali Shores 423. This beautifully positioned 4th floor ocean view 2 bed/2 bath condo features newly upgraded central AC, fully equipped kitchen with granite counter tops, in unit washer/dryer, & more. This condo can accommodate 6 people. Admire the...

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

Relax and Rejuvenate in the Heart of Kona. Minutes walk to town!

Condominium pool will be closed all of October due to renovations. BBQ’s will be open. Simple 1 bedroom/2 bathroom condo for rent. Sleeps two comfortably but can sleep four. Unit is fully furnished, with two lanai's, washer/dryer, television, Wi-Fi, and 1 garage space...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

White Sands Village#121: Beachfront Complex, AC, Spacious Unit!

Escape to Paradise at White Sands Village in Kailua Kona! Unit#121 has all the essentials one needs for a Beachfront Vacation. Welcome to your perfect Hawaiian getaway! Nestled in the heart of Kailua Kona, this 2-bedroom, 2-bathroom unit at White Sands Village offers a...

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

100-4 Island living at its best!!

Puamana 100-4 is a beautifully remodeled 3-bedroom, 4-bathroom townhome offering partial ocean views in a prime location, directly across from the beach access. Unfortunately, the historic clubhouse and some amenities were lost to the Lahaina fire, and the two of the...

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

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