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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Cozy Aloha Suite with AC in charming Kailua

Welcome to our home! We are a legal vacation rental (TA-188-004-1472-01, 90/BB-0102) hosting guests for more than 30 years. We are an environmentally-conscious family doing our share to "Live Lightly" so our natural resources are protected.**PLEASE NOTE: As of November...

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

Lani Paradise Oceanfront Cottage

Discover paradise in our 2 bedroom cottage overlooking Maui’s North Shore, featuring a pool surrounded by breathtaking oceanfront scenery.This exclusive property offers waterfront views of the sought-after surf break, Tavares Bay, with sandy beaches within a 3 minute...

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

Maui Eldorado C203 Peaceful Paradise Adjacent to C202

Step into your own slice of paradise at Maui Eldorado C203, a spacious one-bedroom, two-bathroom condo surrounded by tropical gardens and island serenity. Recently updated and thoughtfully appointed, this relaxing retreat offers sweeping views of the island of Lanai,...

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

Kanaloa at Kona Oceanfront 2 Bedroom + Loft

- Oceanfront condos with loft located on 2nd floor- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Private balcony with wet bar- Master bedroom with 1 king bed or 1 queen bed and private...

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

Awesome access to Beach 1min!Studio in Hotel&Condo

【Basic Info】This is a private studio unit in Waikiki!!You can enjoy your stay by yourself, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling the...

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

Royal Kahana Maui 215 Ocean View 1 Bedroom

- 2nd floor condo with balcony- Tile & Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in pebble shower with grab bar- Queen sofa bed in living area- Central Air Conditioning-...

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

Kapalua Bay Villa 36B4 Oceanfront 1 Bedroom

- Villa closest to Oneloa Beach- One level condo with no stairs between parking and the front door- Travertine tile floors in living room, dining room, kitchen; porcelain tile in bathroom and carpet in bedroom- Updated white kitchen with granite counters includes...

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

Sunset/Ocean Views, Two pools, BBQ, Golf, Quiet

Welcome to your serene Waikoloa getaway,perfect for relaxation, golf, and ocean views. Enjoy:• Hot tub and 2 swimming pools • Ocean and sunset views from private lanai • BBQ grill and outdoor seating • Discounted golf at Robert Trent Jones II course • Chef’s...

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

Hawaiian*Elegance*FULLY REMODELED OCEANVIEW 2 Bdrm

Indulge in the epitome of Hawaiian luxury within this impeccably renovated condominium. Immerse yourself in the tasteful Hawaiian decor that effortlessly transports you to paradise. The well-appointed interior boasts high-end furnishings and comprehensive amenities for...

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

Aloha Moana: Luxe 180° Oceanfront Escape

★Legal Vacation Condo Rental ★Hale Pono Kai: A new & elegant modern condo awaits to become a cherished part of your paradise retreat! Your newly appointed haven was attentively remodeled in November 2022 using modern yet soothing decorative elements seamlessly...

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

Marriott Maui Ocean Club - 2 Bedroom/2Bath Ocean Front in Lahaina Tower

Welcome to this charming condo in Lahaina with private lanai's at the luxurious, five star Marriott's Maui Ocean Club Resort. This amazing property features 2 bedrooms with a king bed and a full bed, along with 2 bathrooms equipped with a jetted bathtub in the master...

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

Kihei Maui, 2 Br, Unit#2n

Your family will be close to everything when you stay at this centrally-located place....................................................................................................................

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

NEW LISTING! Offering limited time introductory rates! Luxury Remodeled Townhouse with Breathtaking Golf, Mountain & Partial Ocean Views

NEW LISTING! Offering limited time introductory rates! Enjoy the 5th Night Free for stays between now and September 30, 2025. Reservations must be made by August 15, 2025. *Applies to new reservations only. Property Highlights • Luxury remodeled townhouse offering...

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

Alohilani Resort – Uninterrupted Oceanfront – Beside Fort DeRussy Park

Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...

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

Ocean views! 180 Steps to Beach!

Maui Vista 1401 is the premiere location in the complex; building 1, top floor, corner unit. It just doesn't get any better! The views are incredible featuring the island of Lanai in the background all the way out to Maalaea and West Maui. Your whale watching will be...

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

Royal Kahana Maui 912 Oceanfront 1 Bedroom

- 11th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, dishwasher, cookware, tableware- Tiled bathroom with walk-in tiled shower- 1 king bed and twin sofabed- Washer/dryer in unit- Central air...

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

'Olina NEW (PKC 106) ~ 3 BR ~ Ground Floor ~ Pool

Summary:'OLINA, Puako Condo 106 is a ground floor unit that was designed with great attention to detail for a clean modern style and high quality feel throughout. The unit stays cool with two A/C units (one in the main bedroom and one for the living room kitchen) and...

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

Royal Kahana Maui 606 Ocean View 1 Bedroom

- 6th floor condo with balcony on the north side of the building- Updated open kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile flooring throughout-...

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

Royal Kuhio 1707 - Spacious Studio w/ Diamond Head and City Views in Waikiki

Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1707, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiKitchen: Fully equipped with oven, microwave, modern appliances, cookware, and...

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

Sugar Beach Resort - #131 - Sanitized - Oceanfront - Ground Floor - Walk Out

Sanitized with Quaternary Ammonium for COVID-19Hawaii Tax # TA/GE: 096 120 6272-01Lawn, sand, and ocean only 15 yards away at your fingertips at Sugar Beach Resort. Ground floor, oceanfront walk-out, unit #131, newly renovated. Convenient covered parking in the MILL...

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

Kaanapali Alii | 333

Located on the third floor and in the building on property closest to the ocean, you will be able to hear the sounds of the waves crashing on Kaanapali Beach just outside your vacation rental. Engage more of your senses and head out to your private lanai where you can...

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

Wailea Ekahi Village | 52D

Wailea Ekahi 52 is a luxurious vacation rental property located in the heart of the idyllic Wailea resort community on the southern shores of Maui. This spacious, one-bedroom, one-bathroom condominium offers guests a serene and indulgent island getaway, with all the...

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

Waterfront studio with mountain view, rooftop pool, hot tub, sauna & central AC

Honolulu Horizon Haven-30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched high above the bustling city of Honolulu in Waikiki, this stunning condo offers a...

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

Sunset Shores - UNIT B Kauipoho

Summary:Relax with the Escape to serenity in this shared Kailua Kona space. Embrace the tranquil island ambiance and inviting interiors.With convenient beach access, this is an ideal location for a peaceful coastal getaway. Immerse yourself in the beauty of Hawaii and...

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

Just Listed! Top Notch Rental Experience Awaits!

Experience breathtaking sunsets every evening from your private lanai and immerse yourself in the fresh ocean air at Kaleialoha 213. This West Maui vacation condo is perched right on the water's edge, offering unparalleled proximity to the ocean. The property boasts a...

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

Views on the Kaanapali Coast!

Prepare to be completely swept away by the breathtaking beauty and boundless excitement that awaits you on the island of Maui, your best vacation yet! At the beachfront retreat of Paki Maui, the azure waters of the Pacific Ocean gently caress the golden sands just steps...

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

Hale O Ka La – Luxury Villa at Mauna Kea Resort

MEET THE VILLAHale 'O Ka La on the Big Island defines Hawaiian luxury. Developed by Laurance S. Rockefeller in the 1960s, Mauna Kea Resort was the Kohala Coast's first luxury destination and remains an icon of island elegance.This stunning 5,358 sq. ft. estate features...

🛏 5 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 12
📍 Kamuela, Hawaii

Kapalua Ridge Villa 124 Gold Ocean View 1 Bedroom

- Villa is closest to Oneloa Beach- Second floor unit with 15 stairs from parking to the villa- Tile flooring in kitchen, bathroom and carpeted in living room and bedroom- Fully equipped kitchen with stainless steel appliances includes stovetop/oven, microwave, and...

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

Quiet Condo, Gorgeous Views, Golf Course, 2 Pools

Welcome to your island retreat at Waikoloa Villa B202, where comfort meets paradise. Relax with sweeping views, luxury amenities, and nearby beaches. • Access to 2 pools, hot tubs, and tennis courts • Overlooks 9th fairway of Robert Trent Jones golf course •...

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

Gorgeous 5 br for 12 in Kapaa - Beachfront!

Listing provided by "The Vacation Rental Experts". Contact directly for more options!The fabulous 5 bedroom, 4 bath oceanfront for 13, is made up of a 3 bedroom and 2 bedroom oceanfront townhome, just steps apart! Fabulous beachfront pool and sundeck onsite! Beautiful...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 11
📍 Kauai County, Hawaii

Pahoa Home w/ Fenced-In Yard: Near Hilo & Parks

Washer & Dryer | 18 Mi to University of Hawaii at Hilo | 26 Mi to Hawaii Volcanoes National ParkBoasting a well-equipped kitchen, a lanai, and a furnished office, this 3-bedroom, 2-bath vacation rental has everything you need for your next extended stay in Pahoa. This...

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

Luxurious 2-bedroom/2-bathroom oceanfront condo with pool, jacuzzi and parking

Escape to this oceanfront condo on Oahu’s North Shore. This spacious end-unit features 2 bedrooms, 2 bathrooms, and comfortably sleeps 4+ with 3 beds. Enjoy breathtaking ocean views from large bay windows or relax with the soothing sound of waves. The condo includes...

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

Boho 2BD · Contemporary 2-BR Condo w/AC & Scenic Views in PV

Summary:Recently remodeled, bright and airy two-bedroom, 1.5 bath condo on Kauai's North Shore with powerful AC, communal pool, hot tub and BBQ. Unwind on the private lanai with comfortable outdoor seating. Located in Princeville, you're just minutes from some of...

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

Marriott Maui Ocean Club | Two 3BR/3BR Villas

Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 24
📍 Lahaina, Hawaii

Maui Resort Rentals: Honua Kai – Incredible 5 Bedroom Oceanfront Gem, Over 3400 combined Sq. Ft. w/ Built-in Viking B.B.Q.

This 5-bedroom gem combines one of our very finest 3BR oceanfront "Ali'i" residences with a spacious partial ocean view 2BR suite located directly next door and is perfectly suited to larger groups or families.The generous 3400+ sq ft of the combined interior living...

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

Spacious & Breezy 3 Bedroom Home with Ko'Olau Views and a Pool

Nestled in a quiet neighborhood, this charming home is located just one mile from the heart of Kailua town's shopping and resturants. It is also just a bike ride away from the world famous Kailua and Lanikai Beaches. With stunning views of the Ko'olau Mountains and the...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua, Hawaii

Kapalua Golf Villas Gold Fairway View 2 Bedroom

Golf Villas Gold Fairway View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2...

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

Kaanapali Alii | 124

Kaanapali Alii 124 is an exquisite two-bedroom ocean-view rental that is perfect for families or groups seeking a luxurious getaway in Maui. This spacious residence features an open floor plan that seamlessly connects the living, dining, and kitchen areas, creating a...

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

New Listing! Save up to 25% Instantly on stays thru 5/31/25! 2B/2B, AC, Pool

Experience tranquil island living at Kaanapali Plantation 12, nestled on 10 acres of lush tropical gardens. This serene and spacious retreat is just minutes from the renowned Kaanapali Beach. This charming 2-bedroom, 2-bath condo is a haven for golf enthusiasts,...

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

Steps from Beach! - Luana Kai C210

This well-maintained, original two-bedroom, two-bath condo is located in the desirable Luana Kai oceanfront complex—just steps from five miles of breathtaking Sugar Beach! Take long strolls along the shoreline, watch for whales in the winter months, or relax in the...

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

Ko Olina Kai 1083C: Contemporary 3BR, Private Lanai, Walk to Beach & Dining

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.Welcome to Ko Olina Kai 1083C by Gather, a...

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

Charming 4-bedroom cottage with WiFi and AC in serene Laie

Consider this cottage your home away from home while you visit Laie. This delightful property boasts 4 bedrooms including a king bed, 2 bunk beds, a queen bed, and a futon. With 4 bathrooms equipped with showers, your group will have plenty of space to freshen up. The...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 11
📍 Laie, Hawaii

Corner Unit 1 Block to Beach in Heart of Waikiki!

Ni'ihau Apartments #605 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Beautiful corner unit (673 sqft)...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Unknown, Hawaii

Maui Resort Rentals: Honua Kai - 5 Total Bedrooms, 8th Floor "Penthouse" Ocean AND West Maui Mountain Views, Deluxe Corner Floor Plan!

This premier eighth-floor offering pairs one of our most sought after two-bedroom "penthouse" suites with three neighboring one-bedroom suites to create the perfect place for your group to gather, reconnect, and celebrate. Enjoy unparalleled views of the blue Pacific...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 18
📍 Lahaina, Hawaii

Escape to Wyndham Kona Hawaiian: Island Vibes, Spacious Villas & Beach Bliss

Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...

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

New Listing Specials! Walk to Beach. Sleeps 6. Fantastic Resort Amenities.

Centrally located in Kihei and a three minute walk to Kamaole Beach, where you'll have access to some of the area's best snorkeling, whale watching, and sunsets. Short drive to coveted Wailea beach!★ Ocean View★ Private bedroom and bathroom★ Two full bathrooms★...

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

Relaxing Kalakauan 1-Bedroom | Private Lanai

This family-friendly vacation home is tucked away at the beginning of the Waikiki strip and features secured entry. This 1-bedroom, 1-bathroom offers easy access to the Waikiki Strip, Hilton Hawaiian Village, Fort DeRussy Beach Park, world-famous Waikiki Beach, Hawaii...

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

4 Units Perfect for Groups! Outdoor Pool, Close to the Beach!

Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...

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

Hale Lu'u Kini Ea B-310 Stunning Ocean Front Villa

Hale Lu'u Kini Ea - Your Perfect Hawaiian RetreatWelcome to Hale Lu'u Kini Ea, a spacious 2-bedroom, 2-bathroom villa located in the tranquil Beach Villas at Ko Olina. This villa offers breathtaking ocean views from every bedroom, allowing you to wake up to the serene...

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

Charming Kihei Getaway | D410 at Kihei Akahi | Steps to Beach

Charming Kihei Getaway | D410 at Kihei Akahi | Steps to BeachWelcome to your perfect Maui retreat! This beautifully appointed one-bedroom condo offers the ideal blend of comfort, convenience, and tropical charm, all within walking distance to South Kihei's most beloved...

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

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