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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Luxurious Ground Floor, Perfect Family Spot, Private Lanai, 1 Min to Pool/Beach

Hokulani 142, Honau Kai Resort, is a fabulous ground floor unit with a beautiful private lanai and garden area. Our lanai extends out to an open grass area which many of our guests use to relax, play games, or enjoy the quiet surroundings. There are no elevators exiting...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 7
📍 Lahaina, Hawaii

Hale Makani Nui: Sea-View Hilltop Villa Near Beaches

This lovely hilltop villa, Hale Makani Nui, or House of Strong Wind, is delightfully elevated, in every sense of the word. Its picturesque placement at the crown of a gently sloping lot gives an enchanting estate-like feel to the entire property, while also providing...

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

Ocean Views from Private Lanai 1 bed/1 bath Cottage on a 100% organic Farm!

Kona Mauna Kai is a working farm on the slopes of Mauna Loa on the Big Island of Hawaii. Mauna Kai means mountain and ocean and that’s exactly what you get on our farm. 180 degree views of the beautiful Kona coastline.On the farm, we grow avocado, macadamia nuts, and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Captain Cook, Hawaii

Includes Beach Gear! Spacious lanai with resort views. #2 Shores at Waikoloa

This vacation rental is professionally managed by ResorticaHawaiiShores at Waikoloa Villa 2Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom:  2 Queen BedsAmenities:Beach Equipment: All of our vacation rentals...

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

Ilikai Penthouse-Grand Luxury Oceanview 2BR/2BTH with Parking

Experience penthouse luxury in this newly remodeled, 2-bedroom, 2-bath unit in the iconic Ilikai, a renowned Hawaiian landmark. Situated on the 26th floor, the penthouse level, this unit boasts breathtaking views of the ocean & city skylines. Famous for its unparalleled...

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

Whaler on Kaanapali Beach Oceanfrnt 2 Bdrm April openings! Whales Whales Whales!

Breathtaking views of Black Rock, Molokai, and Lanai - Whaler 552 is a beautiful 2 bedroom, 2 bathroom suite located oceanfront at The Whaler on Kaanapali Beach. Enjoy year-round sunset views and seasonal humpback whale watching right from your own lanai! Just steps...

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

Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Stunning 3rd Floor Ocean Views!

This unique offering combines two neighboring 3rd-floor two-bedroom suites to create an exceptional 4-bedroom package that is perfect for large families or groups. Located only one stack back from oceanfront, Konea 303 provides stunning views of the blue Pacific Ocean...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

@ Marbella Lane - Wind'kissed Oceanfront Seascape

Summary:Enjoy Stunning & breathtaking ocean views from this resort-style condo, just a short walk to beaches, shopping, and dining! Start your day with coffee on your private balcony as Waikiki wakes up, or unwind with a sunset happy hour drink. Packed with deluxe...

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

PERFECT Maui Getaway! Wailea Ekolu Luxury Ocean View Top Floor Condo

Welcome to ocean view luxury in the heart of Wailea; welcome to your perfect Maui getaway. This 2 bedroom, 2 bathroom renovated condo in the Wailea Ekolu neighborhood gives you all the amenities of home, combined with all the luxury of a resort, and all within a 15...

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

Hui Pu: Beachfront Home at Waialea Bay with AC & Ocean View

Welcome to Hui Pu by Gather, a luxurious beachfront compound situated on the pristine shores of Waialea Bay on the Big Island of Hawaii. This A-frame Tahitian-style estate has been meticulously renovated to offer modern luxury while preserving its timeless charm. With 4...

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

Resort getaway with views of Hanalei Bay, pools & tennis

Hanalei Bay Resort 4204/5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 4204/5 is an air-conditioned condo, featuring two bedrooms, two bathrooms, kitchen, living...

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

Secluded home with spectacular ocean and sunset views

Kihei's Hidden Gem (B&B permit #BBKM20210002)offers an ideal setting for your family or group to experience a memorable Hawaiian getaway. This brand new south Maui vacation rental boasts ocean, mountain, and sunset views, a private pool, central air conditioning, and a...

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

It's Special - This Award Winning Designer Masterpiece is Phenomenal!

Kauai Haven is nestled within a classic Hawaiian style backdrop, resting on the edge of a bluff overlooking the spectacular Pacific Ocean. An award-winning designer, who is part of the Coastal Living Network of designers, has designed this exquisite condo that offers...

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

New Listing Perfect Ocean Front Location 2BR Kaha Lani 223.

The Location:Perfectly positioned to accommodate everyone's interests, the Coconut Coast is flanked by epic coastline threaded together by the Ke Ala Hele Makale coastal bike and walking path. Just a 7-minute walk along the path or the golden sand beach brings you to...

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

Ocean View. Hilton Waikoloa Pass for 2025. B305 Vista Waikoloa

Vista Waikoloa B305. Ocean Views!This vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per pass (children under the age of 5 are not...

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

Beautiful Condo in Kihei Alii Kai, steps from Kam 1 beach

Welcome to our bright and beautiful condo, ideally situated near the front of the complex—just steps away from the beach! Thoughtfully upgraded with new furniture in Summer 2022, this is the only condo we own, and we’ve equipped it with all the comforts needed for...

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

Stunningly Renovated! Ocean View! Elua 2305

This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to Elua 2305. Your ultimate Maui vacation awaits at this fabulous listing! Don’t miss this incredible opportunity to enjoy the very best that Maui has to offer.Say Aloha to...

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

Maui Resort Rentals: The Whaler 1061 - Upgraded 10th Floor Studio w/ Stunning Pacific Ocean and Mountain Views!

Perched high above the palm fronds, guests are treated to unobstructed views of the tranquil blue Pacific and the soft sands of world-renowned Kaanapali Beach from this luxurious 10th-floor studio suite. Fold away the floor-to-ceiling glass doors and step out onto your...

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

Wailea Ekolu Village | 706

Towering oleander and bougainvillea grace the front entry of Wailea Ekolu 706. Enjoy views out over the tropical grounds and beyond from the elevated second floor positioning of this condo. During the winter months, you can whale watch right from the lanai as you gaze...

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

Molokai Shores Resort Condo

Set sail to Molokai and book an unforgettable stay at this Kaunakakai vacation rental. The 1-bedroom, 1-bathroom tropical condo, located in the Molokai Shores Resort community, boasts access to the year-round outdoor pool, shuffleboard, picnic areas, and 4 acres of...

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

Summer sale! Fairways at Mauna Lani: Deluxe Island Getaway

10% discount for bookings 7 nights or more.The deluxe 2 bedroom town home will delight you and the island of Hawaii will not disappoint. Golf course view, private patio, 2 coaster bikes, resort pool and on-site gym. Enjoy the beautiful walking/running trails and the...

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

Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!

The Makani suite is named after the wonderful trade winds we receive here on Maui! Enjoy the breeze in the front lanai rocking chairs while sipping your cup of coffee. Though this is our economy suite it is spacious and has all the comforts and amenities. Designed in a...

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

"The Happy Seal" Oceanfront House, watch seals sunbath from our deck while BBQ

[A legal rental of minimum 30 days]This is the story of a little beach house doing its part in preserving a sanctuary on this stretch of sand for the endangered Hawaiian monk seals. For many years the beach in front of the house was known as the home of a famously...

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

Pure comfort in Paradise!

Location is everything with this property. Not only is the beach right across the street, you are also a short walking distance from restaurants and shops of every kind. This unit is away from the street completely remodeled from top to bottom in 2020 and on the second...

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

MODERN HAWAII ⛳️ Luxe Remodel, Closest 3BR Kapalua Golf Villa to Beach & 4th Tee!

Modern Luxury at Kapalua Golf Villas – Your Ultimate Maui RetreatWelcome to Modern Hawaii at Kapalua Golf Villas, a rare three-bedroom, three-bathroom retreat offering over 2,000 sq. ft. of beautifully remodeled living space. Nestled in the front row of the...

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

Pili Mai Family Condo 5C, 3 Bedroom 3 Bath, Mountain View, Cool Lanai,

Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. Your dream vacation is waiting at this second story, 3 bedroom, 3 bath spacious condo. The lanai gives plenty of outdoor space to enjoy outdoor living for...

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

Aloha Waikiki Condo 2Beds, 2Baths, Free Parking.

Aloha, thanks for checking in our listing. A Newly remodeled penthouse 2 bedrooms and 2 full baths. There are 4 queen beds and 1 single beds, full kitchen with kitchenette. It's spacious 1,000 sq. ft. with 2 patio and 3 Air-Con. It’s on 17 top floor with beautiful...

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

Hale Nana Kohola – Puako Oceanfront Vacation Home

Hale Nana Kohola (Whale Watch House) Located in the heart of Puako, offers a tropical retreat that showcases the best of Hawaii and is perfect for a romantic getaway or a family vacation. Escape to the sunny Kohala Coast on the Island of Hawaii. Hawaii's perfect...

🛏 4 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 10
📍 Puako, Hawaii

Maui's BEST AC Beachfront – Panoramic Ocean Views! No Cleaning/ Parking Fees

Free Parking | Free WiFi | No Resort FeesWelcome to your dream Maui getaway! Our stunning beachfront corner unit condo on Kahana Beach offers breathtaking panoramic ocean views with floor-to-ceiling windows and doors, filling your space with endless blue horizons. Relax...

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

ICC 41 Remodeled 3BD Kaanapali Cottage w Heated Pool

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...

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

Hale Leimomi: Luxurious Comfort + Pool + Views!

In this sparkling new villa, laid-back comfort harmonizes—beautifully—with the ultimate in luxurious appointments & upscale amenities. Extraordinarily spacious, with 3,902 square feet under roof, Hale Leimomi combines the elegance of a 4-star resort hotel with the...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 12
📍 Koloa, Hawaii

Spacious 2bedroom/2bath Beach Front Condo

Royal Kahana end unit condo 620 offers what need to make lasting memories in comfort and private. The master bedroom includes King size bed, with private master bath and its own private access to the lanai. The second bedroom has 2 Full size beds. The condo is central...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Lahaina, Hawaii

Halehikiola: 3 BR, 2 BA House in Volcano, Sleeps 10

Aloha, we invite you to stay at our “house of new dawns.”Halehikiola was named for the refreshing way it evokes the Hawaiian value of Ka la hiki ola each morning as the house fills with light. As “the dawning of a new day,” Ka la hiki ola is the value of...

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

One Bedroom Oceanview Deluxe Luana Kai A202

Panoramic Ocean Views with AC* at Luana Kai Resort A202 * Placed all brand-new furnishings in the entire condo, April 2022* Total bathroom renovation and entire unit painting to be completed end of June 2022**Air conditioning is included in the rate during the low...

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

Beautiful Pili Mai Condo-2 Bdrm + sleeping den, sleeps 6, with A/C

Relax and enjoy modern living at Kauai’s newest townhome community, Pili Mai! This condo, also known as Nani Ka Hale, is located on the second and third floor of the building. It overlooks the lush greens of Kiahuna Golf Course and offers stunning distant ocean views...

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

Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range

**Looking for other accommodations, please view my other unit located in the same building #2773517**This unit is located on a high floor of the Aston Waikiki Sunset Hotel, this condo offers one bedroom (one king size bed), one bath, expansive living area (queen sofa...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

This modern Princeville gem shines in comfort, luxury, and design

This modern Princeville gem shines in comfort, luxury, and design. Artfully remodeled and curated by published designer, special features include a stylish sunken living room and open concept living area with twenty-foot beamed ceilings. Relax inside with AC and ceiling...

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

Kihei Akahi D614 -Top Floor/Panoramic view-Hotel zone- Full A/C Owner managed

Kihei Akahi D 614 is a top floor condo across from Kamaole II Beach Park with views of the ocean and outer islands of Molokini, Kahoolawe, and Lanai, renovated and fully stocked with everything you could need for a complete tropical vacation. ELECTRONIC KEYLESS ENTRY...

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

Relax in this OceanView Estate w/ Lava stone-lined Infinity Pool & Private Spa

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...

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

Maui Sunset A307 Fabulous Oceanfront Complex Featuring Magnificent Sunset Views

Recently renovated in July of 2024, featuring new cabinets, vanities, countertops, appliances, fixtures, doors and painted throughout. Spend your vacation on the beach, at the beautiful Maui Sunset complex, where our lovely, one bedroom condo is located. Take a relaxing...

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

Hale Kai - Large Enclosed Lanai - Sleeps 2

Hale Kai - Spacious Enclosed Lanai - Sleeps 2Welcome to Hale Kai, your “Home by the Sea” in the charming Kuilima Estates East community. This beautifully designed island-style retreat offers 875 square feet of living space, including a large enclosed lanai, perfect...

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

Pineapple Cottage B&B Vacation Rental Haiku Maui, Lic#BBPH2015/0011

Pineapple Cottage enjoys a 5-star rating. Enjoy peace and quiet overlooking a private gulch and stream with a bit of with ocean view. Pineapple Cottage offers hardwood floors, shaker cabinets, granite countertops, newly purchased leather sofa, and a covered lanai with a...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Haiku-Pauwela, Hawaii

Spacious 2BR Best Ocean Views -Kapalua Golf Villas 11P 5-6

This is a legally permitted vacation rental according to the County of Maui ordinances.Oceanfront Bliss & Golf Course Serenity – Kapalua's Premier Escape AwaitsE komo mai (welcome) to the Hawaiian escape of your dreams, where every sunrise whispers serenity and every...

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

Tropical style Luxury Townhome, newly renovated - Paradise!

Located in Princeville on the island of Kauai, this beautifully fully redone property will have everything you will need for your vacation in one of the most beautiful places.The master bedroom features a king bed, television and an en suite bathroom. The second bedroom...

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

☼ Stylish & Bright 2bd Oceanfront Condo|5★ Views

Step into the comfort of this stylish 2BR, 1Bath condo in the heart of Maui, Hawaii. Located right on the oceanfront, just steps from the beach, this is your perfect retreat close to top restaurants, attractions, and stunning beaches!Enjoy modern design, breathtaking...

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

Waikīkī Beach Loft Near Restaurants

Stay close to Waikīkī Beach, minutes to Fort DeRussy Beach Park. Our 2-bedroom designer loft is in a secure building with a free offsite parking pass. Highlights include a full kitchen, unique wet room, beach gear, kids accessories and onsite laundry room. Find an ABC...

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

Largest Ocean Villa at Turtle Bay! Fully Renovated 4BR w/ beach, pool & hot tub

The Ocean Villas are located at the heart of Oahu’s fabled North Shore, nestled within the grounds of the world-famous Turtle Bay Resort. Locals call this ‘country’ for its exquisite beaches, surf heavens, and relative lack of tourists — yet the metropolis of...

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

Waikiki Ocean View with AC, Full Kitchen, Washer/Dryer, FREE Parking & Wi-Fi!

Waikiki Skytower #2604 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy magnificent Pacific Ocean views from this contemporary, updated high-floor, one-bedroom condo (585sf plus 90sf lanai with table & chairs)! With only 4...

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

Kailani #315, Top Floor, Walk to Kapaa Town and Beach, AC

Kauai Kailani #315, Kapaa, Hawaii. Kauai vacation rental conveniently located in Kapaa Town on Kauai’s Royal Coconut Coast. This cute boutique condo is walking distance to the ocean, shops, restaurants, coffee shops and more! No Resort Fees.Newly remodeled Unit! Two...

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

Ground floor just steps away from sandy beaches

Hono Kai A4 is a ground-floor, 1-bedroom, 1-bathroom condo that offers a portable A/C in the bedroom and ceiling fans throughout, which helps to keep you cool. Unit A4 can accommodate up to 4 guests. The bedroom presents a queen-size bed, while a queen-size sofa sleeper...

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

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