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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Kaanapali Alii Residence 381

Reviews (2)

Kaanapali Alii 3812 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Kaanapali Alii 381 is a beautifully appointed one-bedroom ocean-view residence with a fully enclosed den that serves as a second bedroom. From the living room,...

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

Kaanapali Alii Residence 4106

Reviews (1)

Kaanapali Alii 41062 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 4106, a stunning two-bedroom platinum-rated condo with an unparalleled ocean view from its corner location. This inviting space is...

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

Kaanapali Alii Residence 4102

Reviews (2)

Kaanapali Alii 41022 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Kaanapali Alii 4102 is a platinum-rated one-bedroom ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. Located on the 10th...

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

Kaanapali Alii Residence 3112

Reviews (1)

Kaanapali Alii 31122 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Kaanapali Alii 3112 is a platinum-rated one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. Unique furnishings and...

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

Kaanapali Alii Residence 3102

Reviews (1)

Kaanapali Alii 31022 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 3102, an elegant one-bedroom ocean-view condo with a fully enclosed den that serves as a second bedroom. This spacious retreat...

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

Kaanapali Alii Residence 2101

Reviews (1)

Kaanapali Alii 21012 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Kaanapali Alii 2101 is a luxurious platinum-rated one-bedroom condo, with a fully enclosed den that comfortably serves as a second bedroom. Located within the...

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

Kaanapali Alii Residence 493

Reviews (2)

Ka’anapali Alii 4932 Bedroom | 2 Bathrooms | Sleeps 6 | Mountain View________________________________________Escape to paradise in this stunning 1,513 square foot one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom....

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

Kaanapali Alii Residence 483

Reviews (1)

Kaanapali Alii 4832 Bedrooms | 2 Bathrooms | Sleeps 6 | Mountain View________________________________________Kaanapali Alii 483 is a beautifully appointed one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom. Start your...

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

Kaanapali Alii Residence 433

Reviews (2)

Kaanapali Alii 4332 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Kaanapali Alii 433 is beautiful one-bedroom garden view condo with a fully enclosed den that comfortably serves as a second bedroom. Spanning an impressive 1,513...

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

Kaanapali Alii Residence 384

Reviews (2)

Kaanapali Alii 3842 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________The phrase “modern elegance” perfectly describes platinum-rated Kaanapali Alii 384. Clean white walls, tiled floors, and cream-colored furnishings are paired with...

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

Kaanapali Alii Residence 383

Reviews (3)

Kaanapali Alii 3832 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 383, a beautifully renovated two-bedroom ocean-view residence that serves as the perfect gathering place for your Hawaiian getaway. The...

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

Kaanapali Alii Residence 371

Reviews (1)

Kaanapali Alii 3712 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Kaanapali Alii 371 is a premier one-bedroom ocean-view residence with a fully enclosed den that functions as a second bedroom. Located on the seventh floor, this...

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

Kaanapali Alii Residence 364

Reviews (2)

Ka’anapali Alii 3643 Bedrooms | 2 Bathrooms | Sleeps 7 | Ocean View________________________________________Welcome to Kaanapali Alii 364, a stunning 2-bedroom, ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom. This sixth-floor...

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

Kaanapali Alii Residence 361

Reviews (1)

Kaanapali Alii 3612 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________This beautiful platinum-rated sixth-floor Maui condo is a serene escape, featuring one-bedroom with a fully enclosed den that comfortably serves as a second...

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

Kaanapali Alii | 352

Reviews (1)

Welcome to Kaanapali Alii 352, your perfect luxury vacation rental in the heart of Maui. This stunning one-bedroom plus den corner unit offers a blend of modern elegance and tropical charm, making it an ideal short-term rental for families seeking a serene and memorable...

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

Kaanapali Alii Residence 322

Reviews (5)

Kaanapali Alii 3222 Bedrooms | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Welcome to Kaanapali Alii 322, a one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom. This stunning residence...

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

Kaanapali Alii Residence 296

Reviews (1)

Kaanapali Alii 2962 Bedrooms | 2 Bathrooms | Sleeps 8 | Mountain View________________________________________Discover the perfect Hawaiian escape at Kaanapali Alii 296, a stunning two-bedroom mountain view condo on the ninth floor that offers a blend of luxury and...

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

Kaanapali Alii Residence 284

Reviews (1)

Kaanapali Alii 2842 Bedrooms | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 284, a stunning one-bedroom mountain view condo, with a fully enclosed den that comfortably serves as a second bedroom. This 8th-floor...

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

Kaanapali Alii Residence 246

Reviews (1)

Kaanapali Alii 2462 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Kaanapali Alii 246 was designed for entertaining! This two-bedroom garden view condo is positioned in the corner of the resort, with most of the living room and...

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

Kaanapali Alii Residence 163

Reviews (2)

Ka’anapali Alii 1633 Bedrooms | 2 Bathrooms | Sleeps 9 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 163, an inviting 2-bedroom, partial ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom....

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Lahaina, Hawaii

Spacious ground floor corner condo with sea views

Reviews (2)

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

Sugar Beach Resort 518

Reviews (6)

Welcome to Sugar Beach 518. This updated oceanfront 1 bedroom, 1 bathroom condo can accommodate 4 people. Enjoy ocean views throughout this unit and from your private lanai. Feel right at home with everything from central AC to in unit washer/dryer, and essentials....

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

Elegant Poolside Penthouse l Private Elevator

Reviews (4)

Summary:F300 | TA-018-220-0320-02Experience elegance in our Poipu Penthouse Villa, boasting luxury designer furnishings and gourmet kitchens. Stay cool with central A/C and enjoy elevator access directly into F300. Relax amidst tropical views and exceptional luxury in...

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

Spacious Poolside Villa | Gourmet Kitchen, Lanai

Reviews (4)

Summary:D211 | TA-018-220-0320-02Welcome to your tropical retreat in sunny Poipu! Villa D211 is a luxurious 3-bedroom, 3-bathroom poolside villa offering 1,600 sq ft of thoughtfully designed indoor-outdoor living. Ideal for families or groups, this elegant space blends...

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

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

Reviews (6)

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

Poolside Lanai Villa l Parking, Sunset View

Reviews (3)

Summary:F211 | TA-018-220-0320-02Walk to Kauai’s top beaches from Villa F211, surrounded by lush tropical landscaping in the heart of Poipu. Relax in the resort-style pool or waterfall hot tub, stay active at the fitness center or tennis courts, and return to your...

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

Luxury in Paradise l Beaches, Golf, Shopping

Reviews (1)

Summary:B211 |TA-018-220-0320-02Experience luxury and comfort in Villa B211 – a beautifully designed 3-bedroom, 3-bathroom retreat with 1,600 sq ft of living space and a 400 sq ft private lanai – Relax in the master suite with a soaking tub and dual-head shower –...

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

Fabulous 3-Bed Villa | Walk to Poipu Beach, A/C

Reviews (5)

Summary:C211 | TA-018-220-0320-02Welcome to your luxurious Poipu Villa, tucked within the renowned Poipu Kai Resort. This spacious 1,600 sq ft retreat features a gourmet kitchen, upscale furnishings, and coveted air conditioning. Embrace the tranquility of island life...

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

Luxury Poolside Villa | Stunning Ocean View, Lanai

Reviews (4)

Summary:D210 | TA-019-101-6960-01Enjoy tropical views and elevated comfort at Villa D210, part of the Poolside Villas at Poipu Kai. This spacious 3-bedroom retreat features an open layout, designer furnishings, central A/C, and a fully equipped gourmet kitchen. Dine...

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

Luxury Villa l Designer Furnishings, Central A/C

Reviews (5)

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

Blue Kauai Hale - peaceful, spacious, multi-level north shore home

Reviews (12)

Relax with the whole family at this peaceful oasis. Blue Kauai Hale is the perfect base camp from which to explore and adventure on Kauai, then return home to soak in the hot tub and create more memories over a gourmet meal.Recently remodeled throughout with 4 bedrooms...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Princeville, Hawaii

Mau Loa Hale: Perfect Location 5 Acres Walk to Bch! Open concept! Breeze & Views

Reviews (2)

Welcome to Mau Loa Hale, a private island-style retreat on five acres between the Koʻolau Mountains and the Pacific. Here, dramatic ridgelines meet ocean breezes, creating a peaceful escape where you can spread out, recharge, and experience Oʻahu at a slower rhythm....

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Hauula, Hawaii

Romantic cottage with stunning ocean and mountain views in Captain Cook, HI

Reviews (9)

Enjoy spectacular views of Kealakekua bay in the newly built Coffee Cottage in Captain Cook, Hawaii! Situated amongst the coffee trees at a pleasant 1350 ft. elevation, it’s a perfect temperature year round. Stretch out in the California king bed and check out that...

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

🏖️New Listing! | Beautiful Townhome | Great Location & Amenities| Concierge Included!

Reviews (5)

vrKCV - Kulalani at Mauna Lani 205 - Professionally managed by Kona Coast VacationsSecluded Kulalani Villa in the Mauna Lani ResortYour perfect vacation in a tranquil tropical oasis! Kulalani at Mauna Lani is a private gated community of quiet luxury townhomes,...

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

Maui Resort Rentals: Honua Kai Hokulani 930 - Extra Large 1BR w/ 9th Floor Mountain Vistas!

Reviews (1)

Hokulani 930 is a luxurious 1BR/1BA mountain view suite that enjoys expansive vistas of the lush West Maui Mountains from its impressive 9th-floor vantage point. This oversized suite is ideally suited for small families and couples who will relish the spacious 765 sq ft...

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

Remodeled 1bd, stunning sunsets & views

Reviews (4)

Nestled on the 3rd floor, Valley Isle 305 is a charming 1-bedroom, 1-bathroom condo that offers direct ocean views and ceiling fans throughout. This resort has elevators for easy access. Unit 305 can accommodate up to 4 guests. The master bedroom features a king-size...

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

Ocean FRONT Home - Whale Watching Starts Nov-May! BOOK NOW!

Reviews (9)

Located in a quiet neighborhood in beautiful Hawaiian Paradise Park on the pahoehoe lava rocks above the blue Pacific Ocean. Wake up to the most beautiful sunrises and fall asleep to the lull of the ocean waves. Sit back and enjoy the ocean while you BBQ. Later go for a...

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

Special Rates Now! Royal Kahana 2 Bd/2Ba ! Hotel zoned Safe to Book!

Reviews (4)

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

Tropical apartment with amazing water views and shared pools - prime location

Reviews (25)

Marina Views Studio - Ilikai, 941Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha is abundant at this immaculate Honolulu studio! Centrally located, you can shop, dine, and sit...

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

Hale Leilani: Plantation Villa w/ Ocean View, Pool

Reviews (31)

Luxuriously appointed, supremely spacious, and overflowing with tropical charm, this stunning new plantation-inspired home in Kukui'ula is superlative in every way. The entire property—poetically christened Hale Leilani—embodies the most appealing aspects of a modern...

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

Malia Ohana Hale - Upscale Hawaiiana Townhome

Reviews (112)

Plantations at Princeville #1022, now offered through Makana Kauai Properties. Welcome to Malia Ohana Hale, this is paradise where you will find our luxurious plantation-style top floor 3 spacious bedrooms and 3 full bathroom condo welcoming and relaxing, with all the...

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

Ocean View Poipu Sands Condo in sunny Poipu

Reviews (16)

Beautifully appointed 1 bedroom, 1.5 bath ocean view condo offers the Kauai experience you've been looking for! Highly sought after ground floor unit provides abundant open space and direct access to the barbecue grill and pool. Plenty of free parking close to the condo...

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

Maui Resort Rentals: The Whaler 563 - Gorgeous 5th Floor Studio w/ Fantastic Pacific Ocean Views!

Reviews (9)

Enjoy gorgeous views of the Pacific Ocean and Maui's neighboring island Lanai from this luxurious 5th-floor studio suite at the Whaler in the heart of Kaanapali Beach.Beautifully upgraded, suite 563 offers a spacious 500+ sq. ft. living interior that can comfortably...

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

Family Oceanview Oasis, Hot Tub, Sleep 12

Reviews (3)

☆☆☆ Why guests LOVE our home? Why guests find it such a great VALUE?- Free parking for 5 cars (save $40–$100/car nightly)- Private SPA & BBQ in backyard, full kitchen to cut dining costs, - Spacious single-story for large family with senior and kids, 3 bedroom, 9 beds...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 12
📍 Waianae, Hawaii

2BR bright, & quiet condo in Kulalani, sleeps 6

Reviews (15)

Take advantage of our introductory rates! Your Hawaii home is ready for your arrival.If you're looking for the perfect place to spend your next (or first!) Hawaiian vacation, then you need look no further than this light and airy two bedroom 2.5 bath townhome that can...

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

Upscale Oceanfront Penthouse Vistas

Reviews (7)

Summary:Full remodel and decorated in May 2023 with all new furnishings. This elegant 2-bedroom, 2-bath condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei at Menehune Shores resort, all of Maui is within reach. Beach chairs,...

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

Mahana Beachfront Walkout

Reviews (4)

Maui Gov’t Approved Short Term Rental. We are the owners (Barry Travers and Rhonda Anderson) of Mahana 118 and we own several Maui properties with hundreds of 5 Star reviews for our properties as we provide the ultimate guest experience! Mahana 118 is an AMAZING...

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

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Reviews (107)

• Oceanfront• Split A/C units• King bed• Remolded June 2023• Beach access from condo complexFully remodeled in June 2023, unit 218 is bright, beautiful one bedroom, one bathroom oceanfront property in Hale Kai O Kihei welcomes you! This second floor condo is luxurious...

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

KBM Resorts | FREE CAR | Honua Kai Hokulani | 1-Bedroom Condo at Beachfront Resort, Pools, Hot Tub and Spa! HKH-424

Reviews (1)

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

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

Kihei Alii Kai D201 Ocean View 1BR/1BA Escape

Reviews (7)

Unit D-201 has been completely remodelled and refurnished with modern, beachy decor. Fully renovated kitchen is wide open and includes views from the large, stone island and is fully equipped for the home chef! Dining table for 4 inside is perfect for game night....

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

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