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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Kapalua Bay Villa 19G2 Gold Oceanfront 2 Bedroom

- Villa closest to Oneloa Beach- 1st floor villa accessible by 16 stairs from parking lot- Travertine tile floors throughout- Updated open kitchen with granite counters and stainless steel appliances – fridge with ice maker, stove/oven, microwave, dishwasher, cookware,...

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

Honua Kai | 2 Free Rental Cars | KBM Resorts | Private Outdoor Kitchen | 2 Units, 6 Bedrooms | HK ML-1424

** 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...

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

Charming studio w/ country views!

Beautifully located on half an acre with gated secure entrance. Enjoy a lanai, lots of orchids and peaceful surroundings. Situated on a hill above the street w/views to beautiful vistas, native vegetation and colorful birds. Suitable for 2-3 people.

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Mountain View, Hawaii

Idyllic 90 Day North Shore Getaway!

Our hisorical Hale (ha-lei: Hawaiian word meaning home) is a plantation style paradise! Many of the homes in our neighborhood are the original houses for the Kahuku sugar plantation/mill workers. The area is rich in tradition and history. Many of the families have been...

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

Maui 3 Bedroom Kapalua Retreat Home

Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Step through stunning custom wood-and-glass front doors and let your eyes travel straight through the home to the Pacific beyond. Inside, the open-concept living, dining, and primary...

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

Kuleana Club #615 Oceanfront - 1 bd&1 ba - Gated

Summary:Located on Maui's tropical west coast, the Kuleana Club has a panoramic view of the Pacific and the lovely offshore islands of Molokai and Lanai. This unit is a 2nd floor oceanfront condo, only steps to the ocean, and surrounded by a plush Hawaiian garden. Enjoy...

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

KBM Resorts | 2 FREE CARS | Honua Kai Konea | Ocean view | Spacious 5-Bedroom Multi-Unit Listing, Recently Remodeled! HK ML-3395

** 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...

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

Oceanview Oasis at Kahana Sunset – Beachfront

A beautifully remodeled 1-bedroom, 1-bath ground-level condo just steps from the beach. Enjoy ocean breezes from your private lanai, equipped with a dining table and chairs, as well as two sun loungers for relaxing. Perfect for your morning coffee or sunset cocktails....

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

Kauai Modern Luxury •Near Beach •A/C •Golf Views •WiFi •Huge Kitchen •Sleeps 12

• New Poipū luxury with central A/C• Sunrise/sunset golf views from relaxing lanai• Huge modern fully stocked kitchen + high-end appliances• High end furniture from Restoration hardware• Comfortable mattresses + extra linens if needed• Spacious dining + fast WiFi with...

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

Anini Vista Viila at Princeville Resort By Parrish Kauai

Perched above the turquoise waters of Anini Reef and the lush fairways of the Prince Golf Course, Anini Vista Villa is a contemporary luxury retreat in the prestigious Queen Emma’s Bluffs neighborhood of Princeville. This luxe four all bedroom suite home offers nearly...

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

Kona Oasis | Very Close to the Ironman Start and Finish

Reviews (53)

KONA OASIS at Kailua Bay Resort – Walk to Everything in Kona!Experience the best of island living from this top-floor 2-bedroom, 2-bath condo in the heart of Kailua-Kona. Located just steps from Kailua Bay, you can easily walk to the pier, sandy beach, oceanfront...

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

Beach escape NorthShore 1BR Unit OceanView

NOTE: There's ongoing(as of November 2021) building construction that may cause noise and some areas closed during your stay. Working hours between 9am-2:30PM(Mon-Fri).This is a beautiful area of Oahu, which takes you away from the crowds of town yet you are close to...

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

Cozy Island Stay-Waikiki

Welcome to our cozy high-floor studio located on Niu Street in the heart of Waikiki.The studio features a comfortable queen-size bed, perfect for two guests. The kitchen is equipped with a burner, microwave, oven, and kettle. A small dining table with two chairs sits...

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

Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Whale Watching | 2 Units, 3 Bedrooms | KBV ML-2023

** 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...

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

Hawaiian King 212 Studio Suite, Full Kitchen, Pool, Sleeps 2

Welcome to Hawaiian King 212 Suite - Your Home in the Heart of Waikiki!Address: 417 Nohonani St #212, Honolulu, HI 96815Room Type: 1 bedroom Hawaiian King 212 Suite Overview: Discover your own slice of paradise in the heart of Waikiki with our Hawaiian King 212 Suite....

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

NEW! Tropical Hideaway by Keauhou Bay | Golf, Beaches & Views

Keauhou Palena – Kailua-Kona Vacation Rental CondoDiscover Your Perfect Hawaiian EscapeNestled between the scenic Keauhou Bay and the Kona Country Club Golf Course, Keauhou Palena is a peaceful, secluded condo village where you can park right at your own front door....

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

Waikoloa Hawaii 3 Bedroom House Sleeps 10

Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Newer-built 3 bedroom home in the new Ainamalu development close to everything Waikoloa has to offer. Once you pass through the lava rock walls and head past the ohana (what we call a...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Waikoloa Village, Hawaii

Makani A Kai B5 Ocean Front condo 10 yards from private beach access.

Reviews (1)

Oceanfront Escape at Makani A Kai B5 – Maalaea, MauiWelcome to your personal paradise on Maui’s southern coast! Nestled directly on the beach in Maalaea, this 2-bedroom, 2-bathroom oceanfront condo offers the ultimate island retreat. With sweeping views of the Pacific...

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

Honua Kai | 3 Free Rental Cars | KBM Resorts | Amazing | 3 Units, 5 Bedrooms | HK ML-1784

** 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...

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

Steps to Kaanapali Beach studio w/ lanai and pool

Wake up just steps from world-famous Kaanapali Beach in this bright, fully equipped studio located in the Banyan building at Maui Kaanapali Villas. Enjoy two queen beds and a full kitchen, then sip your morning coffee on the private lanai surrounded by lush tropical...

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

Kaanapali Alii | 235

Kaanapali Alii 2352 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Kaanapali Alii 235 is a luxurious ocean-view vacation rental located in the prestigious resort area of Kaanapali along Maui’s west coast. This spacious condominium...

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

Delightful, quiet, close to beach and convenience stores, 3-bed house in Keaau

Nestled in Keaau, this delightful house is a charming retreat for guests. With 3 bedrooms including a queen bed, bunk bed, and more, there's plenty of space for everyone. The 2 bathrooms are equipped with all the essentials, ensuring a comfortable stay. Plus, the...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 11
📍 Keaau, Hawaii

1 Bedroom Ocean View - Silver

Welcome to the serene and luxurious Mauna Lani Point B102, your perfect retreat nestled in the heart of Kamuela. This stunning 1-bedroom, 1-full bathroom, and 1-half bathroom condo offers an elegant blend of comfort and style, ideal for a romantic getaway or a peaceful...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kohala Coast, Hawaii

Ocean View Retreat | Aston Maui Kaanapali Villas 221 – Pool, Hot Tub & Spa

Maui Ka’anapali Villas #221: Studio garden view condo at Beach Front Resort on N. Kaanapali BeachThe space: This condominium is located in the Aloha Tower, the central hub of the property. Situated on the second floor, this condo has views of the surrounding foliage....

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

Most Expensive Luxurious Oceanfront Estate on Makena Beach-6BR/7.5BA 8,030 Sq Ft

Reviews (1)

Step into island luxury at this breathtaking oceanfront estate on Makena Beach, one of Maui’s most exclusive and pristine stretches of coastline. With 8,030 square feet of elegantly designed living space, 6 spacious bedrooms, and 7.5 bathrooms, this private retreat...

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

Relaxing Beach Stay Awaits! 1 BR w/ Pool Access and Free Parking!

Welcome to your ultimate tropical retreat! Walk to Waipouli Beach & Coconut Marketplace, with Opaekaa Falls just a drive away. Perfect for island exploration!This listing is for a room within a hotel.✦ Your room is 725 sq. ft, equipped with complimentary toiletries,...

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

Beachfront Paradise! Enjoy surf & sunsets on beautiful uncrowded beach. Relax!

"The Ultimate Hawaiian Retreat" Great monthly rental, contact owner for your dates, availability and discounts. Gorgeous gated beachfront estate on spectacular secluded beach. Our large beachfront estate is on the sunny side of Oahu. Our gated estate consists of two...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 15
📍 Waianae, Hawaii

Spacious Hillside Villas 1500-7 by Gather w/AC, Lanai, Pool Access & Golf Ne

Hillside Villas 1500-7 welcomes you to the relaxed elegance of Ko Olina in Kapolei. This spacious two-story villa offers three bedrooms, two and a half baths, and 1,553 square feet of thoughtfully designed living space. With peaceful garden and golf course views, it’s...

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

Kapalua Bay Villa 19B2 Gold Oceanfront 2 Bedroom

- Villa closest to Oneloa Beach- 1st floor villa with 16 stairs between parking and front door- Travertine tile floors throughout- Updated open kitchen with granite counters and all the expected appliances, including: fridge with ice maker, stove/oven, microwave,...

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

30FL Partial Ocean View with Lanai, Wi-Fi, & Parking

Summary:Enjoy your stay in the heart of Waikiki at Waikiki Banyan, set on the 30th floor with partial ocean and city views. Just a short walk to the beach, dining, and shopping, this welcoming unit comfortably accommodates up to 4 guests and offers a relaxing home base...

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

Luxury, Comfort and Aloha Spirit Await on the Big Island

Reviews (4)

Welcome to the ultimate Hawaiian escape at Na Hale O Keauhou, where the gentle ocean breezes, swaying palms, and stunning sunsets create the backdrop for an unforgettable vacation. This enticing two-story condo, available for vacation rental by owner (VRBO), offers the...

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

New Listing! Stunning Oceanfront Sunsets

Reviews (2)

Noelani #306 – Oceanfront Luxury with Unforgettable Views Experience Maui living at its finest in this beautifully remodeled 3-bedroom oceanfront condo, perfectly perched between Kāʻanapali and Kapalua. Noelani #306 offers two expansive lanais with panoramic views of...

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

Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona

​​​​​​Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your island paradise...

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

KBM Resorts | 2 FREE CARS | Honua Kai Hokulani | Ocean view | 5-Bedroom Multi-Unit Listing, Recently Updated, Sunsets! HK ML-2981

** 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...

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

Oceanfront Resort-Beach Access, Close to Oahu's Popular Sites

Set along Oʻahu’s tranquil western shoreline, this spacious two-bedroom ocean-view villa at Marriott’s Ko Olina Beach Club offers relaxed island living with beautiful views of the Pacific. Ideal for families or friends traveling together, the villa features a primary...

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

Honua Kai | 3 Free Rental Cars | KBM Resorts | Wrap Around Lanai | 3 Multi-Listing Units, 7 Bedrooms | HK ML-3416

** 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...

🛏 7 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 20
📍 Lahaina, Hawaii

Honua Kai | 4 FREE CARS | KBM Resorts | Extra Large Corner Suite! | 4 Units, 9 Bedrooms | HK ML-3875

** 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...

🛏 9 Bedrooms
🛁 9 Bathrooms
👤 Sleeps 26
📍 Lahaina, Hawaii

Kaanapali Alii 444

Kaanapali Alii 4442 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 444, your beachfront playground at Maui’s exclusive Kaanapali Alii Resort. With sweeping views of the Pacific Ocean, swaying palms, and...

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

New Listing! Charming Condo Steps to the Beach

Welcome to Maui Parkshore 209, a bright and inviting 2-bedroom, 2-bathroom condo that comfortably accommodates up to six guests. Please note this condo does not have A/C. This South Maui retreat is thoughtfully designed for relaxation, convenience, and unforgettable...

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

Maui Getaway: Spacious 2BR Ocean View Lockoff at Westin North

Bring the whole family or travel group together in this spacious 2-Bedroom Lockoff Ocean View Villa at The Westin Kāʻanapali Ocean Resort Villas North. With about 1,230 square feet of space, this flexible villa setup comfortably sleeps up to eight guests.The lockoff...

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

2 bedroom Waikiki condo/FREE parking /4beds

This welcoming vacation rental is located in the Royal Aloha hotel/condo. It's minutes away from popular locations such as Ala Moana, Royal Hawaiian Center, Convention Center, Waikiki International Marketplace, Resturants, Beaches, and sights to be seen. There is one...

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

SUMMER SALE! Cozy studio with ocean views and premium amenities - RK 1103

FLASH SUMMER SALE! We're offering exclusive discounts on all summer stays booked this week—don't miss out on these updated lower rates.Royal Kahana 1103 Spectacular Ocean Views from this 11th floor West Maui Studio, Watch Whales from the private Lanai or Lounge at the...

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

Cozy Ocean Stay 2BR unit

Escape the bustle of Waikiki and access some of the North Shore’s best beaches! You’ll be in proximity to Ahupuaʻa ʻO Kahana State Park, Turtle Bay, the Maʻakua Ridge Trail and World Famous Banzai Pipeline where you can catch a wave or watch pro surfers in action. The...

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

Newly Renovated Townhome ~A/C~Pool ~Jacuzzi ~BBQ

Vibrant and Beautiful, this stylish island townhome offers 3 Air-Conditioned Bedrooms, a fully equipped kitchen, and a variety of cozy lounge areas. A split-level home, the downstairs has a Furnished Breezeway leading to the 2 generously furnished Master Suites. Both...

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

Honeyed Jade: 8 BD Ultra Luxury Oceanfront Diamond Head Estate with Pool & Hot Tub

Honeyed Jade is an enchanting Diamond Head vacation rental estate located on the exquisite island of Oahu. Oahu is an ideal island to visit if you envision yourself amid beautiful Pacific blue waters and within easy access to shopping and first-class restaurants....

🛏 8 Bedrooms
🛁 8 Bathrooms
👤 Sleeps 16
📍 Honolulu, Hawaii

Kihei Kai Nani Beachside Resort Vistas

Summary:Located in the desirable Kihei Kai Nani Resort, this freshly remodeled one-bedroom condo offers a bright island retreat directly across from Kamaole Beach Park II, one of South Maui’s best swimming and snorkeling beaches. Thoughtfully updated with high-end...

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

Sea Glass: Luxurious 3BR in Princeville w/ Lanais, Pool Access & Mountain Views

Nestled in the exclusive gated community of Villas of Kamali‘i in Princeville, Kauai, Sea Glass by Gather is a serene, fully renovated three-bedroom, three-bath luxury townhome offering 1,825 square feet of modern comfort and mountain-view tranquility. Designed for six...

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

Honua Kai | 3 Free Rental Cars | KBM Resorts | Studio Value Price | 3 Units, 5 Bedrooms | HK ML-1321

** 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...

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

Kaanapali Shores 213 2BD North Kaanapali Resort Condo Overlooking Pool, Palms & Courtyard

Reviews (2)

Kaanapali Shores 213 Beautifully Updated 2nd Floor North Kaanapali Condo Overlooking Swaying Palm Trees and the PoolWelcome to your Maui Retreat: Kaanapali Shores 213 is a freshly remodeled 2-bedroom, 2-bath condo located in the vibrant beachfront community of North...

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

Royal Kahana Maui 519 Ocean View Studio

Step into this airy studio featuring sweeping ocean views and easy beach access. Perfect for couples or friends wanting a relaxing stay. Unit 519 Ocean View Studio• 5th floor studio with balcony • Studio kitchen includes microwave, stovetop/oven, coffee maker,...

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

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