Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Lanikai Hideaway: 4 BR Luxury Retreat near Lanikai Beach
Tucked into the sought-after Lanikai neighborhood of Kailua, Lanikai Hideaway is a 4-bedroom, 3-bath luxury retreat designed for those who want space, privacy, and a true island connection. Just a 10-minute walk from the world-famous sands of Lanikai Beach, this...
Maui Luxury: Mountain-View Villa at Honua Kai
Escape to Hokulani Hale at Honua Kai Resort, a luxury 1BR villa on world-famous Ka’anapali Beach. Enjoy stunning West Maui Mountain views from your lanai, a gourmet kitchen, and seamless indoor-outdoor living. Resort features seven heated pools, waterfalls, hot tubs,...
Cozy Studio at WorldMark Kihei – Maui Getaway for Two
Enjoy a simple and comfortable Maui escape in this studio suite at WorldMark Kihei. Perfect for couples or solo travelers, this suite offers everything you need for a relaxing stay in paradise.Inside the studio, you’ll find a queen Murphy bed that tucks away for extra...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Most Stunning Views | 2 Units, 5 Bedrooms | HK ML-1235
** 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...
Monthly Ilikai 1142 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.Fully equipped and...
Breathtaking Corner 1-bedroom 2-bathroom condo #1074nThe Whaler Kaanapali Beach
Welcome Home! These are the words we hear every time we return to The Whaler. You will feel at home in our beautifully appointed condo that is located at one of the best locations on Kaanapali Beach. We are located right on the beach and next door to Whalers Village....
1st Fl Gem, Kings, Steps 2 Beach
Summary:Upgraded 1st-floor condo in a gated community, steps from shops, dining & beach. Features new floors, kitchen, bathrooms, & designer decor. King beds, premium cotton linens, full AC, & stocked kitchen. Baby gear & beds for all ages. Enjoy a heated pool, gym,...
Spectacular Ocean View & walk to Kehena Beach!
New (2018) 2 bedroom house with spectacular ocean view and huge 500 square feet (45 m2) lanai (terrace) to enjoy it from. Pleasant 5 minute walk to clothing-optional Kehena Beach. Large windows let you see and hear the ocean from every room.My house is in the upscale...
Kona By the Sea 417 - Penthouse Perfection with Ocean & Mountain Views
2-Bedroom | 2-Bath | King & Queen Beds | Central A/C | Expansive Outdoor Living | 35-Night MinimumIndulge in the pinnacle of coastal luxury at Kona By the Sea #417, a one-of-a-kind fully renovated penthouse offering a true Big Island retreat. This stunning 2-bedroom,...
kaanapali-alii-unit-243
Welcome to your dream getaway at Kaanapali Alii Unit 243, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers breathtaking views of both the Pacific Ocean and the resort's lush grounds, perfect for a...
Wailea Elua Village 2402 - 1 Bedroom Ocean View Condo
Wailea Elua Village 2402 is an exquisite ocean-view second-floor condo located in the prestigious Wailea area of Maui. This elevated condo with vaulted ceilings enjoys great views out over the South Maui coastline, especially remarkable during whale season, since you...
Beach studio oasis centrally located at Kihei cove
Experience the beauty of Maui at this central studio located just across the street from Kihei's renowned surf break. Step out to discover world-class beaches, delicious dining options, and boutique shopping all within walking distance. When you're not out exploring,...
On the Ocean's Edge, Steps to Beach - Kahana Reef 210
Welcome to your tropical paradise getaway in Hawaii! This exquisite one-bedroom condominium is the perfect escape for beach lovers and relaxation seekers. Nestled right on the sandy shores, this short-term rental property offers stunning panoramic views of the...
10th Fl Ilikai | King Beds | Pool | AC | City View
Welcome to your corner end-unit retreat at the iconic Ilikai Hotel, where sparkling city lights meet Waikīkī’s vibrant lifestyle. From your private suite, enjoy sweeping views of Honolulu and the lively energy of the city, all while relaxing in a resort-style...
Hawaii Life Rentals Presents Puu Poa 202
Completely renovated in 2022 this rental is one of the best oceanfront condos on Kauai. This two bed two bath unit boasts sweeping ocean views from your kitchen, living room, dining room, lanai, and primary bedroom. Pu'o Poa is the perfect location, walking distance to...
Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite
Summary:On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want for no modern amenity. Outdoor pools and the nearby beach are just...
Beautiful 1BR Condo near Waikiki Beach
Relax in a soothing setting near Waikiki Beach when you make the Club Wyndham Royal Garden at Waikiki your vacation home base. Located along the Ala Wai canal, this European-style resort attracts travelers with a superb location. In fact, it's the perfect spot to...
Whaler | 2 Free Rental Cars | KBM Resorts | Kaanapali Beach | 2 Units, 2 Bedrooms | WH ML-1580
** 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...
Everything You Need For The Perfect Vacation! Outdoor Swimming Pools!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 390 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Daily cleaning...
Executive Honolulu Home with Spectacular View
This is a minimum 30 day rental. This 3 bedroom has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great View with 3 HD TV's with cable, free internet wifi, and a kitchen with granite counter...
Palms at Wailea Villa 1210 Garden Deluxe 1 BD 2 BA
This charming one-bedroom garden-view villa is located in Maui’s sought-after Wailea resort community. With a full kitchen, open concept living area, and private patio, it’s a perfect base for enjoying nearby beaches, world-class golf, and island dining. Villa 1210...
Hillside Villas 1496-2: Elegant 3BR in Ko Olina with Spacious Lanai
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 your dream Hawaii vacation at the...
Waipouli Beach Resort B302 Ocean View 2 BD 3 BA
Enjoy sweeping views of the Pacific from this bright and airy two-bedroom condo. Ideal for a memorable island getaway, it provides ample space to unwind while soaking in the beauty of Kauai’s coastline.Unit B302 Ocean View 2 Bedroom 3 Bathroom• 3rd floor condo with...
Escape to Maui – Stunning 2-Bedroom Westin Nanea Villa
Tucked into the lush coastline of West Maui, where turquoise waves meet golden sands, The Westin Nanea Ocean Villas invites you to immerse yourself in the spirit of aloha. This upscale villa-style resort isn’t just a destination — it’s a Hawaiian homecoming....
KHV 2 Amazing Kahana Maui Direct Oceanfront 2BD Condo Steps to the Beach & Pool
Kahana Village 2 NEW LISTING Experience the Hawaiian Beachfront Lifestyle on West Maui from this 2bedroom Condo with Spectacular Direct Ocean Views! This two-story West Maui retreat offers breathtaking panoramic views of the Pacific, as well as the neighboring islands...
The Point at Poipu - Luxury 2 Bedroom Villa
Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the stuff of the dreams. Nestled in over twenty acres of lush tropical gardens overlooking the Keoneloa Bay, and buildings no taller than a coconut tree, it is...
Ocean view *Free assigned parking*in unit laundry
This newly renovated Airbnb unit is located right in the heart of Waikiki, offering an unbeatable location with stunning views of the surrounding area. You’ll enjoy the convenience of being close to everything – from famous beaches, vibrant restaurants, and shopping...
Spacious 2bd Near Beach - Maui Kamaole K203
Luxury & Privacy at Maui Kamaole – Upgraded 2BR/2BA Condo Near the Beach!Experience the perfect blend of luxury, privacy, and Hawaiian charm in this newly upgraded 2-bedroom, 2-bath condo at Maui Kamaole. Just minutes from the pristine Kamaole Beach Park III, this...
Maui Resort Rentals: Honua Kai – Incredible 8 Bedroom Oceanfront Gem, Over 5200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 8-bedroom gem combines one of the absolute finest oceanfront residences on offer at Honua Kai, with two neighboring ocean-view suites to provide over 5200 sq ft of combined interior living space, perfectly suited to any large group or family. Each residence boasts...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Amazing | 3 Units, 6 Bedrooms | HK ML-1237
** 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...
@ Marbella Lane – Dreamy Sunset Views by the Sea
Summary:Wake up to panoramic ocean views and end your day with breathtaking sunsets over Waikiki. Lounge on the lanai or in bed as ships head to Pearl Harbor by day and city lights sparkle at night. Enjoy this beautifully remodeled unit, a perfect blend of comfort and...
Kaanapali Alii Unit 182
Welcome to your dream luxury vacation rental at Kaanapali Alii Unit 182, a stunning one-bedroom condominium nestled in the heart of Lahaina, Maui. This short-term rental offers breathtaking views of the Pacific Ocean, Lana'i, and Moloka'i, making it the perfect...
Keauhou Punahele B-202 2nd Floor, No Stairs, Ocean Views/Remodeled!
Beautifully Remodeled 2 Bedroom 2 Bathroom Condo with Ocean and Golf Course views within the Keauhou Punahele complex. This bridge unit offers the privacy benefit of being a second floor unit without having to climb stairs!The large sliding doors and unit position...
Wailea Ekahi Village 47B - 1 Bedroom Garden View Condo
Welcome to your tropical retreat at Wailea Ekahi Village 47B—an ideal vacation escape for families or a group of friends. This beautifully appointed ground-floor residence offers the perfect blend of comfort, space, and convenience. With serene garden views and...
Princeville Kauai 3 Bedroom Home Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Surrounded by tropical foliage and filled with modern decor, this stunning fully renovated home is just waiting to assist you in letting all of life's worries slip away. From the high...
Tower 2 Suite 1208 -QQE by Koko Resort Vacation Rentals
Standard Condo with Mountain and Recreation Deck View, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Just one block from...
2 bedroom 2 bath in maui
The primary bedroom features a king-size bed, 55-inch TV and desk. The s bathroom includes a vanity with a single sink, a backlit mirror, backlit make-up mirror and walk-in shower with a ceiling-mounted rain shower head. The toilet is in a separate room and has a...
Amazing Sunsets Oceanfront View Condo – Kahana Reef 222
Escape to paradise with a stay at our exquisite one-bedroom oceanfront condominium in Hawaii. This idyllic short term rental property offers the perfect blend of luxury and tranquility, boasting stunning views of the neighboring islands of Lanai and Molokai right from...
A GEM IN THE MIDDLE OF THE PACIFIC - OCEAN VIEW - KAANAPALI
KAANAPALI - MAUI This Ocean View Maui Cottage with 2 beautiful swimming pools is a mere five minute walk from the local favorite "airport beach" (Kahekili Beach Park), featuring world-class snorkeling and miles of pristine white sand beach. There is a beachfront...
Charming Renovated Condo w/Loft & Golf Views near Ritz-Carlton Turtle Bay
** Please note that the photos do not reflect the updated furnishings and paint and cabinets yet. We will update these photos as the renovation is complete later this month (November).Welcome to our beautifully renovated one-bedroom condo with a loft in the Kuilima West...
13th Fl Ilikai 2 BDRM Condo | King | AC | Marina View
Welcome to your corner retreat at the iconic Ilikai Hotel, where calming ocean views and a resort-style atmosphere set the stage for your perfect Waikīkī escape. This spacious end-unit is filled with natural light, offering sweeping views of the Pacific and a private,...
LS 418 Studio Near Beach, Pool & Relaxing Hot Tub
Lahaina Shores 418 NEW LISTING Wake Up to Stunning Mountain Views at this West Maui Oceanfront Resort 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...
Experience the perfect blend of comfort and stunning ocean views—your ideal island retreat awaits!
Enjoy breathtaking views of the Ala Wai Yacht Harbor and the Pacific Ocean from this modern and stylish 22nd-floor studio! Thoughtfully designed for comfort and convenience, this spacious condo features a comfortable Queen bed, dining table, and cozy lounge chair.The...
Fabulous Kona oceanfront 6 bedrooms for 12!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!These incredible villas offers vacationers everything they want and need while on their Big Island retreat. We can offer you two of these villas in close proximity to each other for...
Oceanfront, Friendly Sea Turtles, Epic Snorkeling!
Summary:Treat yourself to timeless Old Hawai‘i elegance. This bright and breezy 4th-floor oceanfront 2-bedroom condo—with secure elevator access—offers stunning garden and ocean views as your front-row seat to paradise. Perfectly perched above the turquoise waters...
New Listing! - Hawaiian Style - 1bd
Kihei Kai Nani 250 is a charming 1-bedroom, 1-bathroom condo that accommodates up to 4 guests. Please note there are no elevators available. The bedroom features a king-sized bed and plenty of storage to unpack and relax. A queen sleeper sofa is provided in the living...
Wyndham Kona Hawaiian 2BR Apartment with Resort Access
Summary:Enjoy your time in Kailua-Kona with this beautiful condo! Located on the Big Island's west coast, it presents a unique blend of 1930s architecture and contemporary comforts. Featuring outdoor swimming pools and convenient beach access, it's a perfect location...
LS 523 Direct Beachfront Studio with Stunning View
Lahaina Shores 523 NEW LISTING Remodeled Oceanfront Studio Wake Up to the Sights and Sounds of the Pacific! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail,...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Large Master Suite | 2 Units, 2 Bedrooms | KBV ML-1966
** 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...
Luxury 3 Br Penthouse Panoramic Canal, Mountain, City views 90 Nt Min. furnished, 2 parking
Sweeping Penthouse Canal, Mountain, City VIEWS! Close to Waikiki Beach, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. 3 MO Min.MARCO POLO BUILDING HAS A BEAUTIFUL LOBBY, GYM, POOL, BBQ AREAS, TENNIS AND BASKETBALL COURTS. PARK LIKE...