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.
Grand Waikikian by Hilton
Experience the best of Oahu at The Grand Waikikian by Hilton, set within the expansive 22-acre Hilton Hawaiian Village Beach Resort. Located directly on the world-famous Waikiki Beach, this resort places you in a paradise of unparalleled convenience—just 20 minutes from...
New Listing! Modern Oceanfront studio, sunset bliss
Welcome to Lahaina Shores Beach Resort 206 – Your Cozy Oceanfront Studio in Maui! Escape to paradise in this charming second-floor studio condo at Lahaina Shores Beach Resort, perfectly designed for couples or solo travelers. Comfortably sleeping 2 guests on a...
Ko Olina 2BR Mountain-View Villa – Luxury Stay with Lanai, Pools & Resort Perks
Escape to Hawaiʻi’s western coast with this spacious two-bedroom, two-bath villa at Marriott’s Ko Olina Beach Club, nestled in the luxury resort enclave of Ko Olina. Perfect for families, friends, or extended stays, this residence features a master bedroom with a king...
Maui Resort Rentals: Kaanapali Alii 233 - Luxurious Interior Courtyard 3BR with Stunning Ocean Views!
Maui Resort Rentals is proud to present this luxurious 3BR/2BA residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on 9/2/2025 to start taking bookings on January 11, 2026!Overlooking the lush interior courtyard of the Kaanapali...
Kaanapali Alii 2115
Welcome to your dream luxury vacation rental at Kaanapali Alii 2115, a stunning short-term rental nestled in the heart of Lahaina, Maui. This exquisite 2-bedroom, 2-bathroom condominium offers a breathtaking ocean view and is perfect for a relaxing family-friendly...
Ocean view direct access to beach - Sugar Beach
Centrally located on Maui - Nani Kai Hale's is literally on the World famous Sugar Beach (longest continuous beach on Maui). Enjoy your stay in our newly remodeled ocean & mountain view condo with Direct access to the beach! Enjoy BBQs in the backyard with ocean view...
One of a kind designer renovated condo/central AC/full kitchen
NEW LOW PROMO RATE!ONE OF A KIND COMPLETE DESIGNER RENOVATION!BY FAR THE BEST LOOKING and SPACE EFFICIENT UNIT OF ITS KIND IN THE BUILDING!We're accepting reservations on an on-going basis.Water front building right on the Waikiki Marina.Completely remodeled with no...
Kapalua Ridge Villas | 3 Free Rental Cars | KBM Resorts | 180 Degree Views! | 3 Units, 5 Bedrooms | ML-2165
** 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...
Wailea Grand Champions 140 - 2 Bedroom Garden View Condo
Wailea Grand Champions 140 is a remarkable vacation rental nestled in the upscale Wailea community of Maui. This charming property combines elegance with comfort, offering a luxurious retreat that is perfect for both relaxation and adventure. Upon entering Wailea Grand...
2-bedroom Condo Marriott Ko Olina- Sleeps 8
For the week of:Sunday Sept 14th - Sunday Sept 21st 2025We aren't able to use our timeshare and would love to sell it for a deal of $550 a night (all 7 nights are required to book).Contact us to make a deal. It can be put into your name and you will receive your...
Wake up in paradise at Plantation Hale A8
Enjoy a private lanai with sunrise views, breezy living spaces, and all the comforts of home — steps from the beach and Coconut Marketplace.Highlights:* Bright + spacious condo with island charm* Private lanai overlooking tropical gardens* Full kitchen for easy meals*...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Family Friendly | 2 Units, 5 Bedrooms | ML-2477
** 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...
Maui Resort Rentals: Honua Kai - Upgraded 8th Floor Interior Combo, 3 Bedrooms, Stunning Ocean Views plus Wrap-Around Balcony!
This tandem package combines two best-in-class suites, each offering stunning ocean views from a fantastic 8th-floor vantage point. The two-bedroom suite boasts incredible ocean views from a deluxe corner floor plan and an awesome 300+ sq ft wrap-around balcony, and the...
*NEW* Villa 306 REDUCED Dec-Mar! Ocean View Turtle Bay w/great views!
Our Villa is Located on the Turtle Bay Resort! You can use the Ocean Villas pool and Jacuzzi, park for free, and pay no resort fees! You can also use most of the Ritz Carlton Oahu amenities for a fee. You have FREE access to the 12 miles of hiking and biking trails, the...
Kiahuna Plantation Resort Royal Garden 2 Bedroom
This charming split-level two-bedroom condo features tranquil garden views and a relaxed island vibe. Located near the shoreline, it’s perfect for those seeking space, comfort, and a quiet place to unwind. Royal Garden View 2 Bedroom 2 Bath• Fully equipped kitchen...
12th Floor 1 Bedroom Condo on the Beach at Sans Souci
Welcome to our Beautiful Queen Bedroom Beachfront condo.Located on the 12th floor above the golden sands of Kaimana Beach at Sans Souci.Relax on our private Lanai with the cool Pacific Ocean breezes and watch the Turtles swim in the Aqua Marine waters.This monthly...
City View studio just steps from the beach
Summary:Live your best life at our premiere resort unit in Waikiki! Located perfectly between the beach, the heart of Waikiki shops and center, and the Marina. The secluded studio sits within the prestigious Ilikai community. Walk just a couple blocks to the...
Family-friendly home next to the ocean w/ hot tub, lanai, beach access and WIFI
Beach Oasis (30+ night rental)Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical paradise in Waialua, HI! This stunning oceanfront home is just 2 miles from the...
Tropical Haven Retreat in Ko Olina | TCP-1196-3
Welcome to your dream vacation home at Coconut Plantation - the most amazing destination in Ko Olina! Whether you're looking for a breathtaking sunset, a romantic getaway, a fun beach stroll, an exciting round of golf or a relaxing spa retreat, this resort has got you...
Beach Bliss Retreat | Walk to Surf & Dining
Summary:Steps to the Beach Charley Young Kamaole 1 nearby Prime Location Walk to top restaurants shops Fast WiFi Smart TV Spacious Stylish Modern decor cozy ambiance Luxury King Bed Guests rave about comfort Resort Perks Pool hot tub BBQ tennis courts Free Parking Fully...
Noah's Hideaway Luxury B&B (KS), Walk to Beach!
Noah's Hideaway, a Luxury Bed & Breakfast in popular West Maui, located within the World Famous Kaanapali Beach Resort District, a short walk to the beach, shopping & restaurants!Fresh generous breakfast served daily!Koa Suite includes:- Private entrance- King bed, golf...
Top Floor Ocean-View Condo: Walk to Kona Beaches!
Scenic Waterfront Ali‘i Drive Location | 3 Mi to Dtwn Kona | Royal Kahili CondosStep into vacation mode at this 2-bed, 2-bath Kailua-Kona vacation rental condo, offering an elevator and dedicated covered parking. The surf and sand are just a stroll away — ideal for...
Island Colony 25th Floor Studio - Ala Wai & Mountain Views
🌴 Island Colony 25th Floor Studio – Ala Wai & Mountain ViewsYour island retreat in the heart of Waikīkī! This beautifully furnished 25th-floor studio offers sweeping Ala Wai Canal, city, and Koʻolau mountain views — the perfect backdrop for your Hawaiʻi getaway.🡠The...
Quiet & Private Retreat w/Outdoor Soaking Tubnn
The Wooden Gem is a magical tiny hut custom-built by fine furniture makers (that's us) using local woods. A true work of art, it's nestled in the native forest of Kaloko Mauka. At a cool 2200 ft elevation, we're just 10 minutes from town, airport, and beaches, but it...
Private Home: Organic Farm Ocean & Sunset Views
Our hosted Kona coffee plantation farmhouse is the perfect place to stay for a private home experience surrounded by lush tropical foliage, coffee and macadamia nut trees, and wildlife. Relax in the bright and spacious living and dining rooms styled with an eclectic mix...
Wyndham Mauna Loa Village|Three Luxury Suites
Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...
Diamond Head view Studio in Waikiki, Pool, A/C. 2 mins walk to Waikiki Beach
Unwind in Honolulu at this fantastic studio. The space features a comfortable living space with a queen bed, perfect for relaxing after a day of exploring. Guests enjoy a tremendous bathroom complete with a shower/tub combo and a hair dryer for convenience. Stay cool...
Kapalua Ridge Villa 2 units, Sleeps 12, Ocean Viwes, Total of 4 Bedrooms.
Book your 2026 vacation now!This listing is for 2 separate units close from one another. Unit 1: (1423)Spacious 2-Bedroom, 3-Bath Ocean View Villa in Beautiful KapaluaRelax and recharge in our luxurious 2-bedroom, 3-bath villa with stunning ocean views of Molokai and...
Moloa'a Bay Villa & Cottage - Beachfront on Secluded White Sand Beach
Welcome to Moloa'a Bay on the northeast shore of Kaua'i. This is a large, secluded, pristine white sand beach that lends itself to coastal hiking, snorkeling, body boarding, surfing, shelling, swimming and sunbathing.The beach bay is nearly ½ mile long. The name comes...
Westin Ka'anapali Studio Villa at oceanfront resort (Guaranteed Week!)
Westin Kaanapali is a world-class destination at a luxury resort. All resort-view studio villa reservations are equivalent - specific units are assigned at check-in. All listings describe the same property. The difference with this listing is that it’s a guaranteed week...
Marriott's Kaua‘i Beach Club 2 Bedroom Villa
Marriott's Kauaʻi Beach Club is located on beautiful Kalapaki Beach, rated one of the best swimming beaches in the Hawaiian Islands. Your two bedroom villa is a vacation sanctuary surrounded by breathtaking views and the island's rich heritage. Experience Hawaiʻi's many...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Modern Beachfront Studio At Honua Kai Resort | 2 Units, 4 Bedrooms | ML-1820
** 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...
2 Bedroom at The Bay Club, a Hilton Grand Vacations Club
This delightful two-bedroom provides the perfect respite for the whole family.Celebrate the island's hidden valleys and glowing lava from the height of a helicopter tour ... or enjoy the bounty of natural beauty firsthand along lush footpaths and walking...
Timbers, Hawaii's Finest 5 Star Resort, Luxury Pools, Golf, Dining, Oceanfront!
Experience refined island living at our luxury oceanview residence at Timbers Kauaʻi, Hawaii's finest 5 Star Resort. Overlooking the Hokuala lagoon, Kalapaki Bay, and the Haʻupu mountain range, this elegant residence features three ensuite bedrooms, a gourmet kitchen,...
Aloha Surf Condo - Private Deck - Pool
About this spaceWelcome to the Aloha Surf Condo at Kuilima Estates East, nestled within the Ritz-Carlton Turtle Bay Resort on Oʻahu’s North Shore. Wake up to palm trees swaying across the golf course, then stroll or ride your two Rad Power RadRunner Premium E-Bikes...
Lahaina Luxury One Bedroom Villa at Maui Bay Villas Hilton Grand Vacations
Escape to Maui Bay Villas, Hilton Grand Vacations’ stunning oceanfront resort located along Maui’s picturesque western shore. This one-bedroom villa located n the Mauka side of the resort, blends contemporary island elegance with all the comforts of home, making it the...
Hapuna Beach Residence B12 at Mauna Kea Resort
This island luxe, oceanfront, newly-constructed, ground level island masterpiece offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a fantastic chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine...
Cozy studio next to the ocean with hot tub, lanai, beach access and WIFI
Beach Ohana (30+ night rental)Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in this cozy studio located in Waialua, HI, just steps away from the pristine beach....
First Floor Beach Studio Across the Street from the Beach!
Welcome to our bright & clean beachside retreat in North Kihei! Our studio condo is directly across from the beach and stocked with all the comforts of home. Enjoy keyless entry, fast WiFi, free parking directly in front of the first floor condo, and a stocked, full...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Ocean View | 3 Units, 4 Bedrooms | ML-1766
** 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...
Sun-Soaked Balcony with Ocean Views, Walk to Beach, Shops, & Cafés
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
Royal Kahana Maui 202 Ocean View Studio
Enjoy stunning sunsets from your ocean-view studio, an ideal retreat couples looking to relax in paradise. Unit 202 Ocean View Studio• 2nd floor studio with balcony • Studio kitchen includes microwave, stovetop/oven, coffee maker, refrigerator, toaster, blender,...
Island Colony 9th Fl Studio - Pool View
🌴 Island Colony Studio – Pool Views & Steps to Waikīkī BeachGorgeous modern studio with views overlooking the recreation deck and pool, perfectly located in the heart of Waikīkī. The spacious lanai with seating for four invites you to relax, share meals, or simply enjoy...
Royal Kahana Maui 306 Ocean View 1 Bedroom
Step into this inviting one-bedroom unit featuring sweeping ocean vistas and a cozy atmosphere near many beaches. Perfect for couples, small groups, or retreat seekers. Unit 306 Ocean View 1 Bedroom 1Bath• 3rd floor condo with nice views of ocean and the island of...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Exceptional Value | 3 Units, 6 Bedrooms | ML-1628
** 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...
Peek-a-Boo Ocean View Studio in Waikiki w/ AC - Bamboo Waikīkī Hotel #803
Castle Bamboo Waikīkī Hotel #803 - Expansive sliding glass doors allow for natural sunlight and open to the private outdoor lanai where you can relax in comfort while taking in the views and enjoying your morning cup of coffee. The sleeping/living area is furnished with...
Worldmark Wyndham, Luxurious 1 Bedroon sleeps 4, across from Kama'ole Beach Park
Escape to this delightful resort in picturesque Kihei. This cozy retreat features one bedroom with a king bed, plus there is a murphy bed in the living area, perfect for a small group of guests. Enjoy the convenience of a fully equipped bathroom with a bathtub and hair...
Vehicle to rent, Hilton Pass, Family Friendly, Grill, Beach Gear, 3bedroom, N1
This pristine 3 bedroom, 3 bathroom home has 1,725 square feet in 2 stories with expansive outdoor spaces and backs up to Hole 3 of the prestigious Waikoloa Beach Resort Golf Course.Primary Bedroom: enjoy serenity in your primary suite. King bed, large walk-in closet,...
Ohana Villa Princeville • Pool & AC • Sleeps 20+
Aloha & Welcome to Ohana Villa — Your North Shore Retreat!Escape to paradise at Ohana Villa, a spacious and newly upgraded 6-bedroom, 2.5 bathroom, AC & private pool/jacuzzi home perfectly situated in the heart of Princeville, Kauai. Designed for comfort, connection, &...
New Listing! Lovely 2bd in Kihei, paradise awaits!
Welcome to Maui Banyan P409 – Bright 2-Bedroom Suite Relax and unwind in this beautifully updated 2-bedroom, 2-bathroom corner unit at Maui Banyan, comfortably accommodating up to 6 guests. With two separate entrances and a lock off option for added privacy, it's...