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.
Oceanfront 2 bdm villa on 11th floor Lahaina Towers March 4-11, 2023
Oceanfront 2 bdm villa on 11th floor feels like a penthouse.Available week of Saturday, March 4-11, 2023 only.A tropical paradise awaits you at Marriott's Maui Ocean Club - Lahaina Towers. Boasting an unparalleled location on Lahaina, Maui's world-famous Ka'anapali...
Luxury 2bd/2ba ocean view at Hyatt Resort
****PLEASE READ BEFORE SEND REQUEST TO OWNER***** 2026 available weeks10/31-11/711/7-11/14I offer 10% discount to help cover resort fee and parking fee (total $85/night)The same unit is priced $1500 in Hyatt website for the same weekLuxury fully furnished, 2 bedroom 2...
Marriott's Ko Olina Beach Club, 2BR/@BA, Sleeps 6
Discover your beachfront hideaway.The exquisite western shore of Oahu is home to Marriott's Ko Olina Beach Club, where waterfalls and fountains welcome your arrival. Only 18 miles from Honolulu, this secluded beachfront oasis is nestled within Ko Olina Resort & Marina,...
Regency Waikiki City View 2 Bedroom 1 Bath
Ideally situated in Waikiki, this spacious two-bedroom condo offers all the comforts of home. Perfect for families or couples, it provides plenty of room to relax and unwind. City View 2 Bedroom 1 Bathroom• Kitchen includes ceramic stove top, microwave, dishwasher,...
Marriott's KoOlina Beach Club 2 Bedroom, 2 King Beds, Single Entry
Stay at this beautiful Hawaii tropical home, and become a real local at our vacation home. In this beautiful 2 bedroom and 2 bathroom home, you have the view of the beach and also private kitchen and bathroom and also living room, you also will have washer and dryer....
2 Mi to Hawaii Volcanoes Nat'l Park: House w/ Deck
Work From Home | Modern Kitchen | Near RestaurantsYour month in paradise awaits at this charming 2-bedroom, 2-bath vacation rental in Volcano, Hawaii! Just a few miles away from a spread of scenic hiking trails and the one-of-a-kind Thurston Lava Tube, this property is...
Spacious 2BR Condo On The Beach - Family Friendly - Beach Gear Rentals!
Come explore the Big Island at this premium-level Marriott property on the beach. Surrounded by the clear, blue waters of the Pacific, this dream getaway is the perfect place to enjoy your next tropical destination.This property has everything you need for a tropical...
Quiet Studio Suite with AC 1 Minute Walk to Beach, Perfect for your Getaway
Escape to this Comfy studio in picturesque Waikiki, Honolulu. Guests will find a peaceful living area featuring a comfortable queen bed with white cotton linens, perfect for relaxing after a day of exploring. The space includes a bathroom equipped with fresh white...
New Listing Valley Isle 205 Beachfront 1BD Condo
Welcome to Valley Isle #205 — Oceanfront Serenity on Maui's West SideStep into paradise at Valley Isle #205, a beautifully appointed one-bedroom, one-bathroom oceanfront condo offering 768 square feet of comfort and breathtaking coastal views. Perched on the second...
Aqua Aloha Surf Waikiki 1412 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1412 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 301 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Discover Tropical Bliss: Marriott's Maui Ocean Club - Your Hawaiian Dream- 1 Bd.
Cozy yet spacious. Intimate yet extensive. This one-bedroom features luxurious comfort for memories together and space to escape.If you’re searching for the quintessential Hawaiian getaway, then this resort is quite the catch. If the sunshine, beaches, and glowing...
Tropical Boho 1-Bedroom Apartment in Waikiki Ocean View with free parking
Honolulu is waiting for you at this 1-bedroom apartment. The space features a king bed, a twin bed, and a cozy sofa bed in the living room, perfect for relaxing after a day of exploring. Guests enjoy a fabulous bathroom with a bathtub and bidet, adding a touch of...
Oceanfront Stunning Ocean Views in Paradise at Lahaina Shores Studio
Beachfront Paradise Studio | Prime Lahaina Location | Stunning Ocean ViewsThe SpaceStep into your own slice of Hawaiian paradise! This thoughtfully designed studio offers everything you need for an unforgettable Maui getaway. Floor-to-ceiling windows frame breathtaking...
Hilton Kaanapali Beach Club
One bedroom suites available. Kaanapali Beach Club is a resort located directly on the beach at the north end. Resort has had many updates and is a good value for the money.Please note there is a Hawaii Transient Tax that has to be paid directly at the resort.
Valley Isle Resort #406 - Vacation West Maui
Valley Isle Resort Studio #406 is a beachfront condo located on Kahana Bay in Maui, Hawaii. This studio sleeps up to 4 guests with a queen Murphy bed and queen sofa bed. It features a kitchen, private lanai over the ocean, and amenities such as free WiFi, cable TV, and...
3BR 2.5 BA Panoramic Ocean Views Oasis Na Hale A3
Escape to paradise with this picturesque vacation rental located in the esteemed Na Hale O Keauhou community in Kailua Kona, Hawaii. This tranquil and polished space offers one of the best ocean views in the complex, allowing you to immerse yourself in the beauty of the...
Waikiki Marina Resort Studio
This Waikiki resort offers effortless access to enchanting strolls along the iconic beach. Soak up the sun, try kayaking, or sign up for a surfing lesson. Immerse yourself in a luau and enjoy delicious Hawaiian cuisine while watching traditional dance and music...
Renovated 1BR at Maui Banyan - Pool, Hot Tub, A/C
** 10% of profits go to the Hawaii Community Foundation to support the people affected by the wildfires. Mahalo! **Experience all that Maui has to offer from our newly remodeled condo: ✓ Right across the street from Kamaole Beach II✓ King bed + blackout curtains✓ 2...
Coconut Plantation 1074-4: Upscale 3BR Beach House—Walk to Lagoons & Golf Course
Welcome to Coconut Plantation 1074-4, a serene 2-story townhome set within the lush Coconut Plantation neighborhood at Ko Olina Resort. This monthly vacation home blends the comforts of a private residence with the warmth of island life, surrounded by tropical gardens...
Honua Kai Konea 107 Ocean View 2 Bedroom 2 Bath
Konea 107 Ocean View 2 Bedroom 2 Bath- Exclusive on-site provider with the only homes that meet the prestigious AAA 4-Diamond designation- Private spacious lanai opens up to a lush Garden landscaped courtyard with convenient access to the pools- Over 1,300 sq. ft. of...
Maui Resort Rentals: Honua Kai – Incredible 6 Bedroom Oceanfront Gem, Over 4200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 6BR offering combines one of the finest 3BR oceanfront residences at Honua Kai, with a neighboring 3BR oceanview residence to create an epic gathering space, perfectly suited to larger groups and families. Each residence boasts stunning ocean views, abundant living...
3 BDR/3BTH Oasis | Dual Suites + Outdoor Kitchen
Modern Hawaiian Oasis with Dual Primary Suites, Outdoor Showers & Outdoor Kitchen – Waikoloa Beach ResortWelcome to your Big Island getaway!This luxurious 3-bedroom, 3-bathroom retreat in the exclusive Ainamalu community of Waikoloa Beach Resort is designed for comfort,...
Honua Kai | 2 FREE Rental Cars | KBM Resorts | Ocean Front | 2 Units, 5 Bedrooms | HK ML-2588
** 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...
Plantation Hale Resort Relaxing Kauai Retreat w Pool & Hot Tub
Summary:Highlights: Balcony- Steps to the Beach • 3 Pools & 2 Hot Tubs • Free Parking • Air-Conditioned Welcome to Sunny Plantation Hale, Your Bright & Breezy Kauai EscapeHale a cheerful, sunlit retreat —perfectly tucked beside the Coconut Marketplace and just a short...
Kuleana Club #608 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 ground floor oceanfront condo, only steps to the ocean, and surrounded by a plush Hawaiian garden....
Kaanapali Alii 136
Kaanapali Alii 1362 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________This two-bedroom oceanfront condo offers beautiful ocean views from all rooms! Enjoy an unobstructed look at the gleaming pacific and the golden Kaanapali Beach,...
Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-206
Makena Surf #F-206Discover the beauty of Maui’s southern coastline at Makena Surf #F-206, a luxurious 2-bedroom, 2-bathroom oceanfront condo that sleeps up to 4 guests. Set within a gated community of lush tropical gardens and pristine beaches, this retreat combines...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Gorgeous Inner Courtyard | 3 Units, 5 Bedrooms | HK ML-1613
** 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...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Most Stunning Views | 2 Units, 4 Bedrooms | HK ML-1850
** 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...
We are OPEN welcome back 536 GORGEOUS Studio Partial Ocean views from lanai
Welcome to Kaanapali Shores #536Located in beautiful and fabulous Kaanapali Shores, a AAA, triple diamond rated resort, on world famous Kaanapali Beach. The condo has a king size bed and a double sofa sleeper, central air conditioning, a fully equipped kitchen, an LED...
Relaxing 1BR Suite at WorldMark Kona — Your Big Island Base
Escape to Hawaii with this comfortable one-bedroom suite at WorldMark Kona in Kailua-Kona. Designed for up to four guests, it’s perfect for couples or small families seeking both convenience and island charm.Inside you’ll find a master bedroom with a king bed plus a...
Family-friendly 2BD 2BA 2 Parkings Honolulu Home
Summary:Newly built 2bd 2ba home. This charming unit offers all the essentials, including a convenient washer & dryer, making your adventure hassle-free.Prime location—just minutes away from popular attractions! Explore the famous Waikiki Beach or indulge in shopping at...
Two Bedroom Bungalow with Hot Tub
Nestled in the more wooded area of Capitan Cook / Ocean View, you have the most beautiful breezes and relaxing sounds of nature all around you.The sister city south of Kona is very underrated because it doesn’t have the big box stores, but if you want to experience a...
Tantalus Glass House by Gather Modern Honolulu Retreat
Welcome to Tantalus Glass House by Gather, an architectural masterpiece perched high above Honolulu. This five-bedroom, five-and-a-half-bathroom estate combines modern design with lush tropical surroundings, offering a rare blend of privacy, sophistication, and...
18FL Prime Waikiki Location, Near Beach, Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Step into this partially renovated 600 sq ft one-bedroom condo on the 18th floor of Waikiki Banyan and...
Golf Villas Gold Partial Ocean View 1 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Private Ocean Front Estate on Turtle Cove, Napili - Most Spectacular Location
THE MOST MAGICAL PLACE ON MAUI! SNORKEL WITH TURTLES,WATCH SURFERS FROM YOUR LANAI AND ENJOY EXQUISITE DIRECT OCEANFRONT DINING,TRULY A TROPICAL PARADISE!!Jacuzzi, Pool Table, Dry Sauna ....Locals tell us Papaua Paradise is the best location on Maui. We are located at...
Central Island Living | AC, Parking, Kitchen, W/D
Located in the vibrant community of Waipahu, this 2-bed, 2-bath condo offers convenient island living. Situated near shopping centers, local eateries, parks, and easy freeway access, this location makes exploring Oahu a breeze. The neighborhood is known for its...
Puka Pa 8 – 4BR Hualalai Estate with Ocean Views, Pool & Golf Carts
This thoughtfully designed 4-bedroom, 4.5 bath home is the ultimate in modern design and construction and just 6 minutes to resort amenities. All four designer-appointed bedrooms are under one roof and ample outdoor space invites activities such as cooking, TV viewing,...
Peaceful oceanfront getaway
Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...
Maui Ka’anapali Villas #273: One bedroom ocean vie
Maui Ka’anapali Villas #273: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 2Bright, open and spacious one bedroom loft condo with ocean views. The lanai is perfect for relaxing and enjoying the cool trade winds. The bright...
Unobstructed Waikiki Beach Ocean View Free Parking
Be amongst our first guests to experience the breathtaking unobstructed views overlooking the world famous Waikiki Beach from both the living room and bedroom, as well as a stunning view of Diamond Head from the large lanai! This top-tier Superior 35th Floor Ocean view...
Wailea Elua Village 1509 - 2 Bedroom Garden View Condo
Wailea Elua Village offers tropical vacation condos set amid Wailea’s resort hotels, making it a perfect luxury destination. Enjoy easy access from this vacation condo at Wailea Elua Village to the restaurants and spas of the Wailea resorts via the picturesque Wailea...
Cabin in Kealakekua with kitchen
Enjoy indoor/outdoor living Hawaii style! The Bamboo Cabin offers a cozy room that opens onto a private veranda with its own kitchen. Your senses will delight at all the beauty which surrounds you. Take a nap in the hammock or catch some rays on your lawn. Explore the...
19th Floor Condo with Lanai & Sea Views - FREE Parking! by Koko Resort Vacation Rentals
Deluxe Ocean View Waikiki Condo - 1908-2, 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. Watch the surf from your lanai...
Paradise Beach Estate: 6BR Oceanfront Villa w/ Pool, Spa & Views
Wake up to the sound of surf and the shimmer of the Pacific at Paradise Beach Estate, a six-bedroom, five-and-a-half-bath beachfront sanctuary in Honolulu’s coveted Diamond Head enclave. With 4,705 square feet of airy interiors, resort-style outdoor living, and walk-out...
Brand New Remodel, July 2016! Luxury Getaway With Stunning Ocean Views At the Ilikai Hotel
1 Bedroom Deluxe Yacht Harbor View on the 14th Floor!Enjoy stunning sunsets from your private lanai. This beautifully renovated condo has just finished renovations (with brand new stainless steel appliances and high-end finishing throughout the condo) & it desirable by...
One-Bedroom Premium Villa at the Westin Nanea, with Private Balcony
Welcome to this charming villa in Lahaina. This fantastic property features a cozy bedroom and a lovely living room with a sofa bed for extra guests. With amenities like a washing machine, WiFi, and a fitness room, your stay here will be nothing short of enjoyable....
Suite, 1 Bedroom-The Gardens at West Maui
🌺 Tropical Oasis: Spacious 1-Bedroom Suite at The Gardens at West MauiEscape to paradise in our luxurious and well-appointed 1-Bedroom Suite at The Gardens at West Maui. Tucked away in the beautiful Napili area, our resort offers a serene, lush Hawaiian setting just...
Honua Kai Hokulani | 2 REE Rental Cars | KBM Resorts | Ocean Front | 2 Units, 5 Bedrooms | ML-2537
** 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...