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.
30th Floor + Views | Free Parking + Pool
SummaryEnjoy stunning city views from this bright 1-bedroom condo in Honolulu. Perfect for up to 4 guests, the space features a king bed, a queen sofa bed, and a full kitchen. Relax with resort-style amenities, including a pool, BBQ cabanas, gym, and sauna. Free parking...
Palms at Wailea Ocean View Villas 1 Bedroom 2 Bath
Enjoy stunning ocean views from villas featuring a full kitchen, spacious living area, and a private patio; it’s the perfect spot to relax while soaking in Maui’s breathtaking coastal beauty. Ocean View Willa 1 Bedroom 2 Bath• Kitchen includes microwave, stovetop/oven,...
Suite By the Sea - a bright and sparkling Apartment
Welcome to our new private studio apartment, where comfort and convenience await you. This hidden gem boasts a well-equipped kitchenette, perfect for preparing your favorite meals. Nestled just a short stroll away from the breathtaking Kailua Beach, you'll find yourself...
Luxury 3-Bedroom Oceanfront Villa in Kailua-Kona - Hualālai Resort
Welcome to Hillside Villas, your serene escape nestled in the heart of paradise. Experience the perfect blend of luxury and tranquility in our beautifully appointed villas, where breathtaking views and world-class amenities await. Whether you're here to unwind, explore,...
WAIKIKI SUNSET IN FRONT OF GARDEN OASIS
Discover the beauty of Waikiki from this superb 1-bedroom garden condo. This welcoming space offers guests a large private lanai, fitness center, WiFi, A/C, communal barbeque area and pool on rec deck, two blocks from beach, bus stop @ corner, 24/7 security, on-site...
Chic 2-bedroom furnished resort suite with fitness room and AC in Lahaina, Maui
Welcome to this charming hotel suites in Lahaina. This property features 2 king bedrooms, 2 bathrooms with a bathtub, a cozy living room with a sofa bed, private lanai with outdoor furniture, and amenities like a fitness room, AC, iron, and hair dryer. Guests will feel...
Charming 1BR Premium Villa with Island Views – Westin Ka‘anapali Ocean Resort
Step into island comfort in this 1-Bedroom Premium – Island View villa at The Westin Kāʻanapali Ocean Resort Villas. These villas typically span around 800–900 square feet, offering generous space for couples or small families to unwind in style. Inside, you’ll find a...
Kiahuna Plantation Resort 66 Partial Ocean 2BD 2BA
Enjoy soft ocean breezes and glimpses of the sea from this partial ocean view one-bedroom condo. Ideally located near the shore, it’s a cozy and convenient Kauai retreat. Unit 66 Partial Ocean View 2 Bedroom 2 Bath• Two-level condo in building 12 with bedrooms &...
Royal Kahana Maui 707 Ocean View 1 Bedroom
This comfortable one-bedroom unit offers stunning ocean views and easy beach access. Great for couples, families, or friends looking for comfort. Unit 707 Ocean View 1 Bedroom 1 Bath• 7th floor condo with nice views of ocean and the island of Molokai • Kitchen includes...
Kamaole Nalu 403 - Ocean View - New DESIGNER Remodel wA/C
Book with us and come to Maui to explore everything we have to offer!Stylishly remodeled, comfortable unit with split system A/C and incredible ocean view from the private lanai, kitchen, and master bedroom.Each bedroom features a king bed, private bathroom with a...
Relax Above the Pacific – 1BR Premium Villa at Westin Princeville
Perched high above the Pacific, this 1-Bedroom Premium Villa at Westin Princeville Ocean Resort Villas offers an ideal blend of comfort, views, and resort amenities. Spanning around 799 square feet, the villa is designed for up to four guests, making it a cozy yet...
Diamond Head Hale | Steps to Sand
Listed as one of Hawaii's historic properties, enjoy some of the best that island living has to offer in this fully furnished 4-bedroom, 3-bathroom Diamond Head Hale. Natural light, refreshing ocean breezes, and hardwood floors flow through this home. 3 bedrooms and 2...
Kaanapali Maui Eldorado G104 Garden View Studio
Relax and recharge in this garden-view studio, set within Kaanapali golf course and minutes from the beach. Whether you're teeing off or lounging on the beach, this peaceful space for two offers comfort and convenience in paradise. Unit G104 Garden View Studio• Located...
Maui Lahaina Resort 2 Bedroom Sleeps 6
This beach front property is centrally located in the heart of Ka'anapali. Enjoy your morning coffee on the lanai You'll also love cooking in the well-appointed kitchen, so eating out every night isn't a must! Take a dip in either 4 outdoor swimming pools that are on...
Kaanapali Alii 313
Welcome to your dream getaway at Kaanapali Alii 313, a luxury vacation rental nestled in the heart of Lahaina, Maui. This deluxe condominium offers a perfect blend of comfort and elegance, making it an ideal short-term rental for families and couples seeking a serene...
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...
Hyatt Vacation Club Resort, 2bd/2ba ocean front
****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,...
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...
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...
Legal STR Beachfront 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,...
Grand Waikikian 1BR- Luxe Suite with Balcony, Full Kitchen, Waikiki Beach Access
Discover elevated comfort in this spacious one-bedroom residence at Grand Waikikian, nestled within the iconic Hilton Hawaiian Village Waikiki Beach Resort in Honolulu. With approximately 836 sq ft of living space, the suite features a luxurious master bedroom with a...
Honua Kai Hokulani | 2 FREE Rental Cars | KBM Resorts | Ocean Front | 2 Units, 5 Bedrooms | 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...
2 BEDROOM @ Marriott's Maui Ocean Club
Conveniently set in the Kaanapali Beach Resort district of Lahaina, Marriott's Maui Ocean Club - Lahaina & Napili Towers is located a 8-minute walk from Kaanapali Beach, half a mile from Hanakaoo Beach Park and a 18-minute walk from Alii Kahekili Beach. The property is...
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 Residence 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 Hokulani | 3 Free Rental Cars | KBM Resorts | Gorgeous Inner Courtyard | 3 Units, 5 Bedrooms | 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 Hokulani | 2 Free Rental Cars | KBM Resorts | Most Stunning Views | 2 Units, 4 Bedrooms | 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...