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.
Large 3 Bedroom Condo Across From Beach! Pool & Hot Tub Access! Ocean View!
We are so happy to announce that we have installed a brand new Split AC system in this beautiful condo! There are now air handlers in each room for your cooling comfort! We also updated the flooring, have performed a deep clean, replaced linens and kitchen inventory...
3rd floor Kihei Studio, walk to shops, dining, & the beach!
Welcome to Kihei Akahi C320. This 3rd floor studio condo has a garden/Haleakala view with tropical foliage from the private lanai. Fully equipped and ready to host your Maui memories. The studio can accommodate 4 people and has in unit washer/dryer. Kihei Akahi is...
Mana Kai Maui Resort condo with resort amenities, near beaches, waves & surf
Mana Kai Maui Resort 211aOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Ground Floor, Steps to Pools, Beach, BBQs, Partial Ocean Views from Lawn Area!
This tandem package combines 2 neighboring ground-floor two-bedroom suites to create a 4 bedroom package that offers two large lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas. The suites are located directly across the hall from each other and one...
Ilikai 1417 Remodel City / Mountain Views 2 Double Beds, Sofa Bed
NICE MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. 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. Remodeled, Tastefully Furnished & Appointed....
Endless Ocean Views at Kahana Reef 315! Your Perfect Maui Retreat.
Kahana Reef 315! The views are never-ending here! Highly desirable third-floor view condo on the Kahana Coast of beautiful west Maui. Appreciate beautiful, unobstructed, panoramic ocean views from your spacious and private lanai. The tropical islands of Molokai and...
Best Location Across Best Beach! New AC throughout
*AFTER LISTENING TO OUR GUESTS REVIEWS, WE HAVE UPGRADED THE AC IN THE CONDO. THERE IS NOW AIR CONDITIONING THROUGHOUT AS OF NOVEMBER 2024*Experience the timeless elegance of traditional Hawaiian decor, enhanced by the modern comforts of this beautifully appointed unit...
Located minutes away from Historic Holualoa village and Kailua-Kona and beaches.
On half acre of lush tropical setting, minutes away from the historic Holualoa village, (driving) home of the best coffee in the world, also 10 minutes away, (driving) from Kailua-Kona and beaches. This room has its own private bathroom and a kitchenette with a...
KR105- South Maui Condo Garden-Level - Lanai with Ocean & Mountain Views
Kealia 105 offers a charming garden-level condo with a picturesque view of Ma'alaea Bay and the West Maui Mountains. The adjacent park's dappled light creates a serene ambiance, providing front-row seats to the breathtaking beauty of Hawaii. During winter, guests can...
Villa 12 at The Lodge at Kukui'ula on Kaua'i
Villa 12 at The Lodge at Kukuiʻula on Kaua'i is a luxurious, private retreat that embodies the perfect blend of traditional Hawaiian charm and modern sophistication. Nestled within the exclusive Kukui'ula resort on the island’s southern coast, this villa offers guests...
Discover Maui Parkshore 408 Beach Access, Stunning Sunsets and Cozy Comfort!
Maui Parkshore 408 offers one of the best locations in Kihei with beach access directly across the street! Dining, shopping, and golf all within minutes! Enjoy a gorgeous Maui sunset from your private lanai. The expansive floor to ceiling sliding glass doors allow for...
Ground-floor condo with ocean views, private lanai, grill, pool, & hot tub
Pali Ke Kua 136Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the tropical splendor and serene beauty of Bali Hai at this comfortable, ground-level condo. This...
Kihei Alii Kai A 302 - HUGE lanai! Kamaole Beach is steps away
Ocean Views of Kamaole Beach Park from this spacious lanai! Perfect for your morning coffee and the newspaper or an afternoon relaxer watching sunset. Central location makes trips to the beach or shopping/dining a breeze! The third floor location is easily accessed by...
Maui Resort Rentals: Luana Garden Villas 9B – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3BR/3BA residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 9B's north-facing orientation offers a shady respite from West Maui's legendary sun, and its designation within our "Grounded" collection at the Luana Garden Villas...
Awesome Diamond/Ocean View Condo! Corner Unit!
Awesome Diamond/Ocean View Condo! Corner Unit!Location! Only 1 block from the world famous Waikiki Beach. Easy walk to restaurants, shops, kapiolani park. Conveniently located near bus lines. This unit is in Tower-I.You will enjoy:- Great Amenities: Pool, hot tub,...
Maui Sunset A518 Top floor Unbelievable Ocean Views
Spectacular ocean views from this 5th floor, 2 bedroom, 2 bath unit at the Maui Sunset.Nicely decorated,lovely kitchen, Property features beautifully manicured grounds, tennis courts, BBQ grills and sparking, large pool and Jacuzzi. Queen size bed, 2 twin beds and a...
Sugar Beach Resort Condo w/ Private W/D, Shared Pool/Hot tub-Near Everything
Sugar Beach Resort 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
HM A202 OceanFront Condo on Sandy Beach w Pool
Hale Mahina A202 Sensational West Maui OceanFront Condo with Sunset and Ocean Views, Whale Watching, and Secluded Sandy Beach. Furnished Lanai for Indoor-Outdoor Living Spend your next Hawaiian vacation at one of West Maui's most hidden gems, Hale Mahina Beach Resort....
Spacious Downtown Executive Retreat | Free Parking
Chic Downtown 1-Bedroom with Free Parking at Aston Executive CentreExperience the best of downtown Honolulu in this updated 1-bedroom unit, located on the 12th floor of the Aston Executive Centre. Enjoy stunning city views through floor-to-ceiling windows while taking...
Ocean-Lagoon Views PH at Ilikai Hotel by the Beach w/Spectacular Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
Oceanview -KUL302 - West Maui Stunning -Upgraded and quaint 1 bedroom/1 bath.
** Discounted Rates through 2025!! **You'll love vacationing in unit #302, a great-priced one-bedroom, the one-bathroom ground-floor condo that has been tastefully updated with granite in the kitchen and bathroom. Enjoy the convenience of the ocean and pool view...
Tropical Getaway with Beach + Pool Access!
The beautiful shores of Maui await with a stay at this 1-bedroom, 1-bathroom vacation rental condo located in Lahaina! Spend your time sipping a mai tai by the community pool, walking the beach, grilling your fresh catch of the day, or venture out on hiking, snorkeling,...
Spacious Maui Paradise Retreat-Across from 2 Fave Beaches MK-B202
Experience paradise in this fantastic 2-bedroom, 2-bath Maui Kamaole condo. Located in the coveted B building, closest to the main pool pavilion and pristine Kamaole beaches, this newly renovated vacation rental sleeps up to 6 guests comfortably.Highlights:• Prime...
Comfortable Townhome in Waikoloa Resort - Walk to Shops!
Two-story townhome located in a prime location on the golf fairways at Waikoloa Resort, close to the best shopping, restaurants and beaches in South Kohala. This charming three bedroom property has a spacious living room with high ceilings, a full kitchen and a lanai...
Luxurious oceanfront, walking distance to cafes, restaurants, and shopping!
Nothing beats the view from the Lanai in this Sandy Paradise. Imagine spotting turtles and waves before you even leave the place! You'll do it while enjoying the luxury of a hotel and coziness of home!You are centrally located in South Kihei, with access to many beaches...
Lovely 1BR Ocean View Condo, Near Beach + Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Oceanfront Condo Near Kona's Banyan Surf
This Beautiful 1 bedroom, 1 bath Condo is just an elevator ride and steps from the oceanfront park where you can BBQ or watch the Surfers and sea turtles, or just lay out on the lounge chairs. If you don't like the Salt water you go in the Complex's Pool instead. During...
Kauai Beach Villas, Access Kauai Beach Resort pools, Walk to beach, FREE PARKING
Lihue vacation condo with kitchen and 2 lanai'sKauai Beach Villas D 11, 2-Bedroom, 2-Bath, 3rd Floor Unit (no elevator) with Private Lanai off of the Living Room, Walk to Beach. No resort fees, free Wifi and free Parking!Enjoy tropical lagoon views, on a centrally...
MRR Presents Kaanapali Ali'i 496 - Elegantly Remodeled 9th Floor 2BR w/ Epic Direct Ocean Views of Lanai, Molokai & Beyond!
This elegant 2BR residence boasts over 1800 sq ft and a stunning 9th-floor location in what is widely considered one of the best interior courtyard columns at the entire resort. Enjoy direct, breathtaking Pacific Ocean views from Lanai to Molokai and beyond, as well as...
Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!
Let the serene energy of Maluhia draw you into effortless island living. Nestled in the heart of Kailua, Oahu, this two-level private villa blends contemporary comfort with tropical tranquility. Nearly 5,000 square feet of refined indoor-outdoor living open to lush...
Hale Kamaole Condo w/ A/C, Shared Outdoor Pool - Beach Lovers Dream
Hale Kamaole 234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
BBQ Grill on the lanai. Waikoloa Beach Villas H1
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas H1Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Queen BedGuest Bedroom Downstairs: Two Twin BedsSleeper Sofa:...
Kapaa Shore Ocean & Pool View Condo
Kapaa Shore - Beachfront Resort on Kauai!Kapaa Shore Resort Unit 117 on the 'Coconut Coast' Kapaa, Kauai Vacation Rental with **Pool Heated**Your Dream Vacation! 'Oceanview' Unit B117 at Kapaa Shores offering a stunning oceanview with watercolor sunrises, whale watching...
Oceanfront Oasis at Royal Mauian 518: Sapphire Views & Prime Location Await!
Royal Mauian #518 – Spacious Oceanfront Retreat with Panoramic ViewsRoyal Mauian #518 is a stunning three-bedroom, two-bathroom condo offering prime oceanfront views and a spacious layout ideal for families or groups. Situated on the fifth floor, this west-facing...
Royal Kahana 1104 - Oceanview Studio - Free Activities - Oceanfront Complex!
Royal Kahana Studio 1104 Wake up each morning to views of the beautiful Pacific and the island of Molokai resting on the horizon. You will enjoy a breakfast filled with tropical fruit and fresh island coffee on your private lanai in this comfortable ocean view studio...
Cool Hawaii Vibe+Decor! Chic Kitchenett, Lanai, and AC, WiFi–Waikīkī Grand #301
Castle at Waikīkī Grand #301 is a studio vacation rental just steps from the best Waikīkī have to offer. With Waikīkī Beach, Kapiolani Park, the Honolulu Zoo, and Waikīkī's outstanding dining, shopping, and activities right outside your door, there’s no better choice...
Steps to Best Beaches.Renovated! Best Value in Paradise! Free Wifi,Long Distance
1Bed/1bath vacation condo with full kitchen, the unit is newly renovated. It is centrally located is South Kihei, a cozy beach town in sunny South Maui.Quiet end unit away from traffic with lots of privacy. It's fully equipped with cooking, cleaning and fun beach...
ALOHA-WAIKIKI OCEAN VIEW LIVING 11
Two short blocks to the World's most famous beach. Wake up and enjoy beautiful ocean views and tropical breezes from your eat-in kitchen or spacious lanai.This is unit is one of our most popular and once you see the ocean views for yourself, you'll know why!!! This unit...
Beaches & Sunsets-Heart of Kihei
The Absolute Best Location in all of Kihei!!! Our condo's central location makes it the perfect place to explore the rest of the island. The best part of the location is that it is right across the street from a couple of beautiful secret beaches and coves, where you...
Sugar Beach Resort Condo w/ Free WiFi, A/C-Snorkel, Surf, Swim
Sugar Beach Resort 335Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Koa Resort 1D- Special location- private and quiet- Air conditioning!!!!
A beautiful tropical garden setting awaits you from this first floor location. The one bedroom one bath apartment is upgraded and updated . New Air Conditioning throughout the apartment! It has a spacious living/dining/kitchen area. The bedroom has a queen bed and there...
KBR #202 - 2 Bedroom /2 Bath Ocean Front Upgraded Condo in Sugar Beach!
Experience the ultimate beachfront getaway at Kihei Beach #202, a beautifully upgraded 2-bedroom unit located on the 2nd floor. With central A/C, stunning ocean views, and a newly renovated kitchen, this condo offers a serene and luxurious retreat. The master and guest...
Aloha Ku'ilima - Kuilima Estates West
Experience the ultimate North Shore escape at Aloha Kuilima, a chic retreat just minutes from The Ritz-Carlton at Turtle Bay. This 1 bedroom, 2.5 bathroom haven features a private screened in lanai and two heated pools on property with charcoal BBQ grills. Enjoy modern...
REDUCED TO 199/NIGHT, REMODEL COMPLETE! Kiana and Kalia's Island Paradise!
WATCH AND LISTEN TO THE WAVES CRASH WHILE YOU TAKE IN THE RELAXING SALTY FRAGRANCE OF THE OCEAN. IS IT TIME TO GET LOST ON VACATION WHERE YOU CAN ENJOY RAINBOWS, MOUNTAINS, TURTLES, KOI FISH, LUSH LANDSCAPING AND VIEWS ACROSS TO MOLOKAI! MAUI IS NOT JUST A TROPICAL...
Kona Shores 203: Amazing location&fully equipped condo in Oceanfront complex!
This Top Floor condo situated immediately next to Alii Drive has everything you need to enjoy your time on the Big Island of Hawaii! The property features a full kitchen and a full bathroom. There is a Queen sized bed, plenty of seating in the living area, flat screen...
Discover Keauhou Paradise: Gated Neighborhood with Pool & BBQ
Enjoy beautiful Keauhou, Hawaii from the comfort of this quiet, gated neighborhood complete with a pool, hot tub, and BBQ. With close access to manta ray dives, fine dining, golf, and more, you are sure to find something nearby that strikes your fancy!When you enter...
Beachfront Bliss: Makena Surf Resort B304 - Lovely Ocean Views & Lush Landscapes
Makena Surf B304Nestled within the prestigious Makena community, Makena Surf Resort offers a luxurious and serene beachfront retreat. This gated property boasts six exclusive two- and three-story buildings, each designed to showcase sweeping views of the Pacific Ocean....
@ Marbella Lane - Pōmaika'i Ocean Love Paradise
Summary:Step into this enchanting 4-Bedroom sanctuary, nestled within a gated community in the heart of Makaha Valley. This modern retreat offers the ideal blend of luxury and tranquility, perfect for couples seeking a romantic escape. The breathtaking yard boasts...
New Listing! Poipu Townhome with Pool and Gym
Wake up to beautiful mountain and palm views at this Pili Mai townhome in Poipu. Experience everything Kauai's South Shore offers with easy access to golf, beaches, and shopping.Prime Location and AmenitiesLocated alongside Kiahuna Golf Course, just steps from Poipu...
Spacious and Modern Maui Condo Steps to the Beach!
Perfect Tropical Getaway Relax and enjoy our remodeled Kahana condo.This spacious unit offers beautiful natural light, an open floor plan, lush garden and ocean views. This two level condo has been upgraded with all new appliances and furnished in casual and comfortable...