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.
Maui Eldorado KAANAPALI….HOLIDAY AVAILABILITY!!!...WORK REMOTELY IN PARADISE !
Why not hunker down and workcation in beautiful Maui? The Kaanapali Beach Resort area is a 1,500 acre luxury resort which includes two championship golf courses along one and one-half miles of the world famous Kaanapali beach. Three on-site pools & new fitness facility....
Breathtaking Ocean View of Royal Waters! AK5202
You'll have to see it to believe it: the incredible ocean views at this 2-bedroom, 2-bath Princeville condo stretch all the way to Alaska. Inside, jewel tones and tropical design invite you to unwind into vacation. Stunning beaches, mountains, and Kauai's signature...
KOLEA 15J ~ LAVA LAVA BEACH CLUB DINING CARD PROMOTION
BOOK ONE OF THE MOST HIGHLY SOUGHT AFTER PENTHOUSES LOCATED ON THE KOHALA COASTLINE IN KOLEA AND RECEIVE A $100 DINING CARD TO THE AWARD WINNING LAVA LAVA BEACH CLUBKolea 15J has been professionally decorated with amazing attention to detail! Standing out from the rest,...
Open and relaxing vacation home with breathtaking panoramic ocean view
This home is perfect for the savvy, discerning traveler who prefers comfort, convenience, cleanliness, spaciousness, and spectacular views. Discover the hidden gems of an affluent neighborhood with gorgeous views, privacy, and lots of aloha.This renovated, fully...
100 steps to the beach! Clean, cute and reasonably priced :) Guests love the place!
1 BR w/Den, Full Kitchen, Garden, Pool, Mountain And Ocean Views. Have whole Condo air conditioning. We LOVE Kauai and hope you will too! You are invited to come and enjoy our beautifully renovated condo in paradise. A charming, laid-back ocean front property, Kauai...
Aloha Maui! We are OPEN and LOVE visitors. Best Views at the Palms!!
Please read FULL description and acknowledge house rules before booking-->Condo 1506. This 2 bedroom 2 bath is perfect for your stay on Maui. Enjoy the sweeping ocean views from the lanai with some of the worlds best sunsets! This is one of the ONLY condos with...
Holualoa Garden Studio-Cool elevation, 10 minutes to Kona town
Holualoa Garden Studio is located 4 miles above Kona town at 1400 ft elevation in the coffee belt. Temperatures are cooler with nice breezes in the afternoon. The studio is on the right side of a quaint Hawaiian home with two other units. They overlook a lush garden...
🏖️Breathtaking Oceanfront | AC | Concierge Included | vrKCV
vrKCV - Kona Reef A4, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef Condo #A4, an oceanfront gem on the ground floor offering magnificent ocean views right from your covered lanai. With the tranquil Pacific Ocean just steps away, you can enjoy the...
Deluxe Garden View Waikiki Banyan, Free Parking
Waikiki Banyan Tower 1 Suite 708Deluxe City and Ocean View Condo at the Waikiki Banyan, Free Parking/Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
🏖️ Concierge Included | Close to Pool | AC & WIFI | vrKCV
vrKCV - Waikoloa Colony Villas 2804, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Colony Villas 2804Experience the best of beauty and affordability on the Kohala Coast! This comfortable 2-bedroom, 2.5-bathroom townhouse offers a blend of luxury and...
Super Clean/Ocean Front! Fall Asleep to sound of the waves. Beach Gear included!
Ultra Clean Designer Renovated Oceanfront Condo with breathtaking views!!! Direct Ocean Access. Tastefully renovated! This property has everything you will need for a fantastic vacation. This is where memories are made. Imagine waking up to the gentle sounds of waves...
A Rare Find: Legal Beachfront Vacation Home on Maui’s Sunny South Shore
Everything you've dreamt for your Maui Vacation is here. BUT MORE IMPORTANTLY, THIS IS A LEGAL VACATION RENTAL PROPERTY. There are very few homes that can be legally rented for short-term vacations and those that cannot be are being shut down. Keep this in mind when...
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!
The Villas at Poipu Kai is the newest and most luxurious development within Poipu Kai Resort, located on the sunny south shore of Kauai! Unit C110 is a 3 bedroom 3 bathroom ground level luxury villa, boasting over 1,600 square feet of living space and a large lanai...
Golf-course-adjacent condo with ocean & garden views, fast WiFi, pool, & hot tub
Pili Mai 8GOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pili Mai is one of Kauai’s newest developments providing modern Hawaiian living. Sit outside on your furnished balcony...
Shores at Waikoloa Beach Resort, with large lanai and view
Remodeled fall 2017 Remodel includes tile floors throughout, widening galley kitchen, new shower and tub in master bathroom and large new shower in guest bathroom The Shores at Waikoloa is the place for your Big Island vacation! We are located close to Anaehoomalu Bay...
Hale Loke Cottage, 2 Masters, A/C, Use Of Resort Pool & Spa. Steps To Beaches
Hale Loke is a beautifully furnished and appointed single story detached cottage (no neighbors above or below). Hale Loke has two air-conditioned master bedroom suites and an a/c in the kitchen/living/dining area. The backyard has a BBQ grill, dining table, mountain...
Slice of Heaven Studio
A newly renovated self contained 300 sqft studio that is a short 5-7 mins walk from our local quiet beach. The tastefully decorated studio has modern amenities and is comfortably furnished finished with a beautiful marble floor and bathroom. Studio has its own entrance...
Sale!! The Perfect Hawaii Location for a Relaxing Getaway now on Sale!!
Aloha, E Komo MaiNEW DISCOUNTED SUMMER RATES!!Welcome to Hale Makamae-Maui, a luxury first floor condo in Wailea's premier Grand Champions Villas. Our home is unit #103 on the east side of the complex. Spend your vacation enjoying this 1 bedroom, 2 bath unit that...
EKAHI 26C: SWEEPING OCEAN VIEWS IN WAILEA EKAHI VILLAGE! NEWLY-REMODELED CONDO!
We recently hosted several prominent Wailea-area realtors to our condo. Their consensus is that Ekahi 26C has the most spectacular ocean views of any condo in Wailea Ekahi Village!Enjoy the best that Maui has to offer in Wailea Ekahi Village 26-C. Our remodeled and...
Amazing views of Diamond Head, Waikiki Beach, and the Pacific Ocean!
UNBELIEVABLE VIEWS!: This 2 BR condo is on the 35th floor of the Waikiki Sunset. It offers unmatched views of Diamond Head and Waikiki Beach. No expense was spared in this condo's remodel. Bold granite highlights the custom cabinetry and stainless appliances. Designer...
OCEAN VIEW, LARGE LANAI, STEPS FROM THE BEACH, BLDG 10
** A Pipe & Roofing Renovation will take place in Building 10 from 9/8/25 to 12/8/25. During this time there will be noise and debris surrounding the building.**Mark Twain wrote of Hawaii as “the loveliest fleet of islands anchored in any ocean,” he was right. The...
Turtle Bay Villa 310: Beachfront with Shared Pool, Spa & AC
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...
Maui Eldorado F202- Ocean views from the Bedroom, Living room and Kitchen!
This spacious one-bedroom maui eldorado resort condominium offers comfortable non-smoking accommodation for up to 6 guests. The air-conditioned, 2nd floor (top floor), condominium has ocean views from almost every location inside. It is decorated to be warm and...
Wailea Luxury Beachfront Resort #904
The Palms in Wailea will allow you to 'live like the locals'. #904 is in one of the quietest corners of the community with garden, mountain and ocean views. The Palms community is an easy walk to the beach, shops, golf course and tennis courts. Walk along the ocean to...
Gingerbread House-Less than a mile from Paia town and all North Shore beaches
This unique and romantic two story, one bedroom house is nestled in a mango tree. The house is an A-frame structure with high ceilings and skylights making it bright and airy. It is located less than a mile from the bohemian town of Paia and ALL of the North Shore...
Upgraded 11th Floor Oceanfront Corner 1BR/2BA - Premier 1BR Location at The Whaler!
Offering an unsurpassed location in the heart of Kaanapali, the Whaler provides the perfect setting for experiencing all that the world-famous beach has to offer, and suite 1101 enjoys one of the absolute best locations of any one-bedroom on the entire property....
Large 1 Bdrm plus Den-Cold AC-Resort Pools-Most Desired-Ocean views-Sleeps 6
Honua Kai Resort and Spa Suite 506 welcomes you... This spacious one bedroom one bath plus den can accommodate up to six (6) guestsIncluded in our fabulous price are many owner-supplied extras such as:• Beach chairs• Beach umbrella• CoolerYou will be able to use...
Stunning Ocean View Condo! Best Location!
The Best Location in Waikiki: Only 1/2 block from Waikiki Beach,Located in a quiet boutique building,Surrounded by restaurants, shopping, and entertainment,1 block from Honolulu Zoo and Kapiolani Park.Incredible Ocean View:Large, furnished lanai faces the...
Kauai Pono Kai Resort BR/1BA Vacation Condo
GARDEN VIEW CONDO JUST STEPS FROM THE OCEAN!!!This beautiful Pono Kai Condo Building H is steps from the ocean and the beach!! With a full kitchen, dining area, living room, private patio, pool, hot tub, tennis, exercise room, volleyball, BBQ grills, WiFi included,...
Waipouli Beach Resort VIP Ocean Front Penthouse Villa! AC Pool
Your Dream Vacation in Paradise! Royal Beachfront Penthouse Villa an exquisite Ocean Front Villa, our Newest Listing! Located in Oceanfront A Building, the most desired building at Waipouli Beach Resort on Beautiful Kauai. This Beachfront/Oceanfront Penthouse Villa...
🏖️Serene Location | Excellent Resort Amenities | Concierge Included
vrKVR - Halii Kai 20F, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 20F, a stunning two-level, three-bedroom, three-bathroom condo located in one of the most prestigious gated communities within the world-famous Waikoloa Beach Resort. Offering...
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Air Conditioned, Cozy, and Full of Aloha!Nestled in the cozy and quiet Hale Moi complex in Princeville, our spacious Studio suite condo is perfect to serve as your home base as you explore the awe-inspiring beauty of the North Shore (and beyond) of Kauai. The condo is...
Beautiful 3 bedroom condo in the heart of Waikoloa
A condo owned by a locally born owner who loves the islands and sharing the magic with visitors from around the world. This property has just been renovated in April 2022 and has a fresh new feel to it.
Hapuna Beach Residence B24 at Mauna Kea Resort
This island contemporary, oceanfront, newly-constructed, second level studio offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a gourmet kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine storage and...
"Escape to Kauai" Oceanview at the Islander on the Beach 359
Escape to Kauai – Ocean View Studio at Islander on the Beach 359Welcome to Escape to Kauai, a top-floor ocean view studio at Islander on the Beach where you'll experience the charm of Old Hawaii with the comforts of modern living. With sweeping ocean vistas, vibrant...
First floor-Walk to pool, BBQ and hot tub. Golf course frontage. Paradise
Our condo is a piece of paradise. Private and comfortable ground floor unit with no stairs. Completely remodeled and offers high speed WiFi and a 50" Sony Smart TV for entertainment. Everything you need from the beach chairs and boggy boards to a wet bar on the lanai to...
Luxurious Condo - Wonderful Ocean Views - in the Heart of Kailua-Kona
Relax and pamper yourself in this well-appointed condo with wonderful ocean views. This is NOT your average condo rental! It has gone through an extensive high-end renovation and interior decoration; New kitchen cabinets, bathroom, tile floors throughout, and much...
Real Ocean Front! Private and well maintained! Excellent reviews!
Imagine being on a lava point jutting into the surf surrounded by beautiful views! You can relax on the 3rd floor private Lanai (balcony) and drift off to sleep to the sound of the waves. Or you can drink your favorite beverage and watch dolphins and whales in the...
Oceanview, walking distance to beaches & Golf! Kapalua Bay Villa #25G4 - Quam Properties Hawaii
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Welcome to Kapalua Bay Villa 25G4 — a peaceful, ground-level escape where island elegance meets coastal serenity. This beautifully appointed one-bedroom, one-bathroom villa is just a short...
1 Bdm/2 Bth Near Oasis Pool! UP TO 15% OFF FOR SPRING/SUMMER BKNGS!
********************************************************************Health and Safety Updates: CDC hospitality cleaning by our professional cleaning staff,.********************************************************************* If you are looking for a condo rental that...
Westin Ka'anapali Maui - Summer Special - Only 700 per night in July 2025
SPECIFIC AVAILABILITY for our Two-Bedroom Luxury Villas includes prime Summer weeks in 2025 and 2026. The Resort is directly on beautiful Ka'anapali beach. Other dates are available on request. Please note that there is no availability for the Christmas - New Year's...
2 Bedroom on Kaanapali Beach - Papakea Resort L407
Fourth floor 2 bedroom, 1 bath vacation condo with ocean views in North Ka'anapali. This condo features a king bed in the master bedroom downstairs. The bathroom which is downstairs features a tub/shower combo. The loft upstairs serves as a guest bedroom with a queen...
Ko Olina Beach Villas O1004: Oceanfront Penthouse Escape w/Pool & Golf Views
Immerse yourself in the epitome of luxury at Ko Olina Beach Villas O1004 by Gather, a stunning two-bedroom, two-bathroom penthouse perched on the tenth floor of the Ocean Tower. Designed for up to four guests, this villa offers panoramic views of the ocean, golf course,...
Kahana Villa 2 bed 2 bath ocean view condo, steps from the beach
Welcome to our slice of heaven located near Kahana Beach, a calm sandy beach great for swimming and relaxing. Our family friendly condo is modest and affordably priced so guests can experience the beauty of the island.Kahana Villa is located between the resort areas of...
Kauai Love-Family Home 4B/2.5B, A/C, Greenbelt Access to 2 Beaches!
Welcome to Kauai Love—a bright, open-concept 4-bedroom, 2.5-bathroom home located on the scenic Poipu Kai Greenbelt. With room for up to 8 guests, this home is perfect for multi-generational families or groups of friends looking to relax, explore, and enjoy the best...
BEACHFRONT MAUI KIHEI HOUSE
Welcome to the beach! We open our home to you, your family and friends. This home and property was originally built as a family, beachfront vacation home and our intent is to share this wonderful home for years to come. This home has 4 bedrooms and 2-1/2 baths and air...
Alii Kai 2-101, Enjoy relaxing on the lanai, views of distant mountain vistas
A completely renovated (in 2023) ground floor unit with a lot of open grassy area and privacy. It feels like your own back yard. This is a 2 bedroom, 2 bath corner unit. The trade winds flow right through the home. Kitchen, bathrooms, windows and much more have all been...
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
This beautifully remodeled ground level, 1 bedroom 2 full bathroom condo, features all new stainless steel appliances, air condition throughout, king size memory foam bed, 60 inch and 55 inch 4K flat screen TVs with Bluetooth Sound Bar/Subwoofer, queen size memory foam...
🏖️Ocean View | No Stairs! | Washer/Dryer in Unit | Top Floor | vrKCV
vrKCV - Casa de Emdeko 304, Professionally Managed by Kona Coast VacationsWelcome to Casa de Emdeko #304, your perfect Hawaiian getaway! This top-floor, one-bedroom condo features a comfortable king bed and includes ocean views from the lanai. With no stairs to...
Ground Floor - Ocean Front Condo Maui Sunset- Modern Furnishings
Maui Sunset 1032 S Kihei Rd - unit B109; Full kitchen and both bathrooms remodeled making the unit modern and sleek. The unit has 1 queen bed in master bedroom, 1 queen sofa bed,1 murphy (single)bed in main living area. Beautiful, spotless premium condo that has it all!...