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.
Villa de Aloha at Kolea Villa Big island Hawaii!
Luxury Kolea Villa at Big Island Waikoloa ResortWelcome to Big Island's most luxurious condo Kolea Villas Resort in front of A bay ( aka Waikoloa Beach )! We just fell in love with Kolea Villas here so beautiful and luxurious ! Plea come and say Hi to anyone here with...
Puako Oceanfront Paradise
Enjoy your personal piece of paradise while staying at this private oceanfront oasis in Puako loop. Relax in the hammock on a lush yard while listening to the waves. Enjoy prime snorkeling or diving just steps away from the yard. Cool off or exercise in the lap pool....
🌴Beautiful home centrally located in Kailua Kona. Aloha and welcome to Hale Kona!🌴
Aloha and Welcome to Hale Kona! This beautiful home is located right in the heart of Kona. It is your perfect tropical getaway.Enjoy the hot tub as you wind down for the evening. Located in a quiet and peaceful gatedcommunity, the home is just minutes away from all of...
Ma'alaea Surf, Unit F6 2 BR Beachfront Condo, AC, Wi-Fi, Pool, TV, Kitchen
Ma'alaea Surf, Unit F6 is a townhouse unit situated on the second floor offering guest total privacy. With the latest in contemporary upgrades, this gorgeous unit features a fully furnished modern kitchen and the convenience of a second bedroom and bath. It features...
WFH in Paradise: Beachfront Hauula Getaway!
Experience Oahu like never before at this sleek and modern Hauula vacation rental, located just steps from the shore and a variety of fresh food trucks. Aside from its incredible setting, this home offers 3 bedrooms, 1.5 baths, remote workstations, and a beautiful...
Fabulous Waterfront Modern Home on the Keiki Beach, Walking Distance to Town
E komo mai! Welcome to our light and bright beach house, located directly on the calm and lovely Keiki Pond at Kona Bay Estates. Enjoy ocean and beach views from every room. The primary bedroom features 180* view of the beautiful Kona coast. Kona Bay Estates is ideally...
*Charming with OCEAN VIEW and Fully Renovated*Ideal Location
This FULLY RENOVATED cute condo is located near the amazing Kamaole Beach II, in the popular town of Kihei. With six endless miles of white sand, pristine ocean, delicious restaurants, farmers markets and craft fairs, this is the best location for your relaxing...
Your oasis by the sea, stay at B103!
Step off your lanai, & enjoy the pristine ocean, pool, or hot tub. Snorkel with sea turtles & colorful fish. Walk to Kaanapali Beach & boardwalk for casual dining or groceries. Additional shops & restaurants minutes away at Whaler's Village & downtown Lahaina. Papakea...
Papakea D-105 - Updated - Great Discounts!
** Just Updated - Great Rates for Summer & Fall ** New photos coming soon - new carpeting, remodeled bathroom! ** NO RESORT FEES beginning July 1, 2025 ** "Sale" into Whale Season: PROMO CODE: SALE26. (Can not be used in combination with any other discount - not valid...
Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.
Now with 1 KING BED & 2 QUEEN BEDS - The master bedroom has been upgraded with TWO NEW QUEEN BEDS. The second bedroom is with a KING BED!Sunny south Kauai beckons from this gorgeous two-bedroom, two-bath Regency at Poipu Kai condo, where modern amenities meet a fully...
Relaxing Ocean View Vacation Paradise! 5 star Reviews!
Our townhome features an open concept greatroom, fully-equipped gourmet kitchen with new amenities, 3 bedrooms (2 with kingsize beds). Great for families! Enjoy stunning ocean and mountain views while you relax in the most spacious floor plan at Hali’i Kai.Everything...
OCEANFRONT, Stunning Corner Unit in Boutique Complex, Spacious, Pool, A/C!
Right-on-the-ocean, newly renovated, upscale and spacious condo in a gated boutique complex. Top floor (second floor) large 700 sq foot corner unit with nobody above you. Unbelievable views from the lanai and living room. Windows everywhere that will make you feel like...
Beautifully Updated-Well Equipped-Large Lanai-Ac-Meticulous Cleaning
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1188 sq. ft) condo that has been beautifully updated. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and...
Sugar Beach Resort 333: Ocean Front retreat with relaxing coastal décor.
Ocean Front retreat with a cool ocean breeze and coastal decor. You will feel relaxed from the moment you enter this one-bedroom ocean-front condo. The bedroom has a king bed, allowing this condo to accommodate up to two guests. The kitchen is fully equipped with...
Aqua Aloha Surf Waikiki 705 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 705 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 365 Sq. Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
Designer Hali'ipua Sunset Sanctuary ~ Hualalai ~ Fire Pit ~ Personal Concierge
Step into a world of refined beauty at Hali’ipua Sunset Sanctuary, where every detail of the stunning contemporary design—crafted in serene neutral hues—invites you to unwind in luxury. Picture sipping coffee, surrounded by original artwork and custom furnishings, as...
Luxurious 2.5 Bedroom Unit with Panoramic Ocean View in ONE Ala Moana
This luxury unit has an epic panorama ocean view with floor-to-ceiling windows. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms plus a den, 2.5 baths, and 1 parking. One Ala Moana has a long list of luxury amenities and a great service team...
STEPS TO THE SAND!!! <br>TVNC # 5088
This beautiful beachfront Hanalei Bay home is located steps from the sand on Kauai's majestic North Shore. Enjoy the best views of the pier, surf, mountains, and sunsets over Mt. Makana the north shore has to offer. This modern updated cottage has 2 bedrooms and 1bath....
Experience Luxury Living in our Penthouse Condo with Free Parking-Book Now!
Our luxury one bedroom condo is a penthouse (top floor) mountain and pool facing condo with vaulted ceilings, new appliances and Keurig. We are situated at the beautiful ocean front Waipouli Beach Resort. The large main bedroom features a King size bed (with a brand new...
Maui Resort Rentals: The Whaler 562 - Fully Renovated 5th Floor Studio, Fantastic Pacific Ocean and Black Rock Views!
Enjoy spectacular views of the Pacific Ocean, Kaanapali's famous Black Rock, Maui's neighboring island, Molokai, and the lush West Maui Mountains from this upgraded interior courtyard 5th-floor studio suite at the Whaler in the heart of Kaanapali Beach.It's fully...
Luxurious Ocean & Sunset Views Condo at Park Lane w/Luxury Building Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Park Lane is one of the most luxurious buildings in Honolulu! Located at the world famous Ala Moana...
Spacious 3 Bed 2.5 Bath House in Kahakai Estates
Experience island living at its finest in this beautiful and modern 3-bedroom, 2.5-bath home located in a quiet, gated community just minutes from downtown Kailua-Kona. Enjoy easy access to beaches, shopping, and restaurants—then return to your private oasis complete...
Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.
If you are looking for a modern, luxurious retreat for families in Wailea with BRAND NEW EVERYTHING, look no further! This unit was completely renovated. Guests can enjoy:— Modern, deluxe kitchen with all new appliances. Fully stocked with everything you need to cook...
The Best 3bd 3ba Condo Near Ocean with AC Office and Loft ACJ1
TMK: 750180080055TA-014-093-3632-01Alii Cove's Best Ocean Views! This unit is very quiet and has exceptional ocean views from the main lanai and upper lanai. The townhome comes with anything you could possibly need for an extended stay, including super fast wifi! Alii...
🌊 EPIC Oceanfront Condo at Hale Kona Kai #403, TOP FLOOR, ELEVATOR, CENTRAL AC 🐬
Aloha and welcome to KONA TIPSY TURTLE at Hale Kona Kai #403. This is the absolute destination should you want a relaxing vacation getaway on the Kona coast. The location of this condo complex adds convenience as fun activities and amenities are within walking distance....
Pali Ke Kua: Paradise awaits. Enjoy Stunning Ocean Views, beach access, & AC!
Absolutely the best location in Princeville...can you say Paradise! Stunning Ocean views!The condo is beautifully decorated with high end furnishings to help you relax as you take in the outrageous views and crashing surf below. This spacious condo includes a full...
Villa Hui Hou: Luxe O'ahu Villa Private Oasis! Gourmet Kitchen & Media Room
Just steps from the sands of Lanikai Beach, Villa Hui Hou blends resort-style outdoor living with the comforts of a private luxury home. This five-bedroom, four-and-a-half-bath retreat offers 4,920 square feet of space designed for gathering, relaxing, and making...
Grand Champions 105 I Spacious Wailea 3bd
Hawaii Life Vacations proudly presents Grand Champions #105, a beautifully updated 3-bedroom condo located in a serene corner of Grand Champions Villas in Wailea. Nestled against the 8th hole of the Blue Course, this spacious retreat offers stunning mountain views from...
OCEANFRONT. Amazing views of dolphins and sunsets. Newly renovated. No stairs.
RIGHT ON THE WATER in one of Kailua-Kona's most sought after complexes! This open and spacious, 2-bedroom condo has a spectacular, 180-degree, Kona coastline and ocean view. From the private lanai, watch spinner dolphins as you savor your morning Kona coffee. Later,...
Maui Resort Rentals: Westin Nanea Villas 2BR Oceanfront Villa
2 Bedroom Oceanfront Villa at Ka'anapali's Newest Luxury Beachfront Resort! Located on 16 prime beachfront acres on Ka’anapali North Beach, The Westin Nanea Villas is Kaanapali’s newest beachfront resort. The resort features 390 elegantly appointed 1, 2, and 3 bedroom...
Beautiful home in Kailua-Kona with easy access to all the Island.
Our 3 bedroom 2 bath vacation house is conveniently located just 5 minutes from Kailua-Kona town and its many shops, restaurants and grocery stores. You are just 10-15 minutes from many of Kona's most popular beaches, snorkel spots and activities. Only 15 minutes from...
Sans Souci Unit 1001 - One Bedroom
Nestled on Kaimana Beach, this charming, fully furnished one bedroom in Sans Souci is just steps away from the ocean. The unit boasts a complete kitchen and offers wifi & cable for your convenience. Enjoy the proximity to the renowned restaurant Hau Tree, located at the...
Hualalai Hillside Villa 3101 - Prime Location~Ocean Views!
This fabulous 3 bedroom, 2.5 bath luxury villa is a short distance to the Four Seasons Resort Hualalai - truly one of the worlds' great resorts. Enjoy the amazing ocean views from this ground floor Hillside Villa. Koa cabinets, travertine floors and wooden privacy...
Mahana 1117 - Direct Oceanfront - Special Rates!
Mahana 1117 - DIRECT oceanfront in Kaanapali. Located on the 11th floor of the The Mahana at Kaanapali, the full panorama from your lanai captures breathtaking views of neighbor islands - and is a perfect spot for those famed Maui sunsets. Mahana 1117 features: • Fully...
Newly Remodeled, Beautiful Oceanfront Studio!
DISCOUNTED for September, October, November & December 2025Beautiful, newly renovated (Jan 2022) studio just 30' from the ocean. The shower was just renovated Dec 2023.Aloha and welcome to The Maui House 207! When you enter our tropical Hawaiian home you will be...
koolkondo Ohana House with Pool by the beach
Welcome to koolkondo where you will experience luxury vacation rentals at its finest. Our stylish boutique hotel style condos and homes have it all. You will absolutely enjoy your home away from home with VIP concierge style services in modern island luxury!Aloha and...
Hale Lani ~ Big Island Charmer with Panoramic Ocean Views ~ Near Best Beaches
This solar powered single family home is located on the coast in the foothills of hawaii island’s oldest volcano, Kohala mountain, with views of the coastline and ocean. This beautifully appointed home is conveniently located in the historic neighborhood of Kawaihae...
Leipiha ke Aloha - Steps Away from Poipu Beach with A/C
Light, bright and airy perfectly describe Leipiha ke Aloha. And just like a lei, which has no ending, you won’t want your vacation at this home to ever come to an end! You’ll love having the ocean and beach so close to you while enjoying the comforts and ambiance of...
Valley Isle Resort #707 - Vacation West Maui - Beachfront Luxury
From the moment you arrive to Valley Isle 707, you will be mesmerized by the views of Molokai and Lanai. Step inside and find a spacious, modern living space with porcelain tiled floors, a luxurious King size bed, and a comfortable loveseat sleeper sofa. The...
Waikiki Shore 1404: The Full Beachfront Experience w/ Incredible Ocean Views!
Waikiki Shore #1404 – 2161 Kalia Rd.Bask in cool trade wind breezes as you enjoy your morning coffee on the lanai or as you walk along beautiful Waikiki Beach! With its incredible ocean and sunset views, this 14th-floor condo (1 floor below Penthouse level) is unique...
Alii Villas #332 On Ocean Fantastic View. Watch Dolphins, boats and canoes go by
Come enjoy a fabulous time in an ocean front property in Kailua-Kona Hawaii. This unit is a 2 bedroom, 2 bath home at a premier location at Ali'i Villas. The décor of this unit has been done in cool coastal and has just been remodeled top to bottom. Shoji screens can be...
Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet l
Sugar Mill Cottage is located in the heart of the Poipu Kai Resort community. It is the perfect location for beach access to either Shipwrecks beach or Poipu Beach park. A short stroll in either direction will take you to sun and sand!Enjoy the air conditioned bedrooms...
Amazing beach views from Lae Nani condo with new updates!
Enjoy a beautiful ocean view from our condo overlooking the beach. At Lae Nani you can relax at the pool while surrounded by lush gardens just steps from the beach. Located on Kauai's central coast, 10-15 minutes from the airport, Lae Nani is secure with gated access...
Condo in beautiful Poipu - 3Bd, 3Ba, pool, hot tub & AC
Polu (means blue in Hawaiian) Paradise is a Luxury condo located in sunny Poipu, Kauai at Pili Mai condo complex. One assigned parking space within close distance to main floor condo with A/C. Three bedrooms and 3 Bathrooms, sleeps up to 8 guests (2 California king...
Watermark - Luxury 2BD/2BA/1PA on 14th floor with an Ocean View!
This unit has 2 king size beds which can accommodate maximum of 4 people. This picture-perfect luxurious unit has 2 bedroom/2 bathroom with 1 designated parking spot. The condo is located at a very convenient location at the heart of Waikiki; only 7 minute walking...
🏖️Waikoloa Golf Discount | Views of Ocean & Golf Course | vrKCV
vrKCV - Hali'i Kai 8C, Professionally Managed by Kona Coast VacationsHali'i Kai 8C – A Luxurious Ocean View RetreatWelcome to Hali'i Kai 8C, your ultimate getaway on the Big Island of Hawaii! This premium ground-floor condo offers stunning ocean views and an unbeatable...
Endless Ocean Views from your Sugar Beach Retreat -Central AC #208
Come enjoy the amazing ocean views and breathtaking sunsets in our updated deluxe one bedroom, one bath, air-conditioned condo. Sugar Beach Resort, is just steps away from the 5-mile white sandy beach. Our beach access is excellent for swimming, snorkeling, windsurfing,...
Three bed three bath luxurious townhome in gated Princeville community
3 Bedrooms, 3 Baths, Sleeps 6VILLAS ON THE PRINCE #2 is a luxurious 3 bedroom, 3 full bath townhome in one of only 3 gated communities in Princeville on Kauai’s beautiful north shore. Newly renovated, it is one of the only units offering A/C upstairs as well as in each...
Beachfront Luxury - Polo Beach Club #707 - Amazing Views & Location!
Polo Beach #707Indulge in the refined elegance of Polo Beach #707, a fully remodeled “Maui Modern Masterpiece” at the exclusive Polo Beach Club in Wailea. This luxurious two-bedroom, two-bathroom condo offers unobstructed ocean views, high-end interior finishes, and...
🏖️Ocean & Mountain Views | 2BR with Loft, 4 Beds | Relax in Luxury | vrKCV
vrKCV - Golf Villas at Mauna Lani H22, Professionally Managed by Kona Coast VacationsWelcome to your tranquil retreat at Mauna Lani's Golf Villas, perfectly situated along the ocean-facing side of the prestigious South championship golf course. This immaculate condo...