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 with A/C Remodeled Amazing Views of Whales
Relaxing and Lovely Property on the Ocean, with Both Ocean & Garden ViewsThe condo provides a great ocean view and oceanfront location that keeps all the traditional Hawaiian Charm and feel in a low rise.. We have lush plantings and gardens, cool trade winds, and sounds...
Gorgeous Mauna Lani Townhome: Near Beach / Luxury Amenity Center
Gorgeous townhome in the Kulalani at Mauna Lani community. This sleek, well decorated two-story home offers private Beach Club access, close proximity to the luxurious Kulalani Amenity Center, a patio with a gas BBQ and an expansive lawn surrounding the building for...
Close to Pool, Beautiful Decor, On the Golf Course
Aloha to your serene Waikoloa retreat - a peaceful getaway surrounded by tropical beauty & resort comforts:- Sleeps 6 | 2 bedrooms | 2 beds | 2 baths- Access to 2 lagoon-style pools, hot tub & tennis court-Two private lanais w/ golf course views- Fully equipped kitchen...
KBM Resorts | FREE CAR | Kaanapali Shores | Ocean view | 2-Bedroom Condo with Stunning views & Great for Families! KS-260
** 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...
Spectacular home with ocean views across the whole of the north shore.
Oceanview Paradise at Sunset BeachLocated on the majestic North Shore of Hawaii, this 3-bedroom, 3-bathroom retreat offers a slice of paradise with panoramic ocean views. Just a short stroll away from the world famous Sunset Beach, this home provides the quintessential...
Breathtaking Oceanfront Home on Lava Rock Beach.
Summary:Embrace the beauty of Hawaii with a stay at our breathtaking oceanfront home, where you're surrounded by the soothing sounds of the waves and the gentle Tradewinds. From our expansive, floor-to-ceiling windows to multiple lanais, you'll enjoy panoramic views of...
Stunning BEACHFRONT Ground Floor Condo – Fully Renovated & Ready to Welcome You
Experience the ultimate in Tropical Beach Living at this beautifully renovated, ground-floor 1-bedroom, 1-bath condo at Kihei Sands. Complex located right on the beach, this chic retreat combines modern style with the laid-back charm of Maui. With a design that blends...
Dolphin House by Gather: North Shore Escape w/ Direct Beach Access
Welcome to Dolphin House, a breezy beachfront retreat in Laie on Oahu’s celebrated North Shore. This three-bedroom, two-bathroom home blends the timeless charm of island life with modern comfort, offering 1,500 square feet of open, light-filled living just steps from...
Maui Sunset #A216 - Oceanview King Bed, 1BR, 2 BA Condo
Maui Sunset is a beautiful oceanfront resort and is the perfect vacation home on Maui. Swim in the large swimming pool or just enjoy sitting on a chaise lounge by the pool or in the jet spa. It is especially beautiful in the evening relaxing under the stars and enjoying...
Kauai North Shore Oceanfront - Mountain View Beachouse TVNC#1136 Tsunami Zone
Hawaiian Island Beachfront cottage with an incredible location on the North Shore of Kauai in between Hanalei and Haena close to Tunnels. The 3/4 acre property features a large sandy beach point. Some of the islands best snorkeling and shelling right out front of the...
Wailea Beach Villas PH410 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas PH410 is a fourth floor penthouse suite that overlooks the central swimming pool with spectacular views of the Pacific Ocean and Wailea Beach, along with views of Kaho’olawe, Molokini and Lana\'i. From your private elevator landing, the suite...
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
After a full day of enjoying all that Maui has to offer, come home to your air conditioned oasis in the heart of the Kaanapali resort. Maui Eldorado J115 has been totally rebuilt to reflect the island lifestyle that you deserve.A ground floor unit in one of the best...
Maui Resort Rentals: Luana Garden Villas 2A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3bedroom/3bath residence is conveniently set within Enclave One of the Luana Garden Villas. Villa 2A's north facing orientation offers a Shady respite from West Maui's legendary endless sun and its designation within "Grounded" collection at the Luana...
Oceanfront Penthouse Sleeps 8! New Central Air! Gorgeous 180° Views- w/Loft!
Penthouse views, three breezy bedrooms, and front-row whale watching. This top-floor oceanfront condo offers Moloka‘i sunsets, honu in the surf, and open-air dinners on the lanai. With central A/C, three baths, and Papakea’s pools below—you may never want to...
A 5-Star Estate, Large Groups, Luxury Living
This luxury condo is situated a short walk from the beauty of the beach! A 3,700 square foot, 3 bedroom, 3.5 bath gem, it is the ideal place for a quiet retreat. Features a Master Suite with private lanai and two additional bedrooms with en suite baths, sleeping up to a...
Cozy ground floor condo, lush lanai, dining nearby
Welcome to Maui Kamaole F101 – your perfect island retreat! This beautifully appointed ground-floor condo features 1 bedroom and 2 full bathrooms, comfortably accommodating up to 4 guests. The dual-bathroom layout is ideal for families or couples traveling together....
Hawaii Life Rentals Presents Villas of Kamalii 17
This bright, spacious three-bedroom, three-bathroom townhome is located at Villas of Kamalii, in the prestigious resort community of Princevile. Perched on the highest part of world-famous Makai Golf Course, enjoy stunning mountain and waterfall views from your private...
Penthouse Condo with Ocean Views
Vista Waikoloa – Your Big Island Escape AwaitsPerched on the third floor in a coveted corner position, this newly updated condo is your private oasis in paradise in the Vista Waikoloa complex. Step inside to a light, airy tropical retreat filled with fresh décor and...
Beachfront Family Estate. Great for multiple families.
Beachfront Family Retreat in Central KiheiProperty Overview:Nestled in central Kihei on the northern end of picturesque Halama Street, this family-owned, legal short-term rental offers guests an unforgettable beachfront experience. The property features two unique...
2 Bedroom Penthouse and Amazing Ocean Views!
Enjoy a top floor penthouse villa, directly overlooking the ocean and newly renovated pool at the Mauna Lani Terrace! Building "H" is one of the most requested and boasts a location directly on the seafront, nestled between the luxurious Auberge Hotel and the private...
VACATION DATES: OCTOBER 18-25, 2025: 2BR/2BATH VILLA KAANAPALI
ENJOY AN OHANA HAWAII EXPERIENCE AT A VALUE PRICE. EXPERIENCE PERSONAL CUSTOMER SERVICE FROM AN OWNER OF THIS VILLA TIMESHARE.OFFERING OUR 2 BEDROOM / 2 BATHROOM UPPER FLOOR OCEANFRONT VILLA AT $600 DAILY RENTAL PRICE. GUARANTEED UPPER OCEANFRONT VILLA ON FLOORS 9-...
(4102/03) 2Br Ground Floor Hanalei Bay Resort, Ocean View, Pool, Tennis
Welcome to Hanalei Bay Resort unit 4102/4103. A ground floor unit with stunning views of Hanalei Bay and the surrounding Bali Hai Mountains. This beautiful unit has 2 bedrooms, one with a King size bed and large en-suite bathroom with a shower to rinse off after a day...
Banzai Surf Escape -w/ AC, Epic beach by the house!
Banzai Surf Escape has all of your basic needs so that you can best spend your time relaxing near the ocean and enjoying all of the local spots. The open floor plan allows you to breath and relax during your stay. Enjoy air conditioning after a hot day at the beach and...
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
FAMILY FUN at Pili Mai, 2br + Game room (bumper pool, poker table, classic video game console, board games, piano, masks and snorkels, beach chairs, croquet, and small yard for the kids to play) 2.5 bath, sleeps 6, no stairs, back yard lawn. Condo is located near the...
Spacious Lanai Retreat: Kapalua Maui's Golf Villa with Breathtaking Views 14T 1-2
This is a legally permitted vacation rental according to the County of Maui ordinances.Spacious Lanai Retreat: Kapalua Maui's Golf Villa with Breathtaking ViewsImmerse yourself in the epitome of luxury with our recently refurbished 1-bedroom, 2-bathroom condo, nestled...
Epic Forest View, A/C, Fruit Trees, Beach 5m drive
Experience this forest retreat complete with a cozy queen bed, AIR CONDITIONING, vaulted ceilings, convenient kitchenette, half bath, and an outdoor hot/cold shower. Relax on the expansive deck facing breathtaking panoramic views of the untouched jungle. Immerse...
Wavecrest Oceanfront Rental
TA-061-740-4416-01GE-061-740-4416-01This recently remodeled ground floor oceanfront condo with spectacular ocean views on the lush and undeveloped east end of the " friendly" island of Molokai , is one of the most picturesque locations. Enjoy the amenities of the...
Artevilla at Pauoa Beach - Luxury Estate with Private Pool & Club Perks
Welcome to Artevilla at Pauoa Beach, the best of modern living in a classic Hawaiian setting.Nestled adjacent to the renowned Fairmont Orchid 5-star Hotel and Mauna Lani, Auberge Resorts Collection, Artevilla is a lavish two-story villa offering unrivaled luxury....
Luxury Oceanfront Air-Conditioned 2 bedroom Condo Rental- 35 Feet from the Water
Open the door to our beautiful second home in Kauai and know you are in paradise. There is nothing between you and the vast blue ocean, just 35 feet away, which is framed by a wall to wall expanse of floor to ceiling windows. The soothing sounds of the ocean fill the...
REMODELED 2 BED/2 BATH CONDO ACROSS FROM KAM3 BEACH W/ OCEAN VIEW
Maui Parkshore at 2653 South Kihei Road is located in the heart of South Kihei just a step away from some of the best beaches Maui has to offer. Its convenient location is also a walking distance to many restaurants, cafes, tourist gift shops, and a health food store!...
Great View, 3 Pools, A/C, Walking Distance to Beaches! Kapalua Bay Villa #38G3
Welcome to Kapalua Bay Villa 38G3, a beautifully renovated 1-bedroom, 1.5-bathroom ocean-view villa that offers the perfect blend of refined luxury and island serenity. Located in the prestigious Kapalua Bay Villas gated community, this two-level retreat has been...
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
Very important, Kihei Kai Nani is HOTEL ZONED, and not affected by ongoing Maui Transient accommodation issues, ours is a one-bedroom condo, on the top corner (2nd floor) of building #3, which is the second floor of a concrete building. The unit has a full kitchen and...
Welcome to Luana Garden Villas 3B & 3D
Crafted for multi-family vacations or larger gatherings, this listing offers two distinct Villas at the illustrious Luana Garden Villas — nestled on the captivating Kaanapali Beach on Maui’s western coast. Together, the upper and garden level villas are a haven of...
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...
Hale Mokulua: Lanikai Multi-Home Estate - Sleeps 14
With 3 separate living spaces, this remodeled Lanikai home is ideal to accommodate up to 14 guests. The main house of Hale Mokulua - Lanikai consists of 3 bedrooms, 3.5 baths with an open floor plan, high ceilings, hard wood floors, modern kitchen and a wonderful,...
KHV 17 Spacious 2BD West Maui Condo with Ocean Views and Spectacular Sunsets
Kahana Village 17 NEW LISTING Enjoy Ocean Views and Famous West Maui Sunsets from this 2Bedroom, 2Bathroom Condo in Kahana, Steps to the Beach! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
Ko Olina Beach Villas 410: 4th Floor Ocean Front, Gourmet Kitchen, Private Lanai
Step into the world of luxury at Ko Olina Beach Villas B410 by Gather. Located on the fourth floor, this two-bedroom, two-bathroom oceanfront villa offers breathtaking panoramic views and elegant finishes. Perfect for up to four guests, it’s the ideal Hawaiian retreat...
"Waimea Vista," Oceanfront Views, Walk to Beaches
Vrbo Premier Host presents: Oceanfront with sweeping views of surfers, whales, and sunsets. This 3-bedroom retreat sits within a marine sanctuary, offering rare privacy and walking distance to three iconic beaches, world-class snorkeling, local eats, grocery. Endless...
AMAZING OCEAN VIEW Popular White Sands Village Steps To The Beach!!!
Hale Lihi LaniOcean View Vacation Rental at White Sands Village. We are located 4 miles south of charming Kailua-Kona Village and directly across from Kona's spectacular Magic Sands Beach. You will enjoy beautiful ocean views and dreamy sunsets from our large covered...
Kaanapali Royal B201: Your Dream Hawaiian Retreat
🌴 Escape to Paradise: Your Dream Vacation Awaits at Kaanapali Royal B201 🌺Imagine waking up in the heart of Kaanapali (Kāʻanapali), where the gentle sounds of swaying palm trees (nā niu) and the scent of tropical flowers (nā pua) welcome...
🏖️Concierge Included| No Stairs | Ocean View | vrKCV
vrKCV - Country Club Villas 230, Professionally Managed by Kona Coast VacationsDiscover the essence of island living at Unit 230 of the Country Club Villas in Kona, Hawaii. This charming 2-bedroom, 2-bathroom retreat offers an idyllic getaway in the desirable Keauhou...
MOST STUNNING Oceanfront Views, A/c, Washer/Dryer, Kitchen, Elevator, Beach 0.5m
2 Bedrooms, 2 Baths, Sleeps 6THIS CONDO HAS THE MOST STUNNING OCEAN & COVE VIEWS, BARRING NONE!!! THE WAVES CRASH RIGHT IN FRONT OF THE PATIO INTO THE MAGNIFICENT COVE BELOW. The occasional spray is the cherry on the top. The unit is fully air-conditioned.The living and...
Maui Resort Rentals: Honua Kai Hokulani 246 - 2BR w/ Partial Ocean AND Lush West Maui Mountain Views!
Hokulani 246 is an opulent two bedroom partial ocean view suite offering views of the Pacific Ocean and the awe-inspiring West Maui Mountains. As the second two bedroom back from the front you will find that this suite is well situated to enjoy what Maui is known for,...
Aloha Condos, Kanaloa at Kona, Condo 1701, Oceanfront, AC, Renovated
Condo 1701 in Kanaloa at Kona is a beautiful two-bedroom, two bathroom, groundfloor oceanfront condo with a fully equipped kitchen, TV in three rooms, ceiling fans throughout. This condo sits directly oceanfront and is arguably in one of the best locations at the...
Luxe Tropical Retreat w/ Private Pool, Spa, AC, Golf Cart Included
This newly constructed split-level home features an open floor plan, only the finest finishes, and its own pool and jacuzzi, along with access to the KaMilo pools, fitness center, and other recreational facilities. Luxuriously appointed, it creates a peaceful atmosphere...
3BR/3BA Penthouse: Central A/C! Short Walk 2Beach!
Welcome to BlueTideVillas! This is a VERY spacious (1650+ square feet), top floor (2nd & 3rd), corner Penthouse, 3BR/3BA with two private lanai's to sit on and enjoy your favorite tropical drink. This is one of the most demanded units in all of Poipu due to its central...
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....
Hale Konane – Oceanview Luxury at Mauna Lani Resort
Hale Konane blends Big Island elegance with relaxed island living in the heart of Mauna Lani Resort. Set along the 17th green of the South Course, this 5-bedroom, 5-bathroom single-level estate offers sweeping golf and ocean vistas, refined interiors, an outdoor retreat...
Poipu Crater 20 - A/C, Close to Beaches, Shopping, Golf and Restaurants
POIPU CRATER 20 AT KOLOA KAI VACATION RENTALSA Unique Hawaiian Retreat Inside a Tropical CraterWelcome to Poipu Crater 20, a charming and secluded two-bedroom condo nestled within a dormant volcanic crater. Surrounded by lush tropical gardens and vibrant birdlife, this...
New Aloha Ilikai 1Free Parking<br>(1777 Ala Moana BLVD)
ALOHA! Fully Renovated in June of 2025 / 1 free parking(There is a top-quality water purifier inside the unit, so there is no need to buy bottled water.)Perfect for couples, families, solo travelers, or business stayWe offer the ultimate Waikiki experience, combining...