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.
Hale Kahili Nui – Poipu Beach Estates Luxury Villa
For those desiring larger accommodations, Hale Kahili Nui able to be combined with Hale Kahili Ohana for a Hale Kahili 8 Bedroom Estate experience.Amazingly spacious and extraordinarily appealing, this newly constructed 2-story villa is conveniently located in Poipu...
Fantastically Remodeled Condo with Huge Ocean Views
Aloha! Welcome to magical, mystical, mythical Maui. My intimate, meticulously maintained one bedroom two bath condo is located on the 1st hole of the legendary Wailea Old Blue Golf Course. If you are searching for a first class yet budget friendly Wailea resort...
Beautiful Plantation at Princeville
Lovingly maintained home! Bright and airy, ground level condo with attached one-car garage in a desirable community in Princeville on the North Shore of Kauai. This unit is the essence of aloha and comfort. Brand new linens, new boogey boards & cooler chest. The...
Aloha Condos, Kanaloa at Kona, Condo 203, Fairway Front, AC
Prime fairway front location - great for bird watching or watching golfers along the 11th fairway of the Kona Country Club Ocean Course. Peaceful and spacious with lovely Hawaiian decor, this condo is the perfect escape for two couples or a family. Top Floor Condo with...
Aston Waikīkī Beach Tower by Gather 2BR Condo w/ Oceanview, Pool & Lanai
Please note: The 4th floor lower deck will be under renovation through May 2025. The upper deck, pool, hot tub, BBQ grills, cabanas, yoga rooms, fitness rooms, and hospitality lounge will remain open during this process. Work hours are restricted to 9am to 4pm, Monday...
KBM Resorts | FREE CAR | Honua Kai Konea | 1-Bedroom Condo, Steps to Beach! HKK-236
Peaceful 1-bedroom suite in Konea Tower with garden views, full kitchen, and relaxing resort amenities-perfect for a serene Maui getaway.*Special Offer - Book any KBM rental home in Hawaii for six nights or more with an arrival date between January 1 - December 31,...
Hip Hawaiian Seaside Vistas-No cleaning fee 7+days
Summary:Spacious and elegant. Completely remodeled in November 2024, no expense was spared to create our gorgeous oceanfront oasis. This two-bedroom, two-bathroom condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei, all of Maui is...
^^Marriott's Ko Olina Beach Club - 2BR 2BA -Mt.View-1st car park for free^^
Full access to the resort’s services and amenities are included with every reservation. Relax by the pool, surf the waves, or make your way over to the happening Waikiki for shopping, fine dining and nightlife. The exquisite western shore of Oahu, Hawaii is home to...
Luxury! 3Bd Ocean Beach front in Paradise! Hyatt Residence Club
AMAZING! LUXURY! BEST OF THE BEST 3 Bed, 3 Bath in Maui!! Ocean Beach front Paradise!!THE UNIT IS AN UPPER FLOOR 3 BEDROOM, 3 BATH WITH SPECTACTULAR OCEANFRONT VIEWS OVER THE PALM TREES! There are only 6 upper floor 3 bedroom units at this exclusive resort. Most...
Absolute OCEANFRONT; Walk to Beach/Kona Town, A/C, Oceanfront Pool, Elevator
Full refund if HI reinstates the traveler quarantine. Right on the ocean, newly renovated upscale condo. Unbelievable views from the lanai, living room, and bedroom of this condo. Close to everything! 1-2 blocks to Honl's beach, farmers market, restaurants, bars, and...
SUPER SALE in April! ~ QUALITY Villa ~ Very COMFORTABLE ~ Easy Access on parking level
Welcome to one of a few exclusive members of the Platinum Maui Vacations ohana, (familiy). We call this Kapalua Golf Villa, (unit 17 T-3&4), Hale O Ho'aloha. A Hawaiian phrase which roughly translates to English as 'Home of Friends'.We call this unit a 1.5 bedroom...
Blue Lagoon Estate at Mauna Lani Resort
Enjoy the best Hawaii has to offer in this luxury 10,000 sq ft Kona Coast tropical estate on The Big Island in the Champion Ridge enclave of Mauna Lani. Enjoy the private heated lagoon pool and spa and access to many of the Mauna Lani resort area amenities including a...
Molokai Island Retreat
Aloha and welcome to Molokai Island Retreat! Molokai Island Retreat is located on the highly desirable lush east end of Molokai (we are not on Maui) in the Wavecrest Resort. Our condo offers a breathtaking bird’s-eye view of the ocean, with stunning vistas extending...
Luxury family friendly home within walking distance to Poipu Beach.
Honu House is located in sunny Poipu on the south shore of Kauai. This home was completed in March of 2019. Honu House is an open concept home with beautiful koa wood floors and 10' ceilings throughout, boasts 2 master suites on the main level with plush king size beds...
Ocean View Condo | Pono Kai Resort | PF-G102
Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Experience the beauty of Kauai in this charming 1 bedroom, 1 bathroom ocean view condo that’s...
Private Cozy Studio walking distance to beaches, shops, restaurants and bars
This studio is perfect for the vacationers who wants to spend their time out and about exploring the island and still have a very nice, comfortable place to come home to. It's on the 4th floor of The Island Surf in South Kihei and within walking distance of many shops,...
REMODELLED, prime OCEAN VIEW at Maui's #1 Kaanapali beach J221
Enjoy a prime ocean and golf course view, while sipping your morning coffee from the privacy of your own lanai.Bright Hawaiian style decor adorns this comfortable and relaxing suite. Perfect for a couple seeking a 5 star relaxing suite in Kaanapali. Tastefully...
Poipu Sands 437: Updated Spacious 2BR Ocean View Condo, A/C, pool, tennis, beach
Welcome to Poipu Sands 437! This top floor ocean view condo is spacious, updated and comfortable, with a 300+ sq ft lanai overlooking the cliffs of Shipwreck Beach, perfect for turtle, dolphin and whale watching (in season). There are two bedrooms, two bathrooms, a...
Lovely 2 bed 2 bath Maui Kamaole 2 story condo with views
With its superior location at one of the top-rated resorts in Southernmost Kihei, just a block from Wailea, this 2-bedroom, 2-bath luxury condo sleeps up to six and features Tommy Bahama furnishings, two resort pools and hot tubs, two tennis courts, and lush gardens....
Remodeled 1BR/2BA Wailea Ekahi 26B Ground Floor with Lush Views & Spacious Lanai
Remodeled, ground floor condo tucked in the lush tropical foliage of Wailea Ekahi Village. #26B is a large 1 bedroom, 2 bathroom with a wide open floorplan and lanai leading out to the grassy lawn. Tons of windows allow natural light to brighten the space. AC in the...
Maui Resort Rentals: Honua Kai – 5 Total Bedrooms, 9th Floor Stunning Deluxe Ocean and West Maui Mountain Views!
This phenomenal nine-floor offering pairs two kitty-cornered residences for nearly 2800+ sq ft of combined interior living space. Your group will enjoy five luxurious bedrooms and bathrooms, two modern kitchens, and two expansive lanais featuring unparalleled views of...
Puako Beach Luxury Oceanfront Home- 3 Guest Suites
Say aloha to this gated oceanfront retreat! Beach access is a short 5-minute walk away, but your vacation begins as soon as you step on the grounds of this stunning property. Upon arrival, you’ll be greeted by a beautiful entryway of Balinese design. Once inside,...
Stunning Modern Condo Across Street from Turtle Beach, Learn to Snorkel or Surf!
Beach Villas at Kahalu’u is one of the newest condo complexes built along the lush Kona Coast on Alii Drive. It is located directly across the street from historic Kahalu’u Beach Park. Hawaiian people once fished and surfed here, and chieftains bathed in pools that...
Kolea 6E ~ Oceanview Three Bedroom Kolea Villa
Along with ample living space, Kolea 6E offers a nice ocean view of A'Bay over one of the few vacant lots remaining at Kolea. This villa is great for families as well as those just looking for a peaceful getaway in Hawaii.As you enter the villa you will be astonished at...
Mahana 1204 Oceanfront Penthouse. Top floor whale watching - direct beach access
Has it all! Panoramic top-floor view, comfortable luxury, and beachfront!Experience the ultimate Maui getaway, perfect for small families and couples. Whether celebrating a romantic honeymoon, special anniversary, or birthday, unit 1204, a VRBO Premium Property at the...
Likely July re-opening Please Check with Host Before Booking Please read below.
Lahaina Shores may still provide a quiet, relaxing stay in the near future.In case you missed the international news coverage . . . Lahaina had a major fire. We will rebuild the town. Please come to be a part of it! Our resort is still standing and from the outside...
Ultimate Luxury,Ocean Views,Walking Distance to Beaches!Kapalua Bay Villa 33B3-Quam Properties
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Welcome to Kapalua Bay Villa 33B3, your private slice of paradise where the ocean greets you from every room and the spirit of Maui surrounds you in comfort and style. Perched above the...
Top Floor, Retreat w/Mtn Views & Beach Access, 1538
Unit 1538 is a cozy and inviting retreat perfectly suited for a relaxing getaway. This spacious studio features a comfortable king-sized bed, a full kitchen, a washer/dryer, and a large bathroom with a walk-in shower. The room is also equipped with a large flat-screen...
Ocean Edge Bliss w/Island Decor, Kitchen Ease, Lanai, Flat Screen, WiFi–Kaha Lani 327
Castle Kaha Lani Resort #327 - Comfy and casual, this 739 sq. ft. suite boasts a Pacific Ocean view that’s hard to beat! End a dreamy Kauai day with cocktails and fresh catch prepared to perfection in the full kitchen. Touches include a flat screen, WiFi, ceiling...
New Listing: Bright corner condo in Kihei
Maui Banyan P409 - a spacious 1-bedroom, 1-bathroom penthouse that offers a south-facing lanai, 1 window A/C in the living room, and new luxury vinyl plank flooring throughout. Unit P409 can accommodate 4 guests. This property has elevators for easy access. The bedroom...
Poipu Sands 126 By Parrish Kauai
Our luxurious Kauai vacation rentals at Poipu Sands offer spacious layouts, large covered lanais, a private heated resort swimming pool, community gas BBQs, on-site tennis courts, and more.Centrally located in Poipu, adjacent to the Grand Hyatt Resort & Spa as well as...
Magic Sands Ocean Front Condo. Kailua-Kona
This studio is oceanfront with stunning views. The popular Magic Sands beach is right next door. Bar and restaurant downstairs and bike rentals across the street. Close to Kailua-Kona town and other popular beaches including the famous snorkel beach Kahalu'u.This unit...
OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BED
OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BEDExperience true oceanfront at low welcome back pricing!Recent Cal KING bed and appliances!MK806 is an oceanfront studio condo apartment with a perfect ocean view that has been completely...
Oceanview Kihei Akahi D210: Updated 1BR/1BA, Perfect for everyone!
Unit D-201 has been completely remodelled and refurnished with modern, beachy decor. Fully renovated kitchen is wide open and includes views from the large, stone island and is fully equipped for the home chef! Dining table for 4 inside is perfect for game night....
New! Luxury Split-Level Retreat at Pili Mai
Luxury Split-Level Retreat at Pili Mai #15E | Poipu ParadiseProperty OverviewWelcome to this stunning split-level home at the prestigious Pili Mai Resort in sun-soaked Poipu, Kauai. This immaculately maintained 3-bedroom residence offers the perfect blend of Hawaiian...
Luxury Beachfront Home in Haena AC, Pool TVNC5141
Mana Kauai Island Vacations Presents Holo Makani! The gated estate of Holo Makani is located in the sand on a dramatically beautiful and pristine beach on Kauai's North Shore coast line. Enjoy the lull of the ocean and the gentle trade winds coming in off the water...
Ocean View - King Bed✨nSelf Checkin and Out - Private Entry and Private Lanai
For The Island Adventurer✨Vast Ocean View!Facing the Pacific Ocean & Kailua-Kona Bay*Private Entrance*Self Checkin/Checkout*King Bed 4" topper - 30” elevated w/step up*Lanai/Patio ~ Outdoor Shower with Hot H20*FAST STARLINK Satellite for multiple devices *Beach+Bath...
Tropical "Jungalow" Near the Sea
Enjoy indoor-outdoor living in our bright, open home... Relax on the lanai overlooking lush vegetation and lava outcrops, smell the fragrant Hawaiian air and listen to the waves crash in the distance. Secluded and quiet--a garden oasis far from the maddening crowd. Open...
Kuhio Shores designer 2br oceanfront condo w/ AC
This beautiful 2 bedroom and 2 bathroom condo has been fully updated and sits directly on the ocean. You will not find a better view and location in Kauai.All beach amenities such as towels, chairs, and boogie boards are provided.3 AC UnitsFully remodeled...
Walk to beach, 3 bd, 2 bth private house, heated pool, yard, AC, WIFI, parking
Due to local laws we have a rental contract of 30 days. This beautiful, spacious Kailua home has 3 bedrooms and 2 bathrooms. The house can sleep up to 6. Two bedrooms have a King bed and one bedroom has two twin beds. There is also an attached 1-bedroom, 1 bathroom...
Executive Balinese Vacation Home in Hawaii Kai
Find serenity,luxurious style, at Hale Maluhia. This Oahu vacation rental, whose Hawaiian name translates to "house of tranquility," is a beautifully contemporary resort close to some of the island's best beaches and east oahu coastline. Invite up to eight friends or...
On Golf Course, Cedar Hot Tub, Walk to Beach, Market, Trails! BOHO Modern
Welcome to Paradise – The Luana HouseExperience modern island living at The Luana House, a Boho Modern retreat designed by a local architect and nestled on the scenic Makai Golf Course in Princeville. This newly rebuilt spacious 4-bedroom, 4-bath home features vaulted...
PRIVATE LUXURY HOUSE POOL/ SPA -AIR CON - AMAZING LIFE
LIVE YOUR DREAM IN PARADISE ! 3 LOVELY BEDROOMS - EACH WITH THEIR OWN BEAUTIFUL VIEW... AMAZING PRIVATE POOL - WITH TURTLES ETCHED INTO THE FLOOR BELOW... THE SPA GIVES A GENEROUS MASSAGE AS THE WATER CASCADES INTO THE POOL. STAY FOR A MONTH AND GET A FEEL FOR WHAT...
Gated 2-story beach house with big yard
Hoku Lani, or “Heavenly Star” is a two story air conditioned 3 bedroom, 2.5 bath home with lofty ceilings, concrete construction and gorgeous details throughout. You’ll love the mahogany and kiwi custom cabinetry and granite countertops in our gourmet chef...
Hale Koaniani - 3BR Beachfront Home in Ha'ena
TVNCU#1059 - TA# 121-109-0944-01 - "House with the Cooling Breeze"A true oasis, Hale Koaniani is a meticulously cared for three bedroom, two and a half bath home and a rare find on Kauai's spectacular North Shore. It’s elegantly constructed and furnished and has ocean...
Wailea Ekahi 10C - Close to Main Pool & Beach! Spacious condo -Sleeps Up to Four
Our home is in the 1st (and closest) phase of Ekahi and is just steps away from the main pool pavilion, the beach, and a second pool even closer. Ekahi is a huge complex, so check the complex maps we included before booking. Some units are in another zip code!You have...
Luxury Vacation Rental Napili Gardens | 3 Bedrooms
Summary:Aloha Future Guests,Relax in luxury in this clean, comfortable, and modern Maui home, designed with elegant island-style touches that reflect the beauty of Maui. Just moments from the golden sands of Napili Bay, this serene retreat offers the perfect blend of...
Makai Hideaway 600ft from Ocean Giant Deck/GameroomnAsk about 10 day special
10 day special in September through early December.https://www.youtube.com/watch?v=VigSB3M4z3w The above is the link to a video of my house.Makai Hideaway is quiet and peaceful. Unwind and relax from city life. House is an an hour south of Kona and one hour ten minutes...
🏖️Beautiful Oceanfront | Air-Conditioned | Sleeps 6 | Walk to Beach | vrKCV🏖️
vrKCV - Kona Onenalo #1, Professionally Managed by Kona Coast VacationsEscape to Paradise - Air-Conditioned 3-Bedroom, 3-Bathroom Townhome in an Oceanfront CommunityDiscover the perfect combination of comfort, location, and island beauty at Kona Onenalo 1. This...
Maui Sunset A111, ground floor paradise
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Maui Sunset A111, ground floor paradiseGround floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck...